Silicone grafted thermoplastic elastomeric copolymers and hair and skin care compositions containing the same

• US 6,537,532 B1
• Filed: 06/29/1999
• Issued: 03/25/2003
• Est. Priority Date: 08/23/1993
• Status: Expired due to Fees

• Current Assignee: The Procter & Gamble Company
• Original Assignee: The Procter & Gamble Company
• Inventors: Torgerson, Peter Marte, Midha, Sanjeev
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): DI NOLA BARON, LILIANA
• Application Number:
  US09/342,726
• Time in Patent Office: 1,365 Days
• Field of Search: 424/70.12, 424/70.1, 424/70.11, 424/70.15, 424/70.16, 424/78.08, 424/78.17, 424/78.24
• US Class Current: 424/70.12
• CPC Class Codes: A61K 2800/91 Injection
• CPC Class Codes: A61K 8/898 containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• CPC Class Codes: A61K 8/90 Block copolymers A61K8/89 takes precedence
• CPC Class Codes: A61K 8/91 Graft copolymers A61K8/89 takes precedence
• 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: A61Q 19/04 for chemically tanning the skin topical sun or radiation screening or tanning preparations A61Q17/04
• CPC Class Codes: A61Q 5/00 Preparations for care of the hair
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/06 Preparations for styling the hair, e.g. by temporary shaping or colouring
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C08F 290/04 Polymers provided for in subclasses C08C or C08F
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 290/068 Polysiloxanes
• CPC Class Codes: C08G 77/442 containing vinyl polymer sequences
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 51/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C08L51/04, C08L51/06 take precedence

Abstract

The present invention relates to water or alcohol soluble or dispersible silicone grafted thermoplastic elastomeric copolymers and to cosmetic and pharmaceutical compositions containing these copolymers. This invention especially relates to copolymers useful for hair styling purposes, and to hair styling compositions containing these copolymers. This invention further relates to copolymers useful for providing cosmetic and pharmaceutical compositions for topical application to the skin. These topical skin care compositions are useful for delivering and/or transdermally transporting active ingredients to or thorugh the skin.

Claims

1. A water or alcohol soluble or dispersible thermoplastic elastomeric copolymer having a backbone and two or more hydrophilic polymeric side chains and one or more polysiloxane side chains, said copolymer formed from the copolymerization of randomly repeating A, B, and C units wherein said copolymer comprises:

(i) from about 20% to about 89.9% by weight of said A units, wherein said A units are monomer units that are copolymerizable with said B and C units;

(ii) from about 10% to about 60% by weight of said B units, wherein said B units are hydrophilic macromonomer units having a polymeric portion and a moiety that is copolymerizable with said A and C units; and

(iii) from about 0.1% to about 20% by weight of said C units, wherein said C units are polysiloxane macromonomer units having a polymeric portion and a moiety that is copolymerizable with said A and B units,

wherein said A units, in conjunction with said copolymerizable moieties of said B units and said C units, form said backbone;

wherein said polymeric portion of said B units forms said hydrophilic side chains;

wherein said polymeric portion of said C units forms said polysiloxane side chains;

wherein said copolymer has a weight average molecular weight greater than about 10,000, and wherein said as copolymer exhibits at least two distinct T_g values, said first T_g corresponding to said backbone and having a value less than about 0°

C., and said second T_g corresponding to said hydrophilic polymeric side chains and having a value greater than about 25°

C.

2. A copolymer according to claim 1 wherein said A monomer units are ethylenically unsaturated monomer units, said B macromonomer units are units having a polymeric portion and an ethylenically unsaturated moiety that is copolymerizble with said A and C units, said C macromonomer units are units having a polymeric portion and an ethylenically unsaturated moiety that is copolymerizable with said A and B units, and said copolymer has a weight average molecular weight from about 10,000 to about 5,000,000.

3. A copolymer according to claim 2 wherein the T_g corresponding to said backbone is from about −

45°

C. to about −

120°

C., and the T_g corresponding to said hydrophilic polymeric side chains is from about 35°

C. to about 150°

C.

4. A copolymer according to claim 3 wherein said A monomer units comprise from about 35% to about 85% by weight of the total copolymer, said B macromonomer units comprise from about 20% to about 55% by weight of the total copolymer, and said C polysiloxane macromonomer units comprise from about 1% to about 15% by weight of the total copolymer.

5. A copolymer according to claim 3 wherein said A monomer units comprise from about 50% to about 80% by weight of the total copolymer, said, B macromonomer units comprise from about 30% to about 50% by weight of the total copolymer, and said C polysiloxane macromonomer units comprise from about 2% to about 10% by weight of the total copolymer.

6. A copolymer according to claim 5 wherein said A monomer units are selected from the group consisting of n-butyl acrylate, 2-ethylhexyl acrylate, N-octyl acrylamide, 2-methoxyethyl acrylate, 2-hydroxyethyl acrylate, N,N-dimethylaminoethyl acrylate, methyl quaternized N,N-dimethylaminoethyl acrylate, and mixtures thereof.

7. A copolymer according to claim 6 wherein said B macromonomer units are of the formula:

8. A copolymer according to claim 7 wherein said chemical moiety I is selected from the group consisting of H, hydroxy, methyl, ethyl, methoxy, ethoxy, and mixtures thereof.

9. A copolymer according to claim 8 wherein said polysiloxane macromonomer is of the formula

10. A copolymer according to claim 9 wherein said polysiloxane macromonomer is selected from the group consisting of  

E′

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Si(R¹¹)_3-tZ_t