IN SITU POLYMERIZATION FOR HAIR TREATMENT

• US 20080066773A1
• Filed: 04/12/2007
• Published: 03/20/2008
• Est. Priority Date: 04/21/2006
• Status: Abandoned Application

• Current Assignee: Living Proof, Inc. (Unilever PLC)
• Original Assignee: Living Proof, Inc. (Unilever PLC)
• Inventors: Williams, Susan, Puerta, David, Ramirez, Richard, DeRosa, Mitchell, Akcasu, Bryan, Bedford, Susan, Nashat, Amir, Anderson, Daniel
• Application Number:
  US11/734,425
• Publication Number:
  US 20080066773A1
• Time in Patent Office: Days
• US Class Current: 132/209
• CPC Class Codes: A61K 2800/95 Involves in-situ formation or cross-linking of polymers
• CPC Class Codes: A61K 8/8152 Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
• 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

Abstract

Hair care products represent a world-wide multi-billion dollar industry. Pre-formed polymers are commonly used in a variety of hair care products including shampoos, conditioners, gels, and hair sprays. The present invention provides technology for polymerizing monomers on hair in situ to produce desired hair characteristics. This eliminates the solubility and application issues found with some polymers. The polymerization of monomers on hair is typically initiated using a thermal or photoinitiatied free radical initiator. In certain embodiments, the monomers are fluorinated thereby producing a fluorinated polymer on the hair upon polymerization. The invention provides monomers, initiators, methods, and kits for use in treating hair with polymers.

Claims

1. A method of treating hair, the method comprising steps of:

applying a polymerizable monomer to hair of a subject;

applying a polymerization initiator to hair of a subject; and

polymerizing the monomers in situ on the hair by activating the polymerization initiator.

2. The method of claim 1, wherein the subject is human.

4. The method of claim 1, wherein the polymerization initiator is activated by irradiation with light.

5. The method of claim 1, wherein the polymerization initiator is activated by irradiation with UV light.

14. The method of claim 1, wherein the polymerization initiator is activated by exposure to a heat source.

15. The method of claim 1, wherein the polymerizable monomer comprises a vinyl, acrylate, methacrylate, diene, maleimide, or epoxide moiety.

16. The method of claim 1, wherein the polymerizable monomer is selected from the group consisting of tricyclodecane dimethanol diacrylate, tricyclodecane dimethanol dimethacrylate, polyisoprene di(meth)acrylate, polybutadiene diacrylate oligomers, and polybutadiene di(meth)acrylate oligomers.

35. The method of claim 1, wherein the polymerizable monomer or polymerization initiator is applied using a solvent, wherein the solvent is selected from the group consisting of polyols, acetates, alcohols, water, and mixtures thereof.

3. (canceled)

6-13. -13. (canceled)

17-25. -25. (canceled)

27-34. -34. (canceled)

36-39. -39. (canceled)

40. A method of treating hair, the method comprising steps of:

applying a fluorinated monomer to hair of a subject; and

polymerizing the monomers in situ on the hair.

41. The method of claim 40, further comprising applying a polymerization initiator to hair of a subject.

44. The method of claim 40, wherein the fluorinated monomer is a fluorinated acrylate, fluoroacrylate, fluorinated methacrylate, fluorinated dimethacrylate, fluorinated diacrylate, fluorinated triacrylate, or fluorinated tetraacrylate.

51. The method of claim 40, wherein the fluorinated monomer is a fluorinated alkene.

53. The method of claim 40, wherein at least 25% of the total number of hydrogen atoms and fluorine atoms of the fluorinated monomer are fluorine atoms.

124. The method of claim 40, wherein the fluorinated monomer is of one of the formulae:

125. The method of claim 40, wherein the fluorinated monomer is of formula:

127. The method of claim 40, wherein the fluorinated monomer is of the formula:

42. (canceled)

43. (canceled)

45-50. -50. (canceled)

52. (canceled)

54-71. -71. (canceled)

72. A method of treating hair, the method comprising steps of:

applying a fluorinated monomer to hair of a subject, wherein the fluorinated monomer is of the formula;

wherein

R₁ is hydrogen;

halogen;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic;

substituted or unsubstituted, branched or unbranched acyl;

substituted or unsubstituted, branched or unbranched aryl;

substituted or unsubstituted, branched or unbranched heteroaryl;

—

OR_A;

—

C(═

O)R_A;

—

CO₂R_A;

—

C(═

O)N(R_A)₂;

—

CN;

—

SCN;

—

SR_A;

—

SOR_A;

—

SO₂R_A;

—

NO_A;

—

N(R_C)₂;

—

NHC(O)R_A;

or —

C(R_A)₃;

wherein each occurrence of R_A is independently a hydrogen, a protecting group, an aliphatic moiety, a heteroaliphatic moiety, an acyl moiety;

an aryl moiety;

a heteroaryl moiety;

alkoxy;

aryloxy;

alkylthio;

arylthio;

amino, alkylamino, dialkylamino, heteroaryloxy;

or heteroarylthio moiety; and

wherein R₁ comprises at least one fluorine atom; and

polymerizing the monomers in situ on the hair.

83. The method of claim 72, wherein R₁ is —

C(═

O)R_A.

84. The method of claim 72, wherein R₁ is —

CO₂R_A.

90. The method of claim 72, wherein the fluorinated monomer is of one of the formulae:

73-82. -82. (canceled)

85-89. -89. (canceled)

91. (canceled)

92. A method of treating hair, the method comprising steps of:

applying a fluorinated monomer to hair of a subject, wherein the fluorinated monomer is of one of the formulae;

wherein

R₁ is hydrogen;

halogen;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic;

substituted or unsubstituted, branched or unbranched acyl;

substituted or unsubstituted, branched or unbranched aryl;

substituted or unsubstituted, branched or unbranched heteroaryl;

—

OR_A;

—

C(═

O)R_A;

—

CO₂R_A;

—

C(═

O)N(R_A)₂;

—

CN;

—

SCN;

—

SR_A;

—

SOR_A;

—

SO₂R_A;

—

NO_A;

—

N(R_C)₂;

—

NHC(O)R_A;

or —

C(R_A)₃;

wherein each occurrence of R_A is independently a hydrogen, a protecting group, an aliphatic moiety, a heteroaliphatic moiety, an acyl moiety;

an aryl moiety;

a heteroaryl moiety;

alkoxy;

aryloxy;

alkylthio;

arylthio;

amino, alkylamino, dialkylamino, heteroaryloxy;

or heteroarylthio moiety;

R₂ is hydrogen;

halogen;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched aliphatic;

cyclic or acyclic, substituted or unsubstituted, branched or unbranched heteroaliphatic;

substituted or unsubstituted, branched or unbranched acyl;

substituted or unsubstituted, branched or unbranched aryl;

substituted or unsubstituted, branched or unbranched heteroaryl;

—

OR_B;

—

C(═

O)R_B;

—

CO₂R_B;

—

C(═

O)N(R_B)₂;

—

CN;

—

SCN;

—

SR_B;

—

SOR_B;

—

SO₂R_B;

—

NO_B;

—

N(R_B)₂;

—

NHC(O)R_B;

or —

C(R_B)₃;

wherein each occurrence of R_B is independently a hydrogen, a protecting group, an aliphatic moiety, a heteroaliphatic moiety, an acyl moiety;

an aryl moiety;

a heteroaryl moiety;

alkoxy;

aryloxy;

alkylthio;

arylthio;

amino, alkylamino, dialkylamino, heteroaryloxy;

or heteroarylthio moiety; and

wherein R₁ or R₂ comprises at least one fluorine atom; and

polymerizing the monomers in situ on the hair.

117. The method of claim 92, wherein the fluorinated monomer is of one of the formulae:

93-116. -116. (canceled)

118-123. -123. (canceled)

126. (canceled)

128-139. -139. (canceled)

140. A hair with a monomer polymerized on the hair.

141-149. -149. (canceled)