Cross-linked polymere

Patent metadata

Field	Value
Publication number	US-9622959-B2
Application number	US-201214003340-A
Country	US
Kind code	B2
Filing date	Mar 3, 2012
Priority date	Mar 8, 2011
Publication date	Apr 18, 2017
Grant date	Apr 18, 2017

Abstract

The invention relates to water-soluble or water-swellable polymers the repeating structural units of which consist of a) 90.0 to 99.99 mole-% of one or more repeating structural units originating from special monomers with sulfonic acid groups or the salts thereof such as for example 2-acrylamido-2-methyl-propanesulfonic acid or the salts thereof and b) 0.01 to 10.0 mole-% of one or more repeating structural units originating from special cross-linking agents with at least three polymerizable double bonds. The polymers for example have an advantageous sensory property profile and are highly suitable as thickening agents even in salt-containing compositions. They are furthermore advantageously suitable for producing cosmetic, dermatological or pharmaceutical compositions.

First claim

The invention claimed is:

1. A water-soluble or water-swellable polymer, wherein the repeating structural units consist of
a) 90.0 to 99.99 mol % of at least one repeating structural unit of formula (1)

in which
R a is hydrogen, methyl or ethyl,
A is a linear or branched C 1 -C 12 alkylene, and
Q + is H + ,NH 4 + , organic ammonium ions [HNR 5 R 6 R 7 ] + , wherein R 5 , R 6 and R 7 can be, independently of one another, hydrogen, a linear or branched alkyl group with 1 to 22 carbon atoms, a linear or branched, singly or multiply unsaturated alkenyl group with 2 to 22 carbon atoms, a C 6 -C 22 alkylamidopropyl group, a linear monohydroxyalkyl group with 2 to 10 carbon atoms or a linear or branched dihydroxyalkyl group with 3 to 10 carbon atoms, and wherein at least one of the residues R 5 , R 6 and R 7 is not hydrogen, alkali + , ½ alkaline-earth ++ , ½ Zn ++ or 1/3 Al +++ or mixtures of these ions, and
b) 0.01 to 10.0 mol % of at least one repeating crosslinking structural unit of formula (2)

in which
R 1 is hydrogen, methyl, ethyl, methylol or ethylol,
R 2a , R 2b
and R 2c in each case independently of one another, is hydrogen, methyl or ethyl,
X is a chemical bond, methylene, ethylene or a linear or branched alkylene group with 3 carbon atoms,
Y 1 , Y 2
and Y 3 in each case independently of one another, is a chemical bond, O, CH 2 , C(O)O, OC(O), C(O)NR 3 or NR 3 C(O),
R 3 is hydrogen or a linear or branched alkyl residue with 1 to 50 carbon atoms,
D, E and F in each case independently of one another, is methylene-oxy, ethylene-oxy, propylene-oxy, a linear or branched alkylene group with 1 to 6 carbon atoms, a linear or branched, singly or multiply unsaturated alkenylene group with 2 to 6 carbon atoms, a linear or branched monohydroxyalkylene group with 2 to 6 carbon atoms or a linear or branched dihydroxyalkylene group with 3 to 6 carbon atoms, and
o, p and q in each case independently of one another, is an integer from 0 to 50 and the sum o+p+q≧3.

2. The polymer as claimed in claim 1 , wherein the at least one structural unit of formula (1) is derived from 2-acrylamido-2-methyl-propanesulfonic acid or salts thereof.

3. The polymer as claimed in claim 1 , wherein the degree of neutralization of the at least one structural unit of formula (1) is from 50.0 to 100 mol %.

4. The polymer as claimed in claim 1 , wherein the counterion Q + that is different from H + in the at least one structural unit of formula (1) is selected from NH 4 + , alkali + , ½ alkaline earth ++ and mixtures of these ions.

5. The polymer as claimed in claim 1 , wherein in the at least one structural unit of formula (2), R 1 is hydrogen or ethyl, R 2a , R 2b , and R 2c in each case independently of one another are hydrogen or methyl, X is a chemical bond or methylene, Y 1 , Y 2 and Y 3 in each case independently of one another are C(O)O or OC(O), D, E and F in each case independently of one another are ethylene-oxy or propylene-oxy, o, p and q in each case independently of one another are integers from 0 to 30 and the sum o+p+q is from 3 to 20.

6. The polymer as claimed in claim 1 , wherein the at least one structural unit of formula (2) is derived from at least one crosslinking agent selected from the group consisting of glycerol propoxylate triacrylate (GPTA), trimethylolpropane propoxytriacrylate (TMPTA-PO-3) and trimethylolpropane ethoxytriacrylate (TMPTA-EO-3).

7. A cosmetic, dermatological or pharmaceutical composition containing at least one polymer as claimed in claim 1 in an amount from 0.01 to 10.0 wt %, relative to the total weight of the composition.

8. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , wherein it is constructed on an aqueous or aqueous-alcoholic basis or is in the form of an emulsion.

9. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one substance selected from the group consisting of inorganic and organic salts.

10. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one substance selected from the group consisting of alpha- and beta-hydroxy acids.

11. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one substance selected from the group consisting of vitamin C and vitamin C derivatives.

12. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one substance selected from the group consisting of benzoic acid, sorbic acid, salicylic acid, lactic acid and paramethoxybenzoic acid.

13. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one antimicrobial active substance and is in the form of a disinfectant gel.

14. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , further containing at least one substance selected from the group consisting of inorganic and organic UV filters and is in the form of a sunscreen composition.

15. The cosmetic, dermatological or pharmaceutical composition as claimed in claim 7 , wherein it has a pH from 2 to 10.

16. A thickener, consistency agent, emulsifier, sensory additive, solubilizer, dispersant, lubricant, adherent, stabilizer or flow point improver comprising at least one polymer as claimed in claim 1 .

17. A process for stabilizing emulsions and salt-containing emulsions comprising the step of adding at least one polymer as claimed in claim 1 to the emulsion or salt-containing emulsion.

Assignees

• Klug Peter
• Fischer Dirk
• Lindner Thomas
• Mueckenheim Wiebke
• Brasch Bianca
• Hornung Michael
• Clariant Int Ltd

Inventors

• Klug Peter
• Fischer Dirk
• Lindner Thomas
• Mueckenheim Wiebke
• Brasch Bianca
• Hornung Michael

Classifications

• A61P31/02

  Local antiseptics · CPC title

• A61P31/04

  Antibacterial agents · CPC title

• A61Q17/005

  Antimicrobial preparations · CPC title

• A61K31/795

  Polymers containing sulfur · CPC title

• A61K31/02

  Halogenated hydrocarbons · CPC title