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Synthesis process of carbamido carboxymethyl chitosan

A technology of carboxymethyl chitosan and chitosan, which is applied in the field of synthesis of ureido carboxymethyl chitosan derivatives, can solve the problems of limited application range and poor water solubility of chitosan derivatives

Inactive Publication Date: 2006-03-01
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Urea compounds are widely used in the existing pesticide fungicides, and have good bactericidal effect. There is a free amino group at the C2 position of chitosan, which can react with isocyanate and connect groups with different activities to obtain active High chitosan derivatives, but such chitosan derivatives have poor water solubility and limited application range
[0005] Carboxymethyl chitosan has good water solubility and good antibacterial activity, but there are few products that further modify carboxymethyl chitosan. The substituents of carboxymethyl chitosan are connected to chitosan Hydroxyl and amino groups, but the degree of substitution of amino groups is only 0.1-0.2, (Chen Lingyun, Du Yumin, Liu Yi, Research on the structure and antibacterial properties of carboxymethyl chitosan, Journal of Wuhan University (Natural Science Edition), 2000, 45, 191-194), for chitosan whose degree of deacetylation reaches 97%, about 80% of amino groups can participate in the reaction, so further modification of chitosan has great development prospects

Method used

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  • Synthesis process of carbamido carboxymethyl chitosan
  • Synthesis process of carbamido carboxymethyl chitosan
  • Synthesis process of carbamido carboxymethyl chitosan

Examples

Experimental program
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Effect test

Embodiment 1

[0023] Example 1: under stirring, 1 gram of carboxymethyl chitosan was added into 10 ml of DMF and anhydrous acetic acid mixed solution (50:50) and placed overnight, and then reacted with 1 gram of phenylisocyanate at 100° C. for 3 hours, After the reaction is finished, it is filtered, washed with DMF, acetone and ethanol respectively, and freeze-dried under vacuum to obtain a phenylureido carboxymethyl chitosan derivative. The product was confirmed by infrared spectrum analysis, 1674.51cm -1 It is the absorption peak of urea carbonyl, 1439.54 and 1593.32cm -1 It is the characteristic absorption peak of benzene, proving the formation of the target compound.

Embodiment 2

[0024] Example 2: under stirring, 1 gram of carboxymethyl chitosan was added to 20 ml of DMF and anhydrous acetic acid mixed solution (95: 5) and placed overnight, and then reacted with 3.16 gram of methylnaphthalene isocyanate at 110° C. 7 hours, after the reaction is finished, filter, then wash with DMF, acetone and ethanol respectively, and freeze-dry under vacuum to obtain menylureido carboxymethyl chitosan derivatives. The product was confirmed by infrared spectrum analysis, 1645.00cm -1 It is the absorption peak of urea carbonyl, 1395.68 and 1470.27cm -1 is the absorption peak of the naphthalene ring, proving the formation of the target compound.

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Abstract

The synthesis process of casbamido carboxymethyl chitosan is reaction of carboxymethyl chitosan and isocyanate inside proper solvent of N, N-dimehyl formamide and anhydrous acetic acid. Research shows that the obtained casbamido carboxymethyl chitosan derivative has chitosan amino group substituting degree as high as 20.3-46.5 %, high water solubility, strengthened bioactivity, synergistic effect and enlarged application range in medicine, agriculture and other fields.

Description

technical field [0001] The invention belongs to the technical field of marine chemical engineering and relates to a new synthesis technology of ureido carboxymethyl chitosan derivatives. Background technique [0002] The development of pesticides is a high-tech, high-investment, and high-risk project. At present, it takes about 5-8 years to develop a new variety, costing 100-200 million U.S. dollars, and screening about 100,000 compounds. Environmental concerns demand that these numbers increase. At present, only major international pesticide companies such as Aventis, Bayer, and Monsanto have the ability to independently develop new varieties. How to research and develop new pesticides in our country is a serious problem faced with the entry into WTO and the protection of intellectual property rights is becoming more and more perfect. [0003] According to the actual situation and research direction of the international fungicide market, the activity and occurrence of var...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 李鹏程郭占勇刘松邢荣娥于华华王丕波陈晓琳李翠萍
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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