Chitosan oligosaccharide derivative containing thiourea and diethoxyphosphamide 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 problems such as environmental pollution and component residues, and achieve accelerated reaction progress and improved The effect of biological activity

Active Publication Date: 2018-12-18
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Benefits of technology

This patented organopolysilane compounds can be used for controlling harmful microorganisms such as insects or weeds by killing them effectively without causing damage on crops grown therein. These chemical agents act through specific interactions between certain parts of these living things called silicon atoms (Si) attached thereto. By combining this type of substance into an effective agent containing both hydroxypropyltrimonium salt and sulfur brothylmimidate moieties, it becomes possible to create powerful antibiosis/pessionalism properties when applied directly against crop plants.

Problems solved by technology

This patents discusses chemical agents that can be harmful for crops but have negative health impact on human or animal life due to their high levels of residue left behind after being removed during manufacturing processes. To address this issue, chemists aimed towards modifying these compounds through various methods including structurally alterations, adding other substances (organopolysiloxanes) or treatments to improve their effectiveness without leaving any unwanted sideings.

Method used

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  • Chitosan oligosaccharide derivative containing thiourea and diethoxyphosphamide structure and preparation method thereof
  • Chitosan oligosaccharide derivative containing thiourea and diethoxyphosphamide structure and preparation method thereof
  • Chitosan oligosaccharide derivative containing thiourea and diethoxyphosphamide structure and preparation method thereof

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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

Belonging to marine chemical engineering technology, the invention in particular relates to a chitosan oligosaccharide derivative containing a thiourea and diethoxyphosphamide structure and a preparation method thereof. The chitosan oligosaccharide derivative containing the thiourea and diethoxyphosphamide structure is shown as formula I, wherein n=2-20. The preparation method provided by the invention includes: firstly, reacting chitosan oligosaccharide with 1, 2-dibromoethane to generate a bromoethyl chitosan oligosaccharide derivative, then adding ammonium thiocyanate for reaction with bromoethyl to generate an ethyl isothiocyanate chitosan oligosaccharide derivative, further reacting the isothiocyanate group with hydrazine hydrate to obtain an aminothioureylene ethyl chitosan oligosaccharide derivative containing a thiourea group, and finally carrying out reaction with diethyl chlorophosphate so as to obtain the chitosan oligosaccharide derivative containing the thiourea and diethoxyphosphamide structure. Infrared spectroscopic analysis determines the structure of the derivative, chitosan oligosaccharide and the introduced group effectively combine to form the chitosan oligosaccharide derivative containing the thiourea and diethoxyphosphamide structure, and the biological activity of chitosan oligosaccharide is improved.

Description

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Claims

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Application Information

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Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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