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A humectant 1-o-hydroxyethyl-d-fructose for cigarettes and its preparation method

A humectant for tobacco, hydroxyethyl technology, applied in the field of humectant 1-O-hydroxyethyl-D-fructose for tobacco and its preparation, can solve the problem of no moisture-proof effect, too much usage, and no Ease of production and use

Active Publication Date: 2015-09-30
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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  • A humectant 1-o-hydroxyethyl-d-fructose for cigarettes and its preparation method
  • A humectant 1-o-hydroxyethyl-d-fructose for cigarettes and its preparation method
  • A humectant 1-o-hydroxyethyl-d-fructose for cigarettes and its preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The preparation method of 1-O-carboxymethyl-D-fructofuranose, it comprises the steps:

[0031] (1) Preparation of 1-O-hydroxyethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose (Ⅱ)

[0032] Weigh 6.0 g of 1-O-carboxymethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose tert-butyl ester (I) into a 250 mL three-necked flask, add 48 mL The tetrahydrofuran (THF), magnetic stirring to dissolve, and then nitrogen protection, ice-water bath cooling to below 10 ℃ (preferably between 0-10 ℃), and then slowly add LiAlH 4 0.024mol, raise the temperature and react at 10°C for 2.5h, TLC monitors the entire reaction process (V 石油醚 : V 乙酸乙酯 =3: 2), and then slowly dropwise added 12mL of 70% ethyl acetate aqueous solution by volume to end the reaction, filtered the precipitate, and concentrated under reduced pressure to obtain 3.45g of colorless transparent viscous liquid (II), with a yield of 70.65%.

[0033] (2) Preparation of 1-O-hydroxyethyl-D-fructose (Ⅲ)

[0034] Add 1g of p...

Embodiment 2

[0036] The preparation method of 1-O-carboxymethyl-D-fructofuranose, it comprises the steps:

[0037] (1) Preparation of 1-O-hydroxyethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose (Ⅱ)

[0038] Weigh 6.0 g of 1-O-carboxymethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose tert-butyl ester (Ⅰ) into a 250 mL three-necked flask, add 60 mL The tetrahydrofuran (THF), magnetic stirring to dissolve, and then nitrogen protection, ice-water bath cooling to below 10 ℃ (preferably between 0-10 ℃), and then slowly add LiAlH 4 0.03mol, raise the temperature and react at 16°C for 3.5h, TLC monitors the entire reaction process (V 石油醚 : V 乙酸乙酯 =3: 2), then slowly dropwise added 19 mL of 50% by volume ethyl acetate aqueous solution to end the reaction, filtered the precipitate, and concentrated under reduced pressure to obtain 4.40 g of a colorless transparent viscous liquid (II), with a yield of 90.26%.

[0039] (2) Preparation of 1-O-hydroxyethyl-D-fructose (Ⅲ)

[0040] Add 1g of pr...

Embodiment 3

[0042] The preparation method of 1-O-carboxymethyl-D-fructofuranose, it comprises the steps:

[0043] (1) Preparation of 1-O-hydroxyethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose (Ⅱ)

[0044] Weigh 6.0 g of 1-O-carboxymethyl-2,3:4,5-di-O-isopropylidene-α-D-fructopyranose tert-butyl ester (Ⅰ) into a 250 mL three-necked flask, add 90 mL The tetrahydrofuran (THF), magnetic stirring to dissolve, and then nitrogen protection, ice-water bath cooling to below 10 ℃ (preferably between 0-10 ℃), and then slowly add LiAlH 4 0.033mol, raise the temperature and react at 25°C for 5h, TLC monitors the entire reaction process (V 石油醚 : V 乙酸乙酯 =3: 2), and then slowly dropwise added 24mL of 30% by volume ethyl acetate aqueous solution to end the reaction, filtered the precipitate, and concentrated under reduced pressure to obtain 4.38g of colorless transparent viscous liquid (II), with a yield of 89.72%.

[0045] (2) Preparation of 1-O-hydroxyethyl-D-fructose (Ⅲ)

[0046] Add 1g of pro...

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Abstract

The invention discloses a humectant 1-O-hydroxyethyl-D-fructose for cigarettes, the structural formula of which is as follows: The invention uses 1-O-carboxymethyl-2,3:4,5-di-O -Isopropylidene-α-D-fructopyranose tert-butyl ester was used as raw material to successfully synthesize the humectant 1-O-hydroxyethyl-D-fructose for tobacco, which passed the physical moisturizing performance test and internal sensory Quality evaluation found that it has a good physical moisturizing effect on cigarettes, and can reduce the irritation and miscellaneous gas of cigarettes, and improve the roundness and comfort of cigarette smoke. In the invention, the raw materials are cheap and easy to obtain, and the operation is simple and convenient. The obtained target product has obvious effect on tobacco products, has significant industrial value and broad prospect of popularization and application.

Description

Technical field [0001] The present invention is the field of foor agent technology, which involves a pedamese agent 1-O-O-hydroxyeyl-D-fructose and its preparation methods. Background technique [0002] In order to enhance the processing of tobacco during the manufacturing process of tobacco rolls, reduce the roughness and losses during processing, while maintaining toughness and moisture, it is added.The main ingredients of traditional predators are usually polycosacycines such as glycerin and propylene glycol. The main purpose of such predators is to maintain the moisture content of the tobacco in the processing process and improve the processed resistance of the tobacco.The affinity of regiment and water molecules can achieve the purpose of moisturizing the silk.Not ideal; in addition, these predators mainly rely on their hygroscopicity to have a preserved effect on tobacco, but there is no moisture -proof effect; in addition, the price of glycerin is not only relatively high,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/04C07H1/00A24B15/40
Inventor 陈芝飞孙志涛芦昶彤李耀光赵永振屈展马骥王玉芳
Owner CHINA TOBACCO HENAN IND
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