Alkyl group-substituted organopolysiloxane gels

• US 6,881,416 B2
• Filed: 04/08/2002
• Issued: 04/19/2005
• Est. Priority Date: 04/08/2002
• Status: Active Grant

• Current Assignee: Wacker Chemical Corporation
• Original Assignee: Wacker Chemical Corporation
• Inventors: Fry, Bryan E.
• Primary Examiner(s): Padmanabhan, Sreeni
• Assistant Examiner(s): Wells, Lauren Q.
• Application Number:
  US10/118,503
• Publication Number:
  US 20030190301A1
• Time in Patent Office: 1,107 Days
• Field of Search: 424/401, 524/862, 524/267, 524/268, 524/379, 524/385, 524/386, 524/588, 524/731, 524/860, 524/861, 524/864, 523/335, 514/844, 514/845, 514/846, 514/847, 514/848, 514/937
• US Class Current: 424/401
• CPC Class Codes: A61K 2800/48 Thickener, Thickening system
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/585 Organosilicon compounds
• CPC Class Codes: A61K 8/895 containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
• 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 77/50 by carbon linkages C08G77/485 takes precedence
• 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

Organopolysiloxane gel products having a variety of physical forms and which produce a silky feel when applied to the skin are prepared by reacting an unsaturated organopolysiloxane resin, an Si—H functional organosiloxane crosslinker bearing pendant hydrido functionality, a C₄ or higher unsaturated hydrocarbon, and optionally, an unsaturated hydrophile component. Products ranging from viscous liquids, creamy gels, pastes, and soft powders may be obtained. The products are highly useful in formulating cosmetic and pharmaceutical products.

Claims

1. A process for the preparation of a gel composition, said process comprising reacting:

a) an unsaturated organopolysiloxane resin;

b) an Si—

H functional organopolysiloxane crosslinker, containing minimally 5 Si—

H groups;

c) an unsaturated hydrocarbon component containing minimally 6 carbon atoms, and optionally containing interspersed heteroatoms or heteroatom groups in a ratio of carbon atoms in the backbone of the unsaturated hydrocarbon moiety to heteroatoms of at least 4;

1, or said hydrocarbon moiety containing minimally 8 carbon atoms and terminated by a carboxylic acid amide or carboxylic acid ester group; and

d) optionally, an unsaturated hydrophile component, the mol ratio of unsaturated hydrophile component to unsaturated hydrocarbon component not exceeding 90;

10, in the presence of a hydrosilylation catalyst;

wherein reacting of said unsaturated organopolysiloxane resin and said Si—

H functional crosslinker takes place in minimally 20 weight percent of liquid oleaginous component, and wherein the ratio of total mol of unsaturated groups present to mol of Si—

H bound hydrogen is from 0.11 to 2.5.

2. The process of claim 1, wherein unsaturated hydrophile is present.

3. The process of claim 1, wherein said unsaturated organopolysiloxane resin is an MQ, MT, or MTQ resin, optionally containing less than 10 mol percent D units with respect to the mol percent of M units present.

4. The process of claim 1, wherein said organopolysiloxane resin is a vinyl-functional resin.

5. The process of claim 1, wherein said Si—

H functional crosslinker is a (methylhydrogen)(dimethyl)polysiloxane containing on average 10 or more of Si—

H groups per molecule.

6. The process of claim 1, wherein said unsaturated hydrocarbon is a C₁₀-C₂₄ unsaturated linear or branched alkene.

7. The process of claim 1, wherein said oleaginous component comprises a volatile cyclic siloxane, a low viscosity and optionally volatile linear organosiloxane, a volatile aliphatic or alicyclic hydrocarbon, or mixture of any of these oleaginous components.

8. The process of claim 1, wherein said gel composition is a powder.

9. The process of claim 1, wherein said gel composition is a creamy gel or a paste.

10. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 1.

11. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 2.

12. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 3.

13. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 4.

14. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 5.

15. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 6.

16. An organosiloxane gel composition containing minimally 20 weight percent of a liquid oleaginous component, said gel composition prepared by the process of claim 8.

17. In a cosmetic or pharmaceutical composition wherein an organopolysiloxane gel component is employed in formulating said cosmetic or pharmaceutical composition, the improvement comprising selecting as said organopolysiloxane gel the gel composition of claim 10.

18. The composition of claim 17, wherein a fragrance oil is employed as at least a portion of said oleaginous component.

19. The composition of claim 17, wherein water or a low molecular weight hydrophilic organic compound is emulsified into said gel composition.

20. The composition of claim 17, wherein said gel composition is in the form of a powder.

21. The process of claim 1, wherein said crosslinker b) comprises an organopolysioxane wherein at least 25 mol percent of siloxy units along the polymer backbone of said organopolysiloxane bear Si-bound hydrogen.

22. The process of claim 2, wherein said crosslinker b) comprises an organopolysiloxane wherein at least 25 mol percent of siloxy units along the polymer backbone of said organopolysiloxane bear Si-bound hydrogen.

23. The process of claim 3, wherein said crosslinker b) comprises an organopolysiloxane wherein at least 25 mol percent of siloxy units along the polymer backbone of said organopolysioxane bear Si-bound hydrogen.

24. The process of claim 5, wherein said crosslinker b) comprises an organopolysiloxane wherein at least 25 mol percent of siloxy units along the polymer backbone of said organopolysiloxane bear Si-bound hydrogen.

25. The process of claim 6, wherein said crosslinker b) comprises an organopolysiloxane wherein at least 25 mol percent of siloxy units along the polymer backbone of said organopolysiloxane bear Si-bound hydrogen.

26. An organopolysiloxane gel composition prepared by the process of claim 21.

27. An organopolysiloxane gel composition prepared by the process of claim 22.

28. An organopolysiloxane gel composition prepared by the process of claim 23.

29. An organopolysiloxane gel composition prepared by the process of claim 24.

30. An organopolysiloxane gel composition prepared by the process of claim 25.