US3223588A - Optical brightening dental compound - Google Patents
Optical brightening dental compound Download PDFInfo
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- US3223588A US3223588A US363297A US36329764A US3223588A US 3223588 A US3223588 A US 3223588A US 363297 A US363297 A US 363297A US 36329764 A US36329764 A US 36329764A US 3223588 A US3223588 A US 3223588A
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- dentifrice
- teeth
- optical
- methyl
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- 230000003287 optical effect Effects 0.000 title claims description 31
- 238000005282 brightening Methods 0.000 title description 10
- 150000001875 compounds Chemical class 0.000 title description 2
- 239000000551 dentifrice Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 26
- HSHNITRMYYLLCV-UHFFFAOYSA-N 4-methylumbelliferone Chemical compound C1=C(O)C=CC2=C1OC(=O)C=C2C HSHNITRMYYLLCV-UHFFFAOYSA-N 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000000463 material Substances 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 6
- 229940042472 mineral oil Drugs 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 239000006072 paste Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- AFYCEAFSNDLKSX-UHFFFAOYSA-N coumarin 460 Chemical compound CC1=CC(=O)OC2=CC(N(CC)CC)=CC=C21 AFYCEAFSNDLKSX-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 210000003296 saliva Anatomy 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 235000001671 coumarin Nutrition 0.000 description 2
- 150000004775 coumarins Chemical class 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 230000002087 whitening effect Effects 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- 206010067484 Adverse reaction Diseases 0.000 description 1
- HNNIWKQLJSNAEQ-UHFFFAOYSA-N Benzydamine hydrochloride Chemical compound Cl.C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 HNNIWKQLJSNAEQ-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000006838 adverse reaction Effects 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229940105329 carboxymethylcellulose Drugs 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- -1 hexadecylarnine Chemical compound 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000004900 laundering Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000001683 mentha spicata herb oil Substances 0.000 description 1
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019721 spearmint oil Nutrition 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/434—Luminescent, Fluorescent; Optical brighteners; Photosensitizers
Definitions
- This invention relates to improvements in dentifrices useful for brightening teeth. More particularly, the present invention relates to an improved dentifrice containing brightening agents which effectively adhere to the surfaces of teeth and thereby create an illusion of brightening the whiteness of the teeth.
- optical brightening may be utilized in making the outer surface of teeth appear whiter, cleaner, and more attractive through incorporation of an optical brightener as an ingredient or component in dentifrice compositions.
- Optical brighteners or optical bleaches are well known in the detergent industry where they have been used both for the whitening of soaps and for enhancing the whiteness of fabrics washed with detergents.
- the brightening effect of these brighteners is created by use of materials that absorb ultraviolet light and fluoresce in the visible portion of the spectrum.
- the fluorescence is in the blue region of the spectrum in order to overcome the yellow that is normally encountered.
- One of the substantial advantages offered by optical brighteners over conventional bluing agents is that optical brighteners actually enhance rather than reduce the amount of light reflected from the surface.
- Canadian Patent No. 500,625 proposes the inclusion of optical brighteners in dentifrices.
- the brightening of the teeth with such dentifrices is temporary and fugitive.
- the brighteners do not adhere to the teeth, as they are removed by saliva or water or in consequence of the aforesaid physical chemical conditions in the mouth.
- the present invention results by incorporating certain optical brighteners in dentifrices containing film-forming higher molecular weight fatty amines which effectively adhere to the surfaces of teeth without adverse reaction therewith.
- Optical brighteners which have been found suitable for use as ingredients of the novel dentifrices of this invention include the di-substituted coumarins, typified by fluorescing beta-methyl-umbelliferone (4-methyl-7-hydroxycoumarin) and 4-methyl-7-diethylamino-coumarin. These di-substituted coumarins are found to fluoresce in the blue region of the spectrum.
- the minimum concentration of optical brightener suitable for use herein and capable of producing an optical effect of brightness of teeth is 0.01% by weight of the composition.
- the maximum concentration of the optical brightener above which no noticeable increase in substantivity is observed is about 0.1% by weight of the composition.
- Vehicles which have been found suitable for use as solvents for the optical brighteners and which possess the requisite substantivity as above defined include filmforming agents such as fatty amines blended preferably with mineral oil.
- filmforming agents such as fatty amines blended preferably with mineral oil.
- the films, containing ffuorescent materials dissolved or distributed therein are found to effectively hold the brightness on the surface of teeth for extended periods of time.
- the vehicles for the optical brighteners that impart the requisite substantivity thereto may form about 0.1 percent of the dentifrice composition although other adequate amount may also be employed such as from about .05 to about 2.0 percent by weight of the dentifrice composition.
- the amines which may be preferably blended with mineral oil are higher molecular fatty amines having an average carbon content of from 10 to about 18 carbon atoms, as exemplified by decylamine, tetradecylamine, hexadecylarnine, octadecylamine, and the corresponding unsaturated amines, as for example, oleylamine, and the like. Combinations of these various higher molecular fatty amines are also usefully employed as vehicles for the optical brighteners. When mineral oil is employed as part of the vehicle, an amount of about 1 part by weight to about 3 parts by weight per part by weight of fatty amine is found useful.
- the fluorescent materials or optical brighteners, aforesaid, and the vehicles therefor which impart the requisite substantivity to the brighteners may be incorporated in a variety of formulations of dentifrices which embody Example 1
- a paste-like dentifrice is compounded having the following composition:
- Example 2 'A.dentifrice is manufactured in accordance with the basic composition as set forth in Example 1 except that 4-methyl-7-diethylamino-coumarin is used in the place of the 4-methyl-7-hydroxy-coumarin of Example 1.
- a paste-like dentifrice composition consisting essentially of a paste dentifrice base, a film-forming system comprising a fatty amine having an average carbon content of from to about 18 carbon atoms and being present in an amount from 0.05% to 2% by weight of the dentifrice composition, and an optical brightener selected from the group consisting of 4-methyl-7-hydroxycoumarin and 4-methyl-7-diethylamine-coumarin, said optical brightener being present in an amount from about 0.01% by weight to about 0.1% by weight of the dentifrice composition.
- a paste-like dentifrice composition consisting essentially of a paste dentifrice base, a film-forming systern comprising a fatty amine having an average carbon content of from 10 to about 18 carbon atoms and mineral oil, said fatty amine being present in an amount from 0.05% to 2% by weight of the dentifrice composition, said mineraloil being present in an amount of from about 1 part to about 3 parts by weight per part by weight of fatty amine, and an optical brightener selected from the group consisting of 4-methyl-7-hydroxy-coumarin and 4-methyl-7-diethylamine-coumarin, said optical brightener being present in an amount from about 0.01% by weight to about 0.1% by weight of the dentifrice composition.
- a paste-like dentifrice composition consisting essentially of a paste dentifrice base, decylamine in an amount of from 0.05% to 2% by weight of the composition, and from 0.01% to about 0.1% by weight of the composition of 4-methyl-7-hydroxy-coumarin.
- a paste-like dentifrice composition consisting essentially of a paste dentifrice base, decylamine in an amount of from 0.05 to 2% by Weight of the composition, and from about 0.01% by weight to about 0.1% by weight of the composition of 4-methyl-7-diethyl-aminocoumarin.
Description
United States Patent 3,223,588 OPTICAL BRIGHTENING DENTAL COMPOUND Frank D. Pickel, Merrick, N.Y., assignor to Warner- Lamhert Pharmaceutical Company, Morris Plains, N.J., a corporation of Delaware No Drawing. Filed Apr. 28, 1964, Ser. No. 363,297 4 Claims. (Cl. 16793) This invention relates to improvements in dentifrices useful for brightening teeth. More particularly, the present invention relates to an improved dentifrice containing brightening agents which effectively adhere to the surfaces of teeth and thereby create an illusion of brightening the whiteness of the teeth.
The present application is a continuation-in-part application of pending US. patent application, Serial No. 200,342 filed June 6, 1962, now abandoned, which is a continuation-in-part of US. patent application, Serial No. 485,825 filed February 2, 1955, and now abandoned.
Many attempts have been made in the dentifrice art to provide means for whitening the teeth or for preventing discoloration thereof. These various attempts have been directed primarily to abrasive type compositions which attempt to remove the discoloration from the surface of the teeth. Despite all efforts made heretofore, discoloration of the teeth still occurs.
It has now been found that the phenomenon of optical brightening may be utilized in making the outer surface of teeth appear whiter, cleaner, and more attractive through incorporation of an optical brightener as an ingredient or component in dentifrice compositions.
Optical brighteners or optical bleaches are well known in the detergent industry where they have been used both for the whitening of soaps and for enhancing the whiteness of fabrics washed with detergents. The brightening effect of these brighteners is created by use of materials that absorb ultraviolet light and fluoresce in the visible portion of the spectrum. Preferably, the fluorescence is in the blue region of the spectrum in order to overcome the yellow that is normally encountered. One of the substantial advantages offered by optical brighteners over conventional bluing agents is that optical brighteners actually enhance rather than reduce the amount of light reflected from the surface.
In considering the feasibility of utilizing optical brighteners as applied to the formulation of dentifrices, it was found that it was necessary to take several factors into account. The problem of retention of the optical brighteners in the month where unique physico-chemical conditions prevail constitute a system altogether different from the relatively uncomplicated system encountered in laundering operations. Accordingly, the fundamental factors involved in ascertaining whether or not the concept of the present invention was feasible of accomplishment included: discovery of a suitable material or materials having the requisite fluorescent characteristics and which possess adequate resistivity to the solubilizing action of the saliva and enzymes present therein; and discovery of a solution for achieving appropriate fixation of such a relatively saliva-insoluble optical brightener on the surface of teeth. The latter characteristic may be denominated as substantivity.
Canadian Patent No. 500,625 proposes the inclusion of optical brighteners in dentifrices. However, it has been found that the brightening of the teeth with such dentifrices is temporary and fugitive. The brighteners do not adhere to the teeth, as they are removed by saliva or water or in consequence of the aforesaid physical chemical conditions in the mouth.
As a result of the investigations carried out in furthererance of the aforesaid concepts, it has been found that "ice optical brightening of the teeth can be attained; that it is possible to achieve requisite substantivity; and that the materials used therefor can be incorporated in dentifrices to provide tooth pastes, creams and the like having the desirable properties of a dentifrice enhanced by optical brightening of the teeth.
It is an object of this invention, therefore, to provide a dentifrice composition containing additives which impart an optical illusion of greater whiteness to teeth.
It is also an object of this invention to provide a dentifrice effective in correcting discoloration, dullness and general yellowish tinge of teeth by adherence of certain optical brighteners to the surface of the teeth and thereby creating an illusion of whiter, cleaner and more attractive teeth.
It is a further object of this invention to provide a generally saliva insoluble optical brightener which may be combined with suitable film-forming higher molecular weight fatty amines for effective adherence to the surface of teeth.
These and other objects will become readily apparent from the following detailed description.
In its fundamental aspects, the present invention results by incorporating certain optical brighteners in dentifrices containing film-forming higher molecular weight fatty amines which effectively adhere to the surfaces of teeth without adverse reaction therewith.
Optical brighteners which have been found suitable for use as ingredients of the novel dentifrices of this invention include the di-substituted coumarins, typified by fluorescing beta-methyl-umbelliferone (4-methyl-7-hydroxycoumarin) and 4-methyl-7-diethylamino-coumarin. These di-substituted coumarins are found to fluoresce in the blue region of the spectrum.
It has been found that the minimum concentration of optical brightener suitable for use herein and capable of producing an optical effect of brightness of teeth, is 0.01% by weight of the composition. The maximum concentration of the optical brightener above which no noticeable increase in substantivity is observed is about 0.1% by weight of the composition.
Vehicles which have been found suitable for use as solvents for the optical brighteners and which possess the requisite substantivity as above defined include filmforming agents such as fatty amines blended preferably with mineral oil. The films, containing ffuorescent materials dissolved or distributed therein are found to effectively hold the brightness on the surface of teeth for extended periods of time.
Generally, the vehicles for the optical brighteners that impart the requisite substantivity thereto may form about 0.1 percent of the dentifrice composition although other adequate amount may also be employed such as from about .05 to about 2.0 percent by weight of the dentifrice composition.
The amines which may be preferably blended with mineral oil, are higher molecular fatty amines having an average carbon content of from 10 to about 18 carbon atoms, as exemplified by decylamine, tetradecylamine, hexadecylarnine, octadecylamine, and the corresponding unsaturated amines, as for example, oleylamine, and the like. Combinations of these various higher molecular fatty amines are also usefully employed as vehicles for the optical brighteners. When mineral oil is employed as part of the vehicle, an amount of about 1 part by weight to about 3 parts by weight per part by weight of fatty amine is found useful.
The fluorescent materials or optical brighteners, aforesaid, and the vehicles therefor which impart the requisite substantivity to the brighteners may be incorporated in a variety of formulations of dentifrices which embody Example 1 A paste-like dentifrice is compounded having the following composition:
Ingredient: Amount Carboxy methyl cellulose (medium viscosity) grams..- 6.20 Water do 125.00 Glycerine do 142.00 Soluble saccharine do 0.325 Sodium lauryl sulfate do 17.50 Di-calcium phosphate do 200.00 Mineral oil (heavy) do 5.00 Decylamine do 2.50 Spearmint oil ml 3.0 4-methyl-7-hydroxy-coumarin grams 0.50
Example 2 'A.dentifrice is manufactured in accordance with the basic composition as set forth in Example 1 except that 4-methyl-7-diethylamino-coumarin is used in the place of the 4-methyl-7-hydroxy-coumarin of Example 1.
It is to be understood that the foregoing detailed description is given merely by way of illustration and that many variations may be made therein without departing from the spirit of this invention.
What is claimed is:
1. A paste-like dentifrice composition consisting essentially of a paste dentifrice base, a film-forming system comprising a fatty amine having an average carbon content of from to about 18 carbon atoms and being present in an amount from 0.05% to 2% by weight of the dentifrice composition, and an optical brightener selected from the group consisting of 4-methyl-7-hydroxycoumarin and 4-methyl-7-diethylamine-coumarin, said optical brightener being present in an amount from about 0.01% by weight to about 0.1% by weight of the dentifrice composition.
2. A paste-like dentifrice composition consisting essentially of a paste dentifrice base, a film-forming systern comprising a fatty amine having an average carbon content of from 10 to about 18 carbon atoms and mineral oil, said fatty amine being present in an amount from 0.05% to 2% by weight of the dentifrice composition, said mineraloil being present in an amount of from about 1 part to about 3 parts by weight per part by weight of fatty amine, and an optical brightener selected from the group consisting of 4-methyl-7-hydroxy-coumarin and 4-methyl-7-diethylamine-coumarin, said optical brightener being present in an amount from about 0.01% by weight to about 0.1% by weight of the dentifrice composition.
3. A paste-like dentifrice composition consisting essentially of a paste dentifrice base, decylamine in an amount of from 0.05% to 2% by weight of the composition, and from 0.01% to about 0.1% by weight of the composition of 4-methyl-7-hydroxy-coumarin.
4. A paste-like dentifrice composition consisting essentially of a paste dentifrice base, decylamine in an amount of from 0.05 to 2% by Weight of the composition, and from about 0.01% by weight to about 0.1% by weight of the composition of 4-methyl-7-diethyl-aminocoumarin.
References Cited by the Examiner UNITED STATES PATENTS 1,470,794 10/ 1923 Andresen 16793 1,566,218 12/1925 Leland 167-93 1,943,467 1/1934 Bley 16793 2,042,359 5/1936 Putt 16793 2,151,495 3/1939 Bender 16793 2,341,009 2/ 1944 Axelrad. 2,550,207 4/1951 Tainter 16793 2,700,636 1/ 1955 Ashton 16793 2,806,814 9/1957 Richter 167-65 3,120,469 2/1964 Tamas 16793 FOREIGN PATENTS 500,625 3/ 1954 Canada. 686,429 1/ 1953 Great Britain.
OTHER REFERENCES Chemical Week, July 17, 1954, page 52.
Geise et al., J. of the Amen-Pharmaceutical Assoc., Sci. ed., Jan. 1950, pp. 30-36. Green et al., J. Dental Research, vol. 30, pp. 218224, April 1951.
Plein et al., I. of the Amer. Pharmaceutical Assoc., Sci. ed., vol. 42, No. 2, pp. 79-85, Feb. 1953.
Shafrin et al., Journal of Colloid Science, vol. 4, pp. 571-590, 1949.
Walsh et al., J. Dental Research, vol. 29, pp. 270477, June 1950.
LEWIS GOTTS, Primary Examiner.
FRANK CACCIAPAGLIA, JR., Examiner.
Claims (1)
1. A PASTE-LIKE DENTIFRICE COMPOSITION CONSISTING ESSENTIALLY OF A PASTE DENTIFRICE BASE, A FILM-FORMING SYSTEM COMPRISING A FATTY AMINE HAVING AN AVERAGE CARBON CONTENT OF FROM 10 TO ABOUT 18 CARBON ATOMS AND BEING PRESENT IN AN AMOUNT FROM 0.05% TO 2% BY WEIGHT OF THE DENTIFRICE COMPOSITION, AND AN OPTICAL BRIGHTENER SELECTED FROM THE GROUP CONSISTING OF 4-METHYL-7-HYDROXYCOUMARIN AND 4-METHYL-7-DIETHYLAMINE-COUMARIN, SAID OPTICAL BRIGHTENER BEING PRESENT IN AN AMOUNT FROM ABOUT 0.01% BY WEIGHT TO ABOUT 0.1% BY WEIGHT OF THE DENTIFRICE COMPOSITION.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US363297A US3223588A (en) | 1964-04-28 | 1964-04-28 | Optical brightening dental compound |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US363297A US3223588A (en) | 1964-04-28 | 1964-04-28 | Optical brightening dental compound |
Publications (1)
Publication Number | Publication Date |
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US3223588A true US3223588A (en) | 1965-12-14 |
Family
ID=23429648
Family Applications (1)
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US363297A Expired - Lifetime US3223588A (en) | 1964-04-28 | 1964-04-28 | Optical brightening dental compound |
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3507955A (en) * | 1968-11-25 | 1970-04-21 | Prev Coat Corp | Silicone containing dentifrices |
US4325325A (en) * | 1980-10-31 | 1982-04-20 | Larter Waynne D | Self-cleaning litter box |
US4639388A (en) * | 1985-02-12 | 1987-01-27 | Chromalloy American Corporation | Ceramic-metal composites |
DE3528709A1 (en) * | 1985-08-09 | 1987-02-19 | Schleicher Peter | ORAL CARE PRODUCTS |
WO2004028498A1 (en) * | 2002-09-24 | 2004-04-08 | The Boots Company Plc | Dental compositions and methods |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1470794A (en) * | 1921-04-15 | 1923-10-16 | Andresen Viggo Valdemar Julius | Dentifrice |
US1566218A (en) * | 1922-08-17 | 1925-12-15 | John T Leland | Dentifrice |
US1943467A (en) * | 1932-02-08 | 1934-01-16 | Rudolph S Bley | Pharmaceutical preparation |
US2042359A (en) * | 1933-05-23 | 1936-05-26 | Herman Theaman | Dentifrice |
US2151495A (en) * | 1937-04-05 | 1939-03-21 | David V Bender | Disclosing solution |
US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
US2550207A (en) * | 1949-01-25 | 1951-04-24 | Sterling Drug Inc | Dentifrice compositions |
GB686429A (en) * | 1951-01-09 | 1953-01-21 | Dow Corning Ltd | Improvements in or relating to dentifrices |
CA500625A (en) * | 1954-03-16 | Adelman Maurice | Oral cleansing agent | |
US2700636A (en) * | 1949-05-14 | 1955-01-25 | Johnson & Johnson | Gum-impregnated dental floss |
US2806814A (en) * | 1954-10-04 | 1957-09-17 | Colgate Palmolive Co | Dental preparations |
US3120469A (en) * | 1959-09-24 | 1964-02-04 | Tamas Istvan | Therapeutic dental composition |
-
1964
- 1964-04-28 US US363297A patent/US3223588A/en not_active Expired - Lifetime
Patent Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA500625A (en) * | 1954-03-16 | Adelman Maurice | Oral cleansing agent | |
US1470794A (en) * | 1921-04-15 | 1923-10-16 | Andresen Viggo Valdemar Julius | Dentifrice |
US1566218A (en) * | 1922-08-17 | 1925-12-15 | John T Leland | Dentifrice |
US1943467A (en) * | 1932-02-08 | 1934-01-16 | Rudolph S Bley | Pharmaceutical preparation |
US2042359A (en) * | 1933-05-23 | 1936-05-26 | Herman Theaman | Dentifrice |
US2341009A (en) * | 1936-03-19 | 1944-02-08 | Richards Chemical Works | Method of improving brightness of fibrous materials |
US2151495A (en) * | 1937-04-05 | 1939-03-21 | David V Bender | Disclosing solution |
US2550207A (en) * | 1949-01-25 | 1951-04-24 | Sterling Drug Inc | Dentifrice compositions |
US2700636A (en) * | 1949-05-14 | 1955-01-25 | Johnson & Johnson | Gum-impregnated dental floss |
GB686429A (en) * | 1951-01-09 | 1953-01-21 | Dow Corning Ltd | Improvements in or relating to dentifrices |
US2806814A (en) * | 1954-10-04 | 1957-09-17 | Colgate Palmolive Co | Dental preparations |
US3120469A (en) * | 1959-09-24 | 1964-02-04 | Tamas Istvan | Therapeutic dental composition |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3507955A (en) * | 1968-11-25 | 1970-04-21 | Prev Coat Corp | Silicone containing dentifrices |
US4325325A (en) * | 1980-10-31 | 1982-04-20 | Larter Waynne D | Self-cleaning litter box |
US4639388A (en) * | 1985-02-12 | 1987-01-27 | Chromalloy American Corporation | Ceramic-metal composites |
DE3528709A1 (en) * | 1985-08-09 | 1987-02-19 | Schleicher Peter | ORAL CARE PRODUCTS |
EP0217041A1 (en) * | 1985-08-09 | 1987-04-08 | Schleicher, Peter, Dr. med. | Dentifrice |
WO2004028498A1 (en) * | 2002-09-24 | 2004-04-08 | The Boots Company Plc | Dental compositions and methods |
US20060034780A1 (en) * | 2002-09-24 | 2006-02-16 | The Boots Company | Dental compositions and methods |
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