Hair care composition

• US 20080187506A1
• Filed: 02/05/2007
• Published: 08/07/2008
• Est. Priority Date: 02/05/2007
• Status: Abandoned Application

• Current Assignee: The Procter & Gamble Company
• Original Assignee: The Procter & Gamble Company
• Inventors: Murphy, Bryan Patrick, Carballada, Jose Antonio, Nijakowski, Timothy Roy, Huyghues-Despointes, Alexis M.J.A., Kalbfleisch, Axel
• Application Number:
  US11/702,308
• Publication Number:
  US 20080187506A1
• Time in Patent Office: Days
• US Class Current: 424/70.12
• CPC Class Codes: A61K 8/466 containing sulfonic acid derivatives; Salts
• CPC Class Codes: A61K 8/4973 with oxygen as the only hetero atom
• CPC Class Codes: A61K 8/498 having 6-membered rings or their condensed derivatives, e.g. coumarin
• CPC Class Codes: A61Q 5/06 Preparations for styling the hair, e.g. by temporary shaping or colouring

Abstract

Hair care composition comprising from about 0.1% to about 20% of a sulfopropyl(meth)acrylate compound, an alpha methylene lactone, or a mixture thereof, wherein the sulfopropyl(meth)acrylate compound and the alpha methylene lactone each have a molecular weight of less than 500 grams/mole; and a dermatologically acceptable carrier.

Claims

1. A hair care composition comprising from about 0.1% to about 20% of a sulfopropyl(meth)acrylate compound, an alpha methylene lactone, or a mixture thereof, wherein the sulfopropyl(meth)acrylate compound and the alpha methylene lactone each have a molecular weight of less than 500 grams/mole;

and a dermatologically acceptable carrier.

2. The composition of claim 1, further comprising from about 0.1% to about 20% of at least one additional compound selected from the group consisting of an ethylenic monomer, a crosslinker, and mixtures thereof, wherein the additional compound has a molecular weight of less than 500 g/mole.

3. The composition of claim 1, further comprising from about 0.1% to about 20% each of an ethylenic monomer and a crosslinker, wherein the ethylenic monomer and the crosslinker each have a molecular weight of less than 500 g/mole.

4. The composition of claim 1, wherein the alpha methylene lactone is selected from the group consisting of alpha-methylene-gamma-butyrolactone, alpha-methylene-gamma-valerolactone, alpha-methylene-epsilon-caprolactone, 3-methylideneoxam-2-one, (5S)-S-(hydroxymethyl)-3-methylidene-oxolam-2-one, 3-methylidene-1-oxaspiro-[4,5]-decan-2-one and mixtures thereof.

5. The composition of claim 2, wherein the ethylenic monomer is selected from the group consisting of mesaconic acid, tert-2-pentenoic acid, tiglic acid, tiglic acid esters, furan-3-acrylic acid, 2-acrylamido-2-methyl-1-propanesulfonic acid, maleamic acid, 3-aminocrotonic acid, crotonic acid esters, itaconic anhydride, trimethylsilylacrylate, poly(ethyleneglycol)acrylates, N-vinylacetamide, 2-acetamidoacrylic acid, vinylsulfonic acid, tetrahydrofurfurylacrylate, N-methyl-N-vinylacetamide, vinylpropionate, vinylanisole, vinylcrotonate, methyl 3-hydroxy-2-methylenebutyrate, and mixtures thereof.

6. The composition of claim 2, wherein the crosslinker is selected from the group consisting of 1,4-bisacryloylpiperazine, methylenebisacrylamide, ethylenebisacrylamide, divinylbenzene, poly-ethyleneglycol di(meth)acrylate, ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, and mixtures thereof.

7. The composition of claim 2, wherein the second compound is an ethylenic monomer, and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof, to the weight percentage of ethylenic monomer is from about 1:

12 to about 12;

1.

8. The composition of claim 2, wherein the second compound is a crosslinker, and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof, to the weight percentage of crosslinker is from about 50:

1 to about 10;

1.

9. The composition of claim 1, wherein the pH of the composition is about 7.0 and below.

10. The composition of claim 1, further comprising from about 0.01% to about 0.1% of a catalyst.

11. The composition of claim 10, wherein the catalyst is selected from the group consisting of 2-pyrrolidinoethanol, 1-piperidine-ethanol, 4-methylmorpholine, 2-morpholinoethanol, tetramethylethylenediamine, salts and/or hydrates of cerium(IV), cobalt(III), manganese(III), iron(III), nickel(II), copper(II), and mixtures thereof.

12. A method of chemically modifying the internal region of a hair shaft, comprising the step of applying to hair a first composition comprising:

a) from about 0.1% to about 20% of a sulfopropyl(meth)acrylate compound, an alpha methylene lactone, or a mixture thereof, wherein the sulfopropyl(meth)acrylate compound and the alpha methylene lactone each have a molecular weight of less than 500 grams/mole; and

a dermatologically acceptable carrier; and

b) applying to the hair a second composition comprising an initiator.

13. The method of claim 12, wherein a second composition comprises the initiator.

14. The method of claim 12, wherein the initiator is light energy.

15. The method of claim 14, wherein the hair to which the first composition has been applied is exposed to the light energy for a period of from about 5 minutes to about 30 minutes.

16. The method of claim 12, further comprising the step of applying to the hair a composition comprising a reducing agent.

17. The method of claim 16, wherein the reducing agent is selected from the group consisting of sodium thioglycolate, anhydrous sodium thiosulfate, powdered sodium metabisulfite, thiourea, ammonium sulfite, thioglycolic acid, thiolacetic acid, ammonium thiolactate, glyceryl monothioglycolate, ammonium thioglycolate, thioglycerol, 2,5-dihydroxybenzoic acid, diammonium dithioglycolate, strontium thioglycolate, calcium thioglycolate, zinc formosulfoxylate, isooctyl thioglycolate, dl-cysteine, monoethanolamine thioglycolate, phosphines, and mixtures thereof.

18. The method of claim 13, wherein the initiator is selected from the group consisting of peroxidisulfates, peroxides, peracids, phosphates, manganates, borates, bis-alkyamidines, sulfites, peroxyesters, bis-cyanocarboxylic acids, alpha-amino acetic acids, sodium peroxydisulfate, 2,2′

-azobis(2-methylpropionamidine)dihydrochloride, 2,2′

-azobisisobutyronitrile, benzoyl peroxide, peracetic acid, ammonium cerium(IV) nitrate, and mixtures thereof.

19. The method of claim 12, wherein the first composition has a pH of about 7.0 and below.

20. The method of claim 13, wherein the first and the second compositions are mixed prior to application to the hair.

21. The method of claim 12, further comprising the step of applying heat to the hair.

22. The method of claim 13, wherein the second composition is applied to the hair after the first composition.

23. The method of claim 22, wherein the second composition is applied from about 5 minutes to about 60 minutes after the first composition.

24. The method of claim 13, wherein the first composition is applied to the hair after the second composition.

25. The method of claim 24, wherein the first composition is applied from about 5 minutes to about 60 minutes after the second composition.

26. The method of claim 13, wherein the first composition and the second composition are applied to a portion of the hair.

27. The method of claim 26, wherein the portion of the hair is proximal to the scalp.

28. The method of claim 12, wherein after chemical modification, the hair exhibits at least one benefit selected from the group consisting of increased style retention, increased style durability, increased appearance of volume, increased resistance to moisture, and combinations thereof.

29. The method of claim 12, wherein after chemical modification, the bending rigidity of the hair is at least 20% greater than the bending rigidity of the same hair prior to chemical modification.

30. The method of claim 12, wherein after chemical modification, the average curl retention number of the hair is at least 20% less than the average curl retention number of the same hair prior to chemical modification.

31. The method of claim 12, wherein the alpha methylene lactone is selected from the group consisting of alpha-methylene-gamma-butyrolactone, alpha-methylene-gamma-valerolactone, alpha-methylene-epsilon-caprolactone, 3-methylideneoxan-2-one, (5S)-S-(hydroxymethyl)-3-methylidene-oxolan-2-one, 3-methylidene-1-oxaspiro-[4,5]-decan-2-one, and mixtures thereof.

32. The method of claim 12, wherein the composition further comprises from about 0.1% to about 20% of at least one additional compound selected from the group consisting of an ethylenic monomer, a crosslinker, and mixtures thereof, wherein the additional compound has a molecular weight of less than 500 g/mole.

33. The method of claim 32, wherein the ethylenic monomer is selected from the group consisting of mesaconic acid, tert-2-pentenoic acid, tiglic acid, tiglic acid esters, furan-3-acrylic acid, 2-acrylamido-2-methyl-1-propanesulfonic acid, maleamic acid, 3-aminocrotonic acid, crotonic acid esters, itaconic anhydride, trimethylsilylacrylate, poly(ethyleneglycol)acrylates, N-vinylacetamide, 2-acetamidoacrylic acid, vinylsulfonic acid, tetrahydrofurfurylacrylate, N-methyl-N-vinylacetamide, vinylpropionate, vinylanisole, vinylcrotonate, methyl 3-hydroxy-2-methylenebutyrate, and mixtures thereof.

34. The method of claim 32, wherein the crosslinker is selected from the group consisting of 1,4-bisacryloylpiperazine, methylenebisacrylamide, ethylenebisacrylamide, divinylbenzene, poly-ethyleneglycol di(meth)acrylate, ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, and mixtures thereof.

35. The method of claim 32, wherein the additional component is an ethylenic monomer, and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof to the weight percentage of ethylenic monomer is from about 1:

12 to about 12;

1.

36. The method of claim 32, wherein the additional component is a crosslinker and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof to the weight percentage of crosslinker is from about 50:

1 to about 10;

1.

37. The method of claim 12, wherein the first composition further comprises from about 0.1% to about 1% of a catalyst.

38. The method of claim 37, wherein the catalyst is selected from the group consisting of 2-pyrrolidinoethanol, 1-piperidine-ethanol, 4-methylmorpholine, 2-morpholinoethanol, tetramethylethylenediamine, salts and/or hydrates of cerium(IV), cobalt(III), manganese(III), iron(III), nickel(II), copper(II), and mixtures thereof.

39. A kit comprising:

a) a first composition comprising from about 0.1% to about 20% of a sulfopropyl(meth)acrylate compound, an alpha methylene lactone, or a mixture thereof, wherein the sulfopropyl(meth)acrylate compound and the alpha methylene lactone each have a molecular weight of less than 500 grams/mole; and

a dermatologically acceptable carrier; and

b) a second composition comprising an initiator;

wherein the first composition and the second composition are separately packaged.

40. The kit of claim 39, further comprising a pH adjusting composition.

41. The kit of claim 40, wherein the pH adjusting composition comprises from about 0.1% to about 10% of at least one multivalent cation.

42. The kit of claim 41, wherein the multivalent cation is selected from the group consisting of magnesium, calcium, strontium, barium, copper, zinc, iron, nickel, cobalt, manganese, aluminum, lanthanum, silver, and complexes and mixtures thereof.

43. The kit of claim 40, wherein the pH adjusting composition has a reserve alkalinity of from about 1 to about 40.

44. The kit of claim 39, further comprising a composition comprising a reducing agent.

45. The kit of claim 44, wherein the reducing agent is selected from the group consisting of sodium thioglycolate, anhydrous sodium thiosulfate, powdered sodium metabisulfite, thiourea, ammonium sulfite, thioglycolic acid, thiolacetic acid, ammonium thiolactate, glyceryl monothioglycolate, ammonium thioglycolate, thioglycerol, 2,5-dihydroxybenzoic acid, diammonium dithioglycolate, strontium thioglycolate, calcium thioglycolate, zinc formosulfoxylate, isooctyl thioglycolate, dl-cysteine, monoethanolamine thioglycolate, phosphines, and mixtures thereof.

46. The kit of claim 39, further comprising at least one additional component selected from the group consisting of a shampoo, a conditioner, a colorant, a styling aid such as a gel, a mousse, a pomade, an implement, an energy delivery device, instructions for complying with a treatment regimen, and combinations thereof.

47. The kit of claim 39, wherein the first composition has a pH of about 7.0 and below.

48. The kit of claim 46, wherein the treatment regimen comprises the step of mixing together the first composition and the second composition prior to application to the hair.

49. The kit of claim 46, wherein the treatment regimen comprises the step of mixing together the first composition, the second composition and the pH adjusting composition prior to application to hair.

50. The kit of claim 46, wherein the treatment regimen comprises the step of mixing together the first composition, the second composition, the pH adjusting composition and the reducing composition prior to application to hair.

51. The kit of claim 46, wherein the treatment regimen comprises the step of applying the first composition to the hair prior to applying the second composition to the hair.

52. The kit of claim 51, wherein the treatment regimen comprises the step of waiting from about 5 minutes to about 60 minutes after application of the first composition before applying the second composition.

53. The kit of claim 52, wherein the treatment regimen comprises the step of waiting about 30 minutes after application of the first composition before applying the second composition.

54. The kit of claim 46, wherein the treatment regimen comprises the step of applying the second composition to the hair prior to applying the first composition to the hair.

55. The kit of claim 54, wherein the treatment regimen comprises the step of waiting from about 5 minutes to about 60 minutes after application of the second composition before applying the first composition.

56. The kit of claim 55, wherein the treatment regimen comprises the step of waiting about 30 minutes after application of the second composition before applying the first composition.

57. The kit of claim 39, wherein the first composition further comprises from about 0.1% to about 20% of at least one additional compound selected from the group consisting of an ethylenic monomer, a crosslinker, and mixtures thereof, wherein the additional compound has a molecular weight of less than 500 g/mole.

58. The kit of claim 57, wherein the ethylenic monomer is selected from the group consisting of mesaconic acid, tert-2-pentenoic acid, tiglic acid, tiglic acid esters, furan-3-acrylic acid, 2-acrylamido-2-methyl-1-propanesulfonic acid, maleamic acid, 3-aminocrotonic acid, crotonic acid esters, itaconic anhydride, trimethylsilylacrylate, poly(ethyleneglycol)acrylates, N-vinylacetamide, 2-acetamidoacrylic acid, vinylsulfonic acid, tetrahydrofurfurylacrylate, N-methyl-N-vinylacetamide, vinylpropionate, vinylanisole, vinylcrotonate, methyl 3-hydroxy-2-methylenebutyrate, and mixtures thereof.

59. The kit of claim 57, wherein the crosslinker is selected from the group consisting of 1,4-bisacryloylpiperazine, methylenebisacrylamide, ethylenebisacrylamide, divinylbenzene, poly-ethyleneglycol di(meth)acrylate, ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, and mixtures thereof.

60. The kit of claim 57, wherein the additional component is an ethylenic monomer, and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof to the weight percentage of ethylenic monomer is from about 1:

12 to about 12;

1.

61. The kit of claim 57, wherein the additional component is a crosslinker and wherein the ratio of the weight percentage of the sulfopropyl(meth)acrylate compound, the alpha methylene lactone, or the combination thereof to the weight percentage of crosslinker is from about 50:

1 to about 10;

1.

62. The kit of claim 39, wherein the first composition further comprises from about 0.1% to about 1% of a catalyst.

63. The kit of claim 62, wherein the catalyst is selected from the group consisting of 2-pyrrolidinoethanol, 1-piperidine-ethanol, 4-methylmorpholine, 2-morpholinoethanol, tetramethylethylenediamine, salts and/or hydrates of cerium(IV), cobalt(III), manganese(III), iron(III), nickel(II), copper(II), and mixtures thereof.

64. The kit of claim 39, wherein the alpha methylene lactone is selected from the group consisting of alpha-methylene-gamma-butyrolactone, alpha-methylene-gamma-valerolactone, alpha-methylene-epsilon-caprolactone, 3-methylideneoxan-2-one, (5S)-S-(hydroxymethyl)-3-methylidene-oxolan-2-one, 3-methylidene-1-oxaspiro-[4,5]-decan-2-one, and mixtures thereof.

65. The kit of claim 39, wherein the initiator is selected from the group consisting of peroxidisulfates, peroxides, peracids, phosphates, manganates, borates, bis-alkyamidines, sulfites, peroxyesters, bis-cyanocarboxylic acids, alpha-amino acetic acids, sodium peroxydisulfate, 2,2′

-azobis(2-methylpropionamidine)dihydrochloride, 2,2′

-azobisisobutyronitrile, benzoyl peroxide, peracetic acid, ammonium cerium(IV) nitrate, and mixtures thereof.

66. The kit of claim 46, wherein the instructions indicate that the treatment regimen results in at least one benefit to the hair to which the compositions are applied, selected from the group consisting of increased style retention, increased style durability, increased appearance of volume, increased resistance to moisture, and combinations thereof.