# US 7,465,774 B1 · Use of copolymers of carboxylic acids and long-chain compounds with isolated C-C multiple bonds as thickeners or dispersants

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- Number: US 7,465,774 B1
- Document ID: US7465774B1
- Status: Granted
- Kind: B1
- Application number: 08/325,219
- Filed: 1993-04-14
- Granted: 2008-12-16
- Earliest claimed: 1992-04-23
- Assignees: BASF Aktiengesellscahft
- Inventors: Christian Schade; Axel Sanner; Hans-Ulrich Wekel; Franz Frosch; Horst Westenfelder
- Web page: https://patentgrep.com/patent/US7465774B1

## CPC

- 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 47/32: Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers {, poly(meth)acrylates, or polyvinyl pyrrolidone}
- A61Q 19/00: Preparations for care of the skin
- C08F 220/04: Acids; Metal salts or ammonium salts thereof
- C08F 222/00: 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; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- 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)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS

## Abstract

The use of copolymers obtainable by the radically initiated polymerization of A) 50 to 99.9 wt % of an olefinically unsaturated C3 to C5 monocarboxylic acid, an olefinically unsaturated C4 to C8 dicarboxylic acid or its anhydride, or a mixture of such carboxylic acids or carboxylic acid anhydrides with B) 0.1 to 50 wt % of one or more long-chained compounds with isolated multiple C—C bonds from the group (1) mono or polyunsaturated C8 to C30 monocarboxylic acids which may have additional hydroxyl groups and their alkaline metal and earth alkaline metal salts, alkyl esters, amides, sorbitane esters, glycerin esters and polyglycerin esters, (2) mono or polyunsaturated aliphatic Ca to C30 amines, (3) mono or polyunsaturated C8 to C30 alcohols and esters thereof with saturated Cl to C4 monocarboxylic acids, (4) to (C8 to C30 alkyl) vinyl ether which may incorporate up to 25 alkylene oxide units, and (5) final and medium-position Ci3 to C30 alkenes; C) 0 to 49.9 wt % of other copolymerizable monomers, and D) 0 to 10 wt % of one or more compounds with at least two olefinically unsaturated groups in the molecule as cross-linking agents, as thickening or dispersing agents, especially in cosmetic and pharmaceutical preparations.

## Claims

### Claim 1

A cosmetic or pharmaceutical composition, containing as a thickener or dispersant an effective amount of a copolymer obtained by free radical polymerization of
A) 75-99.45% by weight of an olefinically unsaturated C3-C5-monocarboxylic acid, of an olefinically unsaturated C4-C8-dicarboxylic acid or of its anhydride or a mixture of such carboxylic acids or anhydrides with
B) 0.5-24.95% by weight of one or more long-chain compounds with isolated C—C multiple bonds selected from the group consisting of
(1) mono- or polyunsaturated C8-C30-monocarboxylic acids which may have additional hydroxyl groups, as well as their alkali metal and alkaline earth metal salts, alkyl esters, amides, sorbitan esters, glycerol esters or polyglycerol esters,
(2) mono- or polyunsaturated aliphatic C8-C30-amines, and
(3) mono- or polyunsaturated C8-C30-alcohols as well as their esters with saturated C1-C4-monocarboxylic acids,
C) 0-24.45% by weight of other copolymerizable monomers and
D) 0.05-5% by weight of one or more compounds with at least two olefinically unsaturated groups in the molecule as crosslinkers.

### Claim 2 (depends on 1)

A composition as defined in claim 1, wherein the copolymers have been prepared using acrylic acid, methacrylic acid or maleic anhydride as component A.

### Claim 3 (depends on 1)

A composition as defined in claim 1, wherein the copolymers have been prepared using as component B one or more long-chain compounds with isolated double bonds selected from the group consisting of
(1) mono- to tetraunsaturated C14-C24-monocarboxylic acids, as well as their alkali metal and alkaline earth metal salts, C1-C4-alkyl esters, glycerol esters or polyglycerol esters,
(2) mono- to tetraunsaturated aliphatic primary C14-C24-amines, and
(3) mono- to tetraunsaturated primary C14-C24-alcohols as well as their esters with saturated C1-C4-monocarboxylic acids.

### Claim 4 (depends on 1)

A composition as defined in claim 1, wherein the copolymers are used which have been prepared using as component D allyl ethers of pentaerythriol, trimethylolpropane or sucrose with at least two allyl ether unita in the molecule as well as alkylether methacrylate, oleyl (meth)acrylate or methylenebisacrylamide.

### Claim 5

A copolymer obtained by free-radical polymerization of
A) 75-99.45% by weight of an olefinically unsaturated C3-C5-monocarboxylic acid, of an olefinically unsaturated C4-C8-dicarboxylic acid or of its anhydride or a mixture of such carboxylic acids or anhydrides with
B) 0.5-24.95% by weight of one or more long-chain compounds with isolated C—C multiple bonds selected from the group consisting of
(1) mono- to tetraunsaturated C14-C30-monocarboxylic acids as well as their alkali metal and alkaline earth metal salts, C1-C4-alkyl esters, glycerol esters or polyglycerol esters,
(2) mono- or polyunsaturated aliphatic CB-C30-amines, and
(3) mono- or polyunsaturated C8-C30-alcohols as well as their esters with saturated C1-C4-monocarboxylic acids,
C) 0-24.95% by weight of other copolymerizable monomers and
D) 0.05-5% by weight of one or more compounds with at least two olefinically unsaturated groups in the molecule as crosslinkers.

### Claim 6 (depends on 1)

A composition as defined in claim 1, wherein component D) is different than component B).

### Claim 7 (depends on 1)

A composition as defined in claim 1, wherein component D) is different than component C).

### Claim 8 (depends on 6)

A composition as defined in claim 6, wherein component D) is different than component C).
