Novel tobacco humectant 3-O-carboxymethyl-D-glucose and preparation method thereof

A technology of moisturizing agent for cigarettes and carboxymethyl, which is applied in the field of novel moisturizing agent 3-O-carboxymethyl-D-glucose for cigarettes and its preparation, and can solve the problems of unsatisfactory improvement effect of smoking comfort and the like , to achieve a reasonable effect of the synthetic route

Active Publication Date: 2013-12-25
CHINA TOBACCO HENAN IND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002]Currently, glycerin, propylene glycol, sorbitol and other polyhydroxy substances are mainly used as humectants in the cigarette industry in my country. The main function of using such humectants is to maintain the The moisture content of shredded tobacco during the process can improve the processing resistance of shredded tobacco, but the above-mentioned humectants are not ideal for maintaining the moisture content of finished cigarettes and improving smoking comfort

Method used

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  • Novel tobacco humectant 3-O-carboxymethyl-D-glucose and preparation method thereof
  • Novel tobacco humectant 3-O-carboxymethyl-D-glucose and preparation method thereof
  • Novel tobacco humectant 3-O-carboxymethyl-D-glucose and preparation method thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation method of 3-O-carboxymethyl-D-glucose, it comprises the steps:

[0040] (1) Preparation of 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (Ⅱ)

[0041] In a 500mL three-necked flask equipped with a magnetic stirring device, a thermometer and a reflux condenser, add 360mL of dried acetone, cool in an ice-water bath to lower the temperature of the solution to about 5°C, and slowly add 9mL of concentrated sulfuric acid into the acetone dropwise. During the dropwise addition process, keep the temperature below 10°C. Add 18 g of D-glucose to the solution, remove the ice-water bath to raise the temperature naturally, stir to completely dissolve the D-glucose, and then react with stirring at 15°C for 6 hours.

[0042] After cooling in an ice-water bath to lower the reaction solution below 5 °C, 33.3% aqueous sodium hydroxide solution was added dropwise to adjust the pH of the reaction solution to 7. Subsequently, the reaction solution was concentrated under red...

Embodiment 2

[0051] The preparation method of 3-O-carboxymethyl-D-glucose, it comprises the steps:

[0052] (1) Preparation of 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (Ⅱ)

[0053] In a 1000mL three-necked flask equipped with a magnetic stirring device, a thermometer and a reflux condenser, add 540mL of dried acetone, cool in an ice-water bath to lower the temperature of the solution to about 10°C, and slowly add 18mL of concentrated sulfuric acid into the acetone dropwise. During the dropwise addition process, keep the temperature below 10°C. Add 18 g of D-glucose to the solution, remove the ice-water bath to raise the temperature naturally, stir to completely dissolve the D-glucose, and then react with stirring at 35°C for 10 h.

[0054] After cooling in an ice-water bath to lower the reaction solution below 5°C, 33.3% aqueous sodium hydroxide solution was added dropwise to adjust the pH of the reaction solution to 8. Subsequently, the reaction solution was concentrated under redu...

Embodiment 3

[0063] The preparation method of 3-O-carboxymethyl-D-glucose, it comprises the steps:

[0064] (1) Preparation of 1,2:3,4-di-O-isopropylidene-α-D-fructopyranose (Ⅱ)

[0065] In a 1000mL three-necked flask equipped with a magnetic stirring device, a thermometer and a reflux condenser, add 450mL of dried acetone, cool in an ice-water bath to lower the temperature of the solution to about 0°C, and slowly add 12mL of concentrated sulfuric acid into the acetone dropwise. During the dropwise addition process, keep the temperature below 10°C. Add 18 g of D-glucose to the solution, remove the ice-water bath to raise the temperature naturally, stir to completely dissolve the D-glucose, and then react with stirring at 25°C for 8 hours.

[0066] After cooling in an ice-water bath to lower the reaction solution below 5 °C, 33.3% aqueous sodium hydroxide solution was added dropwise to adjust the pH of the reaction solution to 7.5. Subsequently, the reaction solution was concentrated unde...

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Abstract

The invention discloses a novel tobacco humectant 3-O-carboxymethyl-D-glucose. The structural formula is shown in the description. The invention also discloses a preparation method of the novel tobacco humectant 3-O-carboxymethyl-D-glucose. The novel tobacco humectant 3-O-carboxymethyl-D-glucose is synthesized by taking D-glucose as a raw material, and introducing isopropylidene for protection and deprotection of the hydroxy of D-glucose. It is shown by physical humidity retention test and inner sensory quality evaluation that the humectants possesses excellent physical humidity retention performance on tobaccos, and is capable of reducing tobacco irritation and impure flavor, and increasing mellow flavor and comfortableness of the smoke of tobaccos.

Description

technical field [0001] The invention belongs to the technical field of humectant, and in particular relates to a novel humectant 3-O-carboxymethyl-D-glucose for cigarettes and a preparation method thereof. Background technique [0002] At present, glycerin, propylene glycol, sorbitol and other polyhydroxy substances are mainly used as humectants in my country’s cigarette industry. The main function of using such humectants is to maintain the moisture content of shredded tobacco during processing and improve the processing resistance of shredded tobacco. The above-mentioned humectant has unsatisfactory effects on maintaining the moisture content of finished cigarettes and improving smoking comfort. Contents of the invention [0003] The object of the present invention is to provide a novel tobacco humectant 3-O-carboxymethyl-D-glucose and a preparation method thereof. [0004] To achieve the above object, the present invention adopts the following technical solutions: [0...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H15/04C07H1/00A24B15/40
Inventor 陈芝飞芦昶彤孙志涛赵志伟王东王玉芳屈展马骥
Owner CHINA TOBACCO HENAN IND
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