IP Library Granted Patent US 7,339,011
Granted Patent B2
US 7,339,011 · App. 11/400,979 · Granted Mar 4, 2008

Amphiphilic organopolysiloxanes having polyester groups and use thereof as emulsifiers of dispersing agents

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,339,011
App. No.
11/400,979
Granted
Mar 4, 2008
Kind
B2
Abstract

The invention relates to organopolysiloxane copolymers comprising, on average, at least one polyester group bonded to the siloxane via a spacer and, on average, at least one hydrophilic group bonded to the siloxane via a spacer, of the general formula (I):

Claims (64)

1. A dispersion or emulsion comprising at least one organopolysiloxane comprising, on average, at least one polyester group bounded to a siloxane via a spacer and, on average, at least one hydrophilic group bounded to the siloxane via a spacer, of general formula (I)

in which

R 1 are identical or different and are alkyl radicals having 1 to 30 carbon atoms or phenyl radicals,

R 2 independently of one another are R 1 , -A-R 3 or —B—R 4 in which

-A- is a divalent alkyleneoxy group having 3 to 24 carbon atoms, which is optionally branched andlor can contain double bonds, and/or is a divalent polyoxyalkylene group of the general average formula

—R 5 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —

 in which

q=1 to 100,

r=0 to 100,

s=0 to 100,

R 5 is a divalent alkyleneoxy group having 1 to 24 carbon atoms, which is optionally branched and/or can contain double bonds,

R 3 is a polyester radical of the general formula

 in which

t is an integer in the range from 2 to 5, and [—(O═C)—S—O—] is a radical of 12-hydroxystearic acid or of recinoleic acid;

—B— acts as a spacer between siloxane backbone and the radical R 4 ,

R 4 is a hydrophilic radical of the general average formula

—R 6 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —R 7

 in which

q=1 to 100,

r=0 to 100,

s=0 to 100,

R 6 is a divalent alkylene or alkyleneoxy group having 1 to 24 carbon atoms which is optionally branched and/or can contain double bonds;

R 7 is a hydrogen atom, alkyl or acyl radical having 1 to 20 carbon atoms, or

R 4 is one of a polyhydroxyorganyl radical selected from the group consisting of glycerol and polyglycerol, a sugar or sugar derivative radical, a polyvinyl alcohol radical, a carboxylate, sulfate or phosphate radical, an ammonium radical or an amphoteric betaine or an amphoglycinate radical,

a has a value from 1 to 1000, and

b has a value from 0 to 10

with the proviso that, on statistical average, at least in each case one radical R 2 =

A-R 3 and R 2 =—B—R 4 is present, or in the case where no radical —B—R 4 is present, at least one radical R 2 =-A-R 3 is present in which -A- is a divalent polyoxyalkylene group of the above-described general average formula

—R 5 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —.

2. The dispersion or emulsion of claim 1 further comprising additional emulsifiers which when used in conjunction with the compound of general formula (I) provide a low-viscosity W/O emulsion having a high content of a dispersed phase.

3. The dispersion or emulsion of claim 1 , wherein the hydrophilic radical R 4 is a radical selected from the group consisting of polyethers, polyglycerol, polyvinyl alcohol, sugar and sugar derivatives.

4. The dispersion or emulsion of claim 1 , wherein b=0 and a=10 to 150.

5. A cosmetic W/O emulsion comprising 0.5 to 4% by weight, based on the total formulation, of at least one organopolysiloxane comprising, on average, at least one polyester group bounded to a siloxane via a spacer and, on average, at least one hydrophilic group bounded to the siloxane via a spacer, of general formula (I)

in which

R 1 are identical or different and are alkyl radicals having 1 to 30 carbon atoms or phenyl radicals,

R 2 independently of one another are R 1 , -A-R 3 or —B—R 4

 in which

-A- is a divalent alkyleneoxy group having 3 to 24 carbon atoms, which is optionally branched and/or can contain double bonds, and/or is a divalent polyoxyalkylene group of the general average formula

—R 5 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —

 in which

q=1 to 100,

r=0 to 100,

s=0 to 100,

R 5 is a divalent alkyleneoxy group having 1 to 24 carbon atoms, which is optionally branched and/or can contain double bonds,

R 3 is a polyester radical of the general formula

 in which

t is an integer in the range from 2 to 5, and [—(O═C)—S—O—] is a radical of 12-hydroxystearic acid or of recinoleic acid;

—B— acts as a spacer between siloxane backbone and the radical R 4 ,

R 4 is a hydrophilic radical of the general average formula

—R 6 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —R 7

 in which

q=1 to 100,

r=0 to 100,

s=0 to 100,

R 6 is a divalent alkylene or alkyleneoxy group having 1 to 24 carbon atoms which is optionally branched and/or can contain double bonds;

R 7 is a hydrogen atom, alkyl or acyl radical having 1 to 20 carbon atoms, or

R 4 is one of a polyhydroxyorganyl radical selected from the group consisting of glycerol and polyglycerol, a sugar or sugar derivative radical, a polyvinyl alcohol radical, a carboxylate, sulfate or phosphate radical, an ammonium radical or an amphoteric betaine or an amphoglycinate radical

a has a value from 1 to 1000, and

b has a value from 0 to 10

with the proviso that, on statistical average, at least in each case one radical R 2 =

A-R 3 and R 2 =—B—R 4 is present, or in the case where no radical —B—R 4 is present, at least one radical R 2 =-A-R 3 is present in which -A- is a divalent polyoxyalkylene group of the above-described general average formula

—R 5 —(C 2 H 4 O) q —(C 3 H 6 O) r —(C 4 H 8 O) s —.

6. The cosmetic W/O emulsion of claim 5 , wherein the hydrophilic radical R 4 is a radical selected from the group consisting of polyethers, polyglycerol, polyvinyl alcohol, sugar and sugar derivatives.

7. The cosmetic W/O emulsion of claim 5 , wherein b=0 and a=10 to 150.

Assignments (2)
MERGER Recorded Feb 26, 2014
From: EVONIK GOLDSCHMIDT GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0326 →
CHANGE OF NAME Recorded Feb 22, 2010
From: GOLDSCHMIDT GMBH
To: EVONIK GOLDSCHMIDT GMBH
Reel/Frame 024016/0789 →