Emulsion of cross-linked aminosiloxane polymer

Patent metadata

Field	Value
Publication number	US-9872828-B2
Application number	US-201515125800-A
Country	US
Kind code	B2
Filing date	Mar 16, 2015
Priority date	May 21, 2014
Publication date	Jan 23, 2018
Grant date	Jan 23, 2018

Abstract

An emulsion includes a liquid continuous phase and a dispersed phase including a cross-linked aminosiloxane polymer. The cross-linked aminosiloxane polymer includes a first siloxane backbone, a second siloxane backbone, and at least one intramolecular structure cross-linking a silicon atom of the first siloxane backbone and a silicon atom of the second siloxane backbone. The intramolecular structure has the chemical structure: (Formula (I)) wherein X is chosen from the following groups; (Formula (II); (Formula (III)); or (Formula (IV)) wherein each R is independently a C- 1 -C- 10 hydrocarbon group, each R 1 is independently a C- 1 -C- 10 hydrocarbon group, each R 2 is independently a hydrogen atom, OH, a C- 1 -C- 12 hydrocarbon group, a phenyl group, R′(OR″) m wherein m is 1 to 3, or R′OH, wherein each of R′ and R″ is independently an alkyl group, and wherein a is 0 or 1. This disclosure also provides a method of forming the emulsion.

First claim

What is claimed is:

1. An emulsion comprising:
A. a liquid continuous phase; and
B. a dispersed phase comprising a cross-linked aminosiloxane polymer comprising a first siloxane backbone, a second siloxane backbone, and at least one intramolecular structure cross-linking a silicon atom of said first siloxane backbone and a silicon atom of said second siloxane backbone, wherein said intramolecular structure has the chemical structure:

wherein X is chosen from the following groups;

wherein each R is independently a C 1 -C 10 hydrocarbon group;
wherein each R 1 is independently a C 1 -C 10 hydrocarbon group;
wherein each R 2 is independently a hydrogen atom, OH, a C 1 -C 12 hydrocarbon group, a phenyl group, R′(OR″) m wherein m is 1 to 3; or R′OH, wherein each of R′ and R″ is independently an alkyl group; and
wherein a is 0 or 1.

2. The emulsion of claim 1 wherein said cross-linked aminosiloxane polymer has the chemical structure:

wherein X′ is chosen from the following groups;

wherein each R is independently a C 1 -C 10 hydrocarbon group;
wherein each R 1 is independently a C 1 -C 10 hydrocarbon group;
wherein each R 2 is independently a hydrogen atom, OH, a C 1 -C 12 hydrocarbon group, a phenyl group, R′(OR″) m wherein m is 1 to 3; or R′OH, wherein each of R′ and R″ is independently an alkyl group;
wherein each of R 5 -R 22 is independently a hydrogen atom, a C 1 -C 12 hydrocarbon group, a C 2 -C 12 alkenyl group, a C 6 -C 12 aromatic group, R′(OR″) m or a polyalkyleneoxy group, wherein each of R′ and R″ is independently an alkyl group and m is 1 to 3;
wherein each of b and d is independently from 1 to 100;
wherein each of c and e is independently from 1 to 3,000; and
wherein a is 0 or 1.

3. The emulsion of claim 1 wherein said first siloxane backbone has the chemical structure:

wherein each of R 5 -R 13 is independently a hydrogen atom, a C 1 -C 12 hydrocarbon group, a C 2 -C 12 alkenyl group, a C 6 -C 12 aromatic group, R′(OR″) m or a polyalkyleneoxy group, wherein each of R′ and R″ is independently an alkyl group and m is 1 to 3;
wherein b is from 1 to 100 and c is from 1 to 3,000; and
wherein L is said intramolecular structure.

4. The emulsion of claim 1 wherein said second siloxane backbone has the chemical structure:

wherein each of R 14 -R 22 is independently a hydrogen atom, a C 1 -C 12 hydrocarbon group, a C 2 -C 12 alkenyl group, a C 6 -C 12 aromatic group, R′(OR″) m or a polyalkyleneoxy group, wherein each of R′ and R″ is independently an alkyl group and m is 1 to 3;
wherein d is from 1 to 100 and e is from 1 to 3,000; and
wherein L is said intramolecular structure.

5. The emulsion of claim 1 wherein said cross-linked aminosiloxane polymer comprises the reaction product of a polyorganosiloxane having an amino group and a polyorganosiloxane that has an α,β-unsaturated carboxy acid amide group.

6. The emulsion of claim 5 wherein said polyorganosiloxane having said amino group has the chemical formula:

wherein R is independently a C 1 -C 10 hydrocarbon group;
wherein R 1 is independently a C 1 -C 10 hydrocarbon group;
wherein each R 2 is independently a hydrogen atom, OH, a C 1 -C 12 hydrocarbon group, a phenyl group, R′(OR″) m wherein m is 1 to 3; or R′OH, wherein each of R′ and R″ is independently an alkyl group;
wherein each of R 5 -R 13 is independently a hydrogen atom, a C 1 -C 12 hydrocarbon group, a C 2 -C 12 alkenyl group, a C 6 -C 12 aromatic group, R′(OR″) m or a polyalkyleneoxy group, wherein each of R′ and R″ is independently an alkyl group and m is 1 to 3;
wherein b is from 1 to 100;
wherein c is from 1 to 3,000; and
wherein a is 0 or 1.

7. The emulsion of claim 5 wherein said polyorganosiloxane that has said α,β-unsaturated carboxy acid amide group has one of the following chemical formulas:

wherein R is independently a C 1 -C 10 hydrocarbon group;
wherein R 1 is independently a C 1 -C 10 hydrocarbon group;
wherein each R 2 is independently a hydrogen atom, OH, a C 1 -C 12 hydrocarbon group, a phenyl group, R′(OR″) m wherein m is 1 to 3; or R′OH, wherein each of R′ and R″ is independently an alkyl group;
wherein each of R 5 -R 13 is independently a hydrogen atom, a C 1 -C 12 hydrocarbon group, a C 2 -C 12 alkenyl group, a C 6 -C 12 aromatic group, R′(OR″) m or a polyalkyleneoxy group, wherein each of R′ and R″ is independently an alkyl group and m is 1 to 3;
wherein b is from 1 to 100;
wherein c is from 1 to 3,000; and
wherein a is 0 or 1.

8. The emulsion of claim 7 wherein said polyorganosiloxane that has said α,β-unsaturated carboxy acid amide group is the reaction product of a second polyorganosiloxane and maleic anhydride and/or itaconic anhydride, wherein said second polyorganosiloxane has an amino group.

9. The emulsion of claim 8 wherein said maleic anhydride and/or said itaconic anhydride reacts in an amount of from 0.01 to 0.33 moles per 1 mole of said amino group of said second organopolysiloxane.

10. The emulsion of claim 8 wherein said polyorganosiloxane and said second polyorganosiloxane are the same or different.

11. The emulsion of claim 1 comprising one or more of limitations a) through f)
a) wherein a is 1 or a is 0;
b) wherein said cross-linked aminosiloxane polymer of said dispersed phase is a gel or liquid;
c) wherein said cross-linked aminosiloxane polymer is present as particles dispersed in said continuous phase and said dispersed particles have a size of less than 15 μm;
d) wherein the emulsion has a total viscosity of from 10 to 30,000 cps at 25° C.;
e) wherein said cross-linked aminosiloxane polymer is present in said emulsion in an amount of from 10 to 90 parts by weight per 100 parts by weight of said emulsion;
f) wherein the emulsion further comprises a polydialkylsiloxane having a M w of up to 1,000,000 g/mol, wherein a ratio of said polydialkylsiloxane to said aminosiloxane polymer is from 0.1 to 100.

12. A water based composition comprising the emulsion set forth in claim 1 and chosen from cosmetic compositions, fabric treating compositions, hair care compositions, fiber care compositions, and combinations thereof.

13. A film formed from the emulsion of claim 1 .

14. A method of forming a cross-linked aminosiloxane polymer in an emulsion, said method comprising the steps of:
I. providing a first emulsion comprising a first continuous phase and a first dispersed phase comprising a polyorganosiloxane having an amino group;
II. providing maleic anhydride and/or itaconic anhydride;
III. combining the

Assignees

• Dow Corning

Inventors

• Feng Qian J
• Johnson Bethany K
• Li Zhi
• Liles Donald T
• Nguyen Kimmai
• Roggow Ii Timothy Andrew

Classifications

• A61K8/898 Primary

  containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine · CPC title

• A61K8/891

  saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone · CPC title

• A61Q5/06

  Preparations for styling the hair, e.g. by temporary shaping or colouring · CPC title

• A61K8/06

  Emulsions · CPC title

• C08J5/18

  Manufacture of films or sheets · CPC title