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Vanillic acid farnesyl ester, preparation method thereof and application of vanillic acid farnesyl ester in tobacco industry

A technology of farnesyl and vanillic acid, applied in farnesyl vanillic acid and its preparation, and the application field in the tobacco industry, which can solve problems such as injury, and achieve good fluidity, sweet smoke, rich and harmonious aroma Effect

Pending Publication Date: 2022-04-12
江苏浩丰生物科技有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to its damage to the liver and kidneys, coumarin is banned from being used in tobacco

Method used

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  • Vanillic acid farnesyl ester, preparation method thereof and application of vanillic acid farnesyl ester in tobacco industry
  • Vanillic acid farnesyl ester, preparation method thereof and application of vanillic acid farnesyl ester in tobacco industry
  • Vanillic acid farnesyl ester, preparation method thereof and application of vanillic acid farnesyl ester in tobacco industry

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: (2E,6E)-3,7,11-trimethyldodecyl-2,6,10-trien-1-yl 4-hydroxy-3-methoxybenzoate ( Preparation of VF)

[0033]

[0034] The compound of formula 1 (10mmol, 1eq) was dissolved in 10mL of tetrahydrofuran, and the compound of formula 2 (12mmol, 1.2eq), 500μL of triethylamine and (1mmol, 0.1eq) potassium iodide were added, and reacted at room temperature for 12h. After the reaction was complete, the solvent was concentrated by evaporation, extracted with saturated brine and DCM, and the organic layer was dried over anhydrous sodium sulfate and concentrated by evaporation to obtain the compound of formula 3 with a yield of 89%. MS(ESI)m / z:213[M+H] + .

[0035] The compound of formula 3 (10mmol, 1eq) was dissolved in 10mL DCM, and farnesol (12mmol, 1.2eq), EDCI (12mmol, 1.2eq) and DMAP (5mmol, 0.5eq) were added, and reacted at room temperature for 12h. After the reaction was complete, the solvent was concentrated, extracted with saturated saline and DCM, and the ...

Embodiment 2

[0036] Embodiment 2: the preparation of farnesyl vanillic acid fragrance preparation

[0037] The purified product VF (purity > 99%) prepared in Example 1 is added to a mixing tank, and an emulsifier (by glyceryl monostearate, glyceryl caprylate, Tween 80 in a weight ratio of 1:1:0.5) is added to the mixing tank Composition), stirring and mixing at a certain temperature for 0.5h, cooling the feed liquid, transporting it to a high-pressure homogenizer, and then uniformly mixing with 80% ethanol solution to obtain the fragrance preparation of farnesyl vanillic acid described in the patent of the present invention.

[0038] The added amount of the farnesyl vanillate is 45%-49.999% of the quality of the fragrance preparation. The added amount of the emulsifier is 0.001-5% of the mass of the fragrance preparation; the mixing conditions are temperature 60-80°C, stirring speed 200-350rpm; high-pressure homogenization conditions are feed temperature 45°C, homogenization pressure 10-20...

Embodiment 3

[0039] Embodiment 3: Appearance, solubility, smell, and sensory evaluation of the farnesyl vanilloid fragrance preparation of the present invention

[0040] Taking the farnesyl vanillic acid fragrance preparation of Example 2 as an example, the appearance, smell, and sensory evaluation were carried out, and the results are as follows:

[0041] Appearance status: clarified, translucent, no delamination after standing.

[0042] Smell sense: light fruity woody fragrance, sweet and sweet fragrance, less irritating fragrance, different from natural flavors such as vanillic acid, geraniol, farnesol, etc., which have the disadvantages of strong volatility and relatively irritating fragrance.

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Abstract

The invention discloses vanillic acid farnesyl ester. The vanillic acid farnesyl ester has the following structure, wherein R represents H and C1-C10 alkyl. The vanillic acid farnesyl ester disclosed by the invention can be applied to the charging and perfuming links in the production and manufacturing of tobacco products and electronic cigarettes, and is used for reducing the irritation and mouth dryness of the tobacco products and enriching and coordinating the tobacco fragrance.

Description

technical field [0001] The invention relates to the technical field of production, processing and manufacturing of tobacco products, in particular to a farnesyl vanillate, a preparation method thereof and an application in the tobacco industry. It can be applied to the filling and flavoring link of tobacco products and electronic cigarette manufacturing, to reduce the irritation of tobacco products, enrich and coordinate the aroma of tobacco. Background technique [0002] Tobacco products contain a lot of ingredients in the tobacco leaf itself, and it is inevitable to bring irritation, miscellaneous gas and other adverse experiences to the mouth when burning and smoking. In the field of tobacco product production and manufacturing, it is used to reduce the irritation of tobacco, enrich and coordinate the aroma of tobacco. Natural flavors are always in high demand. Naturally extracted spices such as vanilla extract can increase the aroma of smoke and ease the taste; coffee e...

Claims

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Application Information

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IPC IPC(8): C07C69/92C07C67/31A24B3/12A24B15/30C11B9/00
Inventor 陆天琦吴彩霞
Owner 江苏浩丰生物科技有限公司
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