IP Library Granted Patent US 8,017,687
Granted Patent B2
US 8,017,687 · App. 11/274,450 · Granted Sep 13, 2011

Swollen silicone composition and process of producing same

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Quick Facts
Patent No.
US 8,017,687
App. No.
11/274,450
Granted
Sep 13, 2011
Kind
B2
Abstract

There is provided herein, in one specific embodiment, silicone composition(s) comprising unique combination(s) of silicone polymer and alkyltrisiloxane(s) which can produce silicone composition(s) with lower solids content than silicone compositions that use other than alkyltrisiloxane(s); while still maintaining a desirable viscosity.

Claims (87)

1. A first silicone composition comprising:

a) the reaction product of

M a M H b M vi c M E d D e D H f D vi g D E h T i T H j T vi k T E L Q m

where

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

M H =R 4 R 5 HSiO 1/2 ;

M vi =R 6 R 7 R 8 SiO 1/2 ;

M E =R 9 R 10 R E SiO 1/2 ;

D=R 11 R 12 SiO 2/2 ;

D H =R 13 HSiO 2/2 ;

D VI =R 14 R 15 SiO 2/2 ;

D E =R 16 R E SiO 2/2

T=R 17 SiO 3/2

T H =HSiO 3/2 ;

T vi =R 18 SiO 3/2 ;

T E =R E SiO 3/2 ; and

Q=SiO 4/2

where R 1 , R 2 , R 3 , R 11 , R 12 and R 17 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; R 4 , R 5 and R 13 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or hydrogen; R 6 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R 7 and R 8 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; R 14 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms; and R 15 is a monovalent hydrocarbon radical having from one to sixty carbon atoms; R 18 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms; R 9 ,R 10 and R 16 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or R E ; each R E is independently a monovalent hydrocarbon radical containing one or more oxirane moieties having from one to sixty carbon atoms; the stoichiometric subscripts a, b, c, d, e, f, g, h, i, j, k, L, and m, are either zero or positive subject to the following limitations: a+b+c+d>1; d+h+L≧1 and b+f+j≧1; and,

b) a swelling amount of linear alkyltrisiloxane wherein said reaction product is swollen by said linear alkyltrisiloxane to form a first silicone composition and wherein said first silicone composition possesses a lower solids content than a solids content present in a second silicone composition comprising said reaction product and a linear silicone fluid other than linear alkyltrisiloxane, whereby second silicone composition and first silicone composition have equivalent viscosities.

2. The first silicone composition of claim 1 , where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 10 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 100,000 centistokes.

3. The first silicone composition of claim 1 , where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 25 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 150,000 centistokes.

4. The first silicone composition of claim 1 , where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 40 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 200,000 centistokes.

5. The first silicone composition of claim 1 where reaction product (a) comprises the reaction product of (I) a composition comprising the formula:

M H n D o D H p M H 2-n

where

M H =R 19 R 20 HSiO 1/2 ;

D=R 21 R 22 SiO 2/2 ; and,

D H =R 23 HSiO 2/2

where R 19 , R 20 , and R 23 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or hydrogen; R 21 and R 22 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; the stoichiometric subscripts n, o, and p are zero or positive subject to the limitations: o is a number greater than 10, p is a number from zero to about 20, n is a number from zero to two, subject to the limitation that n+p is from 1 to about 20; (II) alkenyl cycloalkylene oxide; (III) alpha-olefin fraction; (IV) linear alkyltrisiloxane and optionally cyclic siloxane, (V) platinum catalyst; (VI) epoxide polymerization catalyst formed through the interaction of platinum with a Si—H bond containing compound in fluid component; and (VII) agent for quenching residual functionality.

6. The first silicone composition of claim 1 where at least one linear alkyltrisiloxane (b) material results from the alkylation of a polyorganosiloxane having the formula (A):

MD H M   (A)

where

M=R A R B R C SiO 1/2 ; and

D H =R D HSiO 2/2 ;

where R A , R B , and R C are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; and R D is a monovalent hydrocarbon radical having from one to sixty carbon atoms or hydrogen.

7. The first silicone composition of claim 1 where at least one linear alkyltrisiloxane (b) has the formula:

M′D* r M

where

M or M′=R 24 R 25 R 26 SiO 1/2 ; and,

D*=R 27 R 28 SiO 2/2

where each R 24 , each R 25 , and each R 26 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms to allow for M and M′ to be different; and where R 27 and R 28 are each independently monovalent hydrocarbon radicals having from one to sixty carbon atoms, provided that at least one of R 27 and R 28 is a monovalent hydrocarbon radical having from two to sixty carbon atoms; and r is equal to one.

8. The first silicone composition of claim 1 where at least one linear alkyltrisiloxane is selected from the group consisting of ethyltrisiloxane, octyltrisiloxane, hexyltrisiloxane, and combinations thereof.

9. The first silicone composition of claim 1 where at least one linear alkyltrisiloxane is selected from the group consisting of 1,1,1,3,5,5,5-heptamethyl-3-ethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-octyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-hexyltrisiloxane, octamethyltrisiloxane; 3-pentyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1-hexyl-1,1,3,3,5,5,5-heptamethyltrisiloxane; 1,1,1,3,3,5,5-heptamethyl-5-octyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-octyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-hexyltrisiloxane; 1,1,3,3,5,5-hexamethyl-1,5-dipropyltrisiloxane; 3-(1-ethylbutyl)-1,1,1,3,5,5,5-heptarnethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-(1-methylpentyl)trisiloxane; 1,5-diethyl-1,1,3,3,5,5-hexamethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-(1-methylpropyl)trisiloxane; 3-(1,1-dimethylethyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1,1,1,5,5,5-hexamethyl-3,3-bis(1-methylethyl)trisiloxane; 1,1,1,3,3,5,5-hexamethyl-1,5-bis(1-methylpropyl)trisiloxane; 1,5-bis(1,1-dimethylethyl)-1,1,3,3,5,5-hexamethyltrisiloxane; 3-(3,3-dimethylbutyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-(3-methylbutyl)trisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-(3-methylpentyl)trisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-(2-methylpropyl)trisiloxane; 1-butyl-1,1,3,3,5,5,5-heptamethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-propyltrisiloxane; 3-isohexyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1,3,5-triethyl-1,1,3,5,5-pentamethyltrisiloxane; 3-butyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 3-tert-pentyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1,1,1,5,5,5-hexamethyl-3,3-dipropyltrisiloxane; 3,3-diethyl-1,1,1,5,5,5-hexamethyltrisiloxane; 1,5-dibutyl-1,1,3,3,5,5-hexamethyltrisiloxane; 1,1,1,5,5,5-hexaethyl-3,3-dimethyltrisiloxane; 3,3-dibutyl-1,1,1,5,5,5-hexamethyltrisiloxane; 3-ethyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 3-heptyl-1,1,1,3,5,5,5-heptamethyltrisiloxane; 1-ethyl-1,1,3,3,5,5,5-heptamethyltrisiloxane; 1,1,1,5,5,5-hexamethyl-3,3-diethyltrisiloxane; 1,1,3,3,5,5-hexamethyl-1,5-diethyltrisiloxane; 1,1,1,3,5,5,5-heptamethyl-3-butyltrisiloxane and combinations thereof.

10. A silicone gel substantially comprising first silicone composition of claim 1 .

11. A silicone gel substantially comprising first silicone composition of claim 2 .

12. A silicone gel substantially comprising first silicone composition of claim 3 .

13. A silicone gel substantially comprising first silicone composition of claim 4 .

14. A silicone gel substantially comprising first silicone composition of claim 7 .

15. A personal care formulation comprising the silicone gel of claim 10 where the personal care formulation is selected from the group consisting of deodorant, antiperspirant, antiperspirant/deodorant, shaving product, skin lotion, moisturizer, toner, bath product, cleansing product, hair care product manicure product, protective cream, color cosmetic, a vehicle for fragrance delivery benefits, drug delivery system for topical application of medicinal composition that is to be applied to the skin, and combinations thereof.

16. The personal care formulation of claim 15 further comprising personal care ingredient selected from the group consisting of emollient, moisturizer, humectant, pigment, coated mica, colorant, fragrance, biocide, preservative, antioxidant, anti-microbial agent, anti-fungal agent, antiperspirant agent, exfoliant, hormone, enzyme, medicinal compound, vitamin, salt, electrolyte, alcohol, polyol, absorbing agent for ultraviolet radiation, botanical extract, surfactant, silicone oil, organic oil, wax, film former, thickening agent, particulate filler, clay, and combinations thereof.

17. A process for producing a first silicone composition comprising:

combining:

a) the reaction product of

M a M H b H vi c M E d D e D H f D vi g D E h T i T H j T vi k T E L Q m

where

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

M H =R 4 R 5 HSiO 1/2 ;

M vi =R 6 R 7 R 8 SiO 1/2 ;

M E =R 9 R 10 R E SiO 1/2 ;

D=R 11 R 12 SiO 2/2 ;

D H =R 11 HSiO 2/2 ;

D VI =R 14 R 15 SiO 2/2 ;

D E =R 16 R E SiO 2/2

T=R 17 SiO 3/2

T H =HSiO 3/2 ;

T vi =R 18 SiO 3/2 ;

T E =R E SiO 3/2 ; and

Q=SiO 4/2 ;

where R 1 , R 2 , R 3 , R 11 , R 12 and R 17 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; R 4 , R 5 and R 13 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or hydrogen; R 6 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms, and R 7 and R 8 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; R 14 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms; and R 15 is a monovalent hydrocarbon radical having from one to sixty carbon atoms; R 18 is a monovalent unsaturated hydrocarbon radical having from two to ten carbon atoms; R 9 , R 10 and R′ 6 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or R E ; each R E is independently a monovalent hydrocarbon radical containing one or more oxirane moieties having from one to sixty carbon atoms; the stoichiometric subscripts a, b, c, d, e, f, g, h, i, j, k, L, and m, are either zero or positive subject to the following limitations: a+b+c+d>1; d+h+L≧ 1 and b+f+j≧ 1 ; and,

b) a swelling amount of linear alkyltrisiloxane wherein said reaction product is swollen by said linear alkyltrisiloxane to form a first silicone composition and wherein said first silicone composition possesses a lower solids content than a solids content present in a second silicone composition comprising said reaction product and a linear silicone fluid other than linear alkyltrisiloxane, whereby second silicone composition and first silicone composition have equivalent viscosities.

18. The process of claim 17 where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 10 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 100,000 centistokes.

19. The process of claim 17 where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 25 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 150,000 centistokes.

20. The process of claim 17 where first silicone composition has a given cross-linked structure and a given cross-link density and said lower solids content of first silicone composition is at least about 40 percent lower than the solids content for second silicone composition which has an equivalent cross-linked structure and an equivalent cross-link density to first silicone composition; and where first silicone composition has a viscosity of greater than about 200,000 centistokes.

21. The process of claim 17 where at least one linear alkyltrisiloxane (b) has the formula

M′D* r M

where

M or M′=R 24 R 25 R 26 SiO 1/2 ; and,

D*=R 27 R 28 SiO 2/2

where each R 24 , each R 25 , and each R 26 are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms to allow for M and M′ to be different; and where R 27 and R 28 are each independently monovalent hydrocarbon radicals having from one to sixty carbon atoms, provided that at least one of R 27 and R 28 is a monovalent hydrocarbon radical having from two to sixty carbon atoms; and r is equal to one.

22. The process of claim 17 further comprising where reaction product (a) is produced in the presence of at least one first fluid component and is subsequently swollen, where swelling said reaction product (a) comprises diluting the reaction product (a), that has been produced in the presence of at least one first fluid component, with at least one second fluid component with the proviso that at least one first fluid component and/or at least one second fluid component is linear alkyltrisiloxane (b).

23. A silicone gel substantially comprising the first silicone composition made by the process of claim 17 .

24. A silicone gel substantially comprising the first silicone composition made by the process of claim 21 .

25. A silicone gel substantially comprising the first silicone composition made by the process of claim 22 .

26. A personal care formulation comprising the first silicone composition produced by the process of claim 17 where the personal care formulation is selected from the group consisting of deodorant, antiperspirant, antiperspirant/deodorant, shaving product, skin lotion, moisturizer, toner, bath product, cleansing product, hair care product manicure product, protective cream, color cosmetic, a vehicle for fragrance delivery benefits, drug delivery system for topical application of medicinal composition that is to be applied to the skin, and combinations thereof.

27. The personal care formulation of claim 26 further comprising personal care ingredient selected from the group consisting of emollient, moisturizer, humectant, pigment, coated mica, colorant, fragrance, biocide, preservative, antioxidant, anti-microbial agent, anti-fungal agent, antiperspirant agent, exfoliant, hormone, enzyme, medicinal compound, vitamin, salt, electrolyte, alcohol, polyol, absorbing agent for ultraviolet radiation, botanical extract, surfactant, silicone oil, organic oil, wax, film former, thickening agent, particulate filler, clay, and combinations thereof.

28. A personal care formulation comprising the first silicone composition produced by the process of claim 22 where the personal care formulation is selected from the group consisting of deodorants, antiperspirants, antiperspirant/deodorants, shaving products , skin lotions, moisturizers, toners, bath products , cleansing products , hair care products , manicure products, protective creams, color cosmetics, a vehicle for fragrance delivery benefits, drug delivery systems for topical application of medical compositions that are to be applied to the skin, and combinations thereof.

29. The personal care formulation of claim 28 further comprising personal care ingredient selected from the group consisting of emollient, moisturizer, humectant, pigment, coated mica, colorant, fragrance, biocide, preservative, antioxidant, anti-microbial agent, anti-fungal agent, antiperspirant agent, exfoliant, hormone, enzyme, medicinal compound, vitamin, salt, electrolyte, alcohol, polyol, absorbing agent for ultraviolet radiation, botanical extract, surfactant, silicone oil, organic oil, wax, film former, thickening agent, particulate filler, clay, and combinations thereof.

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