Silicone-Organic Gels with Polyalkyloxylene Crosslinked Silicone Elastomers

• US 20100330011A1
• Filed: 06/24/2008
• Published: 12/30/2010
• Est. Priority Date: 06/29/2007
• Status: Abandoned Application

• Current Assignee: Dow, Inc.
• Original Assignee: Dow, Inc.
• Inventors: Kennan, John Joseph, Messner, Kathryn Elizabeth
• Application Number:
  US12/666,094
• Publication Number:
  US 20100330011A1
• Time in Patent Office: Days
• US Class Current: 424/60
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/894 modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: C08L 83/12 containing polyether sequences

Abstract

Silicone organic gels and gel paste compositions are disclosed containing a silicone organic elastomer in a carrier fluid. The silicone organic elastomer is a reaction product of a linear or branched organohydrogensiloxane, an α, ω-unsaturated polyoxyalkylene, and a hydrosilylation catalyst. The silicone organic elastomer is particularly useful to ge! organic earner fluids, The gels and gels pastes also provide enhanced compatibility with many personal and health care actives.

Claims

1. A composition comprising:

i) 2-95 weight % of a silicone organic elastomer comprising a reaction product of;

A) an organohydrogensiloxane comprising siloxy units of average formula

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y

wherein R¹ is hydrogen or R²,

R² is a monovalent hydrocarbyl,

v≧

2, x≧

0, y≧

2,

B) a polyoxyalkylene comprising the average formula

R³O—

[(C₂H₄O)_c(C₃H₆O)_d(C₄H₈O)_e]—

R³

wherein

R³ is a monovalent unsaturated aliphatic hydrocarbon group containing 2 to 12 carbon atoms,

c is from 0 to 50,

d is from 0 to 100,

e is from 0 to 100,

with a proviso the ratio of (d+e)/(c+d+e) is greater than 0.5,

C) a hydrosilylation catalyst, and

ii) 5-98 weight % a carrier fluid,

wherein the composition is a gel.

2. The composition of claim 1 wherein the polyoxyalkylene is selected from

H₂C═

CHCH₂O[C₃H₆O]_dCH₂CH═

CH₂,

H₂C═

C(CH₃)CH₂O[C₃H₆O]_dCH₂C(CH₃)═

CH₂,

HC≡

CCH₂O[C₃H₆O]_dCH₂C≡

CH, or

HC≡

CC(CH₃)₂O[C₃H₆O]_dC(CH₃)₂C≡

CH,

where d is from 1 to 100.

3. The composition of claim 1 wherein the carrier fluid is an organic liquid.

4. The composition of claim 3 wherein the organic liquid is an aliphatic hydrocarbon.

5. The composition of claim 2 wherein the carrier fluid is an organopolysiloxane having a viscosity at 25°

C. in the range of 1 to 1,000 mm²/sec.

6. The composition of claim 1 wherein the molar ratio of the unsaturated aliphatic hydrocarbon groups in B) to the SiH units in A) is greater than 1.

7. The composition of claim 1 wherein A) the organohydrogensiloxane is selected from an organohydrogensiloxane having the average formula

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y(R²SiO_1.5)_z,

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y(SiO₂)_w,

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y(SiO₂)_w(R²SiO_1.5)_z

or any mixture thereof, where

R¹ is hydrogen or R²,

R² is a monovalent hydrocarbyl,

and v≧

2, w≧

0, x≧

0, y≧

2, and z is ≧

0.

8. The composition of claim 1 wherein the organohydrogensiloxane is a dimethyl, methyl-hydrogen polysiloxane having the average formula;

(CH₃)₃SiO[(CH₃)₂SiO]_x[(CH₃)HSiO]_ySi(CH₃)₃

where x≧

0, and y≧

2.

9. The composition of claim 1 wherein the organohydrogensiloxane is a mixture of organohydrogensiloxanes having the average formula

(CH₃)₃SiO[(CH₃)₂SiO]_x[(CH₃)HSiO]_ySi(CH₃)₃ and H(CH₃)₂SiO[(CH₃)₂SiO]_xSi(CH₃)₂H

where x≧

0, and y≧

2.

10. The composition of claim 1 wherein the organohydrogensiloxane is a dimethyl, methyl-hydrogen polysiloxane having the average formula;

(CH₃)₃SiO[(CH₃)₂SiO]_x[(CH₃)HSiO]_ySi(CH₃)₃

where x≧

0, and y≧

2,

the polyoxyalkylene is H₂C═

CHCH₂O[C₃H₆O]_dCH₂CH═

CH₂ where d is 1 to 100, and

the carrier fluid is an aliphatic hydrocarbon.

11. The composition of claim 10 wherein the aliphatic hydrocarbon is isododecane.

12. The composition of claim 1 wherein the silicone organic elastomer comprises a reaction product of;

A) an organohydrogensiloxane comprising siloxy units of average formula

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y

wherein R¹ is hydrogen or R²,

R² is a monovalent hydrocarbyl,

v≧

2, x≧

0, y≧

2,

B) a polyoxyalkylene comprising the average formula

R³O—

[(C₂H₄O)_c(C₃H₆O)_d(C₄H₈O)_e]—

R³

wherein

R³ is a monovalent unsaturated aliphatic hydrocarbon group containing 2 to 12 carbon atoms,

c is from 0 to 50,

d is from 0 to 100,

e is from 0 to 100,

with a proviso the ratio of (d+e)/(c+d+e) is greater than 0.5,

C) a hydrosilylation catalyst, and

D) an organic compound having one terminal unsaturated aliphatic hydrocarbon group,

13. The composition of claim 12 wherein D) is D′

) an alpha olefin.

14. The composition of claim 12 wherein D) is D″

) a polyoxyalkylene having the average formula

R³O—

[(C₂H₄O)_c′

(C₃H₆O)_d′

(C₄H₈O)_c]—

R⁴

where

R³ is a monovalent unsaturated aliphatic hydrocarbon group containing 2 to 12 carbon atoms,

c′

, d′

, and e may vary from 0 to 100, providing the sum of c′

, d′

, and e is >

0,

R⁴ is hydrogen, an acyl group, or a monovalent hydrocarbon group containing 1 to 8 carbons.

15. The composition according of claim 1 further comprising

E) a personal care or healthcare active.

18. A process for preparing a gel paste composition comprising;

I) shearing the gel composition of claim 1,

II) combining the sheared gel composition with additional quantities of

ii) the carrier fluid to form a gel paste composition.

19. The process of claim 18 further comprising the addition of

E) a personal care or healthcare active in step II).

20. The process of claim 19 wherein the personal care active is a sunscreen agent.

21. The process of claim 20 wherein the sunscreen agent is octyl methoxycinnamate.

22. The gel paste prepared according to the process of any of claims 18.

23. The gel paste prepared according to the process of claim 18 wherein the gel paste has a viscosity of at least 50 Pa·

s.

16. A process for preparing a gel composition comprising;

I) reacting;

A) an organohydrogensiloxane comprising siloxy units of average formula

(R¹₃SiO_0.5)_v(R²₂SiO)_x(R²HSiO)_y

wherein R¹ is hydrogen or R²,

R² is a monovalent hydrocarbyl

v≧

2, x≧

0, y≧

2,

B) a polyoxyalkylene comprising the average formula

R³O—

[(C₂H₄O)_c(C₃H₆O)_d(C₄H₈O)_e]—

R³

wherein

R³ is a monovalent unsaturated aliphatic hydrocarbon group containing 2 to 12 carbon atoms,

c is from 0 to 50,

d is from 0 to 100,

e is from 0 to 100,

with a proviso the ratio of (d+e)/(c+d+e) is greater than 0.5,

C) a hydrosilylation catalyst,

and optionally

D′

) a hydrocarbon containing 6-30 carbons having one terminal unsaturated aliphatic hydrocarbon group,

D″

) a polyoxyalkylene having one terminal unsaturated aliphatic group,

or mixtures of D′

) and D″

),

in the presence of

ii) a carrier fluid, to form a gel.

17. The gel composition prepared according to the process of claim 16.