US3113038A - Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer - Google Patents
Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer Download PDFInfo
- Publication number
- US3113038A US3113038A US83611A US8361161A US3113038A US 3113038 A US3113038 A US 3113038A US 83611 A US83611 A US 83611A US 8361161 A US8361161 A US 8361161A US 3113038 A US3113038 A US 3113038A
- Authority
- US
- United States
- Prior art keywords
- propylenimine
- nonwoven fabric
- acrylic polymer
- linking agent
- cross linking
- 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
- 239000004745 nonwoven fabric Substances 0.000 title claims description 10
- 229920000058 polyacrylate Polymers 0.000 title claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 title description 4
- 239000011248 coating agent Substances 0.000 title description 2
- 238000000576 coating method Methods 0.000 title description 2
- 239000003431 cross linking reagent Substances 0.000 title description 2
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 claims description 4
- -1 CARBOXYL GROUPS Chemical group 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 description 15
- 239000004744 fabric Substances 0.000 description 12
- 229920000126 latex Polymers 0.000 description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 239000004816 latex Substances 0.000 description 5
- 238000005108 dry cleaning Methods 0.000 description 4
- 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
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
- 150000002466 imines Chemical class 0.000 description 3
- 239000000463 material Substances 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
- 239000000203 mixture Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- 229920001807 Urea-formaldehyde Polymers 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 239000005018 casein Substances 0.000 description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
- 235000021240 caseins Nutrition 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920013646 Hycar Polymers 0.000 description 1
- 241001233242 Lontra Species 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
- D04H1/58—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives
- D04H1/587—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives characterised by the bonding agents used
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
- Y10T428/31935—Ester, halide or nitrile of addition polymer
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2549—Coating or impregnation is chemically inert or of stated nonreactance
- Y10T442/2566—Organic solvent resistant [e.g., dry cleaning fluid, etc.]
Definitions
- This invention relates to nonwoven fabrics and to a method of making them with a binder comprised of linear acrylic interpolymers and alkylene imines.
- a binder comprised of linear acrylic interpolymers and alkylene imines.
- Low cost nonwoven fabrics having soft hand as well as good fastness to washing and dry cleaning are in considerable demand. The attempt to produce such materials is beset by many problems. Binders are all-important factors in determining the properties of the finished fabric.
- thermosetting resins with soft polymers in emulsion form in order to obtain a crosslinking effect with consequent improved durability and strength.
- the difficulty with these types has been their poor drapability and hand.
- styrene-butadiene binders Although flexible and elastic, have poor stability to light and poor wet and dry cleaning properties. Cleaning durability is much better with acrylonitrile-butadiene binders but they discolor, become odonous on aging, and much of the binder mi rates to the surface during bonding, leaving the fabric weak in the center. The latter defect makes delarnination a common hazard. Starch, gums, casein, and the like impart brittleness, poor hand, and poor wet strength.
- the vinyl polymers produce stilf, tough fabrics suitable for some uses, such as innersoles, shoe interliners, and other applications where a comparatively low flexibility is acceptable.
- Example 1 A binder was made by blending 69 parts of a reactive acrylic latex with 3 parts of an 8.4% aqueous solution of ropylenimine and 37 parts of water.
- the latex was comprised of a linear interpolymer of Z-ethylhexyl acrylate, 13% acrylonitri-le, and 2% itaconic acid.
- the binder had a pot life of at least 12 days at room temperature.
- Example 2 A random web of viscose rayon fibers was passed through the binder and the excess liquor squeezed out between padding rollers using 5 and 10 pounds of pressure.
- the padded fabric was can dried for 23 minutes at 240 F., sufficient for drying and then cured 3 minutes at 360 F.
- the nonwoven fabric so prepared had notable resistance to alkaline wash and solvent. The hand was soft and the drape was good.
- the composition of the latex may be varied consider ably without seriously impairing the benefits of the novel binder.
- the monomer containing the free carboxyl group is effective in the range of from about 1 to 6% of the total Weight of monomers.
- Acrylic acid, methacrylic acid, crotonic acid, isocrotonic acid, and itaconic acid are suitable.
- the major constituent may be any alkyl ester of acrylic acid, the ralkyl group having about 1 to 12 carbon atoms.
- the third ingredient is preferably acrylonitrile, although latices such as Hycar 1571, a copolymer of 1,3 butadiene:acrylonitrile:methacrylic acid, are operable in the ranges of about 10-20 percent.
- Propylenimine is preferred as the additive, although ethylenimine and derivatives of greater carbon content are operative.
- Curing time is not critical. The preferred treatment is given in the examples. Lower temperatures are effective when the curing time is prolonged, and higher temperatures shorten the time required. These variations in curing schedules are well known in the coating art.
- a nonwoven fabric comprising a web of overlapping intersecting fibers uniformly bonded with a binder formed in situ by reacting a linear acrylic polymer containing a minor amount of carboxyl groups with propylenimine.
- a nonwoven fabric comprising a web of overlapping intersecting fibers uniformly bonded with a binder 4- formed in situ by reacting a blend of (A) about 60 parts amounts ranging from about 20 to about 50 weight perby Weight of a latex comprising about 60 parts by Weight cent of file finislhed fabric.
Description
United rates Fatent 3,113,038 NQNWQVEN FABRIC COATENG CGNTARNENG PROPYLENIMZNE-CRUSd LHNKENG AGENT FOR CARBQXYL CGNTAINHNG AQRYLHQ PGLZMER Charles I. Lattarulo, New York, and Eohn .F. P. Lurzi,
Freeport, N.Y., assignors to later-chemical Corporation, New York, Nfnfl, a corporation of (Elsie No Drawing. Filed liars. 1?, 11961, No. 83,611 2 Claims. (Chill-14d) This invention relates to nonwoven fabrics and to a method of making them with a binder comprised of linear acrylic interpolymers and alkylene imines. Low cost nonwoven fabrics having soft hand as well as good fastness to washing and dry cleaning are in considerable demand. The attempt to produce such materials is beset by many problems. Binders are all-important factors in determining the properties of the finished fabric. At present synthetic rubber latices, particularly butadienestyrene and butadiene-acrylonitrile types, vinyls, acrylates, starch, gum casein and the like constitute the binders in use. 'Urea and melamine resins are also added to latices in quantities up to about of the latex Weight in order to impart thermosetting properties and to improve Washiastness and solvent resistance. These fabrics have found applications in the fields of disposable items, padding and packing, shoe fabrics, interlining for clothing, containers, tapes, toys, filters, vinyl fabric backing, etc. Thus far acceptability in the durable outer wear garment field has been less than enthusiastic due to the lack of nonwoven fabrics having the softness and drapab-ility of woven goods together with good wet and 'dry cleaning resistance.
There have been many attempts to make such fabrics, chiefly by combining thermosetting resins with soft polymers in emulsion form in order to obtain a crosslinking effect with consequent improved durability and strength. The difficulty with these types has been their poor drapability and hand. Generally speaking, as strength and durability was thus gained, the stiffer the cloth became, and contrariwise, the more flexible the material, the poorer the tensile strength.
It is the consensus of opinion that significant progress in the field of nonwoven fabrics will depend almost ontirely on the development of new and better binders.
Of the materials in use, styrene-butadiene binders, although flexible and elastic, have poor stability to light and poor wet and dry cleaning properties. Cleaning durability is much better with acrylonitrile-butadiene binders but they discolor, become odonous on aging, and much of the binder mi rates to the surface during bonding, leaving the fabric weak in the center. The latter defect makes delarnination a common hazard. Starch, gums, casein, and the like impart brittleness, poor hand, and poor wet strength. The vinyl polymers produce stilf, tough fabrics suitable for some uses, such as innersoles, shoe interliners, and other applications where a comparatively low flexibility is acceptable. Acrylic latices otter excellent ligiht stability and good band but their fastness to Wet and dry cleanin is. only fair. The cleaning properties are improved somewhat by combining the acrylic latices with minor amounts of urea resins or melamine resins. This recourse, however, has the limitations pointed out above.
3d lhddd ice it has now been discovered that nonwoven fabrics of good wrashfastness, good dry cleaning fastness, and having excellent hand and drapaoility can be obtained by using as binders a blend of the latices of acrylic interpolymers containing a minor amount of carboxyl groups with a small amount of an alkylene imine, especially propylenimine, in aqueous solution. This is a surprising development. Polyfunctional imines and various other crosslinking agents have been combined with latices containing reactive groups, but the crosslinlring; action is at least understandable in such cases. It now appears that imines considered to be monofunctional produce at least some results hitherto ascribed only to poly functional compounds. The explanation for this phenomenon is not known.
In the examples the parts and percentages are on the weight basis.
Example 1 A binder was made by blending 69 parts of a reactive acrylic latex with 3 parts of an 8.4% aqueous solution of ropylenimine and 37 parts of water. The latex was comprised of a linear interpolymer of Z-ethylhexyl acrylate, 13% acrylonitri-le, and 2% itaconic acid. The binder had a pot life of at least 12 days at room temperature.
Example 2 A random web of viscose rayon fibers was passed through the binder and the excess liquor squeezed out between padding rollers using 5 and 10 pounds of pressure. The padded fabric was can dried for 23 minutes at 240 F., sufficient for drying and then cured 3 minutes at 360 F. The dry pickup amount to 40 to 50% based on the weight of dry fabric. The nonwoven fabric so prepared had notable resistance to alkaline wash and solvent. The hand was soft and the drape was good.
The composition of the latex may be varied consider ably without seriously impairing the benefits of the novel binder. The monomer containing the free carboxyl group is effective in the range of from about 1 to 6% of the total Weight of monomers. Acrylic acid, methacrylic acid, crotonic acid, isocrotonic acid, and itaconic acid are suitable. The major constituent may be any alkyl ester of acrylic acid, the ralkyl group having about 1 to 12 carbon atoms. The third ingredient is preferably acrylonitrile, although latices such as Hycar 1571, a copolymer of 1,3 butadiene:acrylonitrile:methacrylic acid, are operable in the ranges of about 10-20 percent. Propylenimine is preferred as the additive, although ethylenimine and derivatives of greater carbon content are operative.
Curing time is not critical. The preferred treatment is given in the examples. Lower temperatures are effective when the curing time is prolonged, and higher temperatures shorten the time required. These variations in curing schedules are well known in the coating art.
What is claimed is:
1. A nonwoven fabric comprising a web of overlapping intersecting fibers uniformly bonded with a binder formed in situ by reacting a linear acrylic polymer containing a minor amount of carboxyl groups with propylenimine.
2. A nonwoven fabric comprising a web of overlapping intersecting fibers uniformly bonded with a binder 4- formed in situ by reacting a blend of (A) about 60 parts amounts ranging from about 20 to about 50 weight perby Weight of a latex comprising about 60 parts by Weight cent of file finislhed fabric. of water and about 40 par Ls by Weight of a dispe rsion of a linear copoiymer of about 85 parts by weight of Z-ethy l- References flied in the file of 1118 Patent hexyl aoryla'te, about 13 parts by weight of acrylonitrile, 5 UNITED STATES PATENTS and about 2 parts by weight of itaconic acid, (B) about Q i Q a 0.25 part by Weight of propyien imine, and (C) about 40 am by weight of Water, file binder being present in
Claims (1)
1. A NONWOVEN FABRIC COMPRISING A WEB OF OVERLAPPING INTERSECTING FIBERS UNIFORMLY BONDED WITH A BINDER FORMED IN SITU BY REACTING A LINEAR ACRYLIC POLYMER CONTAINING A MINOR AMOUNT OF CARBOXYL GROUPS WITH PROPYLENIMINE.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83611A US3113038A (en) | 1961-01-19 | 1961-01-19 | Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83611A US3113038A (en) | 1961-01-19 | 1961-01-19 | Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer |
Publications (1)
Publication Number | Publication Date |
---|---|
US3113038A true US3113038A (en) | 1963-12-03 |
Family
ID=22179499
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US83611A Expired - Lifetime US3113038A (en) | 1961-01-19 | 1961-01-19 | Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer |
Country Status (1)
Country | Link |
---|---|
US (1) | US3113038A (en) |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3223669A (en) * | 1962-11-13 | 1965-12-14 | Interchem Corp | Pigment pad-dyeing compositions and textiles decorated therewith |
US3261799A (en) * | 1965-01-06 | 1966-07-19 | Du Pont | Freeze-thaw stable aminoester polymer |
US3261797A (en) * | 1964-10-28 | 1966-07-19 | Du Pont | Process for iminating polymeric latices |
US3261796A (en) * | 1964-07-01 | 1966-07-19 | Du Pont | Aqueous dispersion of vinyl addition polymer containing aminoester radicals |
US3280218A (en) * | 1963-09-06 | 1966-10-18 | Dow Chemical Co | Graft polymers of ethylenimine onto a polyacrylic or polymethacrylic acid backbone |
US3282879A (en) * | 1964-10-27 | 1966-11-01 | Du Pont | Process for treating iminated vinyl acetate emulsion polymers with water-soluble bisulfites |
US3332797A (en) * | 1963-10-04 | 1967-07-25 | Dow Chemical Co | Textile fabric backsizing composition process for treating textile fabric therewith and the treated fabric |
US3364063A (en) * | 1964-07-20 | 1968-01-16 | Kendall & Co | Porous pressure-sensitive adhesive tapes |
US3386939A (en) * | 1964-11-27 | 1968-06-04 | Du Pont | Acrylic dispersions for wire enamels |
US3488307A (en) * | 1965-09-30 | 1970-01-06 | Du Pont | Coating compositions comprising mixtures of nitrogen-containing acrylic polymers |
US3511897A (en) * | 1965-02-05 | 1970-05-12 | Dow Chemical Co | Graft copolymers of an aziridine monomer on an alpha-olefin copolymer substrate |
US3549566A (en) * | 1967-11-21 | 1970-12-22 | Du Pont | Aqueous dispersion paint compositions having improved brushing characteristics |
US5891950A (en) * | 1996-05-28 | 1999-04-06 | Eastman Chemical Company | Use of stable amino-functional latexes in water-based inks |
US5962556A (en) * | 1996-10-22 | 1999-10-05 | Eastman Chemical Company | Functional latexes resistant to hydrolysis |
US5998543A (en) * | 1996-05-28 | 1999-12-07 | Eastman Chemical Company | Stable amino-containing polymer latex blends |
US6028155A (en) * | 1997-05-21 | 2000-02-22 | Eastman Chemical Company | Surfactant-containing acetoacetoxy-functional and enamine-functional polymers |
US6060556A (en) * | 1997-05-21 | 2000-05-09 | Eastman Chemical Company | Process for preparing reactive latex blends which are chemically and physically stable until film formation |
US6417267B1 (en) | 1996-05-28 | 2002-07-09 | Eastman Chemical Company | Adhesive compositions containing stable amino-containing polymer latex blends |
US6649679B1 (en) | 1997-09-18 | 2003-11-18 | Eastman Chemical Company | Stable waterborne polymer compositions containing poly(alkylenimines) |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2940889A (en) * | 1955-06-29 | 1960-06-14 | American Viscose Corp | Vinyl-coated fabrics |
US2949386A (en) * | 1958-11-03 | 1960-08-16 | Interchem Corp | Non-woven fabrics |
-
1961
- 1961-01-19 US US83611A patent/US3113038A/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2940889A (en) * | 1955-06-29 | 1960-06-14 | American Viscose Corp | Vinyl-coated fabrics |
US2949386A (en) * | 1958-11-03 | 1960-08-16 | Interchem Corp | Non-woven fabrics |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3223669A (en) * | 1962-11-13 | 1965-12-14 | Interchem Corp | Pigment pad-dyeing compositions and textiles decorated therewith |
US3280218A (en) * | 1963-09-06 | 1966-10-18 | Dow Chemical Co | Graft polymers of ethylenimine onto a polyacrylic or polymethacrylic acid backbone |
US3332797A (en) * | 1963-10-04 | 1967-07-25 | Dow Chemical Co | Textile fabric backsizing composition process for treating textile fabric therewith and the treated fabric |
US3261796A (en) * | 1964-07-01 | 1966-07-19 | Du Pont | Aqueous dispersion of vinyl addition polymer containing aminoester radicals |
US3364063A (en) * | 1964-07-20 | 1968-01-16 | Kendall & Co | Porous pressure-sensitive adhesive tapes |
US3282879A (en) * | 1964-10-27 | 1966-11-01 | Du Pont | Process for treating iminated vinyl acetate emulsion polymers with water-soluble bisulfites |
US3261797A (en) * | 1964-10-28 | 1966-07-19 | Du Pont | Process for iminating polymeric latices |
US3386939A (en) * | 1964-11-27 | 1968-06-04 | Du Pont | Acrylic dispersions for wire enamels |
US3261799A (en) * | 1965-01-06 | 1966-07-19 | Du Pont | Freeze-thaw stable aminoester polymer |
US3511897A (en) * | 1965-02-05 | 1970-05-12 | Dow Chemical Co | Graft copolymers of an aziridine monomer on an alpha-olefin copolymer substrate |
US3488307A (en) * | 1965-09-30 | 1970-01-06 | Du Pont | Coating compositions comprising mixtures of nitrogen-containing acrylic polymers |
US3549566A (en) * | 1967-11-21 | 1970-12-22 | Du Pont | Aqueous dispersion paint compositions having improved brushing characteristics |
US5891950A (en) * | 1996-05-28 | 1999-04-06 | Eastman Chemical Company | Use of stable amino-functional latexes in water-based inks |
US5998543A (en) * | 1996-05-28 | 1999-12-07 | Eastman Chemical Company | Stable amino-containing polymer latex blends |
US6417267B1 (en) | 1996-05-28 | 2002-07-09 | Eastman Chemical Company | Adhesive compositions containing stable amino-containing polymer latex blends |
US5962556A (en) * | 1996-10-22 | 1999-10-05 | Eastman Chemical Company | Functional latexes resistant to hydrolysis |
US6028155A (en) * | 1997-05-21 | 2000-02-22 | Eastman Chemical Company | Surfactant-containing acetoacetoxy-functional and enamine-functional polymers |
US6060556A (en) * | 1997-05-21 | 2000-05-09 | Eastman Chemical Company | Process for preparing reactive latex blends which are chemically and physically stable until film formation |
US6649679B1 (en) | 1997-09-18 | 2003-11-18 | Eastman Chemical Company | Stable waterborne polymer compositions containing poly(alkylenimines) |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3113038A (en) | Nonwoven fabric coating containing propylenimine-cross linking agent for carboxyl containing acrylic polymer | |
US3157562A (en) | Bonded non-woven fibrous products and methods of making them | |
FI96217B (en) | Process for the preparation of aqueous dispersions of (meth) acrylic acid ester copolymers and their use as impregnation, coating and binder in cloth filter goods | |
US4136218A (en) | Process for the improvement of the water-absorbing capacity and the absorptivity of textile materials | |
US4900615A (en) | Textile materials and compositions for use therein | |
US2653140A (en) | Textile finishing compositions | |
CA1338873C (en) | Fast curing binder for cellulose | |
US3731411A (en) | Process for producing durable press textiles | |
US3220869A (en) | Process for improving textile fabrics | |
US3012911A (en) | Bonded non-woven fibrous products and methods of producing them | |
US4059665A (en) | Bonded non-woven fabric and method for making it | |
CA1332901C (en) | Nonwoven fabric with an acrylate interpolymer binder and a process of making the nonwoven fabric | |
US3126297A (en) | Treatment of nonwoven fabric with | |
JPS61190506A (en) | Formaldehyde-free latex and cloth made therefrom | |
US3078185A (en) | Stabilization of protein-containing textiles with nitrogen containing polymers | |
US3812070A (en) | Composition comprised of a water-in-soluble n-methylol-amide-acrylic acid ester copolymer with a polyalkylene glycol | |
US5264475A (en) | Extended polymer compositions and textile materials manufactured therewith | |
US3004868A (en) | Resilient non-woven textile materials | |
US4279959A (en) | Water-insoluble copolymers containing amide-polyaldehyde thermosettable system | |
US3331805A (en) | Binder composition of a polymeric component, an epoxy resin and an alkylated melamine formaldehyde resin | |
US2826506A (en) | Composition for treating fibrous materials | |
US5055510A (en) | Extended polymer compositions and textile materials manufactured therewith | |
Nuessle et al. | Acrylic resins in textile processing | |
US3632422A (en) | Textile fabric having soil release finish and method of making same | |
US4199643A (en) | Water-insoluble copolymers containing amide-polyaldehyde thermosettable system |