Silicone elastomer gels

• US 8,110,630 B2
• Filed: 03/20/2007
• Issued: 02/07/2012
• Est. Priority Date: 03/21/2006
• Status: Active Grant

• Current Assignee: Dow Silicones Corporation (Dow, Inc.)
• Original Assignee: Dow, Inc.
• Inventors: Lin, Shaow, McVie, James, Vandort, Paul
• Primary Examiner(s): Zimmer, Marc
• Application Number:
  US12/293,571
• Publication Number:
  US 20100172849A1
• Time in Patent Office: 1,785 Days
• Field of Search: None
• US Class Current: 524/588
• 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: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: C08G 77/045 containing less than 25 silicon atoms
• 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 77/46 containing polyether sequences
• CPC Class Codes: C08K 5/56 Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
• 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 83/06 containing silicon bound to oxygen-containing groups C08L83/12 takes precedence
• CPC Class Codes: C08L 83/12 containing polyether sequences

Abstract

Gel compositions containing a silicone elastomer from the reaction of an organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule, a compound having at least two aliphatic unsaturated hydrocarbon groups in its molecule, and a hydrosilylation catalyst. The silicone elastomer reaction product may itself be a gelled composition, or optionally may be contained in a carrier fluid to form a gel. The gel compositions may further contain a personal or healthcare active. The actives may be incorporated into the gel via either a pre or post load method.

Claims

1. A gel composition comprising a silicone elastomer from the reaction of:

A) an organohydrogensiloxane prepared by a hydrosilylation reaction of

a) an organohydrogencyclosiloxane having at least two SiH units on the siloxane ring and,

B) a compound or mixture of compounds containing at least two aliphatic unsaturated groups in its molecule,

wherein the molar ratio of SiH units to unsaturated group ranges from 2/1 to 8/1

B²) an organovolysiloxane comprising at least two siloxane units having a formula R²R_mSiO<sub>(4−

m)/2</sub> wherein R is an organic group, R² is a monovalent unsaturated aliphatic group, and m is zero to 3,

C) a hydrosilylation catalyst, and;

D) carrier fluid selected from decamethylcyclopentasiloxane, isododecane, or isodecyl neopentanoate.

2. The composition of claim 1 further comprising

E) a personal care or healthcare active.

3. The composition of claim 1 wherein the organohydrogencyclosiloxane has the formula [(CH₃)HSiO]_g where g is 3-8.

4. The composition of claim 1 wherein B) the compound containing at least two aliphatic unsaturated groups in its molecule is selected from a compound having the formula R²—

Y—

R² where R² is a monovalent unsaturated aliphatic group and Y is a divalent hydrocarbon, a siloxane, a polyoxyalkylene or mixtures thereof.

5. The composition of claim 1 wherein the organopolysiloxane B² has the formula

(R₂R²SiO_0.5)(SiO₂)_w(R₂R²SiO_0.5)

(R₂R²SiO_0.5)(SiO₂)_w(R₂SiO)_x(R₂R²SiO_0.5),

(R₂R²SiO_0.5)(R₂SiO)_x(R₂R²SiO_0.5),

(R₃SiO_0.5)(R₂SiO)_x(R₂RSiO)_y(R₃SiO_0.5),

(R₃SiO_0.5)(R₂SiO)_x(R₂RSiO)_y(RSiO_1.5)_z(R₃SiO_0.5), or

(R₃SiO_0.5)(R₂SiO)_x(R₂RSiO)_y(SiO₂)_w(R₃SiO_0.5),

where w≧

0, x≧

0, y≧

2, and z is ≧

0,

and R is an organic group, R² is a monovalent unsaturated aliphatic group.

6. The composition of claim 5 wherein R is methyl and R² is CH₂═

CH—

or CH₂═

CH—

(CH₂)₄—

.

7. The composition of claim 6 wherein the organopolysiloxane B² is a vinyl functional or hexenyl functional polydimethylsiloxane having the average formula;

CH₂═

CH(Me)₂SiO[Me₂SiO]_xSi(Me)₂CH═

CH₂,

CH₂═

CH—

(CH₂)₄-(Me)₂SiO[Me₂SiO]_xSi(Me)₂-(CH₂)₄—

CH═

CH₂, or

Me₃SiO[(Me)₂SiO]_x[CH₂═

CH(Me)SiO]_ySiMe₃

wherein Me is methyl, x≧

0, and y≧

2.

8. The composition of claim 1 wherein C) the hydrosilylation catalyst is a platinum group containing catalyst.

9. The composition of claim 1 wherein the molar ratio of A)/B²) is from 10/1 to 1/10.

10. The composition of claim 2 wherein E) is a personal care active selected from a vitamin, sunscreen, plant extract, or fragrance.

11. The composition of claim 2 wherein E) is a health care active selected from a topical drug active, protein, enzyme, antifugual, or antimicrobial agent.

12. The composition of claim 2 wherein component E) is vitamin A palmitate.

13. The composition of claim 2 wherein component E) is octyl methoxycinnamate.

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

I) shearing the silicone elastomer gel of claim 1,

II) combining the sheared silicone elastomer gel with additional quantities of

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

19. The gel paste composition prepared according to the process of claim 18.

14. A process for preparing a silicone elastomer gel comprising:

I) reacting;

a) an organohydrogencyclosiloxane having at least two SiH units on a siloxane ring,

B) a compound or mixture of compounds containing at least two aliphatic unsaturated groups in its molecules,

C) a hydrosilylation catalyst

to form

A) an organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule,

wherein the molar ratio of the SiH units of component a) to the aliphatic unsaturated groups of component B) ranges from 2/1 to 8/1,

II) further reacting;

A) the organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule, with additional quantities of

B) the compound or mixture of compounds containing at least two aliphatic unsaturated groups in its molecules, —

C) the hydrosilylation catalyst,

in the presence of

D) carrier fluid, selected from decamethylcyclopentasiloxane, isododecane, or isodecyl neopentanoate,

to form the silicone elastomer gel.

17. The silicone elastomer gel prepared according to claim 14.

15. A process for preparing a silicone elastomer gel containing an active comprising:

I) reacting;

a) an urganohydrogencyclosiloxane having at least two SiH units on a siloxane ring,

B) a compound containing at least two aliphatic unsaturated groups in its molecules,

C) a hydrosilylation catalyst

to form

A) an organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule,

wherein the molar ratio of the SiH units of component a) to the aliphatic unsaturated groups of component B) ranges from 2/1 to 8/1,

II) further reacting;

A) the organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule, with additional quantities of

B) the compound containing at least two aliphatic unsaturated groups in its molecules,

C) the hydrosilylation catalyst,

in the presence of

D) an optional carrier fluid

to form a silicone elastomer gel,

II) admixing

E) a personal care or healthcare active with the silicone elastomer gel to form the silicone elastomer gel containing active.

16. A process for preparing a silicone elastomer gel containing an active comprising:

I) reacting;

a) an organohydrogencyclosiloxane having at least two SiH units on a siloxane ring,

B) a compound containing at least two aliphatic unsaturated groups in its molecules,

C) a hydrosilylation catalyst

to form

A) an organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule,

wherein the molar ratio of the SiH units of component a) to the aliphatic unsaturated groups of component B) ranges from 2/1 to 8/1,

II) further reacting;

A) the organohydrogensiloxane having at least two SiH containing cyclosiloxane rings in its molecule, with additional quantities of

B) the compound containing at least two aliphatic unsaturated groups in its molecules,

C) the hydrosilylation catalyst,

in the presence of

D) an optional carrier fluid,

E) a personal care or healthcare active

to form the silicone elastomer gel containing active.