Organopolysiloxane gels

• US 9,657,160 B2
• Filed: 04/11/2013
• Issued: 05/23/2017
• Est. Priority Date: 04/16/2012
• Status: Active Grant

• Current Assignee: Wacker Chemie AG (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Original Assignee: Wacker Chemie AG (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Inventors: Knoer, Sebastian, Roy, Aroop Kumar
• Primary Examiner(s): Pipic, Alma
• Application Number:
  US14/394,748
• Publication Number:
  US 20150073059A1
• Time in Patent Office: 1,503 Days
• CPC Class Codes: A61K 8/042 Gels
• CPC Class Codes: A61K 8/89 Polysiloxanes
• CPC Class Codes: A61K 8/895 containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
• CPC Class Codes: A61Q 1/02 Preparations containing skin colorants, e.g. pigments preparations in powder form A61Q1/12
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 19/008 Preparations for oily 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: C08K 5/01 Hydrocarbons C08K5/0091 takes precedence
• CPC Class Codes: C08K 5/101 of monocarboxylic acids
• CPC Class Codes: C08K 5/5403 containing no other elements than carbon or hydrogen
• CPC Class Codes: C08K 5/548 containing sulfur C08K5/5477 takes precedence
• 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

Abstract

Organopolysiloxane gels produced by crosslinking an unsaturated organopolysiloxane resin with a crosslinking agent in the presence of a diluent have excellent sensory properties such as properties desirable in a variety of cosmetics products.

Claims

1. An organopolysiloxane gel produced by a process comprising reacting:

(1) at least one unsaturated MQ resin comprising units of the formulas

SiO₂ (Q units) and

R₃SiO_1/2 and R₂R′

SiO_1/2 (M units),

wherein

R is an identical or different monovalent, optionally substituted hydrocarbon group having 1 to 18 carbon atoms per group,

R′

is a monovalent hydrocarbon group capable of hydrosilylation by Si—

H groups, with the provisos that the at least one unsaturated MQ resin contains at least 2 R′

groups that the molar ratio of M units to Q units is in a range from 0.5 to 4.0, and the at least one unsaturated MQ resin comprises (CH₃)₃SiO_1/2 groups,

with

(2) at least one Si—

H functional organopolysioxane of the formula

H_cR<sub>3−

c</sub>SiO(R₂SiO)_a(RHSiO)_bSiR<sub>3−

c</sub>H_c 

 

(I),

wherein

c is 0 or 1,

R is an identical or different monovalent, optionally substituted hydrocarbon group having 1 to 18 carbon atoms per group,

a and b are integers,

with the proviso

that the sum a+b is 66 to 248,

that the at least one Si—

H functional organopolysiloxane of the formula (I) contains Si-bonded hydrogen in an amount from 0.011 to 0.044 wt. %, and

that the number of Si—

H groups per molecule on average is greater than 2,

or a mixture of (2) the at least one Si—

H functional organopolysiloxane of the formula (I) with

(2′

) Si—

H functional organopolysiloxanes of the formula

H_cR<sub>3−

c</sub>SiO(R₂SiO)_a(RHSiO)_bSiR<sub>3−

c</sub>H_c 

 

(I′

),

wherein

c is 0 or 1,

R is an identical or different monovalent, optionally substituted hydrocarbon group having 1 to 18 carbon atoms per group,

a and b are integers,

with the proviso that the sum a+b is 38 to 248, that the Si—

H functional organopolysiloxanes of the formula (I′

) contain Si-bonded hydrogen in an amount from 0.045 to 0.35 wt. %, and that if a mixture of (2) and (2′

) is used, the weight ratio of (2) to (2′

) is greater than 0.2,

in the presence of

(3) a catalyst which promotes addition at Si-bonded hydrogen onto an aliphatic multiple bond,

wherein a mixture of (1) and (2) or a mixture of (1), (2), and (2′

) is dispersed in

(4) at least one diluent selected from organopolysiloxanes with 2 to 200 Si atoms and organic diluents.

2. The organopolysiloxane gel of claim 1, wherein the form of a creamy gel that is stable in storage.

3. The organopolysiloxane gel of claim 2, wherein the organopolysiloxane gel further comprises at least one selected from the group consisting of active subatances for body care and active substance for health care.

4. The organopolysiloxane gel of claim 1, wherein the at least one diluents is selected from the group consisting of polydimethylsiloxane having 2 to 50 Si atoms, aliphatic hydrocarbons having 4 to 30 carbon atoms, alicyclic hydrocarbons having 4 to 30 carbon atoms, and esters of carboxylic acids having 2 to 30 carbon atoms.

5. A method of producing the organopolysiloxane gel of claim 1 comprising reacting

(1) the at least one unsaturated MQ resin with

(2) the at least one Si-H functional organopolysiloxane of the formula (I) or

with a mixture of (2) the at least one Si—

H functional organopolysiloxane of the formula (I) and (2′

) the Si—

H functional organopolysiloxane of the formula (I′

),

in the presence of (3) a catalyst which promotes addition at Si-bonded hydrogen onto an aliphatic multiple bond, and

dispersing a mixture of (1) and (2) or a mixture of (1), (2), and (2′

) in (4) at least one diluent selected from organopolysiloxane having 2 to 200 Si atoms and organic diluents.

6. The method of claim 5 further comprising homogenizing the organopolysiloxane gel after the reaction, and obtaining a creamy organopolysiloxane gel that is stable in storage.

7. The method of claim 6 further comprising diluting the organopolysiloxane gel with active substances for body care, active substances for health care, and/or the at least one diluent selected from organopolysiloxane having 2 to 200 Si atoms and organic diluents to form a diluted organopolysiloxane gel, and optionally homogenizing the diluted organopolysiloxane gel.

8. The method of claim 7, wherein the at least one diluent is selected from the group consisting of polydimethylsiloxane having 2 to 50 Si atoms, aliphatic hydrocarbons having 4 to 30 carbon atoms, alicyclic hydrocarbons having 4 to 30 carbon atoms, and esters of carboxylic acids having 2 to 30 carbon atoms.

9. A cosmetic composition comprising one or more organopolysiloxane gels of claim 1.

10. A cosmetic composition comprising one or more organopolysiloxane gels as produced in claim 5.

11. The organopolysiloxane gel of claim 1, wherein R′

is a terminal alkenyl group having 2 to 12 carbon atoms.

12. The organopolysiloxane gel of claim 1, wherein R′

is a vinyl group.

13. The organopolysiloxane gel of claim 1, wherein the at least one unsaturated MQ resin contains at least 3 R′

groups and the molar ratio of M units to Q units is in a range from 0.5 to 2.0.

14. The organopolysiloxane gel of claim 1, wherein the sum a+b is from 118 to 168.

15. The organopolysiloxane gel of claim 1, wherein the at least one Si—

H functional organopolysiloxane of the formula (I) contains Si-bonded hydrogen in an amount from 0.022 to 0.032 wt. %.

16. The organopolysiloxane gel of claim 1, wherein the Si—

H functional organopolysiloxanes of the formula (I′

) contain Si-bonded hydrogen in an amount from 0.045 to 0.156 wt. %.

17. The organopolysiloxane gel of claim 1, wherein the weight ratio of (2) to (2′

) is greater than 0.3.

18. The method of claim 5, wherein R′

is a terminal alkenyl having 2 to 12 carbon atoms.

19. The method of claim 5, wherein R′

is a vinyl group.