Hydrophobically modified succinylated chitosan derivative and its prepn process

A technology of succinylated chitosan and hydrophobic modification, which is applied in the field of biological and medical polymer materials, can solve the problems of poor water solubility, no solubilization and emulsifying ability of chitosan, and achieves good product quality and simple preparation method. Ease of operation, the effect of reducing surface tension

Inactive Publication Date: 2005-09-28
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the disadvantages of poor water solubility and no solubilizing and emulsifying ability of chitosan in the prior art, the present invention provides a hydrophobically modified succinylated chitosan derivative with good water solubility and a preparation method thereof

Method used

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  • Hydrophobically modified succinylated chitosan derivative and its prepn process
  • Hydrophobically modified succinylated chitosan derivative and its prepn process
  • Hydrophobically modified succinylated chitosan derivative and its prepn process

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Embodiment 1

[0019] Embodiment 1: the succinylated chitosan derivative of hydrophobic modification can be expressed as:

[0020]

[0021] where R 1 for H / COCH 3 , the degree of deacetylation is 90%, R 2 , R 3 COCH 2 CH 2 COO - or CH 2 CHOHCH 2 O(CH 2 ) 3 CH 3 .

[0022] The preparation method is as follows:

[0023] Dissolve 0.5g of chitosan with 25ml of 2% acetic acid, then add 25ml of methanol, stir evenly and add 0.5g of succinic anhydride to react at 30°C for 5h. The product is thoroughly soaked in ethanol for dehydration, then washed with aqueous ethanol and acetone, and then vacuum-dried. Disperse the above-prepared succinylated chitosan in 0.15 g of KOH in 15 ml of isopropanol and alkalinize it for 4 hours, then add 3.3 g of butyl glycidyl ether dropwise into the flask using a partial pressure dropping funnel. Reflux and condense in a water bath at 55°C for 20 hours, then cool to room temperature. Cool to room temperature, neutralize with acetic acid, filter, wash ...

Embodiment 2

[0025] The general formula of the hydrophobically modified succinylated chitosan derivatives of the present embodiment is as in Example 1, the difference is that the degree of deacetylation is 80%, R 2 , R 3 COCH 2 CH 2 COO - or CH 2 CHOHCH 2 O(CH 2 ) 11 CH 3 .

[0026] The preparation method is as follows:

[0027] Dissolve 6g of chitosan with 250ml of 2% acetic acid solution, then add 250ml of methanol, stir evenly and add 100g of succinic anhydride to react at 35°C for 3h. The product is thoroughly soaked in ethanol for dehydration, then washed with aqueous ethanol and acetone, and then vacuum-dried. The succinylated chitosan prepared above was dispersed in 200ml of isopropanol solution of 1% KOH and then alkalized for 5 hours, and 15g of dodecyl glycidyl ether was added dropwise into the flask with a partial pressure dropping funnel. After reacting in a 60°C water bath for 24 hours, it was cooled to room temperature. Neutralize with acetic acid, filter, wash wi...

Embodiment 3

[0029] The hydrophobically modified succinylated chitosan derivative of the present embodiment is as in Example 1, the difference is that the degree of deacetylation is 75%, R 2 , R 3 COCH 2 CH 2 COO - or (CH 2 ) 7 CH 3 .

[0030] The preparation method is as follows: dissolve 0.5g of chitosan with 25ml of 2% acetic acid, then add 25ml of methanol, stir evenly, add 0.5g of succinic anhydride and react at 25°C for 5h. The product is thoroughly soaked in ethanol for dehydration, then washed with aqueous ethanol and acetone, and then vacuum-dried. Disperse the above-prepared succinylated chitosan in 0.1 g of KOH in 15 ml of isopropanol solution and alkalize it for more than 4 hours. Take 2.9 g of bromooctane and add it dropwise into the flask with a partial pressure dropping funnel. After reacting in a 60°C water bath for 5 hours, it was cooled to room temperature. Neutralize with acetic acid, filter, wash with aqueous ethanol and acetone successively, and dry. The prod...

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Abstract

Hydrophobically modified succinylated chitosan derivative and its preparation process belongs to the field of biomedical polymer material. The hydrophobically modified succinylated chitosan derivative is prepared through reaction between chitosan and succinic anhydride in acid condition to obtain water soluble succinylated chitosan, and the subsequent reaction of the succinylated chitosan with alkyl glycidol ether or alkyl halide as long chain alkane derivative to obtain the hydrophobically modified succinylated chitosan derivative. The present invention is amphipatic chitosan derivative with excellent surface activity and emulsifying property, and provides cosmetics, medicine, food, etc. with multifunctional, high quality and cheap material.

Description

(1) Technical field [0001] The invention relates to a hydrophobically modified succinylated chitosan derivative and a preparation method thereof, belonging to the technical field of biological and medical polymer materials. (2) Background technology [0002] Chitin is the second largest renewable resource in nature after cellulose. It is non-irritating, non-sensitizing, non-hemolytic, non-mutagenic, and can be naturally degraded, so it has good tissue compatibility and safety. Sex, in addition, has many special physiological functions, and is known as the "sixth element of life". It has been widely used in recent years. [0003] However, chitin itself is insoluble in water and common solvents, and after deacetylation into chitosan, it is only soluble in acidic solutions, which limits its application. In order to broaden its scope of application, the active groups in its molecules can be used for chemical modification to improve its solubility, endow it with new functions, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
Inventor 隋卫平王素芬
Owner UNIV OF JINAN
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