IP Library Granted Patent US 7,439,403
Granted Patent B2
US 7,439,403 · App. 11/765,510 · Granted Oct 21, 2008

Aldehydes substituted in alpha position by alkyl residues as odoriferous and aroma substances

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Quick Facts
Patent No.
US 7,439,403
App. No.
11/765,510
Granted
Oct 21, 2008
Kind
B2
Abstract

The present invention primarily relates to the use of an aldehyde, substituted in alpha position by an alkyl residue, of the formula having (I) a total of 13 C atoms, wherein R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or (II) a total of 15 C atoms, wherein R means an unbranched alkyl residue having 8, 9, 10 or 11 C atoms and R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms, or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II), as an odoriferous or aroma substance.

Claims (50)

1. An odoriferous or aroma substance comprising an aldehyde, substituted in alpha position by an alkyl residue, of the formula

having

(I) a total of 13 C atoms, wherein

R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and

R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms,

or

(II) a total of 15 C atoms, wherein

R means an unbranched alkyl residue having 8, 9, 10 or 11 C atoms and

R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms,

or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II).

2. An odoriferous or aroma substance with coniferous notes comprising an aldehyde, substituted in alpha position by an alkyl residue, of the formula

having

(I) a total of 13 C atoms, wherein

R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and

R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms,

or

(II) a total of 15 C atoms, wherein

R means an unbranched alkyl residue having 8, 9, 10, 11 or 12 C atoms and

R′ means an unbranched alkyl residue having 1, 2, 3, 4 or 5 C atoms, or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II).

3. An odoriferous or aroma substance as in claim 1 , to impart, modify and/or enhance an odor and/or flavor note with the following aspects: aldehyde, coniferous, flowery, fatty sweet, ozone-like.

4. A perfumed or aromatized article comprising

(a) an aldehyde, substituted in alpha position by an alkyl residue, of the formula

having

(I) a total of 13 C atoms, wherein

R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and

R′ means an unbranched alkyl residue having 2, 3, 4 or 5 C atoms,

or

(II) a total of 15 C atoms, wherein

R means an unbranched alkyl residue having 8, 9, 10, 11 or 12 C atoms and

R′ means an unbranched alkyl residue having 1, 2, 3, 4 or 5 C atoms,

or a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II), in a quantity which is sufficient to impart, modify and/or enhance an odor or flavor note of the aldehyde, coniferous, flowery, fatty sweet and/or ozone-like type and

(b) one, two, three or more further odoriferous or aroma substances, which in each case do not comprise an aldehyde with 13 or 15 C atoms, wherein the further odoriferous or aroma substance(s) impart(s) a woody and/or flowery odor and/or flavor.

5. The perfumed or aromatized article as in claim 4 , further comprising

(c) one, two or all the aldehydes selected from the group consisting of pentadecanal, methyl decyl acetaldehyde (2-methyldodecanal) and tridecanal.

6. The perfumed or aromatized article as in claim 4 , comprising one, two or more aldehydes of type (I) and one, two or more aldehydes of type (II), wherein the weight ratio of the total quantity of aldehydes of type (I) to aldehydes of type (II) is in the range from 100:1 to 1:10.

7. The perfumed or aromatized article as in claim 4 , wherein said article is an odoriferous or aroma substance composition.

8. The perfumed or aromatized article as in claim 7 , wherein said odoriferous or aroma substance composition comprises a total quantity of component (a) in the range from 0.00001 to 99.9 wt. % relative to the total quantity of the odoriferous or aroma substance composition.

9. The perfumed or aromatized article as in claim 4 , wherein the article is selected from the group consisting of: perfume extracts, eaux de parfum, eaux de toilette, shaving lotions, eaux de cologne, pre-shave products, splash colognes, perfumed tissue wipes, acidic, alkaline and neutral cleaning agents, textile fresheners, ironing aids, liquid detergents, pulverulent detergents, laundry pretreatment agents, laundry rinse conditioners, laundry soaps, laundry tablets, disinfectants, surface disinfectants, air fresheners, aerosol sprays, waxes and polishes, bodycare products, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products, deodorants and antiperspirants, decorative cosmetic products, candles, lamp oils, incense sticks, insecticides, repellents and fuels.

10. A method for imparting, modifying and/or enhancing an odor or flavor with one, several or all of the notes: aldehyde, coniferous, flowery, fatty sweet and ozone-like, comprising

bringing into contact or mixing with a product an organoleptically active quantity of an aldehyde, substituted in alpha position by an alkyl residue, of the formula

having

(I) a total of 13 C atoms, wherein

R means an unbranched alkyl residue having 6, 7, 8 or 9 C atoms and

R′ means an unbranched alkyl residue having 2, 3,4 or 5 C atoms,

or

(II) a total of 15 C atoms, wherein

R means an unbranched alkyl residue having 8, 9, 10, 11 or 12 C atoms and

R′ means an unbranched alkyl residue having 1, 2, 3, 4 or 5 C atoms,

or

of a blend comprising or consisting of two, three or more such aldehydes of type (I) and/or (II).

Assignments (2)
MERGER Recorded Apr 22, 2011
From: SYMRISE GMBH & CO. KG
To: SYMRISE AG
Reel/Frame 026171/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 20, 2007
From: HOLSCHER, BERND
To: SYMRISE GMBH & CO. KG
Reel/Frame 019453/0902 →