Elastomer gels containing volatile, low molecular weight silicones

• US 5,760,116 A
• Filed: 09/05/1996
• Issued: 06/02/1998
• Est. Priority Date: 09/05/1996
• Status: Expired due to Term

• Current Assignee: General Electric Company
• Original Assignee: General Electric Company
• Inventors: Kilgour, John A., Powell, Virginia Van Valkenburgh
• Primary Examiner(s): Short, Patricia A.
• Application Number:
  US08/708,436
• Time in Patent Office: 635 Days
• Field of Search: 524/268, 524/267, 524/731, 525/478, 528/15, 424/78.03
• US Class Current: 524/268
• CPC Class Codes: A61K 2800/31 Anhydrous
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/06 Emulsions
• CPC Class Codes: A61K 8/891 saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
• CPC Class Codes: A61K 8/894 modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
• CPC Class Codes: A61Q 15/00 Anti-perspirants or body deodorants deodorisation of air A61L9/00
• CPC Class Codes: A61Q 17/04 Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: C08G 77/12 containing silicon bound to hydrogen C08G77/045 takes precedence
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/80 Siloxanes having aromatic substituents, e.g. phenyl side groups
• CPC Class Codes: C08L 83/00 Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
• CPC Class Codes: C08L 83/04 Polysiloxanes
• CPC Class Codes: C08L 83/14 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms C08L83/10 takes precedence

Abstract

A composition comprising the hydrosilylation addition product of a linear alkenyl functionalized polyorganosiloxane and an M^H Q resin and a low molecular weight silicone when subjected to shearing provides for components in personal care formulations that have improved spreadability and substance.

Claims

1. A silicone composition comprising:

(A) a silicone formed by the hydrosilylation product of

(1) a linear alkenyl stopped polyorganosiloxane having the formula;

space="preserve" listing-type="equation">M.sup.vi.sub.a D.sub.x D.sup.vi.sub.y M.sub.2-a

where the subscript x is a number greater than 500, the subscript y is a number ranging from zero to about 20, the subscript a is a number ranging from 0 to 2, subject to the limitation that a+y is within the range of from 1 to about 20, with M^vi defined as;

space="preserve" listing-type="equation">R.sup.1 R.sup.2 R.sup.3 SiO.sub.1/2

where R¹ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R² and R³ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D^vi defined as;

space="preserve" listing-type="equation">D.sup.vi =R.sup.6 R.sup.7 SiO.sub.2/2

where R⁶ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R⁷ is independently a one to forty carbon atom monovalent hydrocarbon radical with M defined as;

space="preserve" listing-type="equation">M=R.sup.8 R.sup.9 R.sup.10 SiO.sub.1/2

with R⁸, R⁹, and R¹⁰ each independently a one to forty carbon atom monovalent hydrocarbon radical; and

(2) a resin having the formula;

space="preserve" listing-type="equation">(M.sup.H.sub.w Q.sub.z).sub.j

where Q has the formula SiO_4/2 and with M^H defined as;

space="preserve" listing-type="equation">H.sub.b R.sup.11.sub.3-b SiO.sub.1/2

where R¹¹ is a one to forty carbon atom monovalent hydrocarbon radical where the subscript b is a number ranging from 1 to 3, with the subscripts w and z having a ratio of 0.5 to 4.0 respectively and the subscript j ranges from about 2.0 to about 100;

wherein said hydrosilylation is conducted in the presence of

(3) a first silicone having a viscosity below about 1,000 centistokes at 25°

C.;

thereby forming a gel having an ASTM D-2240-91 Durometer hardness of at least 5; and

(B) a second silicone having a viscosity below about 1,000 centistokes at 25°

C. wherein said gel is slurried in said second silicone and subjected to mixing with said second silicone;

producing thereby a uniform liquid comprising said second silicone and said gel whereby said uniform liquid has a viscosity ranging from 500 to 150,000 centistokes at 25°

C.

2. The composition of claim 1 wherein in said linear alkenyl stopped polyorganosiloxane R¹ is a monovalent unsaturated hydrocarbon radical having two carbon atoms.

3. The composition of claim 2 wherein said linear alkenyl stopped polyorganosiloxane has a vinyl equivalent weight ranging from about 1,500 to about 150,000.

4. The composition of claim 3 wherein said resin has a hydride equivalent weight of from about 80 to about 190.

5. The composition of claim 4 wherein said first silicone is selected from the group consisting of cyclic silicones having the formula

6. The composition of claim 5 where said first silicone is a cyclic silicone.

7. The composition of claim 6 where f is 4.

8. The composition of claim 7 where said second silicone is selected from the group consisting of cyclic silicones having the formula

9. The composition of claim 8 where said second silicone is a cyclic silicone.

10. The composition of claim 9 where f is 4.

11. A process for dispersing a silicone gel having an ASTM D-2240-91 Durometer hardness of at least 5 in a silicone liquid comprising:

(A) hydrosilylating

(1) a linear alkenyl stopped polyorganosiloxane having the formula;

space="preserve" listing-type="equation">M.sup.vi.sub.a D.sub.x D.sup.vi.sub.y M.sub.2-a

where the subscript x is a number greater than 500, the subscript y is a number ranging from zero to about 20, the subscript a is a number ranging from 0 to 2, subject to the limitation that a+y is within the range of from 1 to about 20, with M^vi defined as;

space="preserve" listing-type="equation">R.sup.1 R.sup.2 R.sup.3 SiO.sub.1/2

where R¹ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R² and R³ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D^vi defined as;

space="preserve" listing-type="equation">D.sup.vi =R.sup.6 R.sup.7 SiO.sub.2/2

where R⁶ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R⁷ is independently a one to forty carbon atom monovalent hydrocarbon radical with M defined as;

space="preserve" listing-type="equation">M=R.sup.8 R.sup.9 R.sup.10 SiO.sub.1/2

with R⁸, R⁹, and R¹⁰ each independently a one to forty carbon atom monovalent hydrocarbon radical;

with

(2) a resin having the formula;

space="preserve" listing-type="equation">(M.sup.H.sub.w Q.sub.z).sub.j

where Q has the formula SiO_4/2 and with M^H defined as;

space="preserve" listing-type="equation">H.sub.b R.sup.11.sub.3-b SiO.sub.1/2

where R¹¹ is a one to forty carbon atom monovalent hydrocarbon radical where the subscript b is a number ranging from 1 to 3, with the subscripts w and z having a ratio of 0.5 to 4.0 respectively and the subscript j ranges from about 2.0 to about 100;

in the presence of

(3) a first silicone having a viscosity below about 1,000 centistokes at 25°

C.;

thereby

(B) forming a gel having an ASTM D-2240-91 Durometer hardness of at least 5; and

(C) slurrying said gel with a second silicone having a viscosity below about 1,000 centistokes at 25°

C.; and

(D) mixing said gel with said second silicone thereby

(E) producing a uniform liquid comprising said second silicone and said gel whereby said uniform liquid has a viscosity ranging from 500 to 150,000 centistokes at 25°

C.

12. The process of claim 11 wherein in said linear alkenyl stopped polyorganosiloxane R¹ is a monovalent unsaturated hydrocarbon radical having two carbon atoms.

13. The process of claim 12 wherein said linear alkenyl stopped polyorganosiloxane has a vinyl equivalent weight ranging from about 1,500 to about 150,000.

14. The process of claim 13 wherein said resin has a hydride equivalent weight of from about 80 to about 190.

15. The process of claim 14 wherein said first silicone is selected from the group consisting of cyclic silicones having the formula:

space="preserve" listing-type="equation">D.sub.f

where the subscript f is an integer ranging from about three to about 6 with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals and linear silicones having the formula;

space="preserve" listing-type="equation">M'"'"'D'"'"'.sub.i M'"'"'

where D'"'"' is defined as

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, the subscript i ranges from 0 to about 300, and M'"'"' has the formula;

space="preserve" listing-type="equation">R.sup.12 R.sup.13 R.sup.14 SiO.sub.1/2

where R¹², R¹³ and R¹⁴ are each independently one to forty carbon atom monovalent hydrocarbon radicals.

16. The process of claim 15 where said first silicone is a cyclic silicone and f is 4.

17. The process of claim 16 where said second silicone is selected from the group consisting of cyclic silicones having the formula:

space="preserve" listing-type="equation">D.sub.f

where the subscript f is an integer ranging from about three to about 6 with D defined as

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals and linear silicones having the formula;

space="preserve" listing-type="equation">M'"'"'D'"'"'.sub.i M'"'"'

where D'"'"' is defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals and M'"'"' has the formula;

space="preserve" listing-type="equation">R.sup.12 R.sup.13 R.sup.14 SiO.sub.1/2

where R¹², R¹³ and R¹⁴ are each independently one to forty carbon atom monovalent hydrocarbon radicals.

18. The process of claim 17 where said second silicone is a cyclic silicone and f is 4.

19. A silicone composition consisting essentially of:

(A) a silicone formed by the hydrosilylation product of

(1) a linear alkenyl stopped polyorganosiloxane having the formula;

space="preserve" listing-type="equation">M.sup.vi.sub.a D.sub.x D.sup.vi.sub.y M.sub.2-a

where the subscript x is a number greater than 500, the subscript y is a number ranging from zero to about 20, the subscript a is a number ranging from 0 to 2, subject to the limitation that a+y is within the range of from 1 to about 20, with M^vi defined as;

space="preserve" listing-type="equation">R.sup.1 R.sup.2 R.sup.3 SiO.sub.1/2

where R¹ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R² and R³ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D^vi defined as;

space="preserve" listing-type="equation">D.sup.vi =R.sup.6 R.sup.7 SiO.sub.2/2

where R⁶ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R⁷ is independently a one to forty carbon atom monovalent hydrocarbon radical with M defined as;

space="preserve" listing-type="equation">M=R.sup.8 R.sup.9 R.sup.10 SiO.sub.1/2

with R⁸, R⁹, and R¹⁰ each independently a one to forty carbon atom monovalent hydrocarbon radical; and

(2) a resin having the formula;

space="preserve" listing-type="equation">(M.sup.H.sub.w Q.sub.z).sub.j

where Q has the formula SiO_4/2 and with M^H defined as;

space="preserve" listing-type="equation">H.sub.b R.sup.11.sub.3-b SiO.sub.1/2

where R¹¹ is a one to forty carbon atom monovalent hydrocarbon radical where the subscript b is a number ranging from 1 to 3, with the subscripts w and z having a ratio of 0.5 to 4.0 respectively and the subscript j ranges from about 2.0 to about 100;

wherein said hydrosilylation is conducted in the presence of

(3) a first silicone having a viscosity below about 1,000 centistokes at 25°

C.;

thereby forming a gel having an ASTM D-2240-91 Durometer hardness of at least 5; and

(B) a second silicone having a viscosity below about 1,000 centistokes at 25°

C. wherein said gel is slurried in said second silicone and subjected to mixing with said second silicone;

producing thereby a uniform liquid comprising said second silicone and said gel whereby said uniform liquid has a viscosity ranging from 500 to 150,000 centistokes at 25°

C.

20. A process for dispersing a silicone gel having an ASTM D-2240-91 Durometer hardness of at least 5 in a silicone liquid consisting essentially of:

(A) hydrosilylating

(1) a linear alkenyl stopped polyorganosiloxane having the formula;

space="preserve" listing-type="equation">M.sup.vi.sub.a D.sub.x D.sup.vi.sub.y M.sub.2-a

where the subscript x is a number greater than 500, the subscript y is a number ranging from zero to about 20, the subscript a is a number ranging from 0 to 2, subject to the limitation that a+y is within the range of from 1 to about 20, with M^vi defined as;

space="preserve" listing-type="equation">R.sup.1 R.sup.2 R.sup.3 SiO.sub.1/2

where R¹ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R² and R³ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D^vi defined as;

space="preserve" listing-type="equation">D.sup.vi =R.sup.6 R.sup.7 SiO.sub.2/2

where R⁶ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R⁷ is independently a one to forty carbon atom monovalent hydrocarbon radical with M defined as;

space="preserve" listing-type="equation">M=R.sup.8 R.sup.9 R.sup.10 SiO.sub.1/2

with R⁸, R⁹, and R¹⁰ each independently a one to forty carbon atom monovalent hydrocarbon radical;

with

(2) a resin having the formula;

space="preserve" listing-type="equation">(M.sup.H.sub.w Q.sub.z).sub.j

where Q has the formula SiO_4/2 and with M^H defined as;

space="preserve" listing-type="equation">H.sub.b R.sup.11.sub.3-b SiO.sub.1/2

where R¹¹ is a one to forty carbon atom monovalent hydrocarbon radical where the subscript b is a number ranging from 1 to 3, with the subscripts w and z having a ratio of 0.5 to 4.0 respectively and the subscript j ranges from about 2.0 to about 100;

in the presence of

(3) a first silicone having a viscosity below about 1,000 centistokes at 25°

C.;

thereby

(B) forming a gel having an ASTM D-2240-91 Durometer hardness of at least 5; and

(C) slurrying said gel with a second silicone having a viscosity below about 1,000 centistokes at 25°

C.; and

(D) mixing said gel with said second silicone thereby

(E) producing a uniform liquid comprising said second silicone and said gel whereby said uniform liquid has a viscosity ranging from 500 to 150,000 centistokes at 25°

C.

21. A cosmetic composition comprising a silicone composition comprising:

(A) a silicone formed by the hydrosilylation product of

(1) a linear alkenyl stopped polyorganosiloxane having the formula;

space="preserve" listing-type="equation">M.sup.vi.sub.a D.sub.x D.sup.vi.sub.y M.sub.2-a

where the subscript x is a number greater than 500, the subscript y is a number ranging from zero to about 20, the subscript a is a number ranging from 0 to 2, subject to the limitation that a+y is within the range of from 1 to about 20, with M^vi defined as;

space="preserve" listing-type="equation">R.sup.1 R.sup.2 R.sup.3 SiO.sub.1/2

where R¹ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R² and R³ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D defined as;

space="preserve" listing-type="equation">R.sup.4 R.sup.5 SiO.sub.2/2

where R⁴ and R⁵ are each independently one to forty carbon atom monovalent hydrocarbon radicals, with D^vi defined as;

space="preserve" listing-type="equation">D.sup.vi =R.sup.6 R.sup.7 SiO.sub.2/2

where R⁶ is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R⁷ is independently a one to forty carbon atom monovalent hydrocarbon radical with M defined as;

space="preserve" listing-type="equation">M=R.sup.8 R.sup.9 R.sup.10 SiO.sub.1/2

with R⁸, R⁹, and R¹⁰ each independently a one to forty carbon atom monovalent hydrocarbon radical; and

(2) a resin having the formula;

space="preserve" listing-type="equation">(M.sup.H.sub.w Q.sub.z).sub.j

where Q has the formula SiO_4/2 and with M^H defined as;

space="preserve" listing-type="equation">H.sub.b R.sup.11.sub.3-b SiO.sub.1/2

where R¹¹ is a one to forty carbon atom monovalent hydrocarbon radical where the subscript b is a number ranging from 1 to 3, with the subscripts w and z having a ratio of 0.5 to 4.0 respectively and the subscript j ranges from about 2.0 to about 100;

wherein said hydrosilylation is conducted in the presence of

(3) a first silicone having a viscosity below about 1,000 centistokes at 25°

C.;

thereby forming a gel having an ASTM D-2240-91 Durometer hardness of at least 5; and

(B) a second silicone having a viscosity below about 1,000 centistokes at 25°

C. wherein said gel is slurried in said second silicone and subjected to mixing with said second silicone;

producing thereby a uniform liquid comprising said second silicone and said gel whereby said uniform liquid has a viscosity ranging from 500 to 150,000 centistokes at 25°

C.

22. The composition of claim 21 wherein in said linear alkenyl stopped polyorganosiloxane R¹ is a monovalent unsaturated hydrocarbon radical having two carbon atoms.

23. The composition of claim 22 wherein said linear alkenyl stopped polyorganosiloxane has a vinyl equivalent weight ranging from about 1,500 to about 150,000.

24. The composition of claim 23 wherein said resin has a hydride equivalent weight of from about 80 to about 190.

25. The composition of claim 24 wherein said first silicone is selected from the group consisting of cyclic silicones having the formula

26. The composition of claim 25 where said first silicone is a cyclic silicone.

27. The composition of claim 26 where f is 4.

28. The composition of claim 27 where said second silicone is selected from the group consisting of cyclic silicones having the formula

29. The composition of claim 28 where said second silicone is a cyclic silicone.

30. The composition of claim 29 where f is 4.