IP Library Granted Patent US 8,389,466
Granted Patent B2
US 8,389,466 · App. 12/936,285 · Granted Mar 5, 2013

Use of carboxylic acid esters as a fragrance substance

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Quick Facts
Patent No.
US 8,389,466
App. No.
12/936,285
Granted
Mar 5, 2013
Kind
B2
Abstract

A description is provided of the use of certain carboxylic acid esters as a fragrance substance, preferably as a fragrance substance for conveying, modifying and/or intensifying one, two or all the fragrance notes fruity and green, preferably both the fragrance notes fruity and green.

Claims (57)

1. A method of conveying, modifying, and/or intensifying fragrance notes comprising incorporating into a fragrance substance preparation a compound of formula (I)

wherein in formula (I):

R 1 is hydrogen and

R 2 and R 3 are in each case methyl

wherein the compound of formula (I) is used in a quantity which is sufficient in the fragrance substance preparation to convey, modify and/or intensify one or both of the fragrance notes fruity and green.

2. The method as claimed in claim 1 , comprising incorporating one or more compounds of formula (I) and conveying, modifying, and/or intensifying one or both, of the fragrance notes fruity and green.

3. The method as claimed in claim 1 , comprising incorporating one or more compounds of formula (I) and conveying, modifying, and/or intensifying fragrance notes of the exotic fruit type.

4. A fragrance substance preparation comprising

one or more compounds of formula (I)

wherein R 1 is hydrogen and R 2 and R 3 are methyl;

and one or more further fragrance substances,

wherein the following mixtures are excluded:

mixtures containing larval secretion of Chrysomela lapponica with Betula pendula or Salix fragillis as the host plant or identically composed preparations in absolute diethyl ether;

mixtures containing larval secretions of the Chrysomela lapponica with Betula pendula or Salix fragillis as the host plant or identically composed preparations in absolute diethyl ether with the addition of LiAlH 4 ;

solutions or extracs of larval secretions of the Chrysomela knabi, Chrsysomela walshi, Chrysomela falsa or Chrysomela sp with Salix caprea as the host plant or identically composed preparations in n-hexane;

solutions or extracts of larval secretions of the Chrysomela mainensis interna with Alnus rugosa as the host plant or identically composed preaparations in n-hexane;

mixtures whose composition is identical to one of the following larval secretions:

larval secretions of the Chrysomela lapponica with Betula pendula or Salix fragillis as the host plant

larval secretions of the Chrysomela knabi, Chrsysomela walshi, Chrysomela falsa or Chrysomela sp with Salix caprea as the host plant

larval secretions of the Chrysomela mainensis interna with Alnus rugosa as the host plant, and

wherein the quantity of the compound of formula (I) is sufficient to convey, modify and/or intensify one, or both, of the fragrance notes fruity and green.

5. The fragrance substance preparation according to claim 4 , wherein the fragrance substance preparation contains a quantity of compounds of formula (I) of between 0.01 and 65% by weight in relation to the total quantity of the fragrance substance preparation.

6. The fragrance substance preparation as claimed in claim 5 wherein the one or more further fragrance substances are selected from the group consisting of:

ethyl methyl butyrate; hexenyl butyrate; ethyl butyrate; methyl methyl butyrate; gamma-hexadecalactone, gamma-octalactone; allyl capronate, thiomenthanone, sulfurol; hexyl isobutyrate; ethyl acetate; isoamyl acetate; isovaleraldehyde; ethyl capronate; furaneol; and 2-methyl-4-propyl-1,3-oxathiane.

7. The fragrance substance preparation as claimed in claim 4 wherein the one or more further fragrance substances are selected from the group consisting of:

ethyl methyl butyrate; hexenyl butyrate; ethyl butyrate; methyl methyl butyrate; gamma-hexadecalactone, gamma-octalactone; allyl capronate, thiomenthanone, sulfurol; hexyl isobutyrate; ethyl acetate; isoamyl acetate; isovaleraldehyde; ethyl capronate; furaneol; and 2-methyl-4-propyl-1,3-oxathiane.

8. A perfumed article comprising a compound of formula (I)

wherein in formula (I):

R 1 is hydrogen and

R 2 and R 3 are in each case methyl;

or a fragrance substance preparation as claimed in claim 4 ,

wherein the perfumed article is selected from the group consisting of: perfume extracts, eau de parfums, eau de toilettes, aftershaves, eau de colognes, pre-shave products, splash colognes, perfumed freshening wipes, perfumes for acid, alkaline and neutral cleaning agents, detergents, washing tables, disinfectants, as well as air fresheners, aerosol sprays, waxes and polishes, and personal hygiene agents, bath oils, cosmetic emulsions, hair care products, deodorants, and anti-perspirants, decorative cosmetic products and candles, lamp oils, incense sticks, insecticides, repellents, and propellants.

9. The fragrance substance preparation according to claim 4 , wherein the fragrance substance preparation contains a quantity of compounds of formula (I) of between 0.5 and 30% by weight in relation to the total quantity of the fragrance substance preparation.

10. The fragrance substance preparation according to claim 4 , wherein the fragrance substance contains a quantity of compounds of formula (I) of between 0.5 and 25% by weight, in relation to the total quantity of the fragrance substance preparation.

11. The fragrance substance preparation as claimed in claim 5 wherein the one or more further fragrance substances are selected from the group consisting

ethyl methyl butyrate; hexenyl butyrate; ethyl butyrate; methyl methyl butyrate; gamma-hexadecalactone, gamma-octalactone; allyl capronate, thiomenthanone, sulfurol; hexyl isobutyrate; ethyl acetate; isoamyl acetate; isovaleraldehyde; ethyl capronate; furaneol; and 2-methyl-4-propyl-1,3-oxathiane.

12. A method of manufacturing a fragrance substance preparation comprising:

mixing of one or more compounds of formula (I)

with further fragrance substance(s) and optionally further components of the fragrance substance preparation

wherein in formula (I):

R 1 is hydrogen and

R 2 and R 3 are in each case methyl, and

wherein the compound of formula (I) is used in a quantity which is sufficient in the fragrance substance preparation to convey, modify and/or intensify one or both of the fragrance notes fruity and green.

13. A method of providing (a) hair or (b) textile fibers with one or both the fragrance notes fruity and green comprising applying a fragrance substance preparation as claimed in claim 5 to the (a) hair or (b) textile fibers.

14. A method for providing (a) hair or (b) textile fibers with one or both the fragrance notes fruity and green, comprising:

i) preparing

a mixture, containing one or more compounds of formula (I)

ii) applying the mixture to (a) the hair or (b) the textile fibers

wherein in formula (I):

R 1 is hydrogen and

R 2 and R 3 are in each case methyl, and

wherein the compound of formula (I) is used in a quantity which is sufficient in the fragrance substance preparation to convey, modify and/or intensify one or both of the fragrance notes fruity and green.

15. A method of increasing the substantivity and/or retention of a fragrance substance preparation comprising incorporating into a fragrance substance preparation a compound of formula (I)

wherein in formula (I):

R 1 is hydrogen and

R 2 and R 3 are in each case methyl, and

wherein the compound of formula (I) is used in a quantity which is sufficient in the fragrance substance preparation to convey, modify and/or intensify one or both of the fragrance notes fruity and green.

Assignments (2)
MERGER Recorded Apr 22, 2011
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 026171/0582 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 10, 2010
From: PANTEN, JOHANNES; OELKERS, EGON; CORRELL, JOACHIM; KURZENNE, PIERRE
To: SYMRISE AG
Reel/Frame 025491/0024 →