Prevention of the oxidation of perfumery raw materials and food raw materials

Patent metadata

Field	Value
Publication number	US-12435294-B2
Application number	US-201917290804-A
Country	US
Kind code	B2
Filing date	Oct 31, 2019
Priority date	Nov 2, 2018
Publication date	Oct 7, 2025
Grant date	Oct 7, 2025

Abstract

The various aspects presented herein relate to methods for the reduction, prevention and/or inhibition of the oxidation of perfume ingredients, formulated perfumes, formulated body care products, formulated skin care products, formulated homecare products, essential oils, food raw materials, formulated food products and natural extracts.

First claim

The invention claimed is:

1. A method, wherein the method reduces, prevents, or ameliorates the POV of a perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material, the method comprising:
a. adding at least one remediant selected from the group consisting of: a linear and/or branched series of at least one α-oxocarboxylic acid bonded to a multi-dentate amine compound via ionic bonds, a thiol, sulphur-containing peptides, sulphur-containing proteins, phosphorylated ascorbic acid analogues, ascorbate esters, ascorbic acid salts, oxalic acid monoesters, oxalic acid monoester salts, silane hydride compounds, diesters of oxaloacetic acid, salts of diesters of oxaloacetic acid, glyoxylic acid, and salts of glyoxylic acid to the perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material having a first POV level; and
b. mixing the at least one remediant into the perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material for a time sufficient to reduce the first POV level to a pre-determined second lower level.

2. The method of claim 1 , wherein the method reduces, prevents, or ameliorates skin irritation induced by the formulated perfume, body care product, homecare product, cosmetic product, or perfumery raw material in a subject in need thereof.

3. The method of claim 1 , wherein the perfumery raw material is treated prior to the incorporation into a perfume.

4. The method of claim 1 , wherein the perfumery raw material is treated after incorporation into a perfume.

5. The method of claim 1 , wherein the food raw material is treated prior to the incorporation into a flavored article, nutritional supplement.

6. The method of claim 1 , wherein the food raw material is incorporated after the incorporation into a flavored article, nutritional supplement.

7. The method of claim 1 , wherein the concentration of the at least one remediant ranges from 0.001 to 10 weight percent, after the addition to the formulated perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material.

8. The method of claim 1 , wherein the thiol is selected from the group consisting of: glutathione, N-acetylcysteine methyl ester, and cysteine ethyl ester hydrochloride.

9. The method of claim 1 , wherein the ascorbate ester is ascorbyl palmitate.

10. The method of claim 1 , wherein the ascorbate salt is triethanolammonium ascorbate.

11. The method of claim 1 , wherein the salt of the diester of oxaloacetic acid is diethyloxaloacetate, sodium salt.

12. The method of claim 1 , wherein the salt of glyoxylic acid is triethanolamine glyoxylate.

13. The method of claim 1 , wherein the α-oxocarboxylic acid is selected from the group consisting of: pyruvic acid, 2-oxovaleric acid, phenylglyoxylic acid, 2-oxobutyric acid, 2-oxo-2-furanacetic acid, oxaloacetic acid, α-ketoglutaric acid, 2-oxopentandioate, indole-3-pyruvic acid, 2-thiopheneglyoxylic acid, trimethylpyruvic acid, 2-oxoadipic acid, 4-hydroxyphenylpyruvic acid, phenylpyruvic acid, 2-oxooctanoic acid, and mixtures thereof.

14. The method of claim 1 , wherein the pre-determined second lower level is between 5 and 20 mmol/L.

15. The method of claim 1 , wherein the pre-determined second lower level is between 0 and 6 mmol/L.

16. The method of claim 1 , further comprising removing the α-oxocarboxylic acid from the formulated perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material having the pre-determined second lower level.

17. The method of claim 16 , wherein the step of removing the α-oxocarboxylic acid from the formulated perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material comprises a liquid-liquid extraction.

18. The method of claim 1 , further comprising treating the formulated perfume, body care product, cosmetic product, homecare product, perfumery raw material, flavored article, nutritional supplement, or food raw material with a carbonate salt after removing the α-oxocarboxylic acid to reduce the acidity of the formulated perfume, body care product, perfumery raw material, flavored article, nutritional supplement, or food raw material.

Assignees

• Firmenich & Cie

Inventors

• Calandra Michael
• Wang Ying
• Sriyarathne Dushanee
• Womack Gary
• De Nanteuil Florian
• Van Sleeuwen Rutger
• Macdougall Brian
• Lam Tieu-Vey
• Breton Sylvie

Classifications

• C11B9/0034

  the ring containing six carbon atoms · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K2800/522

  Antioxidants; Radical scavengers · CPC title

• A61K8/365

  Hydroxycarboxylic acids; Ketocarboxylic acids · CPC title

• A23V2002/00

  Food compositions, function of food ingredients or processes for food or foodstuffs · CPC title