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Shiff base derivative of carboxymerhyl chitosan and preparation method

A technology of carboxymethyl chitosan Schiff base and carboxymethyl chitosan, which is applied in the field of organic molecular compounds, can solve the problems of enhancing the biological activity of chitosan, and achieves the enhancement of biological activity, water solubility, and good antibacterial properties. Bacteriostatic effect

Inactive Publication Date: 2005-10-26
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The object of the present invention is to provide a kind of carboxymethyl chitosan Schiff base derivative and preparation method thereof. , can improve chitosan itself Schiff base insoluble shortcomings, while enhancing the biological activity of chitosan, chitosan derivatives synergistic

Method used

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  • Shiff base derivative of carboxymerhyl chitosan and preparation method
  • Shiff base derivative of carboxymerhyl chitosan and preparation method
  • Shiff base derivative of carboxymerhyl chitosan and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 3g polymer carboxymethyl chitosan (Mw=7.0×10 5 ) into 100ml of 95% ethanol, mixed with 10ml of 5-nitrosalicylaldehyde, refluxed at 80°C for 6 hours, filtered, washed with ethanol, extracted with absolute ethanol in a Soxhlet extractor for 24 hours, and vacuum freeze-dried , that is to obtain high molecular weight 2-(2-hydroxy-5-nitro-phenylimino)-6-carboxymethyl chitosan.

Embodiment 2

[0030] 3g low molecular carboxymethyl chitosan (Mw=1.0×10 4 ) into 100ml of 95% ethanol, mixed with 10ml of 5-nitrosalicylaldehyde, refluxed at 80°C for 10 hours, filtered, washed with ethanol, extracted with absolute ethanol in a Soxhlet extractor for 24 hours, and vacuum freeze-dried , that is, low molecular weight 2-(2-hydroxyl-5-nitro-phenylimino)-6-carboxymethyl chitosan was obtained.

[0031] The compound was identified by infrared spectroscopy, as image 3 As shown, 3444.76cm -1 Left and right are stretching vibration peaks of O-H and N-H, 2923.16cm -1 Left and right are the stretching vibration peaks of C-H, at 1660.13cm -1 The absorption at is obviously stronger than the carbonyl group of chitosan, which is the absorption peak of imine group, 1508.40cm -1 and 1542.44cm -1 The absorption peaks of the benzene ring and the nitro group are at the peak, which proves the introduction of the phenyl group and the formation of the Schiff base. The derivative is easily so...

Embodiment 3

[0033] 3g polymer carboxymethyl chitosan (Mw=7.0×10 5 ) was added in 100ml of 80% ethanol, mixed with 17ml of 5-chloro salicylaldehyde, refluxed at 80°C for 6 hours and then filtered. After the product was washed with ethanol, it was extracted with absolute ethanol in a Soxhlet extractor for 72 hours, and vacuum freeze-dried. That is to obtain high molecular weight 2-(2-hydroxy-5-chloro-phenylimino)-6-carboxymethyl chitosan.

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Abstract

The present invention relates to a chitosan derivative, in the concrete, it is a carboxymethyl chitosan Xifu alkali derivative and it spreparation method. Said invention also provides its chemical structure formula. Said preparation method is characterized by that it ases the chitosan with different molecular weights and makes it be reacted with chloracetic acid to obtain carboxymethyl chitosan, then makes it be reacted with substituted salicylaldehyde so as to obtain the derivative of chitosan with different molecular weights. Said invention has good water-solubility, and good bacteria-inhibiting activity, can be used in the fields of medicine or agriculture, etc.

Description

technical field [0001] The present invention relates to a new carboxymethyl chitosan Schiff base compound and its preparation method. Specifically, it uses carboxymethyl chitosan to react with substituted salicylaldehyde to prepare an organic molecular compound with bactericidal and antibacterial biological activity . The invention belongs to the technical field of marine chemical engineering. 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 protec...

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李翠萍陈晓琳
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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