Cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose and preparation method thereof

A technology of leucine and humectant, which is applied in the preparation of sugar derivatives, chemical instruments and methods, tobacco and other directions, can solve the problems of low temperature and easy solidification, no moisture-proof effect, and precipitation, etc., and achieves the effect of a reasonable synthesis route.

Active Publication Date: 2013-10-16
CHINA TOBACCO HENAN IND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main components of traditional humectants are usually polyhydric substances such as glycerin and propylene glycol. The main purpose of this type of humectant is to maintain the moisture content of cut tobacco during processing and improve the processing resistance of cut tobacco, mainly based on the polar groups in it. However, this kind of humectant has a weak binding ability and cannot play a good moisturizing effect, and it has little effect on maintaining the moisture content of finished cigarettes and improving smoking comfort. Not ideal; in addition, these humectants mainly rely on their hygroscopicity to moisturize tobacco, but have no moisture-proof effect; in addition, the price of glycerin is not only relatively high, but the most important thing is that its usage should not be too large, otherwise it will seriously Affect the taste of smoking
Humectants such as xylitol and sorbitol with poor effect will precipitate when stored for a long time, and are easy to solidify at low temperature, so it is not convenient for production and use

Method used

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  • Cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose and preparation method thereof
  • Cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose and preparation method thereof
  • Cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The preparation method of 1-L-leucine-1-deoxy-D-fructose includes the following steps:

[0025] Weigh 0.06 mol of D-mannose into a 500 mL three-necked flask, add 180 mL of anhydrous methanol, magnetically stir and reflux for 20 minutes, then add 0.06 mol of leucine and 0.0012 mol of citric acid in sequence, and then reflux again for 5 hours to complete the reaction. After the reaction solution is cooled to room temperature, unreacted D-mannose and amino acids are filtered out, and then concentrated under reduced pressure, separated by strong acid ion exchange resin column chromatography and recrystallized to obtain 8.795 g of the white target product with a yield of 40.03%.

[0026] During separation, the synthetic sample aqueous solution is added to the resin column, and then the unreacted D-mannose and uncharged substances are eluted with distilled water, and then washed with 1mol / L HCl aqueous solution, and the specific method is used at any time Monitor the eluent. When ...

Embodiment 2

[0028] The preparation method of 1-L-leucine-1-deoxy-D-fructose includes the following steps:

[0029] Weigh 0.06 mol of D-mannose into a 500 mL three-necked flask, add 240 mL of anhydrous methanol, magnetically stir and reflux for 40 min, then add 0.072 mol of leucine and 0.0024 mol of citric acid in sequence, and then reflux for another 7 hours to complete the reaction. After the reaction solution was cooled to room temperature, unreacted D-mannose and amino acids were filtered out, and then concentrated under reduced pressure, separated by strong acid ion exchange resin column chromatography and recrystallized to obtain 14.964 g of the white target product, with a yield of 68.11%.

[0030] During separation, the synthetic sample aqueous solution is added to the resin column, and then the unreacted D-mannose and uncharged substances are eluted with distilled water, and then washed with 1mol / L HCl aqueous solution, and the specific method is used at any time Monitor the eluent. Wh...

Embodiment 3

[0032] The preparation method of 1-L-leucine-1-deoxy-D-fructose includes the following steps:

[0033] Weigh 0.06 mol of D-mannose into a 500 mL three-necked flask, add 300 mL of anhydrous methanol, magnetically stir and reflux for 60 min, then add 0.084 mol of leucine and 0.003 mol of citric acid in sequence, and then reflux for another 9 hours to complete the reaction. After the reaction solution is cooled to room temperature, unreacted D-mannose and amino acids are filtered out, and then concentrated under reduced pressure, separated by strong acid ion exchange resin column chromatography and recrystallized to obtain 10.546 g of the white target product, with a yield of 48.00%.

[0034] In the separation, the synthetic sample aqueous solution is added to the resin column, and then the unreacted D-mannose and uncharged substances are eluted with distilled water, and then washed with 1M HCl aqueous solution, and the washing is monitored at any time by a specific method. Deliquorin...

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Abstract

The invention discloses cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose. The structural formula of the cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose is as follows. The invention further discloses a preparation method of the compound. D-mannose is taken as a raw material, and the cigarette aroma enhancement humectant 1-L-leucine-1-deoxidation-D-fructose is successfully synthesized through simple reaction processing. Physical humectant performance tests and inherent sensory quality evaluations show that the humectant has a good physical humectant effect on cigarettes, and can reduce irritation and blended gases of the cigarettes and improve the smoke mellow sense and comfort of the cigarettes.

Description

technical field [0001] The invention belongs to the technical field of humectants, and in particular relates to 1-L-leucine-1-deoxy-D-fructose flavoring humectant for cigarettes and a preparation method thereof. Background technique [0002] Humectant is an additive added during the cigarette manufacturing process to enhance the processing resistance of tobacco, reduce roughness and loss during processing, and maintain toughness and moisture. The main components of traditional humectants are usually polyhydric substances such as glycerin and propylene glycol. The main purpose of this type of humectant is to maintain the moisture content of cut tobacco during processing and improve the processing resistance of cut tobacco, mainly based on the polar groups in it. However, this kind of humectant has a weak binding ability and cannot play a good moisturizing effect, and it has little effect on maintaining the moisture content of finished cigarettes and improving smoking comfort....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A24B15/40C07H15/12C07H1/00
Inventor 陈芝飞芦昶彤苏东赢王二彬郑峰洋朱琦屈展马骥
Owner CHINA TOBACCO HENAN IND
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