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Furyl alpha-aminophosphonate chitosan derivative and its preparation method

A technology of chitosan derivatives and amino phosphonates, which is applied in botany equipment and methods, chemicals for biological control, biocides, etc., can solve the problems of limited application range, achieve good solubility, The effect of expanding the application field and avoiding the use of organic solvents

Active Publication Date: 2012-06-27
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, chitosan is insoluble in water and common organic solvents, which limits its application range, so improving its solubility is an important direction for the application and development of chitosan

Method used

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  • Furyl alpha-aminophosphonate chitosan derivative and its preparation method
  • Furyl alpha-aminophosphonate chitosan derivative and its preparation method
  • Furyl alpha-aminophosphonate chitosan derivative and its preparation method

Examples

Experimental program
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Effect test

Embodiment 1

[0024] The preparation of embodiment 1 derivative 1

[0025] Add 10 mmol of chitosan with a molecular weight of 230,000, 10 mmol of dimethyl phosphite and 10 mmol of furfural into an agate mortar, grind and mix evenly, and react in a microwave reactor at 200W for 3 minutes. The product was soaked in ethanol for 1 hour, filtered with suction, washed with absolute ethanol, and dried at 60°C to obtain a brown powder, namely chitosan furanyl α-aminophosphonic acid methyl ester, ie derivative 1, see general formula I for the structural formula.

[0026] Infrared spectrum shows: the infrared spectrum of chitosan derivative 1 ( figure 2 ) and the infrared spectrum of chitosan ( figure 1 ) compared to that located at 1595cm -1 The characteristic absorption peak of NH disappears, indicating that NH 2 Has reacted; 1538, 1384cm -1 It is the characteristic absorption peak of N-H and C-N, 1201, 1060, 989cm -1 It is the characteristic absorption peak of P=O, P-O-C and P-C; it proves t...

Embodiment 2

[0027] The preparation of embodiment 2 derivative 2

[0028] Add 10 mmol of chitosan with a molecular weight of 230,000, 10 mmol of diethyl phosphite, and 10 mmol of furfural into an agate mortar, grind and mix evenly, and react in a microwave reactor at 200W for 3 minutes. The product was soaked in ethanol for 1 hour, filtered with suction, washed with absolute ethanol, and dried at 60°C to obtain a brown powder, namely chitosan furanyl α-aminophosphonic acid ethyl ester, ie derivative 2, see general formula I for the structural formula.

[0029] Infrared spectrum shows: the infrared spectrum of chitosan derivative 2 ( image 3 ) and the infrared spectrum of chitosan ( figure 1 ) compared to that located at 1595cm -1 The characteristic absorption peak of NH disappears, indicating that NH 2 Has reacted; 1535, 1388cm -1 It is the characteristic absorption peak of N-H and C-N, 1155, 1070, 993cm -1 It is the characteristic absorption peaks of P=O, P-O-C and P-C; it proves th...

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Abstract

Belonging to ocean chemical engineering technologies, the invention specifically relates to a furyl alpha-aminophosphonate chitosan derivative and its preparation method. The general formula of the derivative is shown as formula I, wherein, R is an alkyl group and n=4-4000. The preparation method comprises: taking chitosan as a matrix, which is mixed with dialkyl phosphite and furfural, and conducting reaction at a temperature of 0-120DEG C and under microwave power of 10-1000W for 1-60min, immersing the reactant with a solvent, then conducting pumping filtration, washing the filter cake with the solvent, and carrying out drying so as to obtain the furyl alpha-amidophosphonate chitosan derivative. Specifically, the chitosan, the dialkyl phosphite and the furfural are in a molar ratio of 1:1-3:1-3. In the invention, furyl alpha-aminophosphonate is introduced into a chitosan structure, and the two generate synergistic effects, thus significantly improving the antibacterial activity of chitosan.

Description

technical field [0001] The invention belongs to marine chemical engineering technology, and in particular relates to a furyl α-aminophosphonate chitosan derivative and a preparation method thereof. Background technique [0002] The advantages of chemical pesticides are timely prevention and control, outstanding effect, convenient use and low use cost. But the shortcomings are also very obvious, mainly due to poor target selectivity, high toxicity, great impact on the environment, and easy to develop resistance. In addition, the unreasonable use of chemical pesticides has caused certain adverse effects, so more stringent requirements have been put forward for chemical pesticides. . Promote the research and development of more environmentally friendly biological pesticides to meet the needs of agricultural production. [0003] Chitosan is an alkaline polysaccharide that exists in nature. It has good biocompatibility, non-toxicity, and easy degradation. Therefore, it has been...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A01N57/24A01P3/00
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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