Use of isomeric farnesene product-by-process for augmenting or enhancing the aroma or taste of foodstuffs, chewing gums, medicinal products and toothpastes
AssigneeInternational Flavors & Fragrances Inc.
InventorsBraja D. Mookherjee, Robert W. Trenkle, Bernard J. Chant, Anton V. Ouwerkerk, Venkatesh Kamath, Cynthia J. Mussinan
Life of this patent
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Abstract
Described are isomeric mixtures of farnesene prepared by dehydrating nerolidol using potassium bisulfate or paratoluene sulfonic acid and then distilling the resultant product at particular temperature ranges and particular pressure ranges in order to prepare a composition of matter useful for augmenting or enhancing the fresh green, herbaceous aroma and taste nuances of foodstuffs, chewing gums, medicinal products and toothpastes.
Claims7
A process for augmenting or enhancing the aroma or taste of a consumable material selected from the group consisting of foodstuffs, chewing gums, toothpastes and medicinal products which comprises adding to said consumable material from about 0.02 ppm up to about 150 ppm based on the weight of said foodstuff of a farnesene isomer mixture produced according to the process of dehydrating a nerolidol isomer mixture containing nerolidol isomers defined according to the structures:
- ##STR54## in the presence of a catalyst selected from the group consisting of potassium acid sulfate and paratoluene sulfonic acid at a temperature in the range of from 110.degree. C. up to 200.degree. C. and at a pressure in the range of from 1 mm/Hg pressure up to 200 atmospheres pressure, absolute during the reaction, simultaneously removing water of reaction from the reaction mass, and then distilling the resulting product at a temperature in the range of from 51.degree. up to 103.degree. C. and a pressure in the range of from 0.7 up to 2.0 mm/Hg, with the proviso that when a potassium acid sulfate catalyst is used, the temperature of reaction is in the range of 180.degree.-200.degree. C.;
- and with the further proviso that when using a paratoluene sulfonic acid catalyst, the reaction temperature is in the range of from 115.degree. C. up to 200.degree. C.
A food flavoring composition consisting essentially of (i) from about 2 ppm up to about 90% by weight of a farnesene isomer mixture produced according to the process of dehydrating an nerolidol isomer mixture containing nerolidol isomers defined according to the structures:
- ##STR55## in the presence of a catalyst selected from the group consisting of potassium acid sulfate and paratoluene sulfonic acid at a temperature in the range of from 110.degree. C. up to 200.degree. C. and at a pressure in the range of from 1 mm/Hg pressure up to 200 atmospheres pressure, absolute during the reaction, simultaneously removing water of reaction from the reaction mass, and then distilling the resulting product at a temperature in the range of from 51.degree. up to 103.degree. C. and a pressure in the range of from 0.7 up to 2.0 mm/Hg, with the proviso that when a potassium acid sulfate catalyst is used, the temperature of reaction is in the range of 180.degree.-200.degree. C.;
- and with the further proviso that when using a paratoluene sulfonic acid catalyst, the reaction temperature is in the range of from 115.degree. C. up to 200.degree. C. and (ii) the remainder of said composition being at least one food flavoring adjuvant selected from the group consisting of:
- Natural orange oil;
- Acetaldehyde;
- Ethyl acetate;
- Ethyl butyrate;
- Propanal;
- Maltol;
- Ethyl maltol;
- Ethyl propanal;
- n-Decanal;
- 3-Hexenol;
- n-Octanal;
- n-Hexanal;
- Citral;
- Fusel oil;
- n-Hexanal;
- n-Butanol;
- d-Limonene;
- Linalool;
- Citronellal
- n-dodecanal;
- Geraniol;
- Nerol;
- Vanillin;
- trans-2-ethylidene-6-methyl-cis-B 3-heptenal;
- trans-2-ethylidene-trans-3-hexenal;
- cis-2-ethylidene-cis-3-hexenal;
- cis-2-ethylidene-cis-3-hexenal diethylacetal;
- and
- trans-2-ethylidene-cis-3-pentenal.
Dependencies are inferred from the claim text.