Composition, method, and kit for the bleaching or permanent reshaping of keratin fibers, comprising at least one thickening polymer with an aminoplast-ether skeleton

• US 6,984,250 B1
• Filed: 11/10/2000
• Issued: 01/10/2006
• Est. Priority Date: 12/08/1999
• Status: Expired due to Fees

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Allard, Delphine, Legrand, Frédéric
• Primary Examiner(s): Kopec, Mark
• Assistant Examiner(s): Elhilo, Eisa
• Application Number:
  US10/149,008
• Time in Patent Office: 1,887 Days
• Field of Search: 840/1, 855/2, 860/2, 810/1, 810/7, 811/0, 524/590, 525/406
• US Class Current: 8/401
• CPC Class Codes: A61K 8/19 containing inorganic ingredients
• CPC Class Codes: A61K 8/365 Hydroxycarboxylic acids; Ketocarboxylic acids
• CPC Class Codes: A61K 8/447 containing sulfur
• CPC Class Codes: A61K 8/46 containing sulfur A61K8/44 takes precedence
• CPC Class Codes: A61K 8/676 Ascorbic acid, i.e. vitamin C
• CPC Class Codes: A61K 8/731 Cellulose; Quaternized cellulose derivatives
• CPC Class Codes: A61K 8/84 obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
• CPC Class Codes: A61K 8/86 Polyethers
• CPC Class Codes: A61Q 5/04 Preparations for permanent waving or straightening the hair
• CPC Class Codes: A61Q 5/08 Preparations for bleaching the hair
• CPC Class Codes: A61Q 5/10 Preparations for permanently dyeing the hair

Abstract

A ready-to-use composition, a method, and a kit for the bleaching or permanent reshaping of keratin fibers, and in particular human keratin fibers such as the hair, comprising at least one reducing agent and at least one thickening polymer with an aminoplast-ether skeleton. This novel composition, method, and kit can be used to bleach or permanently reshape hair without dripping or falls in viscosity over time.

Claims

1. A ready-to-use composition for the bleaching or permanent reshaping of keratin fibers comprising, in a medium suitable for bleaching or permanent reshaping, at least one reducing agent, and at least one thickening polymer with an aminoplast-ether skeleton.

2. The composition according to claim 1, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (I):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

p is a positive integer; and

RO is a hydrophobic group linked to the alkylene units of the AMP residue.

3. The composition according to claim 1, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (II):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms; and

p and q are positive integers.

4. The composition according to claim 1, wherein said at least one thickening polymer with an aminoplast-ether skeleton is chosen from structures (III) and (IIIa):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms;

p and q are positive integers;

R2 and R3, which may be identical or different, represent an end group chosen from a hydrogen atom, a RO₁H group, a RO₂H group, a AMP(OR)p group, and a monofunctional group; and

a is a number greater than 1.

5. The composition according to claim 4, wherein said monofunctional group is chosen from an alkyl, a cycloalkyl, an aryl, an aralkyl, an alkylaryl, an alkyloxyalkyl, an aryloxyalkyl, and a cycloalkoxyalkyl.

6. The composition according to claim 2, wherein said aminoplast residue is chosen from structures (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII), (XIII), (XIV), and (XV):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

R1 is a C₁-C₄ alkyl;

y is a number at least equal to 2; and

x is 0 or 1.

7. The composition according to claim 3, wherein said aminoplast residue is chosen from structures (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII), (XIII), (XIV), and (XV):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

R1 is a C₁-C₄ alkyl;

y is a number at least equal to 2; and

x is 0 or 1.

8. The composition according to claim 4, wherein said aminoplast residue is chosen from structures (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII), (XIII), (XIV), and (XV):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

R1 is a C₁-C₄ alkyl;

y is a number at least equal to 2; and

x is 0 or 1.

9. The composition according to claim 2, wherein said aminoplast residue corresponds to structure (XVI):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

p is a positive integer; and

is 0 or 1.

10. The composition according to claim 3, wherein said aminoplast residue corresponds to structure (XVI):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

p is a positive integer; and

x is 0 or 1.

11. The composition according to claim 4, wherein said aminoplast residue corresponds to structure (XVI):

wherein;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

p is a positive integer; and

x is 0 or 1.

12. The composition according to claim 2, wherein said alkyleneoxy residue corresponds to a diol of the general formula (XVII):

HO—

(ZO)y-(Z1(Z2O)w)t-(Z′

O)y′

-Z3OH 

 

(XVII)

wherein;

y and y′

are numbers ranging from 0 to 1000;

t and w are numbers ranging from 0 to 10;

Z, Z′

, Z2 and Z3 are C₂-C₄ alkylene radicals; and

Z1 is chosen from a linear or cyclic, branched or unbranched, aromatic or nonaromatic radical optionally comprising one or more hetero atoms containing from 1 to 40 carbon atoms.

13. The composition according to claim 3, wherein said alkyleneoxy residue corresponds to a diol of the general formula (XVII):

HO—

(ZO)y-(Z1 (Z2O)w)t-(Z′

O)y′

-Z3OH 

 

(XVII)

wherein;

y and y′

are numbers ranging from 0 to 1000;

t and w are numbers ranging from 0 to 10;

Z, Z′

, Z2 and Z3 are C₂-C₄ alkylene radicals; and

Z1 is chosen from a linear or cyclic, branched or unbranched, aromatic or nonaromatic radical optionally comprising one or more hetero atoms containing from 1 to 40 carbon atoms.

14. The composition according to claim 4, wherein said alkyleneoxy residue corresponds to a diol of the general formula (XVII):

HO—

(ZO)y-(Z1 (Z2O)w)t-(Z′

O)y′

-Z3OH 

 

(XVII)

wherein;

y and y′

are numbers ranging from 0 to 1000;

t and w are numbers ranging from 0 to 10;

Z, Z′

, Z2 and Z3 are C₂-C₄ alkylene radicals; and

Z1 is chosen from a linear or cyclic, branched or unbranched, aromatic or nonaromatic radical optionally comprising one or more hetero atoms containing from 1 to 40 carbon atoms.

15. The composition according to claim 12, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4)— and

—

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₃ acyl radical, with the proviso that at least one of the radicals Z4 is other than acyl.

16. The composition according to claim 12, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4)— and

—

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom and a methyl radical.

17. The composition according to claim 13, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4)— and

—

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₃ acyl radical, with the proviso that at least one of the radicals Z4 is other than acyl.

18. The composition according to claims 13, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4)— and

—

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom and a methyl radical.

19. The composition according to claim 14, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4)— and

—

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₃ acyl radical, with the proviso that at least one of the radicals Z4 is other than acyl.

20. The composition according to claim 14, wherein Z, Z′

, Z2 and Z3 are chosen from radicals —

CH2—

CH(Z4>

and —

CH2—

CH(Z4)—

CH2—

, wherein Z4 is chosen from a hydrogen atom and a methyl radical.

21. The composition according to claim 12, wherein t=0;

and Z, Z′ and

Z3 denote —

CH2CH2—

, wherein at least one from among y and y′

has a value other than 0.

22. The composition according to claim 13, wherein t=0;

and Z, Z′ and

Z3 denote —

CH2CH2—

, wherein at least one from among y and y′

has a value other than 0.

23. The composition according to claim 14, wherein t=0;

and Z, Z′ and

Z3 denote —

CH2CH2—

, wherein at least one from among y and y′

has a value other than 0.

24. The composition according to claim 1, wherein said at least one thickening polymer with an aminoplast-ether skeleton is chosen from PEG-180/Octoxynol-40/TMMG Copolymer, PEG-180/Laureth-50/TMMG Copolymer, and Polyether-1.

25. The composition according to claim 1, wherein said at least one thickening polymer with an aminoplast-ether skeleton is present in an amount ranging from 0.01% to 10% by weight relative to the total weight of the composition.

26. The composition according to claim 25, wherein said at least one thickening polymer with an aminoplast-ether skeleton is present in an amount ranging from 0.1% to 5% by weight relative to the total weight of the composition.

27. The composition according to claim 1, wherein said at least one reducing agent is chosen from thiols, cysteamine and its salts, and sulfites.

28. The composition according to claim 27, wherein the thiols are chosen from cysteine, thioglycolic acid, thiolactic acid, salts thereof, and esters thereof.

29. The composition according to claim 1, wherein said at least one reducing agent is chosen from ascorbic acid, its salts and its esters, and erythorbic acid, its salts and its esters.

30. The composition according to claim 27, wherein said at least one reducing agent is present in an amount ranging from 0.1% to 30% by weight relative to the total weight of the composition.

31. The composition according to claim 30, wherein said at least one reducing agent is present in an amount ranging from 0.5% to 20% by weight relative to the total weight of the composition.

32. The composition according to claim 1, further comprising at least one cationic or amphoteric polymer.

33. The composition according to claim 32, wherein said at least one cationic polymer is a poly(quaternary ammonium) polymer having repeat units corresponding to formula (W):

.

34. The composition according to claim 32, wherein said at least one cationic polymer is a poly(quaternary ammonium) polymer having repeat units corresponding to formula (U):

35. The composition according to claim 32, wherein said at least one amphoteric polymer is a copolymer comprising at least, as monomers, acrylic acid and a dimethyldiallylammonium salt.

36. The composition according to claim 32, wherein said at least one cationic or amphoteric polymer is present in an amount ranging from 0.01% to 10% by weight relative to the total weight of the composition.

37. The composition according to claim 36, wherein said at least one cationic or amphoteric polymer is present in an amount ranging from 0.05% to 5% by weight relative to the total weight of the composition.

38. The composition according to claim 37, wherein said at least one cationic or amphoteric polymer is present in an amount ranging from 0.1% to 3% by weight relative to the total weight of the composition.

39. The composition according to claim 1, further comprising at least one surfactant chosen from anionic, cationic, nonionic and amphoteric surfactants.

40. The composition according to claim 39, wherein said at least one surfactant is present in an amount ranging from 0.01% to 30% by weight relative to the total weight of the composition.

41. The composition according to claim 40, wherein said at least one surfactant is present in an amount ranging from 0.1% to 20% by weight relative to the total weight of the composition.

42. The composition according to claim 1, further comprising at least one additional thickener.

43. The composition according to claim 42, wherein said at least one additional thickener is chosen from a cellulose derivative, a guar derivative, a gum of microbial origin, and a synthetic thickener.

44. The composition according to claim 42, wherein said at least one additional thickener is present in an amount ranging from 0.05% to 10% by weight relative to the total weight of the composition.

45. The composition according to claim 1, further comprising at least one acidifying or basifying agent in an amount ranging from 0.01% to 30% by weight relative to the total weight of the composition.

46. The composition according to claim 45, wherein said at least one basifying agent is chosen from aqueous ammonia, alkali metal carbonates, alkanolamines, oxyethylenated and/or oxypropylenated hydroxyalkylamines and ethylenediamines, sodium hydroxide, potassium hydroxide and the compounds of formula (XIX) below:

wherein;

R is a propylene residue optionally substituted with a hydroxyl group or a C₁-C₄ alkyl radical; and

R₃₈, R₃₉, R₄₀ and R₄₁, which may be identical or different, are chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ hydroxyalkyl radical.

47. The composition according to claim 46, wherein said alkanolamine is chosen from at least one of monoethanolamine, diethanolamine, triethanolamine, and derivatives thereof.

48. The composition according to claim 45, wherein said at least one acidifying agent is chosen from mineral acids and organic acids.

49. The composition according to claim 48, wherein said mineral acids and organic acids are chosen form hydrochloric acid, orthophosphoric acid, carboxylic acids, and sulfonic acids.

50. The composition according to claim 49, wherein said carboxylic acids are chosen from tartaric acid, citric acid and lactic acid.

51. The composition according to claim 1, obtained by extemporaneously mixing, at the time of use, at least one anhydrous composition containing at least one reducing agent and at least one aqueous composition, wherein at least one of the anhydrous and aqueous compositions contains at least one thickening polymer with an aminoplast-ether skeleton.

56. The composition according to claim 51, wherein said at least one anhydrous composition is in pulverulent form.

58. The composition according to claim 51, wherein said at least one anhydrous composition contains at least one additive chosen from mineral and organic fillers, binders, lubricants, and colorants or matt-effect agents.

59. The composition according to claim 58, wherein said mineral and organic fillers are silica or clays, said binders are vinylpyrrolidone, oils or waxes, polyalkylene glycols or polyalkylene glycol derivatives, said lubricants are polyol stearates or alkali metal or alkaline-earth metal stearates, and said colorants or matt-effect agents are titanium oxides.

60. The composition according to claim 58, wherein each of said at least one additive is present in an amount ranging from 0% to 30% by weight relative to the total weight of the composition.

61. The composition according to claim 1, wherein said composition is aqueous.

62. The composition according to claim 61, wherein said composition contains at least one organic solvent.

63. The composition according to claim 62, wherein said at least one organic solvent is present in an amount ranging from 0.5% to 20% by weight relative to the total weight of the composition.

64. The composition according to claim 63, wherein said at least one organic solvent is present in an amount ranging from 2% to 10% by weight relative to the total weight of the composition.

65. The composition according to claim 1, having a pH ranging from 1.5 to 12.

66. The composition according to claim 1, for the bleaching of keratin fibers, having a pH ranging from 1.5 to 10.

67. The composition according to claim 66, wherein the pH ranges from 1.5 to 7.

68. The composition according to claim 1, for the permanent reshaping of keratin fibers, having a pH ranging from 6 to 12.

69. The composition according to claim 68, wherein the pH ranges from 7 to 11.

70. The composition according to claim 51, wherein said thickening polymer with an aminoplast-ether skeleton is in said at least one aqueous composition.

52. An anhydrous composition for the bleaching or permanent reshaping keratin fibers, comprising:

(a) at least one reducing agent, and

(b) at least one thickening polymer with an aminoplast-ether skeleton.

53. The composition according to claim 52, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (I):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

p is a positive integer; and

RO is a hydrophobic group linked to the alkylene units of the AMP residue.

54. The composition according to claim 52, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (II):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms; and

p and q are positive integers.

55. The composition according to claim 52, wherein said at least one thickening polymer with an aminoplast-ether skeleton is chosen from structures (III) and (IIIa):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms;

p and q are positive integers;

R2 and R3, which may be identical or different, represent an end group chosen from a hydrogen atom, a RO₁H group, a RO₂H group, a AMP(OR)p group and a monofunctional group; and

a is a number greater than 1.

57. The composition according to claim 52, wherein said at least one anhydrous composition is in pulverulent form.

71. A method for bleaching or permanently reshaping keratin fibers, said method comprising:

(a) applying a ready-to-use composition to wet or dry keratin fibers, in a medium suitable for bleaching or permanent reshaping, wherein said medium contains at least one reducing agent, and at least one thickening polymer with an aminoplast-ether skeleton, and

(b) rinsing the fibers after leaving said composition in contact with said keratin fibers for a period of time ranging from 1 to 60 minutes.

72. The method according to claim 71, wherein said composition is left in contact with said keratin fibers for a period of time ranging from 10 to 45 minutes.

73. The method according to claim 71, further comprising washing the keratin fibers with shampoo and rinsing the keratin fibers.

74. The method according to claim 73, further comprising drying the keratin fibers.

75. The method according to claim 71, further comprising, following the rinsing step, the application of an oxidizing composition to the keratin fibers and the rinsing of the fibers after leaving said oxidizing composition in contact with said fibers for a period of time ranging from 1 to 20 minutes.

76. The method according to claim 75, wherein said oxidizing composition is left in contact with said keratin fibers for a period of time ranging from 1 to 10 minutes.

77. The method according to claim 75, further comprising washing the keratin fibers with shampoo and rinsing the keratin fibers.

78. The method according to claim 77, further comprising drying the keratin fibers.

79. A two-compartment device or kit for the bleaching or permanent reshaping of keratin fibers, wherein the first compartment contains at least one pulverant or at least one aqueous composition, and the second compartment contains at least one aqueous composition, wherein at least one of the two compartments contains at least one reducing agent and at least one of the two compartments contains at least one thickening polymer with an aminoplast-ether skeleton.

80. The device or kit according to claim 79, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (I):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

p is a positive integer; and

RO is a hydrophobic group linked to the alkylene units of the AMP residue.

81. The device or kit according to claim 79, wherein said at least one thickening polymer with an aminoplast-ether skeleton corresponds to the general structure (II):

wherein;

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms; and

p and q are positive integers.

82. The device or kit according to claim 79, wherein said at least one thickening polymer with an aminoplast-ether skeleton is chosen from structures (III) and (IIIa):

wherein

AMP is an aminoplast residue with alkylene units;

R is chosen from a hydrogen atom, a C₁-C₄ alkyl radical, and a C₁-C₄ acyl radical;

RO₁ is a divalent alkyleneoxy residue;

RO is a hydrophobic group linked to the alkylene units of the AMP residue;

RO₂ is a hydrophobic group other than RO linked to the AMP residue via a hetero atom and comprising at least two carbon atoms;

p and q are positive integers;

R2 and R3, which may be identical or different, represent an end group chosen from a hydrogen atom, a RO₁H group, a RO₂H group, a AMP(OR)p group and a monofunctional group; and

a is a number greater than 1.