IP Library Granted Patent US 8,287,934
Granted Patent B2
US 8,287,934 · App. 12/300,820 · Granted Oct 16, 2012

Use of diacetyl dimer as an aromatic and/or flavouring substance

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Quick Facts
Patent No.
US 8,287,934
App. No.
12/300,820
Granted
Oct 16, 2012
Kind
B2
Abstract

The invention relates to the use of 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one (diacetyl dimer of formula (I)) in the form of one of its stereoisomers or in the form of a mixture consisting of or containing two, three or four of its stereoisomers (i) for imparting, intensifying and/or modifying a creamy and/or fatty sensation in the mouth, (ii) for imparting, intensifying and/or modifying a sweet, buttery, cream-like and/or creamy flavor; and/or (iii) as an aromatic and/or flavoring substance. The invention furthermore relates to a process (i) for imparting, intensifying and/or modifying a creamy and/or fatty sensation in the mouth, (ii) for imparting, intensifying and/or modifying a sweet, buttery, cream-like and/or creamy flavor, to corresponding aromatic compositions, to formulations selected from a nutrition formulation (foodstuff), an oral hygiene formulation, a luxury product formulation, a formulation for oral pharmaceutical use or a semi-finished good formulation for the preparation of nutrition formulations or luxury product formulations, as well as preparations comprising one or more of said compositions and/or formulations.

Claims (28)

1. A process (i) for imparting, intensifying or modifying a creamy or fatty sensation in the mouth, or (ii) for imparting, intensifying or modifying a sweet, buttery, cream-like or creamy flavour comprising:

a) obtaining a stereoisomer of 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one or a mixture comprising two, three or four stereoisomers of 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one; and

b) bringing into contact or mixing the stereoisomer or mixture obtained in step a) with

a flavoring substance comprising a stereoisomer of 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole, or a mixture comprising two or more stereoisomers of 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole.

2. A flavoring composition comprising:

(a) a stereoisomer of 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one, or a mixture comprising two, three or four stereoisomers of 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one, and

(b) a flavoring substance comprising a stereoisomer of 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole, or a mixture comprising two or more stereoisomers of 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole.

3. A formulation comprising the flavoring composition according to claim 2 ; and a conventional base substance, auxiliary substance, or additive for said formulation, wherein the formulation is selected from the group consisting of a nutrition formulation, foodstuff, an oral hygiene formulation, and an oral pharmaceutical formulation.

4. The formulation according to claim 3 , wherein the formulation is dissolved, dispersed, embedded, or encapsulated on, or in, a carrier.

5. The formulation according to claim 3 , wherein the formulation is selected from the group consisting of:

baked goods, confectionery, fruit gum, hard and soft caramels, chewing gum; alcoholic or non-alcoholic drinks; meat products; eggs or egg products; cereal products, muesli bars, precooked ready-made rice products, puffed rice or popcorn; dairy products; fruit formulations; vegetable formulations; nibbles; fat- or oil-based products, or emulsions thereof; other ready-made dishes; soups; spices, or spice mixtures,

dental care compositions, and

capsules, tablets, non-coated or coated tablets; lacquered tablets, granules, pellets, solid mixtures, dispersions in liquid phases, emulsions, powders, solutions, or pastes.

6. The formulation according to claim 5 , wherein the baked goods are bread, dry biscuits, or cakes.

7. The formulation according to claim 5 , wherein the confectionery is chocolate, chocolate bar products, or other bar products.

8. The formulation according to claim 5 , wherein the non-alcoholic or alcoholic drinks are coffee, tea, wine, wine-containing drinks, beer, beer-containing drinks, liqueurs, schnapps, brandies, fruit-containing carbonated drinks, isotonic drinks, nectars, fruit and vegetable juices, fruit or vegetable juice formulations; milk drinks, or instant drinks.

9. The formulation according to claim 8 , wherein the instant drinks are instant cocoa drinks, instant tea drinks, or instant coffee drinks.

10. The formulation according to claim 5 , wherein the meat products are ham, fresh sausage or uncooked sausage, seasoned fresh or salted meat products, or marinated fresh or salted meat products.

11. The formulation according to claim 5 , wherein the egg or egg products are dried egg, egg white, egg yolk.

12. The formulation according to claim 5 , wherein the cereals are breakfast cereals.

13. The formulation according to claim 5 , wherein the dairy products are milk drinks, milk ice, yoghurt, kefir, fresh cheese, soft cheese, hard cheese, dried milk powder, whey, butter, or buttermilk.

14. The formulation according to claim 5 , wherein the fruit formulations are preserves, fruit-flavored ice-cream, fruit sauces, or fruit fillings.

15. The formulation according to claim 5 , wherein the vegetable formulations are ketchup, sauces, dried vegetables, frozen vegetables, precooked vegetables, or cooked vegetables.

16. The composition according to claim 2 , wherein a total weight ratio of the (a) 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one to (b) 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole is in a range of from 10:1 to 1:10.

17. The composition according to claim 2 , wherein a total weight ratio of the (a) 5-acetyl-2,5-dimethyl-2-hydroxy-tetrahydrofuran-3-one to (b) 2,5-diacetyl-3a,5,6,6a-tetrahydro-6a-hydroxy-2,3a,5-trimethylfuro[2,3-d]-1,3-dioxole is in a range of from 5:1 to 1:5.

18. The composition according to claim 2 , wherein the composition is adsorbed on a carrier.

19. The formulation according to claim 3 , wherein the pH of the formulation is less than 8.5.

20. The formulation according to claim 3 , wherein the pH of the formulation is between 2 and 8.

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 Mar 26, 2009
From: LEY, JAKOB; WEBER, BERTHOLD; KRAMMER, GERHARD; REISS, INGO; BERTRAM, HEINZ-JURGEN; GATFIELD, IAN; HOFFMANN-LUCKE, PETRA
To: SYMRISE GMBH & CO. KG
Reel/Frame 022456/0288 →