# US 6,284,233 B1 · Antiwrinkle composition comprising a combination of tightening polymers of synthetic and/or natural origin and of dendritic polyesters

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- Number: US 6,284,233 B1
- Document ID: US6284233B1
- Status: Granted
- Kind: B1
- Application number: 09/397,521
- Filed: 1999-09-17
- Granted: 2001-09-04
- Earliest claimed: 1998-09-17
- Assignees: L'oreal
- Inventors: Pascal Simon; Veronique Chevalier
- Web page: https://patentgrep.com/patent/US6284233B1

## CPC

- A61K 8/73: Polysaccharides
- A61K 8/645: {Proteins of vegetable origin; Derivatives or degradation products thereof}
- A61K 8/8158: {Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers}
- A61K 8/8164: {Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)}
- A61K 8/85: Polyesters
- A61K 8/87: Polyurethanes
- A61P 17/00: Drugs for dermatological disorders
- A61Q 19/08: Anti-ageing preparations
- A61K 2800/54: Polymers characterized by specific structures/properties
- Y10S 424/02: Resin hair settings
- Y10S 424/03: Hair bleach
- Y10S 424/16: Dendrimers and dendritic polymers
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

The present invention relates to an antiwrinkle composition that includes, in a physiologically acceptable medium: a dispersion of a film-forming polymeric system containing at least one polymer capable of forming a film permeable to water vapor, having a Young's modulus ranging from 108 to 1010 N/m2 and producing, after application at a concentration of 7% in water and then drying, a retraction of the isolated stratum corneum greater than 1% at a temperature of 30° C. and a relative humidity of 40%, and a dendritic polyester polymer having terminal hydroxyl functional groups.

## Claims

### Claim 1

An antiwrinkle cosmetic or dermatological composition, comprising in a physiologically acceptable medium:
a dispersion of a film-forming polymeric system comprising at least one polymer capable of forming a film permeable to water vapour, having a Young's modulus ranging from 108 to 1010 N/m2 and producing, after application at a concentration of 7% in water and then drying, a retraction of the isolated stratum corneum greater than 1% at a temperature of 30° C. and a relative humidity of 40%, and
a dendritic polyester polymer having terminal hydroxyl functional groups.

### Claim 2 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the polymer contained in said film-forming polymeric system is a polymer of natural origin.

### Claim 3 (depends on 2)

The antiwrinkle composition according to claim 2, wherein the polymer of natural origin is selected from the group consisting of polymers of plant origin, polymers derived from superficial body growths, egg proteins and latexes of natural origin, and mixtures thereof.

### Claim 4 (depends on 3)

The antiwrinkle composition according to claim 3, wherein the latex is selected from the group consisting of from shellac resin, sandarac gum, dammars, elemis, copals, cellulose derivatives and mixtures of these polymers.

### Claim 5 (depends on 3)

The antiwrinkle composition according to claim 3, wherein the polymer derived from superficial body growths is selected from the group consisting of chitin, chitosan, hydroxypropylchitosan, the succinylated derivative of chitosan, chitosan lactate, chitosan glutamate, carboxymethylchitosan succinamide, keratin hydrolysates and sulphonic keratins.

### Claim 6 (depends on 3)

The antiwrinkle composition according to claim 3, wherein the polymer of plant origin is selected from the group consisting of extracts of cereals, legumes and oilseeds.

### Claim 7 (depends on 6)

The antiwrinkle composition according to claim 6, wherein the extract is selected from the group consisting of extracts of maize, rye, wheat, buckwheat, sesame, spelt, pea, broadbean, lentil, soyabean and lupin.

### Claim 8 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the polymer contained in said film-forming polymeric system is a synthetic polymer in the form of a latex or pseudolatex.

### Claim 9 (depends on 8)

The antiwrinkle composition according to claim 8, wherein the synthetic polymer is selected from the group consisting of anionic, cationic, nonionic or amphoteric polyurethanes, polyurethane-polyacrylics, polyurethane-polyvinylpyrrolidones, polyurethane-polyesters, polyurethane-polyethers, polyureas, acrylic homo- or copolymers, polymers of sulphonated isophthalic acid and mixtures thereof.

### Claim 10 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the polymer contained in said film-forming polymeric system is a polymer of synthetic and/or natural origin and contains free hydroxyl groups or anionic groups.

### Claim 11 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the polymeric system further comprises a plasticizing agent.

### Claim 12 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the dendritic polymer having terminal hydroxyl functional groups is a highly branched polyester macromolecule comprising:
a central molecule derived from an initiator compound carrying one or more hydroxyl functions (a), and
chain-extension units derived from a chain-extension molecule carrying a carboxyl function (b) and at least two hydroxyl functions (c),
wherein each of the hydroxyl functions (a) of the central molecule is the starting point of a polycondensation reaction (polyesterification) which starts with the reaction of the hydroxyl functions (a) of the central molecule with the carboxyl functions (b) of the chain-extension molecules, and then continues with the reaction of the carboxyl functions (b) with the hydroxyl functions (c) of the chain-extension molecules.

### Claim 13 (depends on 12)

The antiwrinkle cosmetic composition according to claim 12, wherein the initiator compound carrying one or more hydroxyl functions forming the central molecule is selected from the group consisting of
(a) a monofunctional alcohol,
(b) an aliphatic, cycloaliphatic or aromatic diol,
(c) a triol,
(d) a tetrol,
(e) a sugar alcohol,
(f) anhydro-ennea-heptitol or dipentaeryritol,
(g) an α-alkylglycoside,
(h) a polyalkoxylated polymer obtained by polyalkoxylation of one of the alcohols (a) to (g), having a molar mass at most equal to 8000.

### Claim 14 (depends on 12)

The antiwrinkle cosmetic composition according to claim 12, wherein the initiator compound is selected from the group consisting of ditrimethylolpropane, ditrimethylolethane, dipentaeyritol, pentaeythritol, an alkoxylated pentaerythritol, trimethylolethane, trimethylolpropane, an alkoxylated trimethylolpropane, glycerol, neopentyl glycol, dimethylolpropane or 1,3-dioxane-5,5-dimethanol.

### Claim 15 (depends on 12)

The antiwrinkle cosmetic composition according to claim 12, wherein the chain-extension molecule is selected from the group consisting of:
monocarboxylic acids containing at least two hydroxyl functions, and
monocarboxylic acids containing at least two hydroxyl functions of which one or more carry a hydroxyalkyl substituent.

### Claim 16 (depends on 15)

The antiwrinlde composition according to claim 15, wherein the chain-extension molecule is selected from the group consisting of dimethylolpropionic acid, α,α-bis(hydroxymethyl)butyric acid, α,α,α-tris(hydroxymethyl)acetic acid, α,α-bis(hydroxymethyl)valeric acid, α,α-bis(hydroxy)propionic acid and 3,5-dihydroxybenzoic acid.

### Claim 17 (depends on 12)

The antiwrinkle composition according to claim 12, wherein the initiator compound is selected from the group consisting of ditrimethylolpropane, trimethylolpropane, an ethoxylated pentaerythritol, pentaerythritol or glycerol, and wherein the chain-extension molecule is dimethylolpropionic acid.

### Claim 18 (depends on 12)

The antiwrinkle composition according to claim 12, wherein at least one of the terminal hydroxyl functions of the polyester-type dendritic polymer carry substituents derived from at least one chain-terminating agent.

### Claim 19 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the concentration of the dendritic polymer relative to the total composition is 0.1 to 5% by weight.

### Claim 20 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the film-forming polymeric system is present in an amount of 0.5 to 70% by weight, expressed as active material relative to the total composition.

### Claim 21 (depends on 1)

The antiwrinkle composition according to claim 1, wherein the weight ratio of the dendritic polymer to the film-forming polymeric system is within the interval ranging from 1/2 to 1/100.

### Claim 22 (depends on 1)

The antiwrinkle composition according to claim 1, further comprising one or more cosmetic active ingredients selected from the group consisting of anti-free radical agents, moisturizing agents, vitamins, proteins other than the tightening polymers, ceramides, α-hydroxy acids, β-hydroxy acids and retinoids.

### Claim 23 (depends on 1)

The antiwrinkle composition according to claim 1, further comprising at least one adjuvant selected from the group consisting of solvents, pH-regulating agents, antioxidants, preservatives, pigments and colourings, fillers, emollients, antifoams, vegetable or animal oils or waxes, silicones, perfumes, surfactants, plasticizers, thickening or gelling polymers and sunscreens.

### Claim 24 (depends on 1)

The antiwrinkle composition according to claim 1, which is in the form of an emulsion, a cream or a milk, a gel, a lotion, a vesicular dispersion, a serum, a paste or a solid stick.

### Claim 25 (depends on 1)

A method of treatment of the skin, comprising applying to the skin of the face, the neck and/or the cleavage the antiwrinkle composition according to claim 1.

### Claim 26 (depends on 1)

A cosmetic, comprising the antiwrinkle composition of claim 1 for reducing and/or removing the wrinkles and/or fine lines on the skin by a tightening effect.

### Claim 27

A method for the preparation of a cosmetic or dermatological composition intended for reducing and/or removing the wrinkles and/or fine lines on the skin, comprising combining:
a dispersion of a film-forming polymeric system comprising at least one polymer capable of forming a film permeable to water vapour, having a Young's modulus ranging from 108 to 9×1010 N/m2 and producing, after application at a concentration of 7% in water and then drying, a retraction of the isolated stratum corneum greater than 1% at a temperature of 30° C. and a relative humidity of 40%, and
a dendritic polyester polymer having terminal hydroxyl functional groups, to prepare a cosmetic or dermatological composition intended for reducing and/or removing the wrinkles and/or fine lines on the skin.
