Compositions containing stabilized retinoid

• US 20030215413A1
• Filed: 03/24/2003
• Published: 11/20/2003
• Est. Priority Date: 03/22/2002
• Status: Abandoned Application

• Current Assignee: L'Oreal SA
• Original Assignee: L'Oreal SA
• Inventors: Hansenne, Isabelle, Meyers, Alan, Cornell, Mark, Re, Thomas, Fares, Hani, Foltis, Sidney P.
• Application Number:
  US10/393,923
• Publication Number:
  US 20030215413A1
• Time in Patent Office: Days
• US Class Current: 424/70.16
• CPC Class Codes: A61K 2800/52 Stabilizers
• CPC Class Codes: A61K 31/07 Retinol compounds, e.g. vitamin A retinoic acids A61K31/203
• CPC Class Codes: A61K 31/11 Aldehydes
• CPC Class Codes: A61K 31/203 Retinoic acids ; Salts thereof
• CPC Class Codes: A61K 8/342 Alcohols having more than seven atoms in an unbroken chain
• CPC Class Codes: A61K 8/37 Esters of carboxylic acids
• CPC Class Codes: A61K 8/671 Vitamin A; Derivatives thereof, e.g. ester of vitamin A acid, ester of retinol, retinol, retinal
• CPC Class Codes: A61K 8/8147 Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 5/00 Preparations for care of the hair

Abstract

The present invention provides compositions useful for skin and/or hair care that contain a retinoid in which the retinoid remains stable over a sustained period of time.

Claims

1. A composition comprising by weight relative to the total weight of the composition about 2.0% to about 7.0% Glycerin, about 0.5% to about 5.0% a homopolymer of acrylic acid, cross-linked with an allyl ether of an allyl ether of pentaerythritol, an allyl ether of sucrose, or an allyl ether of propylene;

about 1.0% to about 7.0% Isostearyl neopentanoate;

about 0.25% to about 2.0% Stearyl alcohol; and

about 0.5% to about 6.0% retinoid.

2. The composition of claim 1, wherein the retinoid is water-soluble or oil-soluble.

3. The composition of claim 1, wherein the retinoid is selected from the group consisting of retinoic acid, a retinol aldehyde, and a retinol ester.

4. The composition of claim 1, wherein the retinoid is a retinol ester.

5. The composition of claim 4, wherein the retinol ester is selected from the group consisting of retinyl acetate, retinyl propionate, retinyl butylate, retinyl hexanoate, retinyl heptanoate, retinyl caprylate, and retinyl palmitate.

6. The composition of claim 1, wherein the retinoid is present in an amount of from 0.001 to 6% by weight relative to the total weight of the composition.

7. The composition of claim 1, wherein the retinoid is present in an amount of from 0.01 to 3% by weight relative to the total weight of the composition.

8. The composition of claim 1, wherein the retinoid is present in an amount of from 0.1 to 1% by weight relative to the total weight of the composition.

9. The composition of claim 1, wherein the retinoid is present in an amount of from 0.15 to 0.75% by weight relative to the total weight of the composition.

10. The composition of claim 1, wherein the retinoid is present in an amount of 0.15%, 0.3% or 0.6% by weight relative to the total weight of the composition.

11. The composition of claim 1, which retains at least about 90% of the retinoid after 12 weeks of storage at 45°

C.

12. A method of making the composition of claim 1, comprising mixing the components.

13. The method of claim 12, wherein the components are mixed under an inert gas.

14. The method of claim 13, wherein the inert gas is argon gas.

15. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 1 to said skin, hair or both.

16. A composition comprising by weight relative to the total weight of the composition a retinoid, about 2.0% to about 7.0% Glycerin;

about 0.05% to about 0.75% acrylates/C₁₀-C₃₀ alkyl acrylate copolymers;

about 0.05% to about 0.75% a homopolymer of acrylic acid, cross-linked with an allyl ether of an allyl ether of pentaerythritol, an allyl ether of sucrose, or an allyl ether of propylene;

about 1.0% to about 6.0% Capric/Caprylic Triglyceride;

about 1.0% to about 8.0% Meadowfoam seed oil;

about 0.25% to about 2.0% Cetearyl alcohol;

about 0.25% to about 1.0% Behehyl alcohol; and

about 0.25% to about 2.0% Triethanolamine.

17. The composition of claim 16, wherein the retinoid is water-soluble or oil-soluble.

18. The composition of claim 16, wherein the retinoid is selected from the group consisting of retinoic acid, a retinol aldehyde, and a retinol ester.

19. The composition of claim 16, wherein the retinoid is a retinol ester.

20. The composition of claim 16, wherein the retinol ester is selected from the group consisting of retinyl acetate, retinyl propionate, retinyl butylate, retinyl hexanoate, retinyl heptanoate, retinyl caprylate, and retinyl palmitate.

21. The composition of claim 16, wherein the retinoid is present in an amount of from 0.001 to 10% by weight relative to the total weight of the composition.

22. The composition of claim 16, wherein the retinoid is present in an amount of from 0.01 to 3% by weight relative to the total weight of the composition.

23. The composition of claim 16, wherein the retinoid is present in an amount of from 0.1 to 1% by weight relative to the total weight of the composition.

24. The composition of claim 16, wherein the retinoid is present in an amount of from 0.15 to 0.75% by weight relative to the total weight of the composition.

25. The composition of claim 16, wherein the retinoid is present in an amount of 0.15%, 0.3% or 0.6% by weight relative to the total weight of the composition.

26. The composition of claim 16, which retains at least about 90% of the retinoid after 12 weeks of storage at 45°

C.

27. A method of making the composition of claim 16, comprising mixing the components.

28. The method of claim 27, wherein the components are mixed under an inert gas.

29. The method of claim 28, wherein the inert gas is argon gas.

30. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 16 to said skin, hair or both.

31. The composition of claim 16, which comprises by weight relative to the total weight of the composition 3.0% Glycerin;

0.2% of an acrylates/C₁₀-C₃₀ alkyl acrylate copolymers;

0.4% of a homopolymer of acrylic acid, cross-linked with an allyl ether of an allyl ether of pentaerythritol, an allyl ether of sucrose, or an allyl ether of propylene;

3.0% Capric/Caprylic Triglyceride;

3.0% Meadowfoam seed oil;

1.0% Cetearyl alcohol;

0.5% Behehyl alcohol; and

1.2% Triethanolamine.

32. The composition of claim 31, which comprises 0.15% retinoid by weight relative to the total weight of the composition.

33. The composition of claim 32, wherein the retinoid is retinol.

34. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 31 to said skin, hair or both.

35. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 32 to said skin, hair or both.

36. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 33 to said skin, hair or both.

37. The composition of claim 31, which comprises 0.3% retinoid by weight relative to the total weight of the composition.

38. The composition of claim 37, wherein the retinoid is retinol.

39. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 37 to said skin, hair or both.

40. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 38 to said skin, hair or both.

41. The composition of claim 31, which comprises 0.6% retinoid by weight relative to the total weight of the composition.

42. The composition of claim 41, wherein the retinoid is retinol.

43. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 41 to said skin, hair or both.

44. In a method of providing a retinoid to skin, hair or both, the improvement comprising applying the composition of claim 42 to said skin, hair or both.