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Novel 1,2,3-triazole derivative of chitosan and preparation method thereof

A technology of chitosan and derivatives, applied in botany equipment and methods, chemicals for biological control, biocides, etc., can solve the problems of gaps in antibacterial activity and achieve improved antibacterial activity and good solubility properties, improving the effect of poor solubility

Active Publication Date: 2012-10-10
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the antibacterial activity of chitosan and chemical fungicides, there is still a certain gap, so the use of chitosan on crops has certain limitations.

Method used

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  • Novel 1,2,3-triazole derivative of chitosan and preparation method thereof
  • Novel 1,2,3-triazole derivative of chitosan and preparation method thereof
  • Novel 1,2,3-triazole derivative of chitosan and preparation method thereof

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Embodiment 1

[0024] The preparation of embodiment 1 derivative 1

[0025] 1.58 grams of chitosan azide derivatives with a molecular weight of 230,000, 1.60 grams of propargyl benzoate, 0.70 grams of ascorbic acid, and 0.50 grams of copper sulfate were added to 50 mL of water, reacted at 60 ° C for 12 hours, cooled to room temperature, and the reactants were pumped out. Filter, wash with absolute ethanol, and dry at 60° C. to obtain a brown powder, which is chitosan derivative 1. The structural formula is shown in formula I (R is phenyl).

[0026] The preparation of the chitosan azido derivatives can be found in the following documents: WEIZHONG YUAN, ZHENGDA ZHAO, SHUYING GU, JIE REN. Synthesis, Characterization, and Properties of Amphiphilic Chitosan Copolymers with Mixed Side Chains by Click Chemistry. Journal of Polymer Science: Part A: Polymer Chemistry, Vol.48, 3476 3486.

[0027] Infrared spectrum shows: the infrared spectrum of chitosan derivative 1 ( image 3 ) and the infrared s...

Embodiment 2

[0028] The preparation of embodiment 2 derivative 2

[0029] 1.58 grams of chitosan azide derivatives with a molecular weight of 230,000, 1.61 grams of propargyl benzoate, 0.70 grams of ascorbic acid, and 0.50 grams of copper sulfate were added to 50 mL of water, reacted at 60 ° C for 12 hours, cooled to room temperature, and the reactants were pumped out. Filter, wash with absolute ethanol, and dry at 60° C. to obtain a brown powder, which is chitosan derivative 1. The structural formula is shown in formula I (R is 3-pyridyl).

[0030] Infrared spectrum shows: the infrared spectrum of chitosan derivative 2 ( Figure 4 ) and the infrared spectrum of chitosan azide derivatives ( figure 2 ) compared to that at 2110cm -1 The absorption peak of the N≡N absorption peak disappears, and the characteristic absorption peak of the ester group appears at 1726, 1645cm -1 The characteristic absorption peak at C=N, 736, 611cm -1 It is the characteristic absorption of the pyridine ring,...

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Abstract

The invention belongs to the technical field of ocean chemical engineering and especially relates to a novel 1,2,3-triazole derivative of chitosan and a preparation method thereof. The novel 1,2,3-triazole derivative of chitosan has a general formula I. In the general formula I, R represents alkyl, substituted alkyl, aryl or heterocyclic radical and n is in a range of 4 to 4000. Chloroacetylated chitosan adopted by the preparation method is an O-chloroacetylated and N-chloroacetylated disubstituted chloroacetylated derivative of chitosan. Through infrared spectroscopic analysis, a structure of the novel 1,2,3-triazole derivative of chitosan is determined. Chitosan and introduced groups are effectively bond to form the novel 1,2,3-triazole derivative of chitosan. The novel 1,2,3-triazole derivative of chitosan has a chitosan structure introduced with 1,2,3-triazole groups and the 1,2,3-triazole groups and the chitosan structure have synergistic effects and thus a bacteriostatic activity of chitosan is improved obviously.

Description

technical field [0001] The invention belongs to marine chemical engineering technology, in particular to a novel chitosan 1,2,3-triazole derivative and a preparation method thereof. Background technique [0002] Traditional chemical pesticides play an important role in controlling agricultural diseases and insect pests and increasing food production. However, most chemical pesticides have problems of high toxicity, high residue, and poor biocompatibility, which seriously affect the sustainable development of agriculture and human health. Therefore, developing new biopesticides with high efficiency, low toxicity, high biocompatibility, and environmental friendliness to replace some chemical pesticides and improve the quality and quality of food and vegetables is of great significance to the sustainable development of my country's agriculture and the protection of food safety. [0003] Chitosan is the only alkaline polysaccharide that exists in nature. It is easy to biodegrade...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A01N43/647A01P1/00A01P3/00
Inventor 李鹏程秦玉坤邢荣娥刘松于华华李克成孟祥涛崔金会李荣锋李冰
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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