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Method of removing chiral dextroisomer in cooling agent WS-3 synthesized based on raw material natural menthol

A technology of WS-3 and menthol, applied in organic chemistry methods, preparation of carboxylic acid amide optical isomers, organic chemistry, etc., can solve the problem of fewer manufacturers, improve production efficiency, simplify distillation operation, and simplify analysis The effect of detection frequency

Active Publication Date: 2018-08-03
HENAN HUALONG SPICE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Studies have shown that the cooling agent WS-3 has only the left-handed body with pure cooling taste, and the right-handed impurity tastes with a strong spicy dull cool feeling. The product quality of menthol amide is not only related to the content, but also closely related to the optical purity of its 1-position chiral carbon. This makes it possible that although the cooling agent WS-3 has been invented for more than 30 years, there are still few manufacturers

Method used

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  • Method of removing chiral dextroisomer in cooling agent WS-3 synthesized based on raw material natural menthol
  • Method of removing chiral dextroisomer in cooling agent WS-3 synthesized based on raw material natural menthol
  • Method of removing chiral dextroisomer in cooling agent WS-3 synthesized based on raw material natural menthol

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Embodiment 1

[0038] The invention provides a method for removing the chiral D-isomer in the cooling agent WS-3 synthesized based on natural menthol, which comprises the following steps:

[0039](1) Distillation process: Add 1100 kg of cooling agent WS-3 mixture based on natural menthol as raw material synthesis in the rectification tower, control and control the rectification temperature to carry out rectification under the condition of 120-160°C to obtain the mass percentage content 625 kg of refined distillation products of 86-92% cooling agent WS-3; the rectification tower is equipped with a 40-60Pa high-vacuum system, a constant temperature cooling system with automatic temperature control and a reflux structure, and the temperature of the condenser is controlled at 80- 110°C, the melting point of L-mentholamide is 90-97°C, and the condenser is heated to prevent caking; the results of spectrum analysis before distillation of WS-3 are shown in Table 1, and the results of spectrum analysi...

Embodiment 2

[0066] The invention provides a method for removing the chiral D-isomer in the cooling agent WS-3 synthesized based on natural menthol, which comprises the following steps:

[0067] (1) Distillation process: Add 1100 kg of cooling agent WS-3 mixture based on natural menthol as raw material synthesis in the rectification tower, control and control the rectification temperature to carry out rectification under the condition of 120-160°C to obtain the mass percentage content It is 620 kg of refined distillation products of 86-92% cooling agent WS-3; the rectification tower is equipped with a 40-60Pa high vacuum system, a constant temperature cooling system with automatic temperature control and a reflux structure, and the temperature control of the condenser is 80- 110°C, melting point of L-menthylamide 90-97°C, condenser heating to prevent caking];

[0068] (2) primary crystallization: 620 kilograms of cooling agent WS-3 refined distillation finished products that step (1) obtai...

Embodiment 3

[0087] The invention provides a method for removing the chiral D-isomer in the cooling agent WS-3 synthesized based on natural menthol, which comprises the following steps:

[0088] (1) Distillation process: Add 1100 kg of cooling agent WS-3 mixture based on natural menthol as raw material synthesis in the rectification tower, control and control the rectification temperature to carry out rectification under the condition of 120~160 ℃, the initial rectification temperature 135°C, Roots pump negative pressure distillation, as the distillation proceeds, the temperature of the kettle rises slowly, when the distillation ends, the temperature of the kettle is 167°C, and the cooling agent WS-3 with a mass percentage of L-mentholamide of 86.6% is obtained by refined distillation The finished product is 632 kg; the rectification tower is equipped with a 40-60Pa high vacuum system, a constant temperature cooling system with automatic temperature control and a reflux structure, the tempe...

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Abstract

The invention relates to a method of removing chiral dextroisomer in cooling agent WS-3 synthesized based on a raw material natural menthol. The method is based on purification of dextroisomer in thecooling agent WS-3 and other impurities in the reaction product, purification comprises steps of distilling, crystalizing, recrystallizing, centrifuging, drying and post-treatment, and levo-cooling agent WS-3 in the final product reaches national standards and commercial requirements.

Description

technical field [0001] The invention belongs to the technical field of purification technology of food additives, and in particular relates to a method for removing the chiral dextrorotary form of the cooling agent WS-3 synthesized based on natural menthol as a raw material. Background technique [0002] Menthol is the most commonly used traditional cooling agent due to its ability to impart a cool, fresh feel to products. Therefore, it is widely used in food, medicine, daily chemical, tobacco and other industries. But along with the continuous improvement of people's requirements for cool taste products, the shortcoming and deficiency of menthol are also gradually exposed, and the main performances are as follows: (1) menthol is easy to volatilize and not resistant to high temperature. The use of food, cigarettes, etc. is restricted; (2) the duration of cool taste in people's mouth and skin is short and the instant effect of cool taste is strong, which makes people uncomfo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C233/58C07C231/20
CPCC07B2200/07C07C231/20C07C233/58
Inventor 赵军侠李鹏毅姚彦涛张兆海王利霞文教刚栾淑静姜作明刘风荣李刚
Owner HENAN HUALONG SPICE
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