Silicone polymers and water-dispersable, pasty silicone oil compositions comprising the same

• US 5,236,986 A
• Filed: 02/27/1992
• Issued: 08/17/1993
• Est. Priority Date: 02/27/1991
• Status: Expired due to Term

• Current Assignee: Shin-Etsu Chemical Company Limited
• Original Assignee: Shin-Etsu Chemical Company Limited
• Inventors: Sakuta, Koji
• Primary Examiner(s): Marquis, Melvyn I.
• Application Number:
  US07/842,689
• Time in Patent Office: 537 Days
• Field of Search: 528/15, 528/25, 556/479, 525/478, 524/267
• US Class Current: 524/267
• CPC Class Codes: A61K 8/894 modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
• 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: C08G 77/46 containing polyether sequences
• CPC Class Codes: C08G 77/50 by carbon linkages C08G77/485 takes precedence
• 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 83/12 containing polyether sequences

Abstract

A novel silicone polymer which is obtained by addition polymerization of at least one organohydrogenpolysiloxane of the type shown below

R.sup.1.sub.a R.sup.2.sub.b H.sub.c SiO.sub.(4-a-b-c)/2    ( 1)

R.sup.1.sub.j H.sub.k SiO.sub.(4-j-k)/2                    ( 2)

and a specific type of polyoxyalkylene and/or organopolysiloxane provided that at least one selected from the organohydrogenpolysiloxane of the general formula (1) and the polyoxyalkylene is present for the addition polymerization. The silicone polymer is capable of being swollen with silicone oils to give a uniform, pasty composition without use of any surface active agent. This composition is able to stably, uniformly disperse water therein. Thus, the silicone polymer has wide utility in the fields of cosmetics and medicines.

Claims

1. A crosslinked silicone polymer which is obtained by addition polymerization in the presence of a catalyst comprising a platinum or rhodium compound of (i) at least one organohydrogenpolysiloxane selected from the group consisting of those of the general formulas (1) and (2), and mixtures thereof,

View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 25)

2. A crosslinked silicone polymer according to claim 1, wherein said at least one organohydrogenpolysiloxane (i) is an organohydrogenpolysiloxane of the general formula (1).

3. A crosslinked silicone polymer according to claim 2, wherein said organohydrogenpolysiloxane has a linear structure and comprises R¹₂ SiO units, R¹₃ SiO₀.5 units, R² R¹ SiO units, and HR¹ SiO units.

4. A crosslinked silicone polymer according to claim 1, wherein said at least one organohydrogenpolysiloxane (i) is an organohydrogenpolysiloxane of the general formula (2).

5. A crosslinked silicone polymer according to claim 4, wherein said said organohydrogenpolysiloxane has R¹₂ SiO units, R¹₃ SiO₀.5 units, and R¹ HSiO units at the same time wherein each R¹ has the same meaning as defined in claim 1.

6. A crosslinked silicone polymer according to claim 4, wherein said organohydrogenpolysiloxane of the general formula (2) is subjected to addition polymerization with the polyoxyalkylene of the general formula (A) wherein m is an integer of from 3 to 6.

7. A crosslinked silicone polymer according to claim 1, wherein said at least one organohydrogenpolysiloxane (i) is a mixture of organohydrogenpolysiloxanes of the general formulas (1) and (2).

8. A crosslinked silicone polymer according to claim 1, wherein said at least one member (ii) is the polyoxyalkylene of the general formula (A).

9. A crosslinked silicone polymer according to claim 1, wherein said at least one member (ii) is the organopolysiloxane of the general formula (B).

10. A crosslinked silicone polymer according to claim 9, wherein R³ of the formula (B) contains two carbon atoms.

11. A crosslinked silicone polymer according to claim 1, wherein said at least one member (ii) is a mixture of the polyoxyalkylene of the general formula (A) and the organopolysiloxane of the general formula (B).

12. A crosslinked silicone polymer according to claim 1, wherein 1.9≦

a≦

2.1, 0.01≦

b≦

0.50, 0.01≦

c≦

0.10, 1.9≦

d≦

2.1, 0.01≦

e≦

0.50, 3≦

f≦

20, 0≦

g≦

20, 1.9≦

j≦

2.1, 0.01≦

k≦

1.10, 3≦

p≦

20, and 0≦

q≦

20.

25. A silicone polymer as defined by claim 1, wherein the addition polymerization is conducted at room temperature or at a temperature of from about 50°

C. to 150°

C., and for a time of from 0.5 to 5 hours.

13. A pasty silicone oil composition capable of dispersing water, which comprises a kneaded mixture of:

100 parts by weight of a crosslinked silicone polymer which is obtained by addition polymerization in the presence of a catalyst comprising a platinum or rhodium compound of (i) at least one organohydrogenpolysiloxane selected from the group consisting of those of the general formulas (1) and (2), and mixtures thereof,

space="preserve" listing-type="equation">R.sup.1.sub.a R.sup.2.sub.b H.sub.c SiO.sub.(4-a-b-c)/2 (

     1)

space="preserve" listing-type="equation">R.sup.1.sub.j H.sub.k SiO.sub.(4-j-k)/2 (

     2)

and (ii) at least one member selected from the group consisting of a polyoxyalkylene of the general formula (A)

space="preserve" listing-type="equation">C.sub.m H.sub.2m-1 O(C.sub.2 H.sub.4 O).sub.p (C.sub.3 H.sub.6 O).sub.q C.sub.m H.sub.2m-1 (A)

and an organopolysiloxane of the general formula (B)

space="preserve" listing-type="equation">R.sup.1.sub.d R.sup.3.sub.e SiO.sub.(4-d-e)/2 (B),

and mixtures thereof, provided that at least one of the organohydrogenpolysiloxane of the general formula (1) and the polyoxyalkylene of the general formula (A) is present for the addition polymerization, wherein R¹ '"'"'s may be the same or different in the respective formulas and represent an unsubstituted or substituted alkyl group having from 1 to 18 carbon atoms, an aryl group, or a monovalent halogenated hydrocarbon group, R² represents an organic group of the general formula, C_n H_2n O(C₂ H₄ O)_f (C₃ H₆ O)_g R⁴, wherein R⁴ represents a hydrogen atom, an alkyl group having from 1 to 5 carbon atoms or a group of the formula, R⁵ --(CO)--, in which R⁵ represents an alkyl group having from 1 to 5 carbon atoms, each of m and n is an integer of from 2 to 6, f is an integer of from 2 to 200, and g is an integer of from 0 to 200 provided that f+g is in the range of from 3 to 200, R³ represents a monovalent hydrocarbon group having a vinyl end group and having from 2 to 10 carbon atoms, a, b, c, d, e, j and k are, respectively, such that 1.0≦

a≦

2.5, 0.001≦

b≦

1, 0.001≦

c≦

1, 1.0≦

d≦

3.0, 0.001≦

e≦

1.5, 1.0≦

j≦

3.0, and 0.001≦

k≦

1.5, p is an integer of from 2 to 200, and q is an integer of from 0 to 200 provided that p+q is from 3 to 200; and

from 10 to 1000 parts by weight of a silicone oil having a viscosity of not higher than 100 centistokes at 25°

C.,

said silicone polymer being swollen with said silicone oil.

14. A pasty silicone oil composition according to claim 13, wherein said silicone oil is at least one member selected from the group consisting of linear or branched methylpolysiloxane, methylphenylpolysiloxane, ethylpolysiloxane, ethylmethylpolysiloxane, ethylphenylpolysiloxane and cyclic dimethylpolysiloxane.

15. A pasty silicone oil composition according to claim 13, wherein said at least one organohydrogenpolysiloxane (i) is an organohydrogenpolysiloxane of the general formula (1).

16. A pasty silicone oil composition according to claim 15, wherein said organohydrogenpolysiloxane has a linear structure and comprises R¹₂ SiO units, R¹₃ SiO₀.5 units, R² R¹ SiO units, and HR¹ SiO units.

17. A pasty silicone oil composition according to claim 13, wherein said at least one organohydrogenpolysiloxane (i) is an organohydrogenpolysiloxane of the general formula (2).

18. A pasty silicone oil composition according to claim 17, wherein said organohydrogenpolysiloxane of the general formula (2) is subjected to addition polymerization with the polyoxyalkylene of the general formula (A) wherein m is an integer of from 3 to 6.

19. A pasty silicone oil composition according to claim 17, wherein said organohydrogenpolysiloxane has R¹₂ SiO units, R¹₃ SiO₀.5 units, and R¹ HSiO units at the same time.

20. A pasty silicone oil composition according to claim 13, wherein said at least one organohydrogenpolysiloxane (i) is a mixture of organohydrogenpolysiloxanes of the general formulas (1) and (2).

21. A pasty silicone oil composition according to claim 13, wherein said at least one member (ii) is the polyoxyalkylene of the general formula (A).

22. A pasty silicone oil composition according to claim 13, wherein said at least one member (ii) is the organopolysiloxane of the general formula (B).

23. A pasty silicone oil composition according to claim 22, wherein R³ of the formula (B) contains two carbon atoms.

24. A pasty silicone oil composition according to claim 13, wherein said at least one member is a mixture of the polyoxyalkylene of the general formula (A) and the organopolysiloxane of the general formula (B).

26. A pasty silicone oil composition as defined by claim 13, wherein the addition polymerization is conducted at room temperature or at a temperature of from about 50°

C. to 150°

C., and for a time of from 0.5 to 5 hours.