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Publication numberUS3907580 A
Publication typeGrant
Publication dateSep 23, 1975
Filing dateMar 14, 1973
Priority dateNov 12, 1972
Publication numberUS 3907580 A, US 3907580A, US-A-3907580, US3907580 A, US3907580A
InventorsHam Goswin Clemens Van
Original AssigneeAstor Margaret
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Nail varnishes
US 3907580 A
Abstract
A nitrocellulose nail varnish containing at least one scleroprotein derivative selected from the group consisting of certain collagen hydrolysates, polypeptide esters, protein fatty acid condensates, and mixtures thereof. The novel nail varnish has a favorable effect on the properties of human nails and reduces and eliminates nail damage, even in the case of individuals with sensitive or easily damaged nails.
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United States Patent van Ham Sept. 23, 1975 [54] NAIL VARNISHES OTHER PUBLICATIONS [75] Inventor: Goswin Clemens van Ham,

wiesbademBierstadt, Germany Chem. Abst., Vol. 75. 15,4991 1971. [73] Assignee: Margaret Astor AG, Mainz, schlmmel Bnefs 1965 1 Germany Primary Examiner+The0d0re Morris [22] 1973 Attorney, Agent, or Firm-Price, Heneveld, Huizenga [21] Appl. No.: 341,040 & Cooper 4 I Related US. Application Data [63] Continuation-impart of Ser. No. 305,850, Nov. 12, [57] ABSTRACT 1972, abandoned. l

A nitrocellulose nail varnish containing at least one [52] us. Cl. 106/158; 106/183? 106/195; Scleroprotein derivative Selected from the group 424/61; 424/359 sisting of certain collagen hydrolysates, polypeptide 51 Int 11 7 04; 0 1 2 2; os 21/14 esters, protein fatty acid condensates, and mixtures 53 Field f Search 106/158, 5; 424/359 thereof. The novel nail varnish has a favorable effect 424/61 on the properties of human nails and reduces and eliminates nail damage, even in the case of individuals 5 References Cited with sensitive or easily damaged nails.

UNITED STATES PATENTS 21 Claims No Drawings 3,342,686 9/1967 Jewel 106/195 1 p NAIL vARNrsnEs .cRoss REFERENCE TO RELATED APPLICATION This application is a continuation-in-part of my copending application, Ser. No. 305,850, filed Nov. 12, 1972, for NAIL VARNISHES, now abandoned.

BACKGROUND OF THE INVENTION This invention relates to nitrocellulose nail varnishes with conventional additives such as plasticizers, dyes, pigments, and the like.

The use of nail varnishes for beautifying human nails on the hands and feet has long been a conventional cosmetic practice. The human nail comprises structural protein or scleroprotein which is hard and insoluble and is made up of keratine. The material is dead-like human hair. In contrast, the nail bed, lying directly under the nail, is the living matrix of the nail and is rich in blood-capillaries (see S. Jellinek, Kosmetologie, Huthig Verlag Heidelberg, 1967).

With the help of nail varnishes, a generally colored shining film, impervious to water and air is applied to which particular effects can be given by certain additives such as iridescent materials or pigments. Generally, the use of nail varnish does not have any favorable or unfavorable physiological effects on the nail. How- .ever, in the case of a considerable number of consumers, there are certain obstacles to the constant use of nail varnishes. On the one hand, the nails can be harmed by the constant penetration of these varnishes, leading to brittleness and the tendency to split; while on the other hand, there are persons whose nails have these properties at the outset so that the use of nail varnish is not even possible. On working in and with alkaline solutions, wetting agents and detergents, the damage is emphasized.

Various experiments have been carried out for a number of years in various different directions to reduce the above defects. The addition of hard resins to the nail varnish only leads to a hardening of the varnish film and is only possible within certain limits because the film otherwise becomes brittle.

Formaldehyde makes possible a hardening of the nail keratine but is irritating and in certain cases may give rise to allergy. The use of fats and oils, lanoline and other materials, and also moistening substances in the form of nail oil or nail emulsion, has also been previously proposed. The use of a suspension of microscopic fibres for coating the nail with a protective layer has .also been proposed. None of these preparations can, however, be incorporated in nail varnishes since they substantially impair the film properties of the varnishes. They are therefore used as preparations to be separately applied and are therefore expensive and complicated for the consumer.

In recent times, experiments have also been carried out with the purpose of bringing about an influence on -'the nail properties with the help of aqueous cosmetic =preparations or those containing water/alcohol mix- ,tures and containing amino acids and peptides as active substances. These preparations are, however, to be used in addition to the nail varnish and do not make up a component of the varnish itself. The results appear to be favorable, but again, the defect of having to apply the preparation separately "is present, and the simultaneous application of the nail varnish and these aqueous preparations yields adverse effects.

SUMMARY OF THE INVENTION The present'invention provides a nail varnish which has a favorable effect on the properties of the nails, reduces the above-mentioned defects and makes possible the general use of nail varnishes for extended periods of time, even in the case of persons whose nails are inclined to break and split in many cases. The invention provides a nail varnishwhich protects the nail treated with it from damage by the varnish film, makes nails which have already been damaged insensitive to nail varnish and has a favorable influence on the nail growth tissue or nail bed.

The nail varnish of the present invention comprises a nitrocellulose nail varnish containing at least one scleroprotein derivative selected from the group consisting of:

a. a collagen hydrolysateof animal origin with a pH in the range of about from 3 to 7.5;

b. an ester produced by alcoholic esterification of polypeptides which have a salt content of from 0 to about 3 per cent and which are produced by acidic hydrolysis of scleroprotein, said esters having the general formula:

wherein:

R is an amino acid side chain n is an integer between 3 and 300 Alc is an aliphatic group having I to 8 carbons atoms c. a protein fatty acid condensate of the general for- R is a saturated or unsaturated hydrocarbon having from 8 to 17 carbon atoms and from 17 to 37 hydrogen atoms R is an amino acid side chain n is an integer between 3 and 300 A is hydrogen, alkali metal, amine, or monovalent or polyvalent cation; and

d. mixtures thereof. I Preferably, the amount of hydrolysate is from about 0.05 to 6 per cent by weight of the nail varnish, the amount of ester is from about 0.05 to 6 per cent by weight of the nail varnish, and the amount of condensate is from about 0.05 to 4 per cent by weight of the nail varnish.

DESCRIPTION OF THE PREFERRED EMBODIMENTS According to the present invention, keratine substances and protein hydrolysates are directly worked in the nailvarnish and, therefore, constantly supplied to In studying the scleroprotein derivatives such as proteins, keratines, scleroproteins and their reaction and decomposition products as used for cosmetic purposes and available in the trade, it was found that these sub; stances were only suitable for use in aqueous or aque-j sented by Croda G.m.b.H., Kaldenkirch'en, Rheinland,

sell protein hydrolysates under the name Promois, which are used in shampoos, hair tonics, and other liquid hair-treating preparations.

Messrs. Chemische Fabrik Grunau of lllertissen produce protein fatty acid condensates under the name Lamepon, which are provided for use in hydrophilic cosmetic cleaning preparations.

The fact that these protein compounds have only to date been used in conjunction with water for cosmetic application can be seen from the methods of production, for exampleacid hydrolysis in aqueous solution, and the strongly polar hydrophilic properties of the amino acid chains. It is known that protein compounds are precipitated by organic solvents or cannot be mixed with them.

My own tests with two typical nail varnish solvents such as'toluol or ethylacetate showed that in the case of concentrations of 0.5 to 2 per cent there was in every case separation, denaturation, and precipitation of the amino compounds. It is therefore not surprising that all cosmetic successes described of a protein action onthe skin or hair were in aqueous preparations such as hair tonic, shampoo, moistening emulsion or the like (see G. Schuster, H. Modde, E. Scheld in Seifen, Gle, Fette, Wachse, reprint from issue No. 14 of 7th July, 1965; J. Cotte, B. Builott, H. Gattefoss'e, in American perfumer & cosm.", 82, 47 (1967)).

It was discovered in numerous experimental series that the protein compounds proposed by the present invention can surprisingly be incorporated into nail varnishes containing nitrocellulose.

Thus, the nail varnish of the present invention comprises a nitrocellulose nail varnish containing at least one scleroprotein derivative selected from the group consisting of:

a. collagen hydrolysates of animal origin with a pH in the range of about from 3 to 7.5; I esters produced by alcoholic esterification of polypeptides which have a salt content of from'O to about 3 per cent and which are produced by acidic hydrolysis of scleroprotein, said esters having the I general formula:

wherein:

R is an amino acid side chain n is an integer between 3 and 300 Alc is an aliphatic group having 1 to 8 carbon atoms c. protein fatty acid condensates of the general for wherein:

R is a saturated or unsaturated hydrocarbon havingfrom 8 to 17 carbon atoms and from 17 to 37 hydrogen atoms R is an amino acid side chain ri is'an integer between 3 'and 300 A is hydrogen, alkali metal, amine, or monovalent or polyvalentcation; and i d. mixtures thereof. Preferably, the amount of hydrolysate is from about 0.05 to 6 per cent by weight of the nail varnish, the amount of ester is from about 0.05 to 6per cent by weight of the nail varnish, and the amount of condensate is from about 0.05 to 4 per cent by'weight of the nail varnish. g i

A preferred 1) ester and 2) condensate, respectively,

' are:

Alanine side chain 2. c t-1 C [HNCHRCO] ox wherein:

R is a protein hydrolysate with the following con tents of amino acids (average per cent by weight of protein): Lysine 5; Histidine 1; Arginine 7; Aspartic acidS; Threonine 2; Serine 3; Glutamic acid ll;'Proline l0; Glycine l7; Alanine 8; Valine 2; Methionine 2; lsoleucine 3; Leucine 3; Thyrosine 2; Phenylalanine :2; Hydroxylysine 2; .Hydroxyproline l 5.

Further representative examples of preferred scleroprotein derivatives which can be: used in accordance with the invention are the substances sold underthe trade names CollagenCLR; Promois'A, Lamepon S, Lamepon ST-R and Lamepon 460. Collagen CLR is a liquid, aqueous solution of soluble embryonic calfskin protein, containing 300 gammahydroxyproline per ml solution and with a pH value of 3.8. Promois A is the ethyl ester of a hydrolyzed collagenweight solution in ethyl'alcohol with a pH of 5.5 to 6.5, containing up to 0.3 percent by weight of ammonium chloride. Lamepon S is the liquid condensation product of protein hydrolysate with plant fattyacids and neutralized with potassium hydroxide, supplied in aqueous 30 per cent by weight solution. Lamepon STR is similar to Lamepon 8, except that neutralization is made with triethanolamine. Lamepon 460 is a mixture of Lamepon STR with fatty acid alkylolamides with 30 per cent of Lamepone STR and a pH value in aqueous solution of 6.5-6.9..The compositions of the Lamepon, Lamepon STR, and Lamepon 460, are described in the above referenced publication, G. Schuster et al., 7 July 1965 reprint and in Schimmel Brief No. 358 January "1965. The acyl chlorides usedin the preparation of the Lamepon type of detergentsare those of oleic acid or coconut fatty acids. .lnthe presence of alkali fatty acid chloride reacts with free amine, groups in the hydrolyzed protein forming fatty acid amide derivatives. The

The above scleroprotein derivatives are dissolved in clear colorless nitrocellulose nail varnishes, with the following concentrations by weight being especially preferred: .r

Collagen CLR 0.05 to 1.8 a

7: Promois A 0.05 to 5 Lamepon S 0.05 to 4 7r Lamepon 460 0.05 to 0.9 '7( Lamepon'ST-R 0.05 to 0.6 clear 0.8 to 2 7r turbid 2.5 to 4 71 clear (Clear" andfturbid means that the nail varnish remains clear or becomes turbid after the addition.)

A representative example of a nitrocellulose nail varnish into which the scleroprotein derivatives can be incorporated according to the present invention by rapid stirring, in the concentrations given, has the following composition (hereinafter referred to as Varnish B);

Nitrocellulose E 510 with 18% by weight Dibutyl phthalate 16.50% by weight Nitrocellulose E 730 with 18% by weight Dibutyl phthalate 1.00% by weight .Dibutyl phthalate 2.90% by weight Santolite MHP resin (aryl sulfonamide-formaldehyde resin) 12.60% by weight Camphor 3.40% by weight Ethyl acetate 26.60% by weight Butyl acetate 23.00% by weight Toluol 14.00% by weight Although dyes, whitening and brightening pigments, resins, plasticizers, solvents or other conventional nail varnish components can be added, they are not completely without influence on the solubility of the scleroprotein derivatives. For example, in the case of opaque nail varnishes containing coloring pigment and iridescent pigment, excessive concentrations of protein compounds can lead to loosening, decomposition and also changes in the color and viscosity of the varnishes. The following are examples of a typical iridescent nitrocellulose nail varnish (hereinafter referred to as Varnish D) and a typical colored nitrocellulose nail varnish:

Iridescent Varnish Colored Varnish In the above iridescent and colored varnishes, the fol- 'lowing upper limits of the identified scleroprotein derivatives have been found to be especially preferred:

. Iridescent Varnish Colored Varnish scleroprotein Derivative by weight) (7! by weight) CollagenCLR about 0.7 about 1 Promois A about 1.5 about 3 Lamepon S about 0.8 about 1.2 Lamepon 460 about 0.8 about 1 Lamepon STR, about 0.5 about 1 Nail varnishes containing nitrocellulose with additions of scleroprotein derivatives below the preferred concentration limits are stable and superior to proteinfree nitrocellulose nail varnishes as has been shown in long-period storage tests. Tests on the nail varnishes produced in accordance with the invention showed that there was no change in the properties, color or cleariiess within 9 months at 20 C. in light or in the dark, within 2 months at 40C., or at refrigerator temperatures. Further, a separation or precipitation of the protein compounds could not be observed.

The application of the nail varnishes produced in accordance with the present invention was tried out with various groups of test persons as set forth in the following examples:

EXAMPLE 1 To five 99 g samples of clear Varnish B, as identified above, were added with rapid stirring 0.9 g of Collagen CLR, Promois A, Lamepon S, 'Lamepon 460, and Lamepon ST-R, respectively. After the rise of the air bubbles to the surface, the material was placed in nail varnish bottles. Two groups of test persons were given bottlesof each of the five keratine-containing nail varnishes, hereinafter referred to as Varnishes A, and a bottle of the keratine-free nail varnish, Varnish B.

The first test group, test group 1, consisted of test persons who use nail varnish continuously without any complaints. During the'test, the Varnishes A and B were used simultaneously, with the Varnishes A being applied to the first, third, fifth, seventh, and ninth fingers, respectively, and Varnish B being applied to the second, fourth, sixth, eighth, and tenth fingers. Evaluation showed that there were better results with all of Varnishes A with respect to hardness and resistance to scratching. Further, in the case of dish washing, there wasa more ready detachment and liability to become matt in the case of Varnish B. After leaving the varnishes on the fingers for 2 days and using the hands normally, the test persons found that there were more scratches and parts rubbed off with nails varnished with Varnish B, such damage being produced, for example, bymoving the nails over the top of a table or knocking a ainst the ed es. 45 g g The second test group, test group 2, consisted of test persons who previously had to interrupt the use of nail varnish because after a certain time their nails would become damaged. The varnishes and manner of application were the same as used with test group 1. The evaluation of a test lasting 4 weeks showed that an interruption of the use of Varnishes A was not necessary since the nails did not become brittle or cracked. In one case, a breaking of the nails was still observed, but this only occurred after a long period of time. In the case of the use of Varnish B, the usual damage occurred in the period as previously experienced.

EXAMPLE 2 To five 99.4 g samples of the iridescent Varnish D, as identified above, were added 0.6 g of the five keratine substances used in Example 1, respectively, with strong stirring. After the air bubbles had escaped, the material was placed in nail varnish bottles (hereinafter referred to as Varnishes C) and, together with a bottle of Varnish D, given to the test persons in a third test group for testing in accordance with the scheme employed in Example 1.

This third test group, test group 3, consisted of two test persons who normally could not useany nail varnish because of the brittleness of their nails. Under the influence of all of the Varnishes C, a continuous improvement in the hardness properties of their nail growth was found. This was shownby the fact that the nails broke off less often, the length of the nails above the end of the finger before breaking increased, and after approximately 6 to 8 weeks, the nails became much more even than previously was the case. The Varnish'D, free of keratine, was not tolerated by either test person The above tests showed that the use of scleroprotein derivatives in nitrocellulose nail varnishes in accordance with the present invention hardens the nails and makes them resistant (test group I), prevents nail damage, and hardens the nail itself (test group 2) and improves inferior nail growth (test group 3).

While preferred embodiments of the present invention have been described, it will be obvious to those skilled in the art that various modifications can be made without departing from the spirit of the invention. Accordingly, the scope of the present invention is deemed to be limited only by the appended claims.

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:

1 In a liquid nitrocellulose nail varnish containing organic solvents selectedfrom the group consisting of ethyl acetate, butyl-acetate toluol and mixtures thereof for the varnish, the improvement which comprises at least one'scleroprotein derivative insoluble in varnish organic solvents alone and soluble in aqueous or aqueous-alcoholic solutions and in said nitrocellulose varnish and selected from the group consisting of:

a. between about 0.05 to 6 percent of a collagen hydrolysate of animal origin with a pH in the range of about from 3 to 7.5; v

b. between about 0.05 and 6 percent of an ester produced by alcoholic esterification of polypeptides which have a salt content of from to about 3percent and which are produced by acidic hydrolysis of scleroprotein, said esters having the general formula: H N-CHRCO (HN-CHR-CO),, N- HCHR-COOALc wherein:

R is an amino acid side chain n is an integer between 3 and 300 Alc is an aliphatic group having 1 to 8 carbon atoms;

c. between about 0.05 and 4 percent of a protein fatty acid condensate of a general formula wherein:

R is a saturated or unsaturated hydrocarbon having from 8 to 17 carbon atoms and from 17 to 37 hydrogen atoms R is an amino acid side chain n is an integer between 3=and 300.

A is hydrogen, alkali metal, amino, or monovalent or polyvalent cation; and 1 d. mixtures thereof, the scleroprotein derivative being dissolved in the nail varnish in the absence of water.

2. The nitrocellulose varnish according to claim 1 wherein said ester includedin the varnish is:

Alanine side chain Glycine side chain R is a protein hydrolysate with the following contents of amino acids (average percent by weight of protein): Lysine 5; Histidine l; Arginine 7; Aspartic acid 5; Threonine 2; Serine 3; Glutamic acid ll; Proline l0; Blycine l7; Alanine 8; Valine 2; Methionine 2; vlsoleucine 3; Leucine 3; Thyrosine 2;

Phenylalanine 2; Hydroxylysine 2; Hydroxyproline l5.

4. The nitrocellulose nail varnish according to claim 1 wherein the base of said nail varnish exclusive of said scleroprotein derivative comprises by weight about l7.5 per cent nitrocellulose containing about l8 per cent ,by weight dibutyl phthalate; about 2.9 per cent dibutyl phthalate; about 12.6 per cent aryl sulfonamideformaldehyde resin; about 3.4 per cent camphojr', about 26.6 per cent ethyl acetate; about 23.0 per centbutyl acetate; and about 14.0 per cent toluol.

5. The nitrocellulose nail varnish according to claim 1 which contains as the collagen hydrolysate from about 0.05 to 1.8 percent by weight soluble embryonic calfskin protein.

6. The nitrocellulose nail varnish according to claim 1 which contains as the alcoholic ester an ethyl ester of a hydrolyzed collagen-derived polypeptide.

7. The nitrocellulose nail varnish according to claim 1 which contains as the fatty acid condensate a liquid detergent condensation product of a proteinhydrolysate with acyl halides of plant oleic or coconut fatty acids which is neutralized with potassium hydroxide.

8. The nitrocellulose nail varnish according to claim 1 which contains as the fatty acid condensate a liquid detergent condensation product of a proteinhydrolysate with acyl halides of plant oleic or coconut fatty acids neutralized with triethanol amine.

9. The nitrocellulose nail varnish according to claim 1 which contains as the fatty acid condensate a mixture which comprises about 60 percent lauric diethanolamide and about percent of a liquid condensation product of protein hydrolysates with acyl halides of plant olcic or coconut fatty acids which is neutralized weight soluble embryonic calfskin protein.

12. The nitrocellulose nail varnish according to claim 10 which contains as the scleroprotein derivative from about 0.05 to percent by weight of an ethyl ester of a hydrolyzed collagen-derived polypeptide.

13. The nitrocellulose nail varnish according to claim which contains as the scleroprotein derivative from about 0.05 to 4 percent by weight of a liquid condensation product of a protein-hydrolysate with acyl halides of plant oleic or coconut fatty acids which is neutralized with potassium hydroxide.

14. The nitrocellulose nail varnish according to claim 10 which contains as the scleroprotein derivative from about 0.05 to 0.9 percent by weight of a liquid condensation product of a protein-hydrolysate with acyl halides of plant oleic or coconut fatty acids neutralized protein hydrolysates with acyl halides of plant oleic or coconut fatty acids which is neutralized with triethanol amine.

16. The nitrocellulose nail varnish according to claim 4 which comprises by weight, exclusive of said scleroprotein derivative about percent of said varnish base, about 17 percent colored dye solution; and about 3 percent ethyl acetate.

17. The nitrocellulose nail varnish according to claim 16 which contains as the scleroprotein derivative collagen hydrolysate from about 0.05 to 1.8 percent by weight soluble embryonic calfskin protein.

18. The nitrocellulose nail varnish according to claim 16 which contains as the scleroprotein derivative from about 0.05 to 5 percent by weight of an ethyl ester of a hydrolyzed collagen-derived polypeptide.

19. The nitrocellulose nail varnish according to claim 16 which contains as the scleroprotein derivative from about 0.05 to 4 percent by weight of a liquid condensation product of a protein hydrolysate with acyl halides of plant oleic of coconut fatty acids which is neutralized with potassium hydroxide.

20. The nitrocellulose nail varnish according to claim 16 which contains as the scleroprotein derivative from about 0.05 to 0.9 percent by weight of a liquid condensation product of a protein-hydrolysate with acyl halides of plant oleic or coconut fatty acids neutralized with triethanol amine.

21. The nitrocellulose nail varnish according to claim 16 which contains as the scleroprotein derivative from about 0.05 to 4 percent by weight of a mixture which comprises about 60 percent lauric diethanolamide and about 30 percent of a liquid condensation product of protein hydrolysates with acyl halides of plant oleic or coconut fatty acids which is neutralized with triethanol amine.

UNITED STATES PATENT AND TRADEMARK OFFICE I CERTIFICATE OF CORRECTIQN PATENT'NO. Z 3 907 580 DATED September 23, 1975 INVENTO R(S) Goswin Clemens van Ham Itis certified that error appears in the above-identified patent and that said Letters Patent are hereby corrected as shown below:

Column 8-, Line 17:

"Proline 11" should be Proline l0 Column 8, Line 18:

"10 2" should be Phenylalanine 2 Signed and Scaled this [SEAL] Arrest:

RUTH C. MASON Commissioner pfPalents and Trademark:

Tbirteenth Day of July 1976

Patent Citations
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Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US4035513 *Oct 20, 1975Jul 12, 1977Shiseido Co., Ltd.Water-in-oil emulsifier compositions
US4076800 *Jan 7, 1976Feb 28, 1978The Procter & Gamble CompanyProtein-containing detergent compositions for protecting keratinous materials
US4087518 *Mar 11, 1976May 2, 1978The Procter & Gamble CompanyFoaming and conditioning protein-containing detergent compositions
US4363796 *Dec 5, 1978Dec 14, 1982Societe Anonyme Dite: L'orealCosmetic compositions for hardening soft brittle nails
US4421881 *Apr 19, 1982Dec 20, 1983Sol BenkendorfNitrocellulose lacquer composition containing gelatin and acrylic copolymers
US4485037 *Aug 2, 1983Nov 27, 1984Chesebrough-Pond's Inc.Nail polish remover
US4530828 *Sep 16, 1982Jul 23, 1985Richardson-Vicks Inc.Nail conditioner
US4536240 *Feb 22, 1983Aug 20, 1985Advanced Semiconductor Products, Inc.Method of forming thin optical membranes
US4585797 *May 16, 1984Apr 29, 1986Seton CompanyCosmetic and pharmaceutical sheet material containing polypeptides
US4591501 *May 16, 1984May 27, 1986Seton CompanyCosmetic and pharmaceutical sheet material containing polypeptides
US4712571 *Jan 8, 1985Dec 15, 1987Chesebrough-Pond's, Inc.Nail polish compositions and means for applying same
US4740370 *Jun 13, 1985Apr 26, 1988Faryniarz Joseph RProcess for preparing nail coating compositions
US4749564 *Feb 21, 1986Jun 7, 1988Chesebrough-Pond's, Inc.Nail coating compositions having high pigment content and low viscosity
US5045309 *Dec 27, 1989Sep 3, 1991Dell Aquila LouisQuick drying nail polish
US5443855 *Aug 26, 1994Aug 22, 1995Revlon Consumer Products CorporationCosmetics and pharmaceuticals containing extensins and related methods
US8105569 *Jun 29, 2010Jan 31, 2012Inolex Investment CorporationNon-petrochemically derived cationic emulsifiers that are neutralized amino acid esters and related compositions and methods
US8287844 *Oct 16, 2012Inolex Investment CorporationNon-petrochemically derived cationic emulsifiers that are neutralized amino acid esters and related compositions and methods
US20100330004 *Jun 29, 2010Dec 30, 2010Inolex Investment CorporationNon-Petrochemically Derived Cationic Emulsifiers That are Neutralized Amino Acid Esters and Related Compositions and Methods
EP0061348A1 *Mar 23, 1982Sep 29, 1982A.H. Robins Company, IncorporatedNitrocellulose lacquer composition containing gelatin and acrylic copolymers
Classifications
U.S. Classification106/124.3, 514/801, 424/61
International ClassificationA61K8/65, A61K8/64, A61K8/73, A61Q3/02
Cooperative ClassificationA61K8/731, A61K2800/594, Y10S514/801, A61K8/65, A61K8/64, A61Q3/02
European ClassificationA61K8/64, A61K8/65, A61K8/73C, A61Q3/02