IP Library Granted Patent US 7,652,072
Granted Patent B2
US 7,652,072 · App. 11/427,913 · Granted Jan 26, 2010

Hydrolysis resistant organomodified disiloxane surfactants

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Quick Facts
Patent No.
US 7,652,072
App. No.
11/427,913
Granted
Jan 26, 2010
Kind
B2
Abstract

Compositions comprising an asymmetric disiloxane surfactant composition comprising a silicone composition comprising a silicone having the formula: MM′ where M or M′ comprises an alkylpolyalkyleneoxide bearing substituent selected from the group consisting of: R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 and R 12 SiR 5 R 6 (R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 ) that exhibit resistance to hydrolysis over a wide pH range.

Claims (44)

1. A silicone composition comprising a silicone having the formula:

MM′

where

M=R 1 R 2 R 3 SiO 1/2 ;

M′=R 4 R 5 R 6 SiO 1/2 ;

wherein R 1 is R 7 where R 7 has the formula R 8 R 9 R 10 SiR 12 with R 8 , R 9 , and R 10 each being methyl, and R 12 is a divalent hydrocarbon radical having 2 carbon atoms,

R 2 and R 3 are each independently selected from the group of from 1 to 6 carbon atom monovalent hydrocarbon radicals or R 1 , with R 4 being an alkylpolyalkyleneoxide bearing substituent selected from the group consisting of:

R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 and

R 12 SiR 5 R 6 (R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 )

where R 13 is a divalent linear or branched hydrocarbon radical having the structure:

—CH 2 —CH(R 15 )(R 16 ) d O—

where R 15 is H or methyl; R 16 is a divalent alkyl radical of 1 to 6 carbons where the subscript d is 0 or 1;

R 14 is selected from the group consisting of H, monovalent hydrocarbon radicals of from 1 to 6 carbon atoms and acetyl where the subscripts a, b and c are zero or positive and satisfy the following relationships:

2≦ a+b+c≦ 20 with a ≧2,

and R 5 and R 6 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms or R 4 .

2. The composition of claim 1 where R 15 is hydrogen.

3. The composition of claim 1 where R 2 is methyl.

4. The composition of claim 3 where R 15 is hydrogen.

5. A silicone composition comprising a silicone having the formula:

MM′

where

M=R 1 R 2 R 3 SiO 1/2 ;

M′=R 4 R 5 R 6 SiO 1/2 ;

wherein R 1 is R 7 where R 7 has the formula R 8 R 9 R 10 SiR 12 with R 8 , R 9 , and R 10 each being methyl, and R 12 is a divalent hydrocarbon radical having 2 carbon atoms,

R 2 and R 3 are each independently selected from the group of from 1 to 6 carbon atom monovalent hydrocarbon radicals or R 1 , with R 4 being an alkylpolyalkyleneoxide bearing substituent selected from the group consisting of:

R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 and

R 12 SiR 5 R 6 (R 13 (C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c R 14 )

where R 13 is a divalent linear or branched hydrocarbon radical having the structure:

—CH 2 —CH(R 15 )(R 16 ) d O—

where R 15 is H or methyl; R 16 is a divalent alkyl radical of 1 to 6 carbons where the subscripted is 0 or 1;

R 14 is selected from the group consisting of H, monovalent hydrocarbon radicals of from 1 to 6 carbon atoms and acetyl where the subscripts a, b and c are zero or positive and satisfy the following relationships:

2≦ a+b+c≦ 20 with a≧ 2,

and R 5 and R 6 are each independently selected from the group of monovalent hydrocarbon radicals having from 1 to 6 carbon atoms or R 4 wherein said silicone composition has an enhanced resistance to hydrolysis.

6. The composition of claim 5 where R 15 is hydrogen.

7. The composition of claim 5 where R 2 is methyl.

8. The composition of claim 7 where R 15 is hydrogen.

9. An aqueous emulsion wherein the discontinuous phase comprises water and the continuous phase comprises the composition of claim 1 .

10. An aqueous emulsion wherein the discontinuous phase comprises water and the continuous phase comprises the composition of claim 5 .

11. An aqueous emulsion wherein the continuous phase comprises water and the discontinuous phase comprises the composition of claim 1 .

12. An aqueous emulsion wherein the continuous phase comprises water and the discontinuous phase comprises the composition of claim 5 .

13. A non-aqueous emulsion wherein the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 1 .

14. A non-aqueous emulsion wherein the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 5 .

15. A non-aqueous emulsion wherein the continuous phase comprises a non-aqueous hydroxylic solvent and the discontinuous phase comprises the composition of claim 1 .

16. A non-aqueous emulsion wherein the continuous phase comprises a non-aqueous hydroxylic solvent and the discontinuous phase comprises the composition of claim 5 .