Compounds for a controlled release of active perfuming molecules

Patent metadata

Field	Value
Publication number	US-11155772-B2
Application number	US-201314386809-A
Country	US
Kind code	B2
Filing date	Mar 19, 2013
Priority date	Mar 20, 2012
Publication date	Oct 26, 2021
Grant date	Oct 26, 2021

Abstract

The present invention relates to the field of perfumery. More particularly, it concerns compounds comprising at least one β-thio carbonyl or nitrile moiety capable of liberating an active molecule selected from an α,β-unsaturated ketone, aldehyde or nitrile. The present invention concerns also the use of said compounds in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's compounds. (I) wherein: a) m represents an integer from 1 to 6; b) Pro represents a hydrogen atom or a group susceptible of generating an odoriferous α,β-unsaturated ketone, aldehyde or nitrile and is represented by the formulae (II) or (II′) in which the wavy line indicates the location of the bond between said Pro and the sulfur atom S; and at least one of the Pro groups is of the formula (II) or (II′).

First claim

What is claimed is:

1. A method to confer, enhance, improve or modify the odor properties of a perfuming composition or of a perfumed article, which method comprises adding to said composition or article an effective amount of at least a compound of formula (I):

wherein:
a) m represents an integer from 1 to 2;
b) Pro represents a hydrogen atom or is a group of the formulae

in which formulae the wavy line indicates the location of the bond between said Pro and the S atom, the dotted lines represent a single or double bond, R 7 indicating a hydrogen atom or a methyl group;
and with the proviso that at least one of the Pro groups is of the formulae (P-1) to (P-16) as defined hereinabove;
c) X represents an oxygen atom;
d) R represents a CH(Me), CH 2 , CH 2 CH 2 , CH 2 CH 2 CH 2 , CH(Me)CH 2 , CH(CH 2 COOH) or CH(CH 2 COOM) group, M being an alkaline metal cation; and
e) G represents a sodium or potassium cation or a Si(Me) 3 group.

2. The method as recited in claim 1 , wherein said group Pro is a group of the formulae (P-1), (P-2), (P-3), (P-4), (P-5), (P-6), or (P-7).

3. The method as recited in claim 1 , wherein said m is 1.

4. The method as recited in claim 1 wherein said compound comprises a compound of formula

wherein Pro and G have the meaning indicated in claim 1 , n is 1 or 2, and R 8 represents a hydrogen atom or a methyl group or a CH 2 COOH or a CH 2 COOM group, with M being an alkaline metal cation or an ammonium cation.

5. A perfuming composition comprising as a perfuming ingredient to confer, enhance, improve or modify the odor properties of a perfumed article, comprising:
a) as perfuming ingredient, at least one compound of formula (I) as defined in claim 1 ;
b) at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and
c) optionally, at least one perfumery adjuvant.

6. A perfuming consumer product which comprises
i) as perfuming ingredient, at least one compound of formula (I) as defined in claim 1 ; and
ii) a perfumery consumer base.

7. A perfuming consumer product according to claim 6 , characterized in that the perfumery consumer base is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

8. The method as recited in claim 1 , wherein said group Pro is a group of the formulae (P-1), (P-2), (P-3), (P-4), (P-5), (P-6), (P-7), (P-8), (P-9), (P-10) or (P-11).

9. The method as recited in claim 1 , wherein said group Pro is a damascone, ionone, beta-damascenone, 1-(5,5- or 3,3-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one, carvone, 1-(2,2,3,6-tetramethyl-1-cyclohexyl)-2-buten-1-one, 4-(2,2,3,6-tetramethyl-1-cyclohexyl)-3-buten-2-one, or citral.

10. The method as recited in claim 1 , wherein the compound of formula (I) is added in a perfuming composition that also include at least one ingredient selected from the group consisting of a perfumery carrier and a perfumery base; and optionally, at least one perfumery adjuvant.

11. The method as recited in claim 1 , wherein the compound of formula (I) is added as perfuming ingredient to a perfuming consumer product that contains a perfuming consumer base.

12. The method as recited in claim 11 wherein the perfumery consumer base is a fine perfume, a cologne, an after-shave lotion, a liquid or solid detergent, a fabric softener, a fabric refresher, an ironing water, a paper, a bleach, a shampoo, a coloring preparation, a hair spray, a vanishing cream, a deodorant or antiperspirant, a perfumed soap, shower or bath mousse, oil or gel, a hygiene product, an air freshener, a “ready to use” powdered air freshener, a wipe, a dish detergent or hard-surface detergent.

Assignees

• Firmenich & Cie

Inventors

• Fankhauser Peter
• Herrmann Andreas
• Maddalena Umberto
• Trachsel Alain
• Shen Youqing

Classifications

• C07C2601/16

  the ring being unsaturated · CPC title

• C07C323/60

  with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms · CPC title

• C11B9/0042

  compounds containing condensed hydrocarbon rings · CPC title

• C07B2200/07

  Optical isomers · CPC title

• C07C2603/94

  containing "free" spiro atoms · CPC title