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A kind of chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and preparation method thereof

A technology of diethoxyphosphoramide and aminothiourea ethyl chitosan oligosaccharide, which is applied in the field of chitosan oligosaccharide derivatives and its preparation, can solve the problems of component residues, environmental pollution, etc., to improve biological activity and accelerate The effect of reaction progression

Active Publication Date: 2021-05-11
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But like most pesticides, the problem of environmental pollution caused by its component residues is difficult to solve

Method used

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  • A kind of chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and preparation method thereof
  • A kind of chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and preparation method thereof
  • A kind of chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and preparation method thereof

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Experimental program
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Embodiment 1

[0026] 1) Preparation of bromoethyl chitosan oligosaccharide derivatives

[0027] Swell 3.0g chitosan oligosaccharide in 30mL N,N-dimethylformamide, add 3mL triethylamine, stir and swell for 12h, add 3mL 1,2-dibromoethane, heat up to 50°C, stir and reflux for 12h , filtered with suction, the filter cake was rinsed with absolute ethanol, and dried at 60°C to obtain a tan solid, which was a bromoethyl chitosan oligosaccharide derivative.

[0028] Infrared spectrum shows: the infrared spectrogram of bromoethyl chitosan oligosaccharide derivative ( figure 2 ) and infrared spectrum of chitosan oligosaccharide ( figure 1 ) compared to -NH 2 The absorption peak from 1538cm -1 Transfer to 1556cm -1 , and significantly weakened, indicating that -NH 2 Reacted, 1024cm -1 The C-O absorption peak shifted to 1019cm -1 , and the peak shape becomes sharper, indicating that a reaction has occurred on the C-OH, at 1374cm -1 The absorption peak of methylene C-H appears at , which proves...

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Abstract

The invention belongs to marine chemical engineering technology, in particular to a chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and a preparation method thereof. The chitosan oligosaccharide derivative containing thiourea and diethoxyphosphorhydrazide structure is shown in formula I, wherein, n=2‑20. In the present invention, at first by chitosan oligosaccharide and 1,2-dibromoethane reaction generates bromoethyl chitosan derivative, then adds ammonium thiocyanate, reacts with bromoethyl to produce isothiocyanate ethyl shell Oligosaccharide derivatives, the isothiocyanate group is further reacted with hydrazine hydrate to obtain aminothiourea ethyl chitooligosaccharide derivatives containing thiourea groups, and finally reacted with diethyl chlorophosphate to obtain thiourea and chitosan oligosaccharide derivatives with diethoxyphosphoramide structure. The resulting derivatives were analyzed by infrared spectroscopy to determine their structure. Chitooligosaccharides were effectively combined with the inserted groups to generate chitosan oligosaccharide derivatives containing thiourea and diethoxyphosphoramide structures, which improved the biological activity of chitosan oligosaccharides. .

Description

technical field [0001] The invention belongs to marine chemical engineering technology, in particular to a chitosan oligosaccharide derivative containing thiourea and diethoxyphosphoramide structure and a preparation method thereof. Background technique [0002] Chemical pesticides are indispensable to the development of modern agriculture, and are the main means of preventing and controlling crop diseases and insect pests. However, most pesticides are highly toxic, and while killing germs, pests and weeds, they also bring serious environmental hazards. The residual pesticides are transferred with water and soil, causing damage to non-target plants, animals and even humans. Health is at stake. Therefore, it is a top priority to reduce its injury while ensuring its efficacy. [0003] Chitosan is derived from the deacetylation of chitin widely present in nature, and chitosan oligosaccharide is the degradation product of chitosan. Chitosan / oligosaccharide is non-toxic and ha...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H1/00C07H5/06C08B37/00A01P3/00
CPCC07H1/00C07H5/06C08B37/003
Inventor 李鹏程朱俊刘松秦玉坤邢荣娥于华华陈晓琳
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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