Alkoxylated fatty alcohol dicarboxylic acid esters

• US 6,476,254 B1
• Filed: 10/01/1999
• Issued: 11/05/2002
• Est. Priority Date: 10/02/1998
• Status: Expired due to Term

• Current Assignee: Croda, Inc. (Croda International Plc (Technology Investment Group))
• Original Assignee: Croda, Inc. (Croda International Plc (Technology Investment Group))
• Inventors: Obukowho, Patrick, Pereira, Abel G.
• Primary Examiner(s): Rotman, Alan L.
• Assistant Examiner(s): Oh, Taylor V.
• Application Number:
  US09/410,585
• Time in Patent Office: 1,131 Days
• Field of Search: 560/198, 560/182, 560/204
• US Class Current: 560/198
• CPC Class Codes: A61K 8/39 Derivatives containing from 2 to 10 oxyalkylene groups
• CPC Class Codes: A61Q 15/00 Anti-perspirants or body deodorants deodorisation of air A61L9/00
• 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 5/12 Preparations containing hair conditioners

Abstract

Fatty alkoxylated esters consisting of diesters of aliphatic or aromatic dicarboxylic acids, formed by reacting the acid with a stoichiometric excess of one or more polyalkoxylated fatty alcohols. Non-aqueous compositions for topical application are also disclosed including one or more active ingredients, and an emollient agent of the fatty alkoxylated esters of the present invention.

Claims

1. A fatty alkoxylated ester of dicarboxylic acid having the formula

where

is a dicarboxylic group of said dicarboxylic acid, B includes from 4 to 12 carbon atoms, x is greater than y, and the sum of x and y is greater than 2;

R₁ and R₂, same or different, are each a fatty all group, and wherein said fatty alkoxylated ester has a skin spread far of less than about 8 or a viscosity of less than 19,000 cps.

2. The fatty alkoxylated ester of claim 1, wherein R₁ and R₂ contain from 8 to 36 carbon atoms.

3. The fatty alkoxylated ester of claim 2, wherein R₁ and R₂ each contain from 10 to 22 carbon atoms.

4. The fatty alkoxylated ester of claim 3, wherein R₁ and R₂ are each a myristyl fatty group.

5. The fatty alkoxylated ester of claim 1, wherein said dicarboxylic acid is selected from the group consisting of adipic and phthalic.

22. The fatty alkoxylated ester of claim 1, wherein x is 4 to 6, and y is 2 to 4.

23. The fatty alkoxylated ester of claim 1, wherein x is 2, and y is 0.

24. The fatty alkoxylated ester of claim 1, wherein said dicarboxylic group has 10 carbons or less, said dicarboxylic acid being saturated or unsaturated, substituted or unsubstituted.

26. The fatty alkoxylated ester of claim 1 or 25, wherein x is from 0 to 40, and y is from 0 to 30.

27. The fatty alkoxylated ester of claim 1 or 25, wherein x is from 0 to 15, and y is from 0 to 15, and the sum of x and y does not exceed 25.

28. The fatty alkoxylated ester of claim 1 or 25, wherein R₁ and R₂ each have 14 to 16 carbon atoms.

6. A composition of matter having the formula

wherein B includes 4 to 12 carbon atoms, saturated or unsaturated, substituted or unsubstituted, and R₁ and R₂ may be the same or different and each are fatty alcohols of 10 to 22 carbons, saturated or unsaturated, substituted or substituted;

x is 1 to 40 and y is 0 to 30 with the proviso that if y is 0, x is at least 2 and with the further proviso that x is greater than y and the sum of x and y is greater than 2.

7. The composition of matter of claim 6 wherein x is 10, y is 2, B is 4 and R₁ and R₂ are each 14 carbons.

8. A composition of matter having the formula

wherein B includes 4 carbon atoms, R₁ and R₂ are each 14 carbons in length, x is 0 and y is 3.

9. An aqueous topical preparation comprising between about 0.20 and about 40.0 percent by weight of an active ingredient, between about 0.20 and about 40.0 percent of an fatty alkoxylated ester of a dicarboxylic acid having the formula

wherein

is a dicarboxylic group of said dicarboxylic acid, B includes 4 to 12 carbon atoms, the sum of x and y is greater than 2 and x is greater than y, with the proviso that if B is 4, x is 0 and y is 3;

R₁ and R₂, same or different, are each a fatty alkyl group;

said fatty alkoxylated ester having a skin spread factor of less then about 8 and a viscosity of less than 19,000 cps.

10. The aqueous topical preparation of claim 9, wherein x varies from 1 to 40 and y varies from 1 to 40, with the proviso that if y is 0, x is 2.

11. The aqueous topical preparation of claim 9, wherein x varies from 1 to 40 and y varies from 1 to 30, with the proviso that if y is 0, x is 2.

12. The aqueous topical preparation of claim 10 or 11 wherein said active agent is a sunscreen, pigment, moisturizer, film former, detergent, thickening agent, emulsifier, antiseptic agent, conditioner or deodorant.

13. The aqueous topical preparation of claim 10 or 11 wherein said active agent and said fatty alkoxylated ester of a dicarboxylic acid range from about 3 to about percent by weight respectively.

14. A non-aqueous topical preparation comprising between about 0.20 ad 99.0 percent by weight of an active ingredient and 0.20 to about 99.0 percent by weight of a fatly alkoxylated ester of a dicarboxylic acid having the formula

wherein

is a dicarboxylic group of said dicarboxylic acid, B includes 4 to 12 carbon atoms, the sum of x and y is greater than 2 and x is greater than y, with the proviso hat if B is 4, x is 0 and y is 3;

R₁ and R₂, same or different, are each a fay alkyl group, said fatty alkoxylated ester having a skin spread factor of less than 8 and a viscosity of less than 19,000 cps.

15. The non-aqueous topical preparation of claim 14, wherein x varies from 0 to 40 and y varies from 0 to 40.

16. The non-aqueous topical preparation of claim 14, wherein x varies from 1 to 40 and y varies from 1 to 30, with the proviso that if y is 0, x is 2.

17. The non-aqueous topical preparation of claim 15 or 16 wherein said active agent is a sunscreen, pigment, moisturizer, film former, detergent, thickening agent, emulsifier, antiseptic agent, conditioner or deodorant.

18. The non-aqueous topical preparation of claim 15 or 16 wherein said active agent and said fatty alkoxylated ester of a dicarboxylic acid range from about 25 to about 75 percent by weight respectively.

19. A composition of matter having the formula

wherein B includes 4 to 12 carbon atoms, saturated or unsaturated, substituted or unsubstituted, and R₁ and R₂ may be the same or different and each are fatty alcohols of 14 to 16 carbons which may be saturated or unsaturated, substituted or unsubstituted, x is 2 to 6 and y is 2 to 6.

20. The composition of matter of claim 19 wherein x is 4 to 6 and y is 2 to 4.

21. The composition of matter of claim 19 wherein x is 4 to 6 and y is 2 to 4 and wherein x is greater than y.

25. A fatty alkoxylated ester of dicarboxylic acid having the formula

wherein B includes 4 carbon atoms, the sum of x and y is greater than 2, and R₁ and R₂, same or different, is a fatty alkyl group, said fatty alkoxylated ester having a skin spread factor of less than about 8 or a viscosity of less than 19,000 cps.