US3577516A - Preparation of spray on bandage - Google Patents
Preparation of spray on bandage Download PDFInfo
- Publication number
- US3577516A US3577516A US881376A US3577516DA US3577516A US 3577516 A US3577516 A US 3577516A US 881376 A US881376 A US 881376A US 3577516D A US3577516D A US 3577516DA US 3577516 A US3577516 A US 3577516A
- Authority
- US
- United States
- Prior art keywords
- methacrylate
- polymer
- bandage
- plasticizer
- grams
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000007921 spray Substances 0.000 title description 12
- 238000002360 preparation method Methods 0.000 title description 3
- 229920000642 polymer Polymers 0.000 abstract description 48
- 239000002904 solvent Substances 0.000 abstract description 28
- 239000004014 plasticizer Substances 0.000 abstract description 19
- 239000004480 active ingredient Substances 0.000 abstract description 15
- 239000000203 mixture Substances 0.000 abstract description 14
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract description 12
- 238000005507 spraying Methods 0.000 abstract description 10
- 238000009835 boiling Methods 0.000 abstract description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 2
- 229920003176 water-insoluble polymer Polymers 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical group [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 39
- 239000000843 powder Substances 0.000 description 33
- 238000000034 method Methods 0.000 description 30
- 206010052428 Wound Diseases 0.000 description 27
- 208000027418 Wounds and injury Diseases 0.000 description 27
- 239000000443 aerosol Substances 0.000 description 16
- 125000005250 alkyl acrylate group Chemical group 0.000 description 16
- -1 alkyl methacrylates Chemical class 0.000 description 14
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical group [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 13
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 13
- 229920001577 copolymer Polymers 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 9
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 9
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 9
- 239000003380 propellant Substances 0.000 description 9
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 8
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 8
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 description 8
- 229920001944 Plastisol Polymers 0.000 description 7
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 7
- 230000035699 permeability Effects 0.000 description 7
- 239000004999 plastisol Substances 0.000 description 7
- 208000002193 Pain Diseases 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 6
- 229960004068 hexachlorophene Drugs 0.000 description 6
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical class CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 5
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 5
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 4
- 229960005274 benzocaine Drugs 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000001087 glyceryl triacetate Substances 0.000 description 4
- 235000013773 glyceryl triacetate Nutrition 0.000 description 4
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 4
- 238000007614 solvation Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 229960002622 triacetin Drugs 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- SFPNZPQIIAJXGL-UHFFFAOYSA-N 2-ethoxyethyl 2-methylprop-2-enoate Chemical compound CCOCCOC(=O)C(C)=C SFPNZPQIIAJXGL-UHFFFAOYSA-N 0.000 description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 238000005054 agglomeration Methods 0.000 description 3
- 230000002776 aggregation Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 3
- 239000000417 fungicide Substances 0.000 description 3
- 230000002070 germicidal effect Effects 0.000 description 3
- 229920001477 hydrophilic polymer Polymers 0.000 description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 3
- 230000036407 pain Effects 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- 230000001629 suppression Effects 0.000 description 3
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 description 2
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 2
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 2
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 2
- YQIGLEFUZMIVHU-UHFFFAOYSA-N 2-methyl-n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C(C)=C YQIGLEFUZMIVHU-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- JMADMUIDBVATJT-UHFFFAOYSA-N 2-methylprop-2-enamide;propan-2-one Chemical compound CC(C)=O.CC(C)=O.CC(=C)C(N)=O JMADMUIDBVATJT-UHFFFAOYSA-N 0.000 description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 108010001478 Bacitracin Proteins 0.000 description 2
- 241000283690 Bos taurus Species 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 description 2
- MFYSYFVPBJMHGN-UHFFFAOYSA-N Cortisone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 MFYSYFVPBJMHGN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 241000607142 Salmonella Species 0.000 description 2
- UYXTWWCETRIEDR-UHFFFAOYSA-N Tributyrin Chemical compound CCCC(=O)OCC(OC(=O)CCC)COC(=O)CCC UYXTWWCETRIEDR-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 230000001464 adherent effect Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 230000036592 analgesia Effects 0.000 description 2
- 230000002421 anti-septic effect Effects 0.000 description 2
- 229960003071 bacitracin Drugs 0.000 description 2
- 229930184125 bacitracin Natural products 0.000 description 2
- CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 description 2
- CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229960004544 cortisone Drugs 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 230000035876 healing Effects 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 208000015181 infectious disease Diseases 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 238000002690 local anesthesia Methods 0.000 description 2
- 239000003589 local anesthetic agent Substances 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- WFKDPJRCBCBQNT-UHFFFAOYSA-N n,2-dimethylprop-2-enamide Chemical compound CNC(=O)C(C)=C WFKDPJRCBCBQNT-UHFFFAOYSA-N 0.000 description 2
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 description 2
- WDFKEEALECCKTJ-UHFFFAOYSA-N n-propylprop-2-enamide Chemical compound CCCNC(=O)C=C WDFKEEALECCKTJ-UHFFFAOYSA-N 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 2
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 230000035807 sensation Effects 0.000 description 2
- XNRNJIIJLOFJEK-UHFFFAOYSA-N sodium;1-oxidopyridine-2-thione Chemical compound [Na+].[O-]N1C=CC=CC1=S XNRNJIIJLOFJEK-UHFFFAOYSA-N 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- RYOCYIVCDUMYAL-VFQQELCFSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;oxirane Chemical class C1CO1.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO RYOCYIVCDUMYAL-VFQQELCFSA-N 0.000 description 1
- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- DDMOUSALMHHKOS-UHFFFAOYSA-N 1,2-dichloro-1,1,2,2-tetrafluoroethane Chemical compound FC(F)(Cl)C(F)(F)Cl DDMOUSALMHHKOS-UHFFFAOYSA-N 0.000 description 1
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 description 1
- RWXMAAYKJDQVTF-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl prop-2-enoate Chemical compound OCCOCCOC(=O)C=C RWXMAAYKJDQVTF-UHFFFAOYSA-N 0.000 description 1
- ZKLMKZINKNMVKA-UHFFFAOYSA-N 2-(2-hydroxypropoxy)propan-1-ol;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.CC(O)COC(C)CO ZKLMKZINKNMVKA-UHFFFAOYSA-N 0.000 description 1
- YATYDCQGPUOZGZ-UHFFFAOYSA-N 2-(2-hydroxypropoxy)propan-1-ol;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(O)COC(C)CO YATYDCQGPUOZGZ-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- QHVBLSNVXDSMEB-UHFFFAOYSA-N 2-(diethylamino)ethyl prop-2-enoate Chemical compound CCN(CC)CCOC(=O)C=C QHVBLSNVXDSMEB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
- CCIDRBFZPRURMU-UHFFFAOYSA-N 2-methyl-n-propylprop-2-enamide Chemical compound CCCNC(=O)C(C)=C CCIDRBFZPRURMU-UHFFFAOYSA-N 0.000 description 1
- FGSBZZTYGCQZPD-UHFFFAOYSA-N 2-piperidin-1-ylethyl prop-2-enoate Chemical compound C=CC(=O)OCCN1CCCCC1 FGSBZZTYGCQZPD-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- WWJCRUKUIQRCGP-UHFFFAOYSA-N 3-(dimethylamino)propyl 2-methylprop-2-enoate Chemical compound CN(C)CCCOC(=O)C(C)=C WWJCRUKUIQRCGP-UHFFFAOYSA-N 0.000 description 1
- DOUBAFNWVFAWEC-UHFFFAOYSA-N 3-hydroxypropyl acetate Chemical compound CC(=O)OCCCO DOUBAFNWVFAWEC-UHFFFAOYSA-N 0.000 description 1
- LBSXSAXOLABXMF-UHFFFAOYSA-N 4-Vinylaniline Chemical compound NC1=CC=C(C=C)C=C1 LBSXSAXOLABXMF-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- SGMGVYDSPXFBMU-UHFFFAOYSA-N 5-ethenyl-2-methylaniline Chemical compound CC1=CC=C(C=C)C=C1N SGMGVYDSPXFBMU-UHFFFAOYSA-N 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 206010006784 Burning sensation Diseases 0.000 description 1
- 101100008048 Caenorhabditis elegans cut-4 gene Proteins 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- 241000282994 Cervidae Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- IIUZTXTZRGLYTI-UHFFFAOYSA-N Dihydrogriseofulvin Natural products COC1CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 IIUZTXTZRGLYTI-UHFFFAOYSA-N 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 241000283070 Equus zebra Species 0.000 description 1
- BFPYWIDHMRZLRN-SLHNCBLASA-N Ethinyl estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 BFPYWIDHMRZLRN-SLHNCBLASA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- UXWOXTQWVMFRSE-UHFFFAOYSA-N Griseoviridin Natural products O=C1OC(C)CC=C(C(NCC=CC=CC(O)CC(O)C2)=O)SCC1NC(=O)C1=COC2=N1 UXWOXTQWVMFRSE-UHFFFAOYSA-N 0.000 description 1
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 description 1
- DDUHZTYCFQRHIY-UHFFFAOYSA-N Negwer: 6874 Natural products COC1=CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-UHFFFAOYSA-N 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 241000282376 Panthera tigris Species 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 239000004098 Tetracycline Substances 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- KIPLYOUQVMMOHB-MXWBXKMOSA-L [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O Chemical compound [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O KIPLYOUQVMMOHB-MXWBXKMOSA-L 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 229960001138 acetylsalicylic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000003444 anaesthetic effect Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- DWSNCSCTZIYPNV-UHFFFAOYSA-N bis(3-hydroxypropyl) oxalate Chemical compound OCCCOC(=O)C(=O)OCCCO DWSNCSCTZIYPNV-UHFFFAOYSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 1
- 229960004475 chlortetracycline Drugs 0.000 description 1
- 235000019365 chlortetracycline Nutrition 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- NFDFQCUYFHCNBW-SCGPFSFSSA-N dienestrol Chemical compound C=1C=C(O)C=CC=1\C(=C/C)\C(=C\C)\C1=CC=C(O)C=C1 NFDFQCUYFHCNBW-SCGPFSFSSA-N 0.000 description 1
- 229960003839 dienestrol Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- RGLYKWWBQGJZGM-ISLYRVAYSA-N diethylstilbestrol Chemical compound C=1C=C(O)C=CC=1C(/CC)=C(\CC)C1=CC=C(O)C=C1 RGLYKWWBQGJZGM-ISLYRVAYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229960005309 estradiol Drugs 0.000 description 1
- 229930182833 estradiol Natural products 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 229960002568 ethinylestradiol Drugs 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 1
- 229960002867 griseofulvin Drugs 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 229920005684 linear copolymer Polymers 0.000 description 1
- 229960005015 local anesthetics Drugs 0.000 description 1
- 208000004396 mastitis Diseases 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 210000002445 nipple Anatomy 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- QUANRIQJNFHVEU-UHFFFAOYSA-N oxirane;propane-1,2,3-triol Chemical class C1CO1.OCC(O)CO QUANRIQJNFHVEU-UHFFFAOYSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229960003387 progesterone Drugs 0.000 description 1
- 239000000186 progesterone Substances 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- BRBKOPJOKNSWSG-UHFFFAOYSA-N sulfaguanidine Chemical compound NC(=N)NS(=O)(=O)C1=CC=C(N)C=C1 BRBKOPJOKNSWSG-UHFFFAOYSA-N 0.000 description 1
- 229960004257 sulfaguanidine Drugs 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- GECHUMIMRBOMGK-UHFFFAOYSA-N sulfapyridine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=CC=CC=N1 GECHUMIMRBOMGK-UHFFFAOYSA-N 0.000 description 1
- 229960002211 sulfapyridine Drugs 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940063650 terramycin Drugs 0.000 description 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- 229960002180 tetracycline Drugs 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 229930101283 tetracycline Natural products 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
- GAAKLDANOSASAM-UHFFFAOYSA-N undec-10-enoic acid;zinc Chemical compound [Zn].OC(=O)CCCCCCCCC=C GAAKLDANOSASAM-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229940072358 xylocaine Drugs 0.000 description 1
- 229940118257 zinc undecylenate Drugs 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/46—Deodorants or malodour counteractants, e.g. to inhibit the formation of ammonia or bacteria
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F13/00—Bandages or dressings; Absorbent pads
- A61F13/00051—Accessories for dressings
- A61F13/00063—Accessories for dressings comprising medicaments or additives, e.g. odor control, PH control, debriding, antimicrobic
-
- A61F13/01008—
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0009—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials
- A61L26/0014—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/0066—Medicaments; Biocides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L26/00—Chemical aspects of, or use of materials for, wound dressings or bandages in liquid, gel or powder form
- A61L26/0061—Use of materials characterised by their function or physical properties
- A61L26/0076—Sprayable compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F13/00—Bandages or dressings; Absorbent pads
- A61F2013/00089—Wound bandages
- A61F2013/00106—Wound bandages emergency bandages, e.g. for first aid
- A61F2013/0011—Wound bandages emergency bandages, e.g. for first aid spray
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F13/00—Bandages or dressings; Absorbent pads
- A61F2013/00089—Wound bandages
- A61F2013/00246—Wound bandages in a special way pervious to air or vapours
- A61F2013/00263—Wound bandages in a special way pervious to air or vapours vapour permeability >500 g/m2/24h
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61F—FILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
- A61F13/00—Bandages or dressings; Absorbent pads
- A61F2013/00361—Plasters
- A61F2013/00855—Plasters pervious to air or vapours
- A61F2013/00876—Plasters pervious to air or vapours vapour permeability >500 g/mg/24h
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/20—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices containing or releasing organic materials
- A61L2300/22—Lipids, fatty acids, e.g. prostaglandins, oils, fats, waxes
- A61L2300/222—Steroids, e.g. corticosteroids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/402—Anaestetics, analgesics, e.g. lidocaine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/41—Anti-inflammatory agents, e.g. NSAIDs
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S602/00—Surgery: splint, brace, or bandage
- Y10S602/904—Film-forming bandage material
Definitions
- the present application relates to spray-on bandages.
- a spray-on bandage offers a convenient, easy method of protecting minor wounds, cuts and/or abrasions during the healing process, and avoids certain undesirable characteristics associated with the use of substrates coated with pressure sensitive adhesives and gauze pads; such as pain and peeling of hair during removal, disagreeable appearance, adhesion of the healing area to the gauze pad, etc. i
- Prior art spray-on products suffer from a number of disadvantages with respect to the above criteria.
- Prior art materials having the desired moisture vapor permeability coupled with water resistance must be applied as a spray from alcohol or similar solvent solution which causes a strong burning sensation in the wound area.
- a film forming action can be caused by applying a mixture of a powder of certain water insoluble, hydrophilic polymers having a high moisture vapor permeability with high boiling non-toxic polar plasticizer solvents therefore to, in effect, create a room temperature gelling plastisol which has high moisture vapor permeability, is sufficiently adherent to the skin to remain in place for extended periods of time, and adequately protects wound areas from contamination.
- Films produced by this technique are readily removed by soaking the bandages area in water for a few minutes which loosens the bond between the plastisol film and the skin. The film can then be readily pulled from the skin surface without discomfort.
- the invention can be used to form spray-on bandages not only for human wounds but also is useful in the field of veterinary medicine for wounds on the skins of animals such as dogs, cats, sheep, cattle (e.g. to protect cows having mastitis on their teats), goats, pigs and horses and zoological animals such as lions, tigers, deer, zebra, etc.
- the medically active ingredients can be incorporated in the film by either 1) having them impregnated in the polymer or (2) mixing the active ingredient with the polymer powder, or (3) dissolving or dispersing the active ingredient in the high boiling plasticizer-solvent.
- Polymer powders useful in this invention include polymers of hydroxy lower alkyl acrylates and methacrylates alone or coplyrners with each other, e.g. copolymers of 1 to 99% of each.
- Such polymers include hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxy propyl acrylate and hydroxypropyl methacrylates.
- the preferred polymers are hydroxy lower alkyl methacrylates, especially hydroxyethyl methacrylate polymers.
- copolymers of the hydroxyalkyl acrylates and methacrylates with up to weight percent of lower alkyl acrylates and methacrylates e.g. methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, isopropyl methacrylate and butyl methacrylate, hydroxy lower alkoxy lower alkyl acrylates and methacrylates, e.g.
- p-aminostyrene 2-amino-4- vinyltoluene, diethylaminoethyl acrylate, diethylaminoethyl methacrylate, dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, t-butylaminoethyl methacrylate, piperidinoethyl acrylate, 2-vinyl pyridine, dimethylaminopropyl methacrylate, diacetone acrylamide, diacetone methacrylamide, N- vinyl pyrrolidone.
- the copolymerizable material should not be used in such amount as to reduce the compatibility of the hydroxyalkyl acrylate or methacrylate with the solvent or plasticizer or render it either too soluble in water or reduce its hydrophilic properties too greatly.
- hydroxyalkyl acrylate or methacrylate is at least 80% by weight of the total monomers.
- Useful, but less preferable, copolymers are prepared from lower alkyl acrylates and methacrylates, e.g. having 1 to 3 carbon atoms in the alkyl group such as methyl acrylate, ethyl acrylate, isopropyl acrylate, methyl methacrylate, ethyl methacrylate and propyl methacrylate with 3080% of ethoxyethyl acrylate, methoxyethyl acrylate, methoxyethyl methacrylate, ethoxyethyl methacrylate, acrylamide, methacrylamide, n-alkyl substituted acrylamides and methacrylamides such as N-methyl acrylamide, N-propyl acrylamide, N-methyl methacrylamide and N-isopropyl methacrylamide and N-vinyl pyrrolidone. Also polymers of the alkyl acrylates and methacrylates with 30-50% of hydroxyethyl and
- the presently most preferred polymer is Hydron S, a commercially available polymer of hydroxyethyl methacrylate. It is essentially a homopolymer except for the presence of a trace (about 0.1% by weight) of ethylene glycol dimethacrylates.
- the main requirements of the polymers useful in the present invention are:
- Plasticizer-solvents useful for film formation in combination with the polymer-powders include water soluble polar compounds including glycols such as propylene glycol, ethylene glycol, trimethylene glycol, butanediol-1,3, butanediol-l,4, hexanediol-2,5, 2-methyl-2,4-pentanediol, heptanediol-2,4, 2-ethyl-1,3-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycols and other polyethylene glycols having a molecular weight up to 800 (e.g.
- the ratio of the plasticizer-solvent to the polymer is not particularly critical and satisfactory results are obtained in the range of from %-20% polymer to 20%- 80% plasticizer-solvent, more preferably 3070% polymer to 70-30% plasticizer-solvent.
- the spray-on bandage of this invention is most conveniently applied using aerosol spray techniques although a layer of liquid followed by a layer of polymer can be applied by brushing, dabbing, etc.
- the bandage may be applied by a Z-separate spray technique wherein the plasticizer-solvent is first applied, followed by application of the powder from a separate container.
- the powder and liquid may be applied simultaneously from separate aerosol cans and valves which have a common activating mechanism.
- the powder and liquid may be applied from the same can in which case, the presence of the propellant in the can prevents solvation and agglomeration of the powder by the plasticizer solvent.
- Suitable propellants include those well known in the art.
- compressed gases such as carbon dioxide, nitrous oxide, nitrogen, liquified volatile hydrocarbons such as propane, n-butane, isobutane and 2-methyl butane, methylene chloride, vinyl chloride, fluorinated compounds including perhalogenated compounds and fluorinated hydrocarbons such as dichlorodifiuoromethane (Freon l2), trichlorofluoromethane, 1,2-dichlorotetrafluoroethane, octofiuorocyclobutane, chlorodifiuoromethane, 1,1-difluoroethane, vinyl fluoride, vinylidene fluoride, l-chloro-l,t-difluoroethane.
- the propellant should contain a substantial amount of volatile material boiling at not over 20 C., but there can also be present a significant amount of less volatile material boiling up to 50 C.
- FIG. 1 is a perspective view illustrating the spraying of the plasticizer-solvent according to the invention
- FIG. 2 is a perspective view showing the spraying of the polymer
- FIG. 3 is a view of the finishing bandage
- FIG. 4 is a view of an alternative method according to the invention.
- FIGS. 1 and 2 of the drawings there is shown a skin area 2, e.g. on the arm, having a cut 4 thereon.
- a spray 8 of appropriate plasticizer-solvent e.g. propylene glycol by means of propellant, e.g. dichlorodifluoromethane.
- propellant e.g. dichlorodifluoromethane.
- aerosol can 10 powdered Hydron S 12 on top of the plasticizer solvent.
- the Hydron S merges with the plasticizer-solvent to form the completed bandage 14 as a plastisol as shown in FIG. 3.
- a single aerosol can 16 is provided with a chamber 18 for the Hydron S and a separate chamber 20 for the propylene glycol plasticizer-solvent.
- valve 22 When valve 22 is operated in the direction of the arrow, it releases the polymer 18 and plasticizensolvent together with the propellant as shown to coat the wound 24 on skin 26 to provide a bandage.
- Example 1 This example illustrates the use of a technique of forming a spray-on bandage which does not possess all of the advantages of the invention.
- Component A was made by charging a six ounce aerosol can with 20 grams of propylene glycol, sealing with a dispensing valve and then additionally charging with 80 cc. of Freon 12.
- Component B was made by charging a six ounce aerosol can with 10 grams of Hydron S powder (270 to 325 mesh, Tyler sieve), sealing with a powder valve and further charging with a mixture of 10 grams of methylene chloride and 20 cc. of Freon 12.
- Component A liquid
- Component B powder and liquid coalesced to form a flexible protective skin coating which was readily removable after soaking the hand in water.
- Example 3 A single, two chambered aerosol can assembly was utilized in conjunction with a conventional codispensing valve assembly. Filling was as follows:
- a six ounce aerosol can was charged with 10 grams of Hydron S powder, 220 to 325 mesh, and sealed with a co-dispensing valve and bag assembly.
- the bag chamber was then charged with a mixture of 8 grams of propylene glycol and 32 grams of Freon 12. Depression of the valve button then codispersed powder and liquid which formed a skin covering over a wound, e.g. on the hand.
- Example 4 To alter humectant, physical and adhesive properties of the final spray-on bandage other coalescent solvents can be used in combination with or in replacement of propylene glycol. Numerous solvents of this type are set forth above. Among the preferred solvents of this type are glycerine, polyethylene glycol, monoacetin and triacetin.
- a six ounce aerosol can was charged with 10 grams of Hydron S powder, 270 to 325 mesh and sealed with a codispensing valve and bag assembly.
- the bag chamber was then charged with a mixture of 4 grams of glycerine, 4 grams of propylene glycol and 32 grams of Freon 12.
- the resulting bandage showed increased humectant properties and good adhesion to the skin surrounding a wound, eg on a leg.
- Example 5 The procedure of Example 4 was repeated replacing the propylene glycol by 4 grams of polyethylene glycol 200 (polyethylene glycol having an average molecular weight of about 200) to obtain a bandage on the skin over and around the wound.
- polyethylene glycol 200 polyethylene glycol having an average molecular weight of about 200
- Example 6 The procedure of Example 4 was repeated replacing the propylene glycol by 4 grams of triacetin to obtain a satisfactory bandage over the wound.
- Example 7 The procedure of Example 2 was repeated replacing the propylene glycol by polyethylene glycol 200 to obtain a satisfactory bandage.
- copolymers As previously pointed out in place of Hydron S other linear copolymers can be used.
- copolymers is intended to include polymers of two or more copolymerizable materials, i.e. it is generic to terpolymers, tetrapolymers, etc.
- copolymers can be prepared as stated from combinations of hydroxyethyl methacrylate mono mer with the monomers of hydroxypropyl methacrylate, methoxyethyl methacrylate, ethoxyethyl methacrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, butyl acrylate, t-butylaminoethyl methacrylate, diethylaminoethyl rnethacrylate, methacrylic acid, acrylic acid, itaconic acid, diacetone acrylamide, etc.
- a copolymer prepared from 50% hydroxyethyl methacrylate and 50% methyl methacrylate was pulverized to 270 to 325 mesh, 10 grams of the powder charged into a six ounce aerosol can and sealed with a codispensing valve and bag assembly.
- the bag chamber was charged with a mixture of 4 grams of propylene glycol, 4 grams of triacetin and 32 grams of Freon 12.
- the resulting spray gave a skin coating around a wound similar to those set forth in Examples 2-7.
- Example 8 was repeated using a terpolymer of 50% hydroxypropyl methacrylate, 10% methacrylic acid and 40% diacetone acrylamide with similar results.
- medicinally active ingredients such as germicides, fungicides, antibiotics, steroids, local anesthetics or the like may be utilized by having the medicinally active ingredient suspended or entrapped in the polymer, or if desired dissolved in the liquid phase of the system.
- medicinally active ingredients include benzocaine, xylocaine, aspirin, sodium omadine (a derivative of 1-hydroxypyridine-Z-thione), hexachlorophene, bacitracin, cortisone, trimethyl benzyl ammonium chloride, cetyl pyridinium chloride, penicillin, Aureomycin (chlorotetracycline), chlorornycetin (chloromphenicol), merthiolate, sulfanilamide, sulfathiaozole, sulfaguanidine, sulfapyridine, salicylic acid, Griseofulvin, undecylenic acid, zinc undecylenate, tetracycline, hydroxytetracycline (Terramycin), dienestrol, ethynyl estradiol, diethyl stilbesterol, estradiol, myltestosterone, progesterone, ascorbic acid.
- Example 9 To illustrate use of the invention with a fungicide, a six ounce aerosol can was charged with 9.98 grams of Hydron S powder, 270 to 325 mesh in which was dispersed 0.02 gram of sodium omadine. The can was sealed with a co-dispensing valve and bag assembly. The bag chamber was then charged with a mixture of 8 grams of polyethylene glycol 300 (polyethylene glycol having an average molecular weight of about 300) and 32 grams of Freon 12. The resulting film formed by spraying upon a colony of fungus (Aspergillus niger) showed marked depression of colony growth. The formulation was also sprayed on the skin around a wound to form a bandage.
- Example 10 Example 9 was repeated using 9.7 grams of a 50-50 copolymer of hydroxypropyl methacrylate with methoxyethyl methacrylate and having 0.3 gram of hexachlorophene (a germicide) dispersed throughout the finely divided copolymer. The resulting film showed good suppression upon a colony of Salmonella typhosa. A spray on bandage was also prepared over a wound on the scalp.
- Example 11 The procedure of Example 10 was repeated replacing the hexachlorophene by 0.3 gram of Bacitracin (or antiseptic). The film formed on spraying showed good suppression upon a colony growth of streptococci. A spray on bandage was also produced on skin on the cheek.
- Example 12 The procedure of Example 10 was repeated replacing the hexachlorophene by 0.3 gram of cortisone. When the spray on bandage was formed on the skin good antiinflarnmatory effect upon the skin was noted.
- Example 13 The procedure of Example 10 was repeated using 0.3 gram of Benzocaine (ethyl aminobenzoate, a local anesthetic) in place of the hexachlorophene. The resulting film showed good pain suppressing qualities upon abraded skin.
- Benzocaine ethyl aminobenzoate, a local anesthetic
- Example 14 Any medically active ingredient that is soluble in ethanol or an ethanol-water mixture can be put into solution with Hydron S or other hydroxyethyl or hydroxypropyl methacrylate polymers. Such solutions are then dried to a solid by any method known to the art, e.g. tray drying, roller drying, vacuum drying, spray drying, and then reduced to sprayable power form to produce an entrapped medically active ingredient.
- Example 15 If the medically active ingredient is soluble in the liquid phase of the system, it can be dissolved in that phase with results similar to those described in Examples 9-14.
- a six ounce aerosol can was charged with 9.7 grams of Hydron S, 220 to -325 mesh and sealed with a codispensing valve and bag assembly.
- the bag chamber was then charged with a solution of 8 grams of propylene glycol containing 0.3 gram of hexachlorophene and 32 grams of Freon 12.
- the sprayed film produced the same suppression of a Salmonella typosa colony as in Example 10.
- a satisfactory spray-on bandage was also produced on skin having a wound therein.
- the medicinally active ingredient can be added to both the polymer and the plastisol forming solvent or plasticizer.
- a method of forming a powdery bandage in situ on skin having a wound therein which is readily removable therefrom after soaking comprising the steps of (a) applying, as a powder, a hydrophilic water insoluble hydroxy or lower alkoxy lower alkyl acrylate or methacrylate polymer or a copolymer of 20 to 70% of a lower acrylate or methacrylate and 80 to 30% of acrylamide, methacrylamide, N-lower alkyl acrylamide or methacrylamide, or N-vinylpyrrolidone as a powder and (b) applying, simultaneously or in succession, a high boiling liquid plasticizer or solvent therefor which does not cause a burning or stinging sensation when applied on the skin and wound to form a plastisol film on the skin resulting from adherence of the powder to the wound area wet with the non-stinging plasticizer-solvent thereby covering said wound wherein the polymer powder and plasticizer are sprayed from separate containers in succession, or wherein the polymer powder and plastic
- a method according to claim 2 wherein there is included an effective amount of a medicinally active antiseptic germicide fungicide or antibiotic, local anaesthetic and/or anti-inflammatory steroid ingredient in at least one of said polymer and said plasticizer, said incorporated medically active ingredients diffusing from the film to the wound area over extended periods of time, thereby keeping the wound area free from infection, infiammation, or providing local anesthesia or analgesia.
- polymer is selected from the group consisting of polymers of hydroxy lower alkyl acrylates, hydroxy lower alkyl methacrylates.
- polymer is essentially a homopolymer of hydroxyethyl methacrylate.
- the polymer is a copolymer of the hydroxy lower alkyl acrylate or methacrylate with each other or with up to 50% of a lower alkyl acrylate or methacrylate, a hydroxy lower alkoxy lower alkyl acrylate or methacrylate, acrylamide, methacrylarnide, N-lower alkyl acrylamides and methacrylamides, lower alkoxy lower alkyl acrylates and methacrylates, diacetone acrylamide, diacetone methacrylamide, N-vinyl pyrrolidone or polymerizable amino substituted mono ethylenically unsaturated monomer.
- hydroxy lower alkyl acrylate or methacrylate is hydroxyethyl methacrylate.
- polymer is a copolymer of 20 to 70% of a lower alkyl acrylate or methacrylate and to 30% of a lower alkoxy lower alkyl acrylate or methacrylate, acrylamide, methacrylamide, N-lower alkyl acrylamides and methacrylamides, or N-vinyl pyrrolidone.
Abstract
A BANDAGE IS FORMED IN SITU ON A WOUND BY SPRAYING ON SEPARATELY OR SIMULTANEOUSLY A HYDROPHILIC WATER INSOLUBLE POLYMER AND A HIGH BOILING PLASTICIZER OR SOLVENT THEREFOR. PREFERABLY THE POLYMER IS A HYDROXY LOWER ALKYL ACRYLATE OR METHACRYLATE. MEDICALLY ACTIVE INGREDIENTS CAN BE INCLUDED IN THE COMPOSITION.
Description
1971 F. E. souu: E
PREPARATION or sun on BANDAGE Filed D60. 3, 1969 1 mvsm'oag mic/$56 0 04 p wwlgyh ATTORNEYS United States Patent 3,577,516 PREPARATION OF SPRAY 0N BANDAGE Francis E. Gould, Princeton, and Thomas H. Shepherd,
Hopewell, N.J., assignors to National Patent Development Corporation, New York, N.Y.
Continuation-impart of applications Ser. No. 567,856,
July 26, 1966, now Patent No. 3,520,949, Ser. No.
650,259, June 30, 1967, and Ser. No. 654,044, July 5,
1967. This application Dec. 2, 1969, Ser. No. 881,376
Int. Cl. A611 15/00 US. Cl. 424-46 17 Claims ABSTRACT OF THE DISCLOSURE A bandage is formed in situ on a wound by spraying on separately or simultaneously a hydrophilic water insoluble polymer and a high boiling plasticizer or solvent therefor. Preferably the polymer is a hydroxy lower alkyl acrylate or methacrylate. Medically active ingredients can be included in the composition.
The present application is a continuation-in-part of application Ser. No. 567,856 filed July 26, 1966 now Pat. 3,520,949 issued July 21, 1970; application Ser. No. 650,259, filed June 30, 1967 and now abandoned; and application Ser. No. 654,044, filed July 5, 1967.
The present application relates to spray-on bandages.
A spray-on bandage offers a convenient, easy method of protecting minor wounds, cuts and/or abrasions during the healing process, and avoids certain undesirable characteristics associated with the use of substrates coated with pressure sensitive adhesives and gauze pads; such as pain and peeling of hair during removal, disagreeable appearance, adhesion of the healing area to the gauze pad, etc. i
The requirements for a fully acceptable spray-on bandage include the following:
(1) It protects the wound from air borne bacteria and dirt.
(2) It has moisture vapor permeability sufiicient to prevent accumulation of aqueous fluid under the bandage.
(3) It must be non-toxic and non-irritating to the skin.
(4) It should not adhere to the wound area or permit infiltration by regenerating tissue.
(5) It should not cause a burning or stinging sensation when applied.
(6) It should not be water soluble or rendered tacky by contact with water to avoid dirt accumulation.
(7) It should be readily removeable when desired.
Prior art spray-on products suffer from a number of disadvantages with respect to the above criteria. Thus prior art materials having the desired moisture vapor permeability coupled with water resistance must be applied as a spray from alcohol or similar solvent solution which causes a strong burning sensation in the wound area.
It is an object of the present invention to develop a spray-on bandage having all seven of the above set forth desirable characteristics while avoiding the disadvantages of prior art spray-on bandages.
Still further objects and the entire scope of applicability of the present invention will become apparent from the detailed description given hereinafter; it should be understood, however, that the detailed description and specific Patented May 4, 1971 example, while indicating preferred embodiments of the invention, are given by way of illustration only, since various changes and modifications within the spirit and scope of the invention will become apparent to those skilled in the art from this detailed description.
It has now been found that these objects can be attained and a film forming action can be caused by applying a mixture of a powder of certain water insoluble, hydrophilic polymers having a high moisture vapor permeability with high boiling non-toxic polar plasticizer solvents therefore to, in effect, create a room temperature gelling plastisol which has high moisture vapor permeability, is sufficiently adherent to the skin to remain in place for extended periods of time, and adequately protects wound areas from contamination. Films produced by this technique are readily removed by soaking the bandages area in water for a few minutes which loosens the bond between the plastisol film and the skin. The film can then be readily pulled from the skin surface without discomfort.
The invention can be used to form spray-on bandages not only for human wounds but also is useful in the field of veterinary medicine for wounds on the skins of animals such as dogs, cats, sheep, cattle (e.g. to protect cows having mastitis on their teats), goats, pigs and horses and zoological animals such as lions, tigers, deer, zebra, etc.
Furthermore there can be incorporated in the films of the invention medically active ingredients which will diffuse from the film to the wound area over extended periods of time and keep the wound area free from infection, or provide local anesthesia or analgesia properties.
The medically active ingredients can be incorporated in the film by either 1) having them impregnated in the polymer or (2) mixing the active ingredient with the polymer powder, or (3) dissolving or dispersing the active ingredient in the high boiling plasticizer-solvent.
Polymer powders useful in this invention include polymers of hydroxy lower alkyl acrylates and methacrylates alone or coplyrners with each other, e.g. copolymers of 1 to 99% of each. Such polymers include hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxy propyl acrylate and hydroxypropyl methacrylates. The preferred polymers are hydroxy lower alkyl methacrylates, especially hydroxyethyl methacrylate polymers.
There are also be used copolymers of the hydroxyalkyl acrylates and methacrylates with up to weight percent of lower alkyl acrylates and methacrylates, e.g. methyl acrylate, ethyl acrylate, propyl acrylate, isopropyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, isopropyl methacrylate and butyl methacrylate, hydroxy lower alkoxy lower alkyl acrylates and methacrylates, e.g. diethylene glycol monoacrylate, diethylene glycol mono methacrylate, dipropylene glycol mono acrylate, dipropylene glycol mono methacrylate, acrylamide, methacrylamide, N-methyl acrylamide, N-methyl methacrylamide, N-ethyl acrylamide, Nethyl methacrylamide, N- propyl acrylamide, N-propyl methacrylamide, N-isopropyl acrylamide, N-isopropyl methacrylamide, lower alkoxy lower alkyl acrylates and methacrylates such as methoxyethyl acrylate, methoxyethyl methacrylate, ethoxyethyl acrylate and ethoxyethyl methacrylate, amine compounds, e.g. p-aminostyrene, 2-amino-4- vinyltoluene, diethylaminoethyl acrylate, diethylaminoethyl methacrylate, dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, t-butylaminoethyl methacrylate, piperidinoethyl acrylate, 2-vinyl pyridine, dimethylaminopropyl methacrylate, diacetone acrylamide, diacetone methacrylamide, N- vinyl pyrrolidone.
The copolymerizable material should not be used in such amount as to reduce the compatibility of the hydroxyalkyl acrylate or methacrylate with the solvent or plasticizer or render it either too soluble in water or reduce its hydrophilic properties too greatly.
Usually the hydroxyalkyl acrylate or methacrylate is at least 80% by weight of the total monomers.
Useful, but less preferable, copolymers are prepared from lower alkyl acrylates and methacrylates, e.g. having 1 to 3 carbon atoms in the alkyl group such as methyl acrylate, ethyl acrylate, isopropyl acrylate, methyl methacrylate, ethyl methacrylate and propyl methacrylate with 3080% of ethoxyethyl acrylate, methoxyethyl acrylate, methoxyethyl methacrylate, ethoxyethyl methacrylate, acrylamide, methacrylamide, n-alkyl substituted acrylamides and methacrylamides such as N-methyl acrylamide, N-propyl acrylamide, N-methyl methacrylamide and N-isopropyl methacrylamide and N-vinyl pyrrolidone. Also polymers of the alkyl acrylates and methacrylates with 30-50% of hydroxyethyl and hydroxy propyl acrylates and methacrylates are included in this less preferred category.
In addition to the monomer and monomer mixtures set forth above to prepare polymers there can be added to the monomer or monomer mixture up to 15% by weight of the total monomers of acrylic acid, methacrylic acid, itaconic acid, maleic acid or fumaric acid.
While in Shepherd patent 3,428,043 there is described the use of a bandage comprising a fabric having an infrequently cross-linked hydrophilic polymer combined therewith the polymers of the present invention unlike those set forth in the Shepherd patent are substantially devoid of cross-linking. Thus while the slight amount of crosslinking ethylene glycol dimethacrylate impurity (about 0.1 to 0.2% normally present in hydroxyethyl methacrylate can be tolerated any cross-linking agent present should not be sufiicient to interfere with compatibility of the hydrophilic polymer with the plasticizer-solvent so as to prevent plastisol formation or otherwise interfere with the formation of the bandage on the wound.
The presently most preferred polymer is Hydron S, a commercially available polymer of hydroxyethyl methacrylate. It is essentially a homopolymer except for the presence of a trace (about 0.1% by weight) of ethylene glycol dimethacrylates.
The main requirements of the polymers useful in the present invention are:
(1) Non-tackiness.
(2) Sufficient hydrophilic character to possess moisture vapor permeability of at least 200 grams/sq. meter/ 24 hours/mil, preferably at least 500 grams/sq. meter/24 hours/mil.
(3) Susceptibility to solvation (plastisol formation) by the useful polar plasticizer-solvents.
(4) Insolubility in water.
(5) Sufficient friability to be able to be prepared as a finely divided powder, e.g. less than 100 mesh and preferably less than 200 mesh (Tyler Screen series).
Plasticizer-solvents useful for film formation in combination with the polymer-powders include water soluble polar compounds including glycols such as propylene glycol, ethylene glycol, trimethylene glycol, butanediol-1,3, butanediol-l,4, hexanediol-2,5, 2-methyl-2,4-pentanediol, heptanediol-2,4, 2-ethyl-1,3-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycols and other polyethylene glycols having a molecular weight up to 800 (e.g. hydroxy terminated polymers of ethylene oxide having average molecular weights of 200 800), dipropylene glycol, tripropylene glycol and other polypropylene glycols having molecular weights up to 900, propylene glycol nionoethyl ether, mono acetin, trl(hydroxyethyl) citrate,
di(hydroxypropyl) oxalate, hydroxypropyl acetate, glyceryl triacetate, glyceryl tributyrate, liquid sorbitolethylene oxide adducts, liquid glycerine-ethylene oxide adducts, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, ethylene glycol diacetate.
The ratio of the plasticizer-solvent to the polymer is not particularly critical and satisfactory results are obtained in the range of from %-20% polymer to 20%- 80% plasticizer-solvent, more preferably 3070% polymer to 70-30% plasticizer-solvent.
Unless otherwise indicated, all parts and percentages are by weight.
In practice, it has been found that a light application of the plasticizer-solvent to the skin followed by application of the polymer powder results in adherence of a sufficient quantity of the powder to the area wet with the plasticizer-solvent to result in a strong, tough, adherent film. The film can be built up to any desired thickness but is usually about 10 mils.
The spray-on bandage of this invention is most conveniently applied using aerosol spray techniques although a layer of liquid followed by a layer of polymer can be applied by brushing, dabbing, etc. The bandage may be applied by a Z-separate spray technique wherein the plasticizer-solvent is first applied, followed by application of the powder from a separate container. Alternatively, the powder and liquid may be applied simultaneously from separate aerosol cans and valves which have a common activating mechanism. In some cases the powder and liquid may be applied from the same can in which case, the presence of the propellant in the can prevents solvation and agglomeration of the powder by the plasticizer solvent.
Suitable propellants include those well known in the art. There can be used compressed gases such as carbon dioxide, nitrous oxide, nitrogen, liquified volatile hydrocarbons such as propane, n-butane, isobutane and 2-methyl butane, methylene chloride, vinyl chloride, fluorinated compounds including perhalogenated compounds and fluorinated hydrocarbons such as dichlorodifiuoromethane (Freon l2), trichlorofluoromethane, 1,2-dichlorotetrafluoroethane, octofiuorocyclobutane, chlorodifiuoromethane, 1,1-difluoroethane, vinyl fluoride, vinylidene fluoride, l-chloro-l,t-difluoroethane. The propellant should contain a substantial amount of volatile material boiling at not over 20 C., but there can also be present a significant amount of less volatile material boiling up to 50 C.
The invention will be understood best in connection with the drawings wherein:
FIG. 1 is a perspective view illustrating the spraying of the plasticizer-solvent according to the invention;
FIG. 2 is a perspective view showing the spraying of the polymer;
FIG. 3 is a view of the finishing bandage; and
FIG. 4 is a view of an alternative method according to the invention.
Referring more specifically to FIGS. 1 and 2 of the drawings there is shown a skin area 2, e.g. on the arm, having a cut 4 thereon. From aerosol can 6, there is directed a spray 8 of appropriate plasticizer-solvent, e.g. propylene glycol by means of propellant, e.g. dichlorodifluoromethane. After the spraying of the plasticizer-solvent is completed, there is then sprayed from aerosol can 10 powdered Hydron S 12 on top of the plasticizer solvent. The Hydron S merges with the plasticizer-solvent to form the completed bandage 14 as a plastisol as shown in FIG. 3.
In the form of the invention illustrated in FIG. 4 a single aerosol can 16 is provided with a chamber 18 for the Hydron S and a separate chamber 20 for the propylene glycol plasticizer-solvent. When valve 22 is operated in the direction of the arrow, it releases the polymer 18 and plasticizensolvent together with the propellant as shown to coat the wound 24 on skin 26 to provide a bandage.
Example 1 This example illustrates the use of a technique of forming a spray-on bandage which does not possess all of the advantages of the invention.
Into a 6 ounce aerosol can was charged 10 grams of a 10% solid solution of Hydron S in 45 grams of 95% ethanol and 20 grams of methylene chloride. The can was sealed with a valve and 25 cc. of Freon 12 were added as the propellant. The resulting spray placed a good film upon the skin surface but was objectionable because of inherent sting response when applied to the wound. Replacement of a portion of the ethanol with water did not appreciably decrease the sting.
POWDER SPRAYS Example 2 In this example a two can system was employed.
Component A was made by charging a six ounce aerosol can with 20 grams of propylene glycol, sealing with a dispensing valve and then additionally charging with 80 cc. of Freon 12.
Component B was made by charging a six ounce aerosol can with 10 grams of Hydron S powder (270 to 325 mesh, Tyler sieve), sealing with a powder valve and further charging with a mixture of 10 grams of methylene chloride and 20 cc. of Freon 12.
For use, a light coat of Component A (liquid) was sprayed upon skin, e.g. a hand having a cut therein, leaving a wet film. The wet film was then oversprayed with Component B (powder) until the skin area was white and slightly dusty. Within 10-30 seconds the powder and liquid coalesced to form a flexible protective skin coating which was readily removable after soaking the hand in water.
In Examples 3-6 a one can system was employed.
Example 3 A single, two chambered aerosol can assembly was utilized in conjunction with a conventional codispensing valve assembly. Filling was as follows:
A six ounce aerosol can was charged with 10 grams of Hydron S powder, 220 to 325 mesh, and sealed with a co-dispensing valve and bag assembly. The bag chamber was then charged with a mixture of 8 grams of propylene glycol and 32 grams of Freon 12. Depression of the valve button then codispersed powder and liquid which formed a skin covering over a wound, e.g. on the hand.
Example 4 To alter humectant, physical and adhesive properties of the final spray-on bandage other coalescent solvents can be used in combination with or in replacement of propylene glycol. Numerous solvents of this type are set forth above. Among the preferred solvents of this type are glycerine, polyethylene glycol, monoacetin and triacetin.
A six ounce aerosol can was charged with 10 grams of Hydron S powder, 270 to 325 mesh and sealed with a codispensing valve and bag assembly. The bag chamber was then charged with a mixture of 4 grams of glycerine, 4 grams of propylene glycol and 32 grams of Freon 12. The resulting bandage showed increased humectant properties and good adhesion to the skin surrounding a wound, eg on a leg.
Example 5 The procedure of Example 4 was repeated replacing the propylene glycol by 4 grams of polyethylene glycol 200 (polyethylene glycol having an average molecular weight of about 200) to obtain a bandage on the skin over and around the wound.
Example 6 The procedure of Example 4 was repeated replacing the propylene glycol by 4 grams of triacetin to obtain a satisfactory bandage over the wound.
Example 7 The procedure of Example 2 was repeated replacing the propylene glycol by polyethylene glycol 200 to obtain a satisfactory bandage.
Example 8 As previously pointed out in place of Hydron S other linear copolymers can be used. The term copolymers is intended to include polymers of two or more copolymerizable materials, i.e. it is generic to terpolymers, tetrapolymers, etc. These copolymers can be prepared as stated from combinations of hydroxyethyl methacrylate mono mer with the monomers of hydroxypropyl methacrylate, methoxyethyl methacrylate, ethoxyethyl methacrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, butyl acrylate, t-butylaminoethyl methacrylate, diethylaminoethyl rnethacrylate, methacrylic acid, acrylic acid, itaconic acid, diacetone acrylamide, etc.
A copolymer prepared from 50% hydroxyethyl methacrylate and 50% methyl methacrylate was pulverized to 270 to 325 mesh, 10 grams of the powder charged into a six ounce aerosol can and sealed with a codispensing valve and bag assembly. The bag chamber was charged with a mixture of 4 grams of propylene glycol, 4 grams of triacetin and 32 grams of Freon 12. The resulting spray gave a skin coating around a wound similar to those set forth in Examples 2-7.
Example 8 was repeated using a terpolymer of 50% hydroxypropyl methacrylate, 10% methacrylic acid and 40% diacetone acrylamide with similar results.
Furthermore medicinally active ingredients such as germicides, fungicides, antibiotics, steroids, local anesthetics or the like may be utilized by having the medicinally active ingredient suspended or entrapped in the polymer, or if desired dissolved in the liquid phase of the system. Examples of such medicinally active ingredients include benzocaine, xylocaine, aspirin, sodium omadine (a derivative of 1-hydroxypyridine-Z-thione), hexachlorophene, bacitracin, cortisone, trimethyl benzyl ammonium chloride, cetyl pyridinium chloride, penicillin, Aureomycin (chlorotetracycline), chlorornycetin (chloromphenicol), merthiolate, sulfanilamide, sulfathiaozole, sulfaguanidine, sulfapyridine, salicylic acid, Griseofulvin, undecylenic acid, zinc undecylenate, tetracycline, hydroxytetracycline (Terramycin), dienestrol, ethynyl estradiol, diethyl stilbesterol, estradiol, myltestosterone, progesterone, ascorbic acid.
SUSPENSION OF MEDICALLY ACTIVE INGREDIENTS Example 9 To illustrate use of the invention with a fungicide, a six ounce aerosol can was charged with 9.98 grams of Hydron S powder, 270 to 325 mesh in which was dispersed 0.02 gram of sodium omadine. The can was sealed with a co-dispensing valve and bag assembly. The bag chamber was then charged with a mixture of 8 grams of polyethylene glycol 300 (polyethylene glycol having an average molecular weight of about 300) and 32 grams of Freon 12. The resulting film formed by spraying upon a colony of fungus (Aspergillus niger) showed marked depression of colony growth. The formulation was also sprayed on the skin around a wound to form a bandage.
Example 10 Example 9 was repeated using 9.7 grams of a 50-50 copolymer of hydroxypropyl methacrylate with methoxyethyl methacrylate and having 0.3 gram of hexachlorophene (a germicide) dispersed throughout the finely divided copolymer. The resulting film showed good suppression upon a colony of Salmonella typhosa. A spray on bandage was also prepared over a wound on the scalp.
Example 11 The procedure of Example 10 was repeated replacing the hexachlorophene by 0.3 gram of Bacitracin (or antiseptic). The film formed on spraying showed good suppression upon a colony growth of streptococci. A spray on bandage was also produced on skin on the cheek.
Example 12 The procedure of Example 10 was repeated replacing the hexachlorophene by 0.3 gram of cortisone. When the spray on bandage was formed on the skin good antiinflarnmatory effect upon the skin was noted.
Example 13 The procedure of Example 10 was repeated using 0.3 gram of Benzocaine (ethyl aminobenzoate, a local anesthetic) in place of the hexachlorophene. The resulting film showed good pain suppressing qualities upon abraded skin.
Example 14 Any medically active ingredient that is soluble in ethanol or an ethanol-water mixture can be put into solution with Hydron S or other hydroxyethyl or hydroxypropyl methacrylate polymers. Such solutions are then dried to a solid by any method known to the art, e.g. tray drying, roller drying, vacuum drying, spray drying, and then reduced to sprayable power form to produce an entrapped medically active ingredient.
For example, 9.0 grams of Hydron S plus 1 gram of Benzocaine were dissolved in 30 cc. of 95% ethanol. The solution was vacuum dried and the resulting polymer mix was pulverized to 270 to 325 mesh. This polymer mix was charged into an aerosol can as described in Examples l and 13. Upon spraying to form a bandage, the final film produced on the skin showed the same pain suppressing qualities as in Example 13 above.
Example 15 If the medically active ingredient is soluble in the liquid phase of the system, it can be dissolved in that phase with results similar to those described in Examples 9-14.
For example a six ounce aerosol can was charged with 9.7 grams of Hydron S, 220 to -325 mesh and sealed with a codispensing valve and bag assembly. The bag chamber was then charged with a solution of 8 grams of propylene glycol containing 0.3 gram of hexachlorophene and 32 grams of Freon 12. The sprayed film produced the same suppression of a Salmonella typosa colony as in Example 10. A satisfactory spray-on bandage was also produced on skin having a wound therein.
Obviously the medicinally active ingredient can be added to both the polymer and the plastisol forming solvent or plasticizer.
What is claimed is:
1. In a method of forming a powdery bandage in situ on skin having a wound therein which is readily removable therefrom after soaking, the improvement comprising the steps of (a) applying, as a powder, a hydrophilic water insoluble hydroxy or lower alkoxy lower alkyl acrylate or methacrylate polymer or a copolymer of 20 to 70% of a lower acrylate or methacrylate and 80 to 30% of acrylamide, methacrylamide, N-lower alkyl acrylamide or methacrylamide, or N-vinylpyrrolidone as a powder and (b) applying, simultaneously or in succession, a high boiling liquid plasticizer or solvent therefor which does not cause a burning or stinging sensation when applied on the skin and wound to form a plastisol film on the skin resulting from adherence of the powder to the wound area wet with the non-stinging plasticizer-solvent thereby covering said wound wherein the polymer powder and plasticizer are sprayed from separate containers in succession, or wherein the polymer powder and plasticizer are simultaneously sprayed from separate chambers in a single container, or wherein the polymer powder and plasticizer are sprayed simultaneously from the same chamber in a single container, the plasticizer and polymer powder being kept separate by the propellant which prevents solvation and agglomeration of the polymer powder by the plasticizer.
2. A method according to claim 1 wherein the polymer is in finely divided form substantially uncrosslinked and has a moisture vapor permeability of at least 200 grams/ sq. meter/24 hours/mil and the application is accomplished by spraying as an aerosol with the aid of a propellant.
3. A method according to claim 2 wherein the polymer has a moisture vapor permeability of at least 500 grams/ sq. meter/24 hours/mil.
4. A method according to claim 2 wherein there is included an effective amount of a medicinally active antiseptic germicide fungicide or antibiotic, local anaesthetic and/or anti-inflammatory steroid ingredient in at least one of said polymer and said plasticizer, said incorporated medically active ingredients diffusing from the film to the wound area over extended periods of time, thereby keeping the wound area free from infection, infiammation, or providing local anesthesia or analgesia.
5. A method according to claim 2 wherein the polymer powder and plasticizer are sprayed from separate containers in succession.
6. A method according to claim 2 wherein the polymer and plasticizer are simultaneously sprayed from separate chambers in a single container.
7. A method according to claim 2 wherein the polymer powder and plasticizer are sprayed simultaneously from the same chamber in a single container, the plasticizer and polymer powder being kept separate by the propellant which prevents solvation and agglomeration of the polymer powder by the plasticizer prior to spraying.
8. A method according to claim 2 wherein the polymer is selected from the group consisting of polymers of hydroxy lower alkyl acrylates, hydroxy lower alkyl methacrylates.
9. A method according to claim 8 wherein the lower alkyl group has 2 to 3 carbon atoms.
10. A method according to claim 9 wherein the polymer is essentially a homopolymer of hydroxyethyl methacrylate.
11. A method according to claim 9 wherein the polymer is a copolymer of the hydroxy lower alkyl acrylate or methacrylate with each other or with up to 50% of a lower alkyl acrylate or methacrylate, a hydroxy lower alkoxy lower alkyl acrylate or methacrylate, acrylamide, methacrylarnide, N-lower alkyl acrylamides and methacrylamides, lower alkoxy lower alkyl acrylates and methacrylates, diacetone acrylamide, diacetone methacrylamide, N-vinyl pyrrolidone or polymerizable amino substituted mono ethylenically unsaturated monomer.
12. A method according to claim 11 wherein the hydroxy lower alkyl acrylate or methacrylate is hydroxyethyl methacrylate.
13. A method according to claim 11 wherein there is also included in the polymerizable monomers an unsubstituted ethylenically unsaturated carboxylic acid in an amount up to 15%.
14. A method according to claim 9 wherein there is also included in the polymerizable monomers an ethylenically unsaturated carboxylic acid in an amount up to 15% 15. A method according to claim 14 wherein the acid is selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, fumaric acid and itaconic acid.
16. A method according to claim 2 wherein the polymer is a copolymer of 20 to 70% of a lower alkyl acrylate or methacrylate and to 30% of a lower alkoxy lower alkyl acrylate or methacrylate, acrylamide, methacrylamide, N-lower alkyl acrylamides and methacrylamides, or N-vinyl pyrrolidone.
17. A method according to claim 1 wherein the bandage has a thickness of about 10 mils.
References Cited UNITED STATES PATENTS Brown et a]. 424-81 Leader 424-81 Gallienne et al. 424-81 Wichterle et a] 18-58 Maeder 424-81 Wichterle et a1. 18-58 10 3,269,903 8/1966 Van Fieandt et a1. 424-81 3,400,890 9/1968 Gould 239-36 3,428,043 2/1969 Shepherd 128-268 3,483,870 12/1969 Coover et a1 128-334 5 SHEP K. ROSE, Primary Examiner US. Cl. X.R.
424-28, 32, 33, 45, 7s, 80, 81; 12s s2, 114, 155, 156, 172, 260, 265,268, 334, 335.5
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US88137669A | 1969-12-02 | 1969-12-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3577516A true US3577516A (en) | 1971-05-04 |
Family
ID=25378354
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US881376A Expired - Lifetime US3577516A (en) | 1969-12-02 | 1969-12-02 | Preparation of spray on bandage |
Country Status (2)
Country | Link |
---|---|
US (1) | US3577516A (en) |
JP (1) | JPS5019470B1 (en) |
Cited By (107)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3855146A (en) * | 1971-03-03 | 1974-12-17 | Fuji Photo Film Co Ltd | Process for preparing microscopic capsules containing hydrophobic oil droplets therein |
US3856026A (en) * | 1974-01-16 | 1974-12-24 | D Gaydos | Application of flock to the body for cosmetic purposes |
US3868447A (en) * | 1972-02-02 | 1975-02-25 | Nat Patent Dev Corp | Hema paste |
US3880158A (en) * | 1974-04-04 | 1975-04-29 | Johnson & Johnson | Spray-spun bandage composition |
US3888782A (en) * | 1972-05-08 | 1975-06-10 | Allergan Pharma | Soft contact lens preserving solution |
US3928556A (en) * | 1973-03-02 | 1975-12-23 | Novitas Nuprot Sa | Non-stinging wound dressing containing tertiary butyl alcohol |
US3932602A (en) * | 1972-11-21 | 1976-01-13 | Novitas Nuprot Sa | Non-stinging wound dressing |
US3935303A (en) * | 1972-11-27 | 1976-01-27 | Gennady Lvovich Khromov | Base for ophthalmological medicinal preparations and on ophthalmological medicinal film |
US3935308A (en) * | 1974-08-08 | 1976-01-27 | The United States Of America As Represented By The Secretary Of The Navy | Wound covering and method of application |
US3969498A (en) * | 1973-09-13 | 1976-07-13 | University Of The Pacific | Dressing and method for treating a wound |
US3978201A (en) * | 1972-11-27 | 1976-08-31 | Gennady Lvovich Khromov | Base for ophthalmological medicinal preparation on opthalmological medicinal film |
US3987000A (en) * | 1973-08-31 | 1976-10-19 | Beiersdorf Aktiengesellschaft | Sprayable polymer composition |
US4007258A (en) * | 1973-09-10 | 1977-02-08 | Union Corporation | Sustained release pesticidal composition |
US4021364A (en) * | 1972-12-04 | 1977-05-03 | Prof. Dr. Peter Speiser | Microcapsules in the nanometric range and a method for their production |
US4136250A (en) * | 1977-07-20 | 1979-01-23 | Ciba-Geigy Corporation | Polysiloxane hydrogels |
US4172149A (en) * | 1978-01-30 | 1979-10-23 | Westwood Pharmaceuticals, Inc. | Method for treating living skin exhibiting excessive sebum secretion |
US4186190A (en) * | 1978-11-13 | 1980-01-29 | The United States Of America As Represented By The Secretary Of The Navy | Method of treating burns using a poly-ε-caprolactone |
US4241048A (en) * | 1979-05-01 | 1980-12-23 | Bristol-Myers Company | Suspension composition of benzocaine |
US4272518A (en) * | 1979-07-10 | 1981-06-09 | Moro Daniel G | Plastic wound bandage |
US4287177A (en) * | 1978-08-18 | 1981-09-01 | Kuraray Co., Ltd. | Wound covering material |
US4303066A (en) * | 1979-06-28 | 1981-12-01 | National Patent Development Corporation | Burn dressing |
US4310509A (en) * | 1979-07-31 | 1982-01-12 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive having a broad spectrum antimicrobial therein |
WO1982000099A1 (en) * | 1980-07-09 | 1982-01-21 | Key Pharma | Polymeric diffusion matrix for administration of drugs |
US4323557A (en) * | 1979-07-31 | 1982-04-06 | Minnesota Mining & Manufacturing Company | Pressure-sensitive adhesive containing iodine |
US4367227A (en) * | 1976-03-11 | 1983-01-04 | Lever Brothers Company | Method and cosmetic composition for reducing sebum secretion |
FR2528695A1 (en) * | 1982-06-18 | 1983-12-23 | Dessapt Bernard | Inert self-curing plastics pads - expanded in situ to support skin grafts and secured by adhesive film to apply uniform pressure on to depressed wound zones |
US4492685A (en) * | 1979-08-14 | 1985-01-08 | Key Pharmaceuticals, Inc. | Protective skin matrix |
EP0164999A2 (en) * | 1984-06-04 | 1985-12-18 | Minnesota Mining And Manufacturing Company | Film-forming composition containing an antimicrobial agent |
US4563184A (en) * | 1983-10-17 | 1986-01-07 | Bernard Korol | Synthetic resin wound dressing and method of treatment using same |
US4587129A (en) * | 1979-03-07 | 1986-05-06 | National Patent Development Co. | Hydrophilic gels containing high amounts of fragrance |
US4699133A (en) * | 1978-03-28 | 1987-10-13 | Firma Karl Otto Braun Kg | Process for producing a cohesive, self-adhesive, rigid or elastic bandage for fixing, compression and support dressings for medical purposes and bandage produced by this process |
US4725271A (en) * | 1983-10-17 | 1988-02-16 | Enquay Pharmaceutical Associates | Synthetic resin matrix drug storage and topical drug delivery dressing for veterinary usage |
US4732755A (en) * | 1983-01-17 | 1988-03-22 | University Of Health Sciences/The Chicago Medical School | Skin burn treatment |
US4743440A (en) * | 1973-11-08 | 1988-05-10 | Lever Brothers Company | Skin composition |
US4874540A (en) * | 1986-07-18 | 1989-10-17 | Ecolab Inc. | Graft copolymers of a polyether moiety on a polycarboxylate backbone |
US4880617A (en) * | 1981-03-23 | 1989-11-14 | Dow Corning Corporation | Lattice-entrapped composition |
US4882166A (en) * | 1981-09-30 | 1989-11-21 | National Research Development Corporation | Compositions comprising encapsulated particles and their preparation |
US4883828A (en) * | 1987-05-12 | 1989-11-28 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US4908381A (en) * | 1988-12-05 | 1990-03-13 | Ecolab Inc. | Antimicrobial film-forming compositions |
WO1990003809A1 (en) * | 1988-10-12 | 1990-04-19 | Rochal Industries, Inc. | Conformable bandage and coating material |
US4921691A (en) * | 1985-08-22 | 1990-05-01 | Stockel Richard F | Spray on wound dressing compositions |
USRE33429E (en) * | 1981-03-23 | 1990-11-06 | Dow Corning Corporation | Lattice-entrapped emollient-moisturizer composition |
US4978527A (en) * | 1989-04-10 | 1990-12-18 | Minnesota Mining And Manufacturing Company | Film-forming emulsion containing iodine and methods of use |
US5011493A (en) * | 1983-04-14 | 1991-04-30 | Belykh Sergei I | Material for connecting members for inner soft tissues and organs |
US5061485A (en) * | 1987-05-12 | 1991-10-29 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US5078129A (en) * | 1987-05-01 | 1992-01-07 | Research Foundation Of State University Of New York | Device for stimulating salivation |
US5103812A (en) * | 1988-10-12 | 1992-04-14 | Rochal Industries, Inc. | Conformable bandage and coating material |
US5108740A (en) * | 1988-12-05 | 1992-04-28 | Ecolab Inc. | Antimicrobial film-forming compositions containing polymers having pendant pyran groups |
US5154920A (en) * | 1985-03-13 | 1992-10-13 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US5164179A (en) * | 1990-04-16 | 1992-11-17 | Kao Corporation | Biocide activator |
US5196185A (en) * | 1989-09-11 | 1993-03-23 | Micro-Collagen Pharmaceutics, Ltd. | Collagen-based wound dressing and method for applying same |
EP0601463A1 (en) | 1992-12-01 | 1994-06-15 | Nitto Denko Corporation | Medical water-absorptive polymer and dressing for wound and medical bandage using the same |
US5383899A (en) * | 1993-09-28 | 1995-01-24 | Hammerslag; Julius G. | Method of using a surface opening adhesive sealer |
US5419913A (en) * | 1992-03-05 | 1995-05-30 | Podell; Howard I. | Adhesive bandages, wound dressings, sutures, drapes, orthodontic rubber bands, toothbrushes, and the like |
US5605541A (en) * | 1994-12-07 | 1997-02-25 | E. R. Squibb And Sons, Inc. | Fibrin sealant applicatoor |
US5632727A (en) * | 1988-10-03 | 1997-05-27 | Atrix Laboratories, Inc. | Biodegradable film dressing and method for its formation |
US5653730A (en) * | 1993-09-28 | 1997-08-05 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US5722950A (en) * | 1995-06-07 | 1998-03-03 | Atrix Laboratories, Inc. | Method for remote delivery of an aerosolized liquid |
US5725491A (en) * | 1988-10-03 | 1998-03-10 | Atrix Laboratories, Inc. | Method of forming a biodegradable film dressing on tissue |
US5759194A (en) * | 1993-09-28 | 1998-06-02 | Hemodynamics, Inc. | Vascular patch applicator |
US5792469A (en) * | 1992-03-12 | 1998-08-11 | Atrix Laboratories, Inc. | Biodegradable in situ forming film dressing |
WO1998039042A1 (en) * | 1997-03-07 | 1998-09-11 | Jackson Richard R | Anesthetizing plastics, drug delivery plastics, and related medical products, systems and methods |
US5810786A (en) * | 1993-09-24 | 1998-09-22 | Richard R. Jackson | Tissue-numbing anesthetic articles |
US5843124A (en) * | 1993-09-28 | 1998-12-01 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US6210688B1 (en) * | 1994-06-09 | 2001-04-03 | Rachel Ann Quayle | Use of polymers as film-forming barrier materials |
US6242042B1 (en) | 1998-09-14 | 2001-06-05 | Lrc Products Ltd. | Aqueous coating composition and method |
US6454786B1 (en) | 1996-11-15 | 2002-09-24 | Bristol-Myers Squibb Company | Devices and methods for applying a mixture of two or more liquid components to form a biomaterial |
US20030007948A1 (en) * | 2001-07-05 | 2003-01-09 | Closure Medical Corporation | Adhesive treatment for skin yeast infections |
US6520942B1 (en) * | 1997-10-27 | 2003-02-18 | Edward L Putman | Method to improve peri-anal hygiene after a bowel movement |
US6585967B2 (en) | 2001-07-05 | 2003-07-01 | Closure Medical Corporation | Adhesive treatment for tinea cruris |
US6602496B2 (en) | 2001-07-05 | 2003-08-05 | Closure Medical Corporation | Adhesive treatment for tinea corporis |
US6613020B1 (en) | 1996-12-06 | 2003-09-02 | Bristol-Myers Squibb Company | Method of applying a mixture of two liquid components as well as a device for carrying out the method |
US6746667B2 (en) | 2001-07-05 | 2004-06-08 | Closure Medical Corporation | Adhesive treatment for tinea pedis |
US6767552B2 (en) | 2001-07-05 | 2004-07-27 | Closure Medical Corporation | Adhesive treatment for oral fungal infection |
GB2404588A (en) * | 2003-08-02 | 2005-02-09 | Boots Co Plc | Methods for providing a protective polymer layer over a substance in contact with the skin |
US20060025516A1 (en) * | 2004-08-02 | 2006-02-02 | Shalaby Shalaby W | Tissue protecting spray-on copolymeric film composition |
WO2007000598A1 (en) * | 2005-06-29 | 2007-01-04 | Manel Torres | Non-woven fabric |
WO2007005029A2 (en) * | 2005-07-05 | 2007-01-11 | Poly-Med, Inc. | Tissue protecting spray-on copolymer film composition |
US20070238807A1 (en) * | 2006-04-06 | 2007-10-11 | Safir Adam L | Water resistant film forming compositions incorporating hydrophilic activities |
US20070259029A1 (en) * | 2006-05-08 | 2007-11-08 | Mcentire Edward Enns | Water-dispersible patch containing an active agent for dermal delivery |
US20070258935A1 (en) * | 2006-05-08 | 2007-11-08 | Mcentire Edward Enns | Water dispersible films for delivery of active agents to the epidermis |
US20080057090A1 (en) * | 2006-09-01 | 2008-03-06 | Mcentire Edward Enns | Wrinkle masking film composition for skin |
US20080085972A1 (en) * | 2006-10-05 | 2008-04-10 | O'brien Emmett Patrick | Switchable adhesive article for attachment to skin and method of using the same |
US20100111854A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The States Of Delaware | Frozen compositions and methods for piercing a substrate |
US20100111845A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111831A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100114592A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100114268A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111846A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for delivery of frozen particle adhesives |
US20100114267A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111834A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111832A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111843A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111836A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111842A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111833A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100113615A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for delivery of frozen particle adhesives |
US20100111830A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc | Compositions and methods for surface abrasion with frozen particles |
US20100111844A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100168900A1 (en) * | 2008-10-31 | 2010-07-01 | Searete Llc | Systems, devices, and methods for making or administering frozen particles |
US20120101738A1 (en) * | 2008-10-31 | 2012-04-26 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for biological remodeling with frozen particle compositions |
US20140212827A1 (en) * | 2011-08-24 | 2014-07-31 | Tsi-Zong Tzou | Orthodontic appliances with dissolvable coatings |
WO2014154891A1 (en) | 2013-03-29 | 2014-10-02 | Centre National De La Recherche Scientifique (Cnrs) | Cgrp receptor agonist for hiv treatment or prevention |
WO2014104898A3 (en) * | 2012-12-27 | 2015-01-08 | Vega Villavicencio Parsival | Formation of semi-permeable porous artificial scab |
US9435120B2 (en) | 2013-03-13 | 2016-09-06 | Homax Products, Inc. | Acoustic ceiling popcorn texture materials, systems, and methods |
US10314935B2 (en) | 2009-01-07 | 2019-06-11 | Entrotech Life Sciences, Inc. | Chlorhexidine-containing antimicrobial laminates |
US11039615B2 (en) | 2014-04-18 | 2021-06-22 | Entrotech Life Sciences, Inc. | Methods of processing chlorhexidine-containing polymerizable compositions and antimicrobial articles formed thereby |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5078270U (en) * | 1973-11-17 | 1975-07-07 |
-
1969
- 1969-12-02 US US881376A patent/US3577516A/en not_active Expired - Lifetime
-
1970
- 1970-11-20 JP JP45102099A patent/JPS5019470B1/ja active Pending
Cited By (153)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3855146A (en) * | 1971-03-03 | 1974-12-17 | Fuji Photo Film Co Ltd | Process for preparing microscopic capsules containing hydrophobic oil droplets therein |
US3868447A (en) * | 1972-02-02 | 1975-02-25 | Nat Patent Dev Corp | Hema paste |
US3888782A (en) * | 1972-05-08 | 1975-06-10 | Allergan Pharma | Soft contact lens preserving solution |
US3932602A (en) * | 1972-11-21 | 1976-01-13 | Novitas Nuprot Sa | Non-stinging wound dressing |
US3935303A (en) * | 1972-11-27 | 1976-01-27 | Gennady Lvovich Khromov | Base for ophthalmological medicinal preparations and on ophthalmological medicinal film |
US3978201A (en) * | 1972-11-27 | 1976-08-31 | Gennady Lvovich Khromov | Base for ophthalmological medicinal preparation on opthalmological medicinal film |
US4021364A (en) * | 1972-12-04 | 1977-05-03 | Prof. Dr. Peter Speiser | Microcapsules in the nanometric range and a method for their production |
US3928556A (en) * | 1973-03-02 | 1975-12-23 | Novitas Nuprot Sa | Non-stinging wound dressing containing tertiary butyl alcohol |
US3987000A (en) * | 1973-08-31 | 1976-10-19 | Beiersdorf Aktiengesellschaft | Sprayable polymer composition |
US4007258A (en) * | 1973-09-10 | 1977-02-08 | Union Corporation | Sustained release pesticidal composition |
US3969498A (en) * | 1973-09-13 | 1976-07-13 | University Of The Pacific | Dressing and method for treating a wound |
US4822596A (en) * | 1973-11-08 | 1989-04-18 | Lever Brothers Company | Skin composition |
US4743440A (en) * | 1973-11-08 | 1988-05-10 | Lever Brothers Company | Skin composition |
US3856026A (en) * | 1974-01-16 | 1974-12-24 | D Gaydos | Application of flock to the body for cosmetic purposes |
US3880158A (en) * | 1974-04-04 | 1975-04-29 | Johnson & Johnson | Spray-spun bandage composition |
US3935308A (en) * | 1974-08-08 | 1976-01-27 | The United States Of America As Represented By The Secretary Of The Navy | Wound covering and method of application |
US4367227A (en) * | 1976-03-11 | 1983-01-04 | Lever Brothers Company | Method and cosmetic composition for reducing sebum secretion |
US4136250A (en) * | 1977-07-20 | 1979-01-23 | Ciba-Geigy Corporation | Polysiloxane hydrogels |
US4172149A (en) * | 1978-01-30 | 1979-10-23 | Westwood Pharmaceuticals, Inc. | Method for treating living skin exhibiting excessive sebum secretion |
US4699133A (en) * | 1978-03-28 | 1987-10-13 | Firma Karl Otto Braun Kg | Process for producing a cohesive, self-adhesive, rigid or elastic bandage for fixing, compression and support dressings for medical purposes and bandage produced by this process |
US4287177A (en) * | 1978-08-18 | 1981-09-01 | Kuraray Co., Ltd. | Wound covering material |
US4186190A (en) * | 1978-11-13 | 1980-01-29 | The United States Of America As Represented By The Secretary Of The Navy | Method of treating burns using a poly-ε-caprolactone |
US4587129A (en) * | 1979-03-07 | 1986-05-06 | National Patent Development Co. | Hydrophilic gels containing high amounts of fragrance |
US4241048A (en) * | 1979-05-01 | 1980-12-23 | Bristol-Myers Company | Suspension composition of benzocaine |
US4303066A (en) * | 1979-06-28 | 1981-12-01 | National Patent Development Corporation | Burn dressing |
US4272518A (en) * | 1979-07-10 | 1981-06-09 | Moro Daniel G | Plastic wound bandage |
US4323557A (en) * | 1979-07-31 | 1982-04-06 | Minnesota Mining & Manufacturing Company | Pressure-sensitive adhesive containing iodine |
US4310509A (en) * | 1979-07-31 | 1982-01-12 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive having a broad spectrum antimicrobial therein |
US4492685A (en) * | 1979-08-14 | 1985-01-08 | Key Pharmaceuticals, Inc. | Protective skin matrix |
WO1982000099A1 (en) * | 1980-07-09 | 1982-01-21 | Key Pharma | Polymeric diffusion matrix for administration of drugs |
USRE33429E (en) * | 1981-03-23 | 1990-11-06 | Dow Corning Corporation | Lattice-entrapped emollient-moisturizer composition |
US4880617A (en) * | 1981-03-23 | 1989-11-14 | Dow Corning Corporation | Lattice-entrapped composition |
US4882166A (en) * | 1981-09-30 | 1989-11-21 | National Research Development Corporation | Compositions comprising encapsulated particles and their preparation |
FR2528695A1 (en) * | 1982-06-18 | 1983-12-23 | Dessapt Bernard | Inert self-curing plastics pads - expanded in situ to support skin grafts and secured by adhesive film to apply uniform pressure on to depressed wound zones |
US4732755A (en) * | 1983-01-17 | 1988-03-22 | University Of Health Sciences/The Chicago Medical School | Skin burn treatment |
US5011493A (en) * | 1983-04-14 | 1991-04-30 | Belykh Sergei I | Material for connecting members for inner soft tissues and organs |
US4725271A (en) * | 1983-10-17 | 1988-02-16 | Enquay Pharmaceutical Associates | Synthetic resin matrix drug storage and topical drug delivery dressing for veterinary usage |
US4563184A (en) * | 1983-10-17 | 1986-01-07 | Bernard Korol | Synthetic resin wound dressing and method of treatment using same |
EP0164999A3 (en) * | 1984-06-04 | 1987-05-13 | Minnesota Mining And Manufacturing Company | Film-forming composition containing an antimicrobial agent and methods |
US4584192A (en) * | 1984-06-04 | 1986-04-22 | Minnesota Mining & Manufacturing Company | Film-forming composition containing an antimicrobial agent and methods of use |
EP0164999A2 (en) * | 1984-06-04 | 1985-12-18 | Minnesota Mining And Manufacturing Company | Film-forming composition containing an antimicrobial agent |
US5154920A (en) * | 1985-03-13 | 1992-10-13 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US4921691A (en) * | 1985-08-22 | 1990-05-01 | Stockel Richard F | Spray on wound dressing compositions |
US4874540A (en) * | 1986-07-18 | 1989-10-17 | Ecolab Inc. | Graft copolymers of a polyether moiety on a polycarboxylate backbone |
US5078129A (en) * | 1987-05-01 | 1992-01-07 | Research Foundation Of State University Of New York | Device for stimulating salivation |
US4883828A (en) * | 1987-05-12 | 1989-11-28 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US5061485A (en) * | 1987-05-12 | 1991-10-29 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
US5632727A (en) * | 1988-10-03 | 1997-05-27 | Atrix Laboratories, Inc. | Biodegradable film dressing and method for its formation |
US5725491A (en) * | 1988-10-03 | 1998-03-10 | Atrix Laboratories, Inc. | Method of forming a biodegradable film dressing on tissue |
US4987893A (en) * | 1988-10-12 | 1991-01-29 | Rochal Industries, Inc. | Conformable bandage and coating material |
WO1990003809A1 (en) * | 1988-10-12 | 1990-04-19 | Rochal Industries, Inc. | Conformable bandage and coating material |
US5103812A (en) * | 1988-10-12 | 1992-04-14 | Rochal Industries, Inc. | Conformable bandage and coating material |
US4908381A (en) * | 1988-12-05 | 1990-03-13 | Ecolab Inc. | Antimicrobial film-forming compositions |
US5108740A (en) * | 1988-12-05 | 1992-04-28 | Ecolab Inc. | Antimicrobial film-forming compositions containing polymers having pendant pyran groups |
US5173291A (en) * | 1989-04-10 | 1992-12-22 | Minnesota Mining And Manufacturing Company | Film-forming emulsion containing iodine and methods of use |
US4978527A (en) * | 1989-04-10 | 1990-12-18 | Minnesota Mining And Manufacturing Company | Film-forming emulsion containing iodine and methods of use |
US5196185A (en) * | 1989-09-11 | 1993-03-23 | Micro-Collagen Pharmaceutics, Ltd. | Collagen-based wound dressing and method for applying same |
US5164179A (en) * | 1990-04-16 | 1992-11-17 | Kao Corporation | Biocide activator |
US5419913A (en) * | 1992-03-05 | 1995-05-30 | Podell; Howard I. | Adhesive bandages, wound dressings, sutures, drapes, orthodontic rubber bands, toothbrushes, and the like |
US5620702A (en) * | 1992-03-05 | 1997-04-15 | Podell; Howard I. | Adhesive bandages, wound dressings, sutures, drapes orthodontic rubber bands, toothbrushes, and the like |
US5792469A (en) * | 1992-03-12 | 1998-08-11 | Atrix Laboratories, Inc. | Biodegradable in situ forming film dressing |
US5429590A (en) * | 1992-12-01 | 1995-07-04 | Nitto Denko Corporation | Medical water-absorptive polymer and dressing for wound and medical bandage using the same |
EP0601463A1 (en) | 1992-12-01 | 1994-06-15 | Nitto Denko Corporation | Medical water-absorptive polymer and dressing for wound and medical bandage using the same |
US5810786A (en) * | 1993-09-24 | 1998-09-22 | Richard R. Jackson | Tissue-numbing anesthetic articles |
US5383899A (en) * | 1993-09-28 | 1995-01-24 | Hammerslag; Julius G. | Method of using a surface opening adhesive sealer |
US5665107A (en) * | 1993-09-28 | 1997-09-09 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US5665106A (en) * | 1993-09-28 | 1997-09-09 | Hemodynamics, Inc. | Vascular patch applicator |
US5759194A (en) * | 1993-09-28 | 1998-06-02 | Hemodynamics, Inc. | Vascular patch applicator |
US5653730A (en) * | 1993-09-28 | 1997-08-05 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US6287323B1 (en) | 1993-09-28 | 2001-09-11 | Hemodynamics, Inc. | Method of catheterization and inhibition of arterial bleeding |
US5529577A (en) * | 1993-09-28 | 1996-06-25 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US5843124A (en) * | 1993-09-28 | 1998-12-01 | Hemodynamics, Inc. | Surface opening adhesive sealer |
US6210688B1 (en) * | 1994-06-09 | 2001-04-03 | Rachel Ann Quayle | Use of polymers as film-forming barrier materials |
US5605541A (en) * | 1994-12-07 | 1997-02-25 | E. R. Squibb And Sons, Inc. | Fibrin sealant applicatoor |
US5722950A (en) * | 1995-06-07 | 1998-03-03 | Atrix Laboratories, Inc. | Method for remote delivery of an aerosolized liquid |
US6454786B1 (en) | 1996-11-15 | 2002-09-24 | Bristol-Myers Squibb Company | Devices and methods for applying a mixture of two or more liquid components to form a biomaterial |
US6613020B1 (en) | 1996-12-06 | 2003-09-02 | Bristol-Myers Squibb Company | Method of applying a mixture of two liquid components as well as a device for carrying out the method |
WO1998039042A1 (en) * | 1997-03-07 | 1998-09-11 | Jackson Richard R | Anesthetizing plastics, drug delivery plastics, and related medical products, systems and methods |
US6520942B1 (en) * | 1997-10-27 | 2003-02-18 | Edward L Putman | Method to improve peri-anal hygiene after a bowel movement |
US6706313B1 (en) | 1998-09-14 | 2004-03-16 | Lrc Products Ltd. | Aqueous coating composition and method |
US6242042B1 (en) | 1998-09-14 | 2001-06-05 | Lrc Products Ltd. | Aqueous coating composition and method |
US6585967B2 (en) | 2001-07-05 | 2003-07-01 | Closure Medical Corporation | Adhesive treatment for tinea cruris |
US6602496B2 (en) | 2001-07-05 | 2003-08-05 | Closure Medical Corporation | Adhesive treatment for tinea corporis |
US20030007948A1 (en) * | 2001-07-05 | 2003-01-09 | Closure Medical Corporation | Adhesive treatment for skin yeast infections |
US6746667B2 (en) | 2001-07-05 | 2004-06-08 | Closure Medical Corporation | Adhesive treatment for tinea pedis |
US6767552B2 (en) | 2001-07-05 | 2004-07-27 | Closure Medical Corporation | Adhesive treatment for oral fungal infection |
US6942875B2 (en) | 2001-07-05 | 2005-09-13 | Closure Medical Corporation | Adhesive treatment for skin yeast infections |
GB2404588B (en) * | 2003-08-02 | 2007-05-02 | Boots Co Plc | Products for providing a protective layer over a sunscreen composition in contact with the skin |
GB2404588A (en) * | 2003-08-02 | 2005-02-09 | Boots Co Plc | Methods for providing a protective polymer layer over a substance in contact with the skin |
US20060025516A1 (en) * | 2004-08-02 | 2006-02-02 | Shalaby Shalaby W | Tissue protecting spray-on copolymeric film composition |
US7842749B2 (en) * | 2004-08-02 | 2010-11-30 | Poly-Med, Inc. | Tissue protecting spray-on copolymeric film composition |
WO2007000598A1 (en) * | 2005-06-29 | 2007-01-04 | Manel Torres | Non-woven fabric |
US20100286583A1 (en) * | 2005-06-29 | 2010-11-11 | Manel Torres | Non-Woven Fabric |
WO2007005029A2 (en) * | 2005-07-05 | 2007-01-11 | Poly-Med, Inc. | Tissue protecting spray-on copolymer film composition |
WO2007005029A3 (en) * | 2005-07-05 | 2009-04-16 | Poly Med Inc | Tissue protecting spray-on copolymer film composition |
US20070238807A1 (en) * | 2006-04-06 | 2007-10-11 | Safir Adam L | Water resistant film forming compositions incorporating hydrophilic activities |
US20070259029A1 (en) * | 2006-05-08 | 2007-11-08 | Mcentire Edward Enns | Water-dispersible patch containing an active agent for dermal delivery |
US20070258935A1 (en) * | 2006-05-08 | 2007-11-08 | Mcentire Edward Enns | Water dispersible films for delivery of active agents to the epidermis |
US20080057090A1 (en) * | 2006-09-01 | 2008-03-06 | Mcentire Edward Enns | Wrinkle masking film composition for skin |
US20080085972A1 (en) * | 2006-10-05 | 2008-04-10 | O'brien Emmett Patrick | Switchable adhesive article for attachment to skin and method of using the same |
US7879942B2 (en) | 2006-10-05 | 2011-02-01 | Eastman Chemical Company | Switchable adhesive article for attachment to skin and method of using the same |
US20100113615A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for delivery of frozen particle adhesives |
US8784385B2 (en) | 2008-10-31 | 2014-07-22 | The Invention Science Fund I, Llc | Frozen piercing implements and methods for piercing a substrate |
US20100114268A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111855A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The States Of Delaware | Frozen compositions and methods for piercing a substrate |
US20100111846A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for delivery of frozen particle adhesives |
US20100114267A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111834A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111832A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111843A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111836A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111842A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100111841A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc | Compositions and methods for surface abrasion with frozen particles |
US20100111833A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111831A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for surface abrasion with frozen particles |
US20100111830A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc | Compositions and methods for surface abrasion with frozen particles |
US20100111844A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100121466A1 (en) * | 2008-10-31 | 2010-05-13 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Frozen compositions and methods for piercing a substrate |
US20100119557A1 (en) * | 2008-10-31 | 2010-05-13 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Frozen compositions and methods for piercing a substrate |
US20100168900A1 (en) * | 2008-10-31 | 2010-07-01 | Searete Llc | Systems, devices, and methods for making or administering frozen particles |
US20100111845A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US20100114348A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The States Of Delaware | Frozen compositions and methods for piercing a substrate |
US20100111854A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The States Of Delaware | Frozen compositions and methods for piercing a substrate |
US20110150765A1 (en) * | 2008-10-31 | 2011-06-23 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Frozen compositions and methods for piercing a substrate |
US20120101738A1 (en) * | 2008-10-31 | 2012-04-26 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for biological remodeling with frozen particle compositions |
US8762067B2 (en) | 2008-10-31 | 2014-06-24 | The Invention Science Fund I, Llc | Methods and systems for ablation or abrasion with frozen particles and comparing tissue surface ablation or abrasion data to clinical outcome data |
US20100114592A1 (en) * | 2008-10-31 | 2010-05-06 | Searete Llc, A Limited Liability Corporation Of The State Of Delaware | Compositions and methods for therapeutic delivery with frozen particles |
US8788211B2 (en) | 2008-10-31 | 2014-07-22 | The Invention Science Fund I, Llc | Method and system for comparing tissue ablation or abrasion data to data related to administration of a frozen particle composition |
US8784384B2 (en) | 2008-10-31 | 2014-07-22 | The Invention Science Fund I, Llc | Frozen compositions and array devices thereof |
US8788212B2 (en) * | 2008-10-31 | 2014-07-22 | The Invention Science Fund I, Llc | Compositions and methods for biological remodeling with frozen particle compositions |
US8793075B2 (en) | 2008-10-31 | 2014-07-29 | The Invention Science Fund I, Llc | Compositions and methods for therapeutic delivery with frozen particles |
US9072688B2 (en) | 2008-10-31 | 2015-07-07 | The Invention Science Fund I, Llc | Compositions and methods for therapeutic delivery with frozen particles |
US8798933B2 (en) | 2008-10-31 | 2014-08-05 | The Invention Science Fund I, Llc | Frozen compositions and methods for piercing a substrate |
US8798932B2 (en) | 2008-10-31 | 2014-08-05 | The Invention Science Fund I, Llc | Frozen compositions and methods for piercing a substrate |
US8849441B2 (en) | 2008-10-31 | 2014-09-30 | The Invention Science Fund I, Llc | Systems, devices, and methods for making or administering frozen particles |
US9072799B2 (en) | 2008-10-31 | 2015-07-07 | The Invention Science Fund I, Llc | Compositions and methods for surface abrasion with frozen particles |
US9060934B2 (en) | 2008-10-31 | 2015-06-23 | The Invention Science Fund I, Llc | Compositions and methods for surface abrasion with frozen particles |
US9040087B2 (en) | 2008-10-31 | 2015-05-26 | The Invention Science Fund I, Llc | Frozen compositions and methods for piercing a substrate |
US9050317B2 (en) | 2008-10-31 | 2015-06-09 | The Invention Science Fund I, Llc | Compositions and methods for therapeutic delivery with frozen particles |
US9050251B2 (en) | 2008-10-31 | 2015-06-09 | The Invention Science Fund I, Llc | Compositions and methods for delivery of frozen particle adhesives |
US9050070B2 (en) | 2008-10-31 | 2015-06-09 | The Invention Science Fund I, Llc | Compositions and methods for surface abrasion with frozen particles |
US9056047B2 (en) | 2008-10-31 | 2015-06-16 | The Invention Science Fund I, Llc | Compositions and methods for delivery of frozen particle adhesives |
US9060926B2 (en) | 2008-10-31 | 2015-06-23 | The Invention Science Fund I, Llc | Compositions and methods for therapeutic delivery with frozen particles |
US9060931B2 (en) | 2008-10-31 | 2015-06-23 | The Invention Science Fund I, Llc | Compositions and methods for delivery of frozen particle adhesives |
US10314935B2 (en) | 2009-01-07 | 2019-06-11 | Entrotech Life Sciences, Inc. | Chlorhexidine-containing antimicrobial laminates |
US20140212827A1 (en) * | 2011-08-24 | 2014-07-31 | Tsi-Zong Tzou | Orthodontic appliances with dissolvable coatings |
US10307224B2 (en) * | 2011-08-24 | 2019-06-04 | 3M Innovative Properties Company | Orthodontic appliances with dissolvable coatings |
WO2014104898A3 (en) * | 2012-12-27 | 2015-01-08 | Vega Villavicencio Parsival | Formation of semi-permeable porous artificial scab |
CN105073121A (en) * | 2012-12-27 | 2015-11-18 | 帕西法尔·维嘉·比亚维森西奥 | Formation of semi-permeable porous artificial scab |
CN105073121B (en) * | 2012-12-27 | 2018-12-04 | 帕西法尔·维嘉·比亚维森西奥 | The formation of the artificial scab of semi-permeable porous |
US9435120B2 (en) | 2013-03-13 | 2016-09-06 | Homax Products, Inc. | Acoustic ceiling popcorn texture materials, systems, and methods |
WO2014154891A1 (en) | 2013-03-29 | 2014-10-02 | Centre National De La Recherche Scientifique (Cnrs) | Cgrp receptor agonist for hiv treatment or prevention |
US11039615B2 (en) | 2014-04-18 | 2021-06-22 | Entrotech Life Sciences, Inc. | Methods of processing chlorhexidine-containing polymerizable compositions and antimicrobial articles formed thereby |
Also Published As
Publication number | Publication date |
---|---|
JPS5019470B1 (en) | 1975-07-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3577516A (en) | Preparation of spray on bandage | |
US4303066A (en) | Burn dressing | |
US5041287A (en) | Sprayable composition using acetone solvent | |
US4210633A (en) | Flurandrenolide film formulation | |
JP3575817B2 (en) | Extrudable compositions for topical or transdermal drug delivery | |
US4272518A (en) | Plastic wound bandage | |
US4579731A (en) | Polymeric diffusion burn matrix and method of use | |
CA2168249C (en) | Psoriasis treatment | |
US4393048A (en) | Protective gel composition for wounds | |
US4844902A (en) | Topically applicable formulations of gyrase inhibitors in combination with corticosteroids | |
US4492685A (en) | Protective skin matrix | |
US6187290B1 (en) | Physiologically acceptable foamable formulation and foam | |
EP0138740B1 (en) | Synthetic resin wound dressing and method of manufacturing | |
US4073291A (en) | Topical device for administering tretinoin | |
CA1145082A (en) | Covering material | |
CA2072812A1 (en) | Aerosol composition | |
US3928556A (en) | Non-stinging wound dressing containing tertiary butyl alcohol | |
JP2002536118A (en) | Gel formed by the interaction of poly (aldehyde) with various substances | |
JPS62502309A (en) | embalming liquid | |
EP0251464A2 (en) | Composition for the control of insects | |
US3932602A (en) | Non-stinging wound dressing | |
JPH0368369A (en) | Liquid polymer bandage for dermic injury treat- ment | |
JPH02215710A (en) | Local application of drug contained in binder | |
JP3881400B2 (en) | Aerosol composition and aerosol-type external preparation | |
US5800831A (en) | Psoriasis treatment with polymer film |