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A method for rapidly dissolving chitosan by acidic ionic liquid at low temperature

A technology of acidic ionic liquid and chitosan, which is applied in the preparation of acidic ionic liquid, and in the field of rapid dissolution of chitosan by acidic ionic liquid at low temperature, can solve the problems of low dissolution efficiency, chitosan hydrolysis, and long dissolution time, and achieve dissolution The effect of fast speed, low dissolution temperature and simple preparation process

Active Publication Date: 2022-06-07
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are problems such as low dissolution efficiency, high dissolution temperature (≥80°C), long dissolution time, and easy hydrolysis of chitosan.

Method used

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  • A method for rapidly dissolving chitosan by acidic ionic liquid at low temperature
  • A method for rapidly dissolving chitosan by acidic ionic liquid at low temperature
  • A method for rapidly dissolving chitosan by acidic ionic liquid at low temperature

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] 1-Methyl-3-(propyl-3-sulfonic acid) imidazolium salt (mPSO 3 )Synthesis

[0037] Add 80 mL of dichloromethane to the four-necked flask, add 0.105 mol of propyl sultone, cool down in an ice bath under constant stirring, slowly add 0.1 mol of N-methylimidazole dropwise at a constant pressure, slowly heat up after dropping, and react at room temperature for 2 h, Suction filtration, wash the solid three times with ethyl acetate, remove excess propyl sultone and dichloromethane, dry at 80 °C for 2 h, the obtained white solid is mPSO 3 , the yield was 99%, the melting point was 227 °C, and the structure was confirmed by H NMR;

[0038] The reaction equation is as follows:

[0039]

[0040] Synthesis of 1-methyl-3-(propyl-3-sulfonic acid)imidazole acetate (mPSAc)

[0041] The first step product (mPSO 3 ) and acetic acid (mol ratio of 1: 3) were added to the four-necked flask, stirred at room temperature, and the mixture gradually formed a homogeneous viscous liquid, whi...

Embodiment 2

[0049] 1-Butyl-3-(propyl-3-sulfonic acid)imidazolium salt (bPSO 3 )Synthesis

[0050] Add 80 mL of dichloromethane to the four-necked flask, add 0.105 mol of propyl sultone, cool down in an ice bath with constant stirring, slowly add 0.1 mol of N-butylimidazole dropwise at a constant pressure, slowly heat up after dropping, and react at room temperature for 2 h, Suction filtration, wash the solid 3 times with ethyl acetate, remove excess propyl sultone and dichloromethane, dry at 80 °C for 2 h, the obtained white solid is bPSO 3 , the yield was 99%, the melting point was 179 °C, and the structure was confirmed by H NMR;

[0051]

[0052] Synthesis of 1-butyl-3-(propyl-3-sulfonic acid)imidazole acetate (bPSAc)

[0053] The first step product (bPSO 3 ) and acetic acid (mol ratio of 1: 3) were added to the four-necked flask, stirred at room temperature, and the mixture gradually formed a homogeneous viscous liquid, which was an acidic ionic liquid (bPSAc), the yield was 100...

Embodiment 3

[0061] Synthesis of 1-methyl-3-(butyl-4-sulfonic acid) imidazolium salt (mBSO3)

[0062] Add 80 mL of dichloromethane to the four-necked flask, add 0.105 mol of butyl sultone, cool down in an ice bath with constant stirring, slowly add 0.1 mol of N-methylimidazole dropwise at a constant pressure, slowly heat up after dropping, and react at 25 °C 3h, suction filtration, wash the solid 3 times with ethyl acetate, remove excess butyl sultone and dichloromethane, dry, and the obtained white solid is mBSO 3 , the yield was 98%, the melting point was 216 °C, and the structure was confirmed by hydrogen NMR.

[0063] The product structure is as follows:

[0064]

[0065] Synthesis of 1-methyl-3-(butyl-4-sulfonic acid)imidazole acetate (mBSAc)

[0066] The first step product (mBSO 3 ) and acetic acid (mol ratio of 1: 3) were added to the four-necked flask, stirred at room temperature, and the mixture gradually formed a homogeneous viscous liquid, which was an acidic ionic liquid ...

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Abstract

The invention discloses a method for rapidly dissolving chitosan by an acidic ionic liquid at low temperature; the invention prepares an acidic ionic liquid containing sulfonate groups, uses an aqueous solution of the acidic ionic liquid containing sulfonate groups as a solvent, and rapidly dissolves chitosan with different molecular weights at low temperature; The acidic ionic liquid is: a sulfonate-containing acidic ionic liquid derived from an alkylimidazole or an alkylpyridine compound; the acidic ionic liquid only dissolves chitosan and does not cause the hydrolysis of chitosan; the present invention is simple in operation and pollution-free , and the dissolution temperature is low, the dissolution rate is fast, and the solubility of chitosan is significantly improved compared with common ionic liquids. The invention provides a new scheme for the pretreatment of chitin, chitin and chitosan.

Description

technical field [0001] The invention belongs to the field of pretreatment technology of chitin, chitin and chitosan, and particularly relates to a method for rapidly dissolving chitosan at low temperature by an acidic ionic liquid and the preparation of the acidic ionic liquid. Background technique [0002] Today, with the increasing shortage of mineral resources and increasingly severe environmental pollution, people gradually turn their attention to the renewable green resources in nature. The global aquaculture industry and the processing of shrimp and crabs generate a lot of shell solid waste. These shell wastes are important resources for the preparation of chitin. Chitosan is obtained by deacetylation of chitin, and its chemical name is (1-4)-2-acetamido-B-D glucose. Because chitosan is abundant in nature, easy to obtain raw materials, safe and non-toxic, and has good biocompatibility, antibacterial and biodegradability and other excellent characteristics, it has bee...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08J3/11C08L5/08
CPCC08J3/11C08J2305/08Y02P20/54
Inventor 王国伟孙钰庄玲华
Owner NANJING TECH UNIV
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