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Novel flavor compound and preparation method, application and composition thereof

A technology of compounds and compositions, applied in the fields of diketone compounds, uses and compositions thereof, and preparation methods thereof

Active Publication Date: 2012-09-26
XIAMEN OMIC BIOTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the theory of predicting the aroma characteristics of a new compound through the molecular structure of organic compounds has not fully explained the internal relationship between them, we can know that the number of carbon atoms, unsaturation, functional groups, substituents, Factors of isomerization have a great influence on the aroma of fragrance compounds

Method used

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  • Novel flavor compound and preparation method, application and composition thereof
  • Novel flavor compound and preparation method, application and composition thereof
  • Novel flavor compound and preparation method, application and composition thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1: Synthesis of 3-hydroxyl-6-phenyl-3,5-hexadien-2-one

[0027] Mix 100g of cinnamaldehyde and 286g of hydroxyacetone at room temperature to obtain a mixture of cinnamaldehyde and hydroxyacetone; add 63g of hydrochloric acid with a concentration of 15% into the reaction flask, heat up to 50°C, and then add the above-mentioned cinnamon dropwise at a constant speed within 2 hours while stirring Mixture of aldehyde and hydroxyacetone, continue to keep for 2 hours after dripping;

[0028] Then 110 g of water was added to the reaction liquid, and the reaction was continued for 2 h after the temperature was raised to 82° C. After the reaction, the product was obtained by filtration while hot, and 39.4 g of white crystals were obtained by recrystallization with ethyl acetate. After testing, its melting point was 127.8-128.1°C; the yield was 27.7%.

[0029] 1 H NMR (CDCl 3 , 400MHz): d 2.45(s, 3H), 6.39(d, J=11.2Hz, 1H), 6.84(d, J=12Hz, 1H), 6.86(s, 1H), 7.28-7.34(m,...

Embodiment 2

[0032] Example 2: Olfactory evaluation of pure 3-hydroxy-6-phenyl-3,5-hexadien-2-one

[0033] The olfactory evaluation of pure 3-hydroxy-6-phenyl-3,5-hexadien-2-one was carried out by a panel of several professionals. The compound has a pure and herbal aroma with notes of tobacco and beans aroma.

Embodiment 3

[0034] Example 3: Olfactory evaluation of 3-hydroxy-6-phenyl-3,5-hexadien-2-one in compositions

[0035] components Test group 1 (% by weight) Test group 2 (% by weight) Test group 3 (% by weight) ethanol 5％ 2％ 2.5％

[0036] squalane 50％ 40％ 60％ Glyceryl triethylhexanoate 20％ 25％ 20％ Hydroxyethyl cellulose 20％ 23％ 17.5％ 3-Hydroxy-6-phenyl-3,5-hexadien-2-one 5％ 10％ 0％ total 100％ 100％ 100％

[0037] Squalane, glyceryl triethylhexanoate and hydroxyethyl cellulose can be purchased directly from the market.

[0038] Test groups 1 and 2 have a light herbal-like aroma with tobacco and bean aroma, while test group 3 has no such aroma. In addition, the evaluation team tested the compositions of test group 1, test group 2 and test group 3 in an open environment. 0h , T 72 , T 288h The olfactory evaluation of the test showed that the intensity of the fragrance decreased wit...

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Abstract

The invention discloses a diketone flavor compound and a preparation method, composition and application thereof. The preparation method comprises the following steps: mixing cinnamic aldehyde and hydroxyacetone under normal temperature and obtaining mixed liquor of the cinnamic aldehyde and the hydroxyacetone; adding 10-30% of hydrochloric acid into a reaction bottle, raising the temperature to 30-60 DEG C, then dropwise adding the mixed liquor of the cinnamic aldehyde and the hydroxyacetone at constant speed within 1-3h while stirring and keeping maintaining for 1-3h after dropping; adding water into the reaction solution and keeping reacting for 1-3h after raising the temperature to 75-85 DEG C; filtering the reactant while the reactant is still hot after reaction to obtain a product, and recrystallizing the product with ethyl acetate to obtain white crystals. The compound has pure and full-bodied fragrance like the fragrance of medicinal herbs, tobaccos and beans, and can be used in such products as perfumes, candles, paints, cleaning products or air fresheners.

Description

technical field [0001] The present invention relates to a fragrance compound which can be used as perfume, its preparation method, application and composition, in particular to a diketone compound, its preparation method, application and composition. Background technique [0002] Ketone compounds play an important role in the fragrance industry, and ketone fragrances account for about 15% of the total number of fragrances. Aromatic ketones are commonly used fragrances. C 7 -C 12 The low-carbon aliphatic ketones can be directly used as spices due to their strong and pleasant smell. while C 3 -C 6 The aroma of low-carbon aliphatic ketones is weak, and they are rarely used directly as spices, but due to C 3 -C 6 The unique structure of diketone can be used in food. For example, diacetyl can be used in daily flavors such as lavender, iris, and sandalwood due to its creamy fragrance. The main purpose is to prepare food flavors such as cream, cheese, chocolate, cocoa, ho...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/217C07C45/74C11B9/00A61Q13/00C11C5/00C09D7/12C11D9/44A61L9/01A61L101/32
Inventor 王少培黄志强
Owner XIAMEN OMIC BIOTECH CO LTD
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