Preparation method of organic soluble photosensitive chitosan derivative

A technology of chitosan derivatives and organic dissolution, which is applied in the field of preparation of organic soluble photosensitive chitosan derivatives, and can solve the problems of reducing the application value of chitosan derivatives, many by-products of the reaction, and high energy consumption, etc. problems, to achieve good UV absorption capacity, save raw materials and costs, and increase the effect of application range

Inactive Publication Date: 2010-07-21
HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The above methods have the following disadvantages: 1, the preparation method is complex and requires a catalyst, and the aftertreatment is troublesome, which increases the cost and reduces the application value of chitosan derivatives; 2, the reaction conditions are violent and harsh, and are not easy to control; 3, the preparation process Medium energy consumption is more; 4. There are more by-products of the reaction, which is not conducive to purification and separation

Method used

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  • Preparation method of organic soluble photosensitive chitosan derivative
  • Preparation method of organic soluble photosensitive chitosan derivative
  • Preparation method of organic soluble photosensitive chitosan derivative

Examples

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Embodiment 1

[0028] Add 2 g of chitosan (degree of deacetylation DP=80%, weight average molecular weight Mw=500,000) into 70 ml of triethylamine, stir at room temperature to make chitosan evenly dispersed in triethylamine; add cinnamoyl chloride In the carbon tetrachloride solution, the carbon tetrachloride solution of cinnamoyl chloride is prepared, wherein the addition amount of photosensitive acid chloride monomers is 0.5 times the mole number of amino groups, imino groups and hydroxyl groups on chitosan; The monomer-like carbon tetrachloride solution was slowly added dropwise to the chitosan solution with constant stirring; after all the dropwise additions were completed, the reaction was continued for 6 h. After the reaction was completed, suction filtration was performed to obtain a powdery solid, which was then used 8wt% sodium bicarbonate solution was washed three times with water, the washed product was filtered, and vacuum dried to obtain a photosensitive chitosan derivative with ...

Embodiment 2

[0034]Add 2 g of chitosan (degree of deacetylation DP=70%, weight average molecular weight Mw=1,000,000) into 70 ml of triethylamine, stir at room temperature to make chitosan evenly dispersed in triethylamine; add benzoyl chloride Add it to the carbon tetrachloride solution to prepare a carbon tetrachloride solution of benzoyl chloride, wherein the amount of photosensitive acid chloride monomers added is twice the mole number of amino groups, imino groups and hydroxyl groups on chitosan; The carbon tetrachloride solution of the acyl chloride monomer was slowly added dropwise to the chitosan solution, and kept stirring; after all the dropwise additions were completed, the reaction was continued for 4 hours. After the reaction was completed, suction filtration was performed to obtain a powdery solid. Then washed with 8wt% sodium bicarbonate for 3 times, the washed product was filtered and dried in vacuum to obtain a photosensitive chitosan derivative with a substitution degree o...

Embodiment 3

[0040] Add 2g of chitosan (degree of deacetylation DP=50%, weight average molecular weight Mw=100,000) into 70ml of triethylamine, stir at room temperature to make chitosan evenly dispersed in triethylamine; The benzenesulfonyl chloride is added to the carbon tetrachloride solution to prepare a carbon tetrachloride solution of p-methoxybenzenesulfonyl chloride, wherein the addition amount of the photosensitive acid chloride monomer is the amino group, imino group and hydroxyl group on the chitosan 3 times the number of moles; slowly drop the carbon tetrachloride solution of the photosensitive acid chloride monomer into the chitosan solution, and keep stirring; after all the dropwise additions are completed, continue the reaction for 6 hours, and after the reaction is completed, carry out Suction filtration to obtain a powdery solid, then washed three times with 8wt% sodium bicarbonate water, filtered the washed product, and vacuum dried to obtain a photosensitive chitosan deriv...

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Abstract

The invention relates to a preparation method of an organic soluble photosensitive chitosan derivative. The method comprises the following steps that: 2g of chitosan is added into 70ml of triethylamine to be stirred at room temperature, so that the chitosan is uniformly dispersed in the triethylamine; the carbon tetrachloride solution of 10 weight percent of photosensitive chloride monomer is prepared, wherein the amount of the added photosensitive chloride monomer is 0.5 to 8 times of the mole of chitosan on the amino, imino and hydroxyl; chloride monomer solution is slowly dripped into chitosan solution, to be continuously stirred; after all the solution is dripped, the reaction is continued to be carried out for 2 to 6h; after the reaction, filtration is carried out, and powdery solid is prepared; and then 8 weight percent of sodium bicarbonate solution is washed by water for 3 times; the product washed by water is filtered, vacuumized and dried to prepare the chitosan derivative; and the derivative can be dissolved in acetone, toluene, N, N-dimethylformamide, benzene and other organic solutions. A post-processing purification process without toxic, harm or pollution is adopted in the preparation process, and the preparation method of the invention is an environmental-friendly process method.

Description

technical field [0001] The present invention relates to a preparation method of organic-soluble photosensitive chitosan derivatives. Background technique [0002] Chitin is the second largest renewable resource in natural products after cellulose, and it is also the most important animal structure in biology after protein bone glue and the largest amount of nitrogen-containing natural organic matter on earth except protein. Chitosan (1,4-di-amino-2-deoxy-β-D-glucan) is the structural material of crustacean shells and is the N-deacetylated product of chitin. In general, N- Chitosan can be called chitosan when the acetyl group is removed by more than 55%. Chitosan not only has the advantages of non-toxic and harmless, good biocompatibility, biodegradability, etc., but also has many excellent physiological properties such as anticancer, antibacterial, hemostasis, and enhancing human immunity. Therefore, chitosan has great application value in food, cosmetics, environmental pr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
Inventor 马贵平聂俊吴浩蒋明燕崔荣
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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