Alkenone-based formulations for topical applications

Patent metadata

Field	Value
Publication number	US-11110043-B2
Application number	US-201615776401-A
Country	US
Kind code	B2
Filing date	Nov 16, 2016
Priority date	Nov 16, 2015
Publication date	Sep 7, 2021
Grant date	Sep 7, 2021

Abstract

The use of long-chain alkenones to impart desired characteristics in personal care compositions for topical applications is described. The preparation of mixtures long-chain alkenones and synthetic derivatives thereof is presented. Examples of compositions include abrasive soaps, with alkenones serving as natural exfoliating agents. Alkenones and their derivatives can serve as emollients, occlusive agents, encapsulating agents, stabilizing agents, binding agents, thickening agents, surfactants, and antimicrobials.

First claim

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:

1. A personal care composition, comprising:
a compound of Formula (I):

wherein
R 1 is methyl or ethyl; and
R 2 is a C 30-45 alkenyl having at least one trans double carbon-carbon bond, or R 2 is a C 30-45 alkyl;
provided that the compound of Formula (I) is not

wherein the composition does not comprise carotenoids and chlorophylls, and the composition does not comprise a total algae lipid extract or an acylglycerol.

2. The personal care composition of claim 1 , further comprising a synthetic agent selected from synthetic solubilizing agents, synthetic emulsifying agents, synthetic humectants, synthetic emollients, synthetic occlusive agents, synthetic surfactants, synthetic preservatives, synthetic binding agents, synthetic thickeners, synthetic solvents, synthetic fragrances, and any combination thereof.

3. The personal care composition of claim 1 , further comprising a naturally occurring agent selected from natural emollients, natural occlusive agents, natural emulsifying agents, natural anti-oxidants, natural colorants, natural fragrances, and any combination thereof.

4. The personal care composition of claim 1 , wherein R 2 is a C 35-45 alkenyl having at least one trans double carbon-carbon bond.

5. The personal care composition of claim 1 , wherein R 2 has 2 to 4 trans double carbon-carbon bonds.

6. The personal care composition of claim 1 , wherein the compound of Formula (I) is selected from the group consisting of:

wherein R 1 is methyl or ethyl, and R 2-C34 is C 34 alkenyl having 2 or 3 trans double carbon-carbon bonds;

wherein R 1 is methyl or ethyl, and R 2-C35 is C 35 alkenyl having 2 or 3 trans double carbon-carbon bonds;

wherein R 1 is methyl or ethyl, and R 2-C36 is C 36 alkenyl having 2 or 3 trans double carbon-carbon bonds;

wherein R 1 is methyl or ethyl, and R 2-C37 is C 37 alkenyl having 1, 2, 3, or 4 trans double carbon-carbon bonds;

wherein R 1 is methyl or ethyl, and R 2-C38 is C 38 alkenyl having 1, 2, 3, or 4 trans double carbon-carbon bonds; and

wherein R 1 is methyl or ethyl and R 2-C39 is C 39 alkenyl having 1, 2, 3, or 4 trans double carbon-carbon bonds.

7. The personal care composition of claim 1 , wherein R 2 has two or more trans double carbon-carbon bonds, and at least two of the trans double carbon-carbon bonds are spaced from one another by 5 carbon atoms.

8. The personal care composition of claim 1 , wherein the composition is in the form of a topical formulation.

9. The personal care composition of claim 1 , wherein the composition is selected from the group consisting of a skin-care composition, a hair-care composition, and a cosmetic composition.

10. The personal care composition of claim 1 , wherein the compound of formula (I) is a waxy solid at room temperature and present from 1-50% w/w of the total composition.

11. The personal care composition of claim 1 , wherein the compound of formula (I) is derived from algae selected from the group consisting of Isochrysis, Emiliania huxleyi , and Gephyrocapsa oceanica.

12. The personal care composition of claim 1 , wherein the composition does not include any petroleum-based waxes or oils, plant-based fats, animal-based fats, or any combination thereof.

13. The personal care composition of claim 1 , wherein the compound of formula (I) is present in an amount of from 5% to 35% w/w of the total composition.

14. The personal care composition of claim 1 , wherein the compound of formula (I) is present in an amount of from 10% to 35% w/w of the total composition.

15. The personal care composition of claim 1 , wherein the compound of formula (I) is present in an amount of from 2% to 15% w/w of the total composition.

16. The personal care composition of claim 1 , wherein the compound of formula (I) is present in an amount of from 5% to 15% w/w of the total composition.

17. A personal care composition, comprising:
an algal extract consisting of a compound of Formula (I):

wherein
R 1 is methyl or ethyl; and
R 2 is a C 30-45 alkenyl having at least one trans double carbon-carbon bond, or R 2 is a C 30-45 alkyl;
provided that the compound of Formula (I) is not

wherein the composition does not comprise carotenoids and chlorophylls, and the composition does not comprise a total algae lipid extract or an acylglycerol.

Assignees

• Oneil Gregory W
• Reddy Christopher M
• WWU
• Woods Hole Oceanographic Inst

Inventors

• O'Neil Gregory W
• Reddy Christopher M

Classifications

• A61K8/9717

  Rhodophycota or Rhodophyta [red algae], e.g. Porphyra · CPC title

• A61K8/9794

  Liliopsida [monocotyledons] · CPC title

• A61K8/35

  Ketones, e.g. benzophenone · CPC title

• A61K8/9761

  Cupressaceae [Cypress family], e.g. juniper or cypress · CPC title

• A61K8/9789

  Magnoliopsida [dicotyledons] · CPC title