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A kind of O-acetamide chitosan Schiff base and preparation method thereof

A technology of acetamide chitosan sheet and acetamide chitosan is applied in the field of fine chemical industry, which can solve the problems of inability to meet application requirements, limit the scope of application, etc., and achieve good flocculation and sterilization effects, clear reaction sites, and raw material utilization. high rate effect

Active Publication Date: 2019-01-15
SHAANXI UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The excellent properties of chitosan make it widely used in many fields, but its water insolubility still cannot meet the application requirements to a certain extent, which greatly limits its application range.

Method used

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  • A kind of O-acetamide chitosan Schiff base and preparation method thereof
  • A kind of O-acetamide chitosan Schiff base and preparation method thereof
  • A kind of O-acetamide chitosan Schiff base and preparation method thereof

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preparation example Construction

[0048] The preparation process chemical reaction process of O-acetamide chitosan Schiff base of the present invention is as follows figure 1 Shown: First, chitosan and benzaldehyde undergo nucleophilic addition reaction, chitosan on C 2 bit-NH 2 The N atom with a lone electron pair attacks the positively charged C atom on the carbonyl group to complete the nucleophilic addition reaction to form an intermediate product α-hydroxylamine compound, which is further dehydrated to form a Schiff base. The formed Schiff base is further reacted with chloroacetamide for S N 2 Nucleophilic Substitution Reaction, Chitosan C 6 The H atom at the -OH position is replaced by an acetamido group.

[0049] figure 2 Middle line 1 is the H NMR spectrum of chitosan raw material, and line 2 is the H NMR spectrum of O-acetamide chitosan Schiff base. As can be seen from the figure, in line 1, the multiplet peak at δ=3.4~3.8 belongs to chitosan sugar ring H-3, H-4, H-5, H-6; Single peak assigned to...

Embodiment 1

[0054] A kind of preparation method of O-acetamide chitosan Schiff base, through benzaldehyde chitosan Schiff base and chloroacetamide generation nucleophilic substitution reaction, obtain O-acetamide chitosan Schiff base, its specific process yes:

[0055] Step 1, get 1g chitosan, the molecular weight of chitosan is 700,000, the deacetylation degree is 87%, get 50ml concentration and be 1% acetic acid solution, add chitosan in acetic acid solution, stir 20min at room temperature, The stirring speed is 240r / min until the chitosan is completely dissolved to obtain a solution.

[0056] Step 2, adding 1 mol / L sodium hydroxide solution to the solution, and adjusting the pH of the solution to 7, then performing suction filtration to remove water, and washing with ethanol to obtain filter cake a.

[0057] Step 3, take 50ml of ethanol, add the filter cake a to ethanol, stir for 1h, and raise the temperature to 60°C, then add dropwise 20ml of benzaldehyde ethanol solution and 1.9g of...

Embodiment 2

[0065] A kind of preparation method of O-acetamide chitosan Schiff base, through benzaldehyde chitosan Schiff base and chloroacetamide generation nucleophilic substitution reaction, obtain O-acetamide chitosan Schiff base, its specific process yes:

[0066] Step 1, get 1g chitosan, the molecular weight of chitosan is 700,000, the deacetylation degree is 87%, get 50ml concentration and be 1% acetic acid solution, add chitosan in acetic acid solution, stir 20min at room temperature, The stirring speed is 300r / min until the chitosan is completely dissolved to obtain a solution.

[0067] Step 2, adding 1 mol / L sodium hydroxide solution to the solution, and adjusting the pH of the solution to 7, then performing suction filtration to remove water, and washing with ethanol to obtain filter cake a.

[0068] Step 3, take 50ml of ethanol, add the filter cake a into the ethanol, stir for 1 hour, and raise the temperature to 70°C, then add dropwise 20ml of benzaldehyde ethanol solution a...

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Abstract

The invention discloses O-acetamide chitosan Schiff-base and a preparation method thereof. The preparation method includes: benzaldehyde chitosan Schiff-base is allowed to have nucleophilic substitution reaction with chloroacetamide so as to prepare the O-acetamide chitosan Schiff-base. The O-acetamide chitosan Schiff-base has the advantages that the O-acetamide chitosan Schiff-base is definite in modification position, high in purity and good in flocculation and sterilizing effect, and chitosan amino protection is achieved through the Schiff-base reaction to allow hydroxyl to have a fixed-position modification effect.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, relates to an O-acetamide chitosan Schiff base, and also relates to a preparation method of the O-acetamide chitosan Schiff base. Background technique [0002] Chitosan is the only basic aminopolysaccharide that exists in large quantities in natural polysaccharides, and its chemical name is (1,4)-2-amino-2-deoxy-β-D-glucose or polyglucosamine for short. Chitosan is obtained by deacetylation of chitin and is the most important derivative of chitin. It is a positively charged polymer with a wide range of sources, non-toxic and tasteless, and has good biocompatibility and biodegradability. Its C 2 bit-NH 2 , C 6 Bits - OH and C 3 The -OH makes it have a series of special functions and properties, such as certain flocculation of suspended solid particles, organic dyes, proteins, metal ions, microorganisms, etc. in wastewater. Compared with other flocculants, chitosan also has the charact...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08
CPCC08B37/003
Inventor 郭睿郭煜马兰王映月土瑞香宋博李云鹏张瑶
Owner SHAANXI UNIV OF SCI & TECH
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