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Preparation method of cellulose nanometer crystal with functionalized alkynyl on surface

A technology of alkyne functionalization and nanocrystals, which is applied in the field of preparation of alkyne functionalization on the surface of cellulose nanocrystals, can solve the problems that nanocrystals are difficult to disperse, and achieve excellent matrix compatibility, low cost, and environmentally friendly preparation methods Effect

Active Publication Date: 2015-08-26
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the electrostatic interaction and high ionic strength of cellulose nanocrystals, it is difficult for nanocrystals to be well dispersed in general non-aqueous organic solvents and non-polar polymer matrices, and nanoparticles will self-aggregate rapidly

Method used

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  • Preparation method of cellulose nanometer crystal with functionalized alkynyl on surface
  • Preparation method of cellulose nanometer crystal with functionalized alkynyl on surface

Examples

Experimental program
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Effect test

Embodiment 1

[0019] A preparation method for alkyne group functionalization on the surface of cellulose nanocrystals, comprising the steps of:

[0020] 1) Preparation of 4-oxo-4-(prop-2-yne-1-oxyl) butyric anhydride: ① propynyl alcohol (Bai Lingwei Technology Co., Ltd.), succinic anhydride (Bai Lingwei Technology Co., Ltd.) and 4-di Aminopyridine (Bailingwei Technology Co., Ltd.) was added to the solvent dichloromethane in a molar ratio of 1:1.1:0.1 and mixed, and reacted at room temperature for 36 hours; then passed through NaHSO with a mass fraction of 10% 4 Wash 3 times, MgSO 4 Dry and filter to obtain 4-oxo-4-(prop-2-yne-1-oxyl)butyric acid, the yield is 80.1%; ② press 4-oxo-4-(prop-2-yne-1- Oxygen) butanoic acid and dehydrating agent dicyclohexylcarbodiimide (Bai Lingwei Technology Co., Ltd.) molar ratio is 2:1, join in the solvent methylene chloride and mix, react at room temperature for 24 hours, filter, concentrate and finally The product 4-oxo-4-(prop-2-yne-1-oxy)butyric anhydri...

Embodiment 2

[0024] A preparation method for alkyne group functionalization on the surface of cellulose nanocrystals, comprising the steps of:

[0025] 1) Preparation of 4-oxo-4-(prop-2-yne-1-oxyl) butyric anhydride: ① propynyl alcohol (Bai Lingwei Technology Co., Ltd.), succinic anhydride (Bai Lingwei Technology Co., Ltd.) and 4-di Add methylaminopyridine (Bailingwei Technology Co., Ltd.) in a molar ratio of 1:1.1:0.2 to the solvent dichloromethane and mix, and react at room temperature for 36 hours; 4 Wash 3 times, MgSO 4 Dry and filter to obtain 4-oxo-4-(prop-2-yne-1-oxyl group) butyric acid with a yield of 82.7%; 2. press 4-oxo-4-(prop-2-yne-1- Oxygen) butanoic acid and dehydrating agent dicyclohexylcarbodiimide (Bai Lingwei Technology Co., Ltd.) molar ratio is 2:1, join in the solvent methylene chloride and mix, react at room temperature for 24 hours, filter, concentrate and finally The product 4-oxo-4-(prop-2-yne-1-oxyl)butanoic anhydride was obtained with a yield of 89.6%.

[002...

Embodiment 3

[0029] A preparation method for alkyne group functionalization on the surface of cellulose nanocrystals, comprising the steps of:

[0030] 1) Preparation of 4-oxo-4-(prop-2-yne-1-oxyl) butyric anhydride: ① propynyl alcohol (Bai Lingwei Technology Co., Ltd.), succinic anhydride (Bai Lingwei Technology Co., Ltd.) and 4-di Add methylaminopyridine (Bailingwei Technology Co., Ltd.) in a molar ratio of 1:1.1:0.1 to the solvent dichloromethane and mix, and react at room temperature for 36 hours; then pass through 10% NaHSO 4 Wash 3 times, MgSO 4Dry and filter to obtain 4-oxo-4-(prop-2-yne-1-oxyl group) butyric acid with a yield of 84.0%; ② press 4-oxo-4-(prop-2-yne-1- Oxygen) butanoic acid and dehydrating agent dicyclohexylcarbodiimide (Bai Lingwei Technology Co., Ltd.) molar ratio is 2:1, join in the solvent methylene chloride and mix, react at room temperature for 24 hours, filter, concentrate and finally The product 4-oxo-4-(prop-2-yne-1-oxy)butyric anhydride was obtained with a...

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Abstract

The present invention relates to a preparation method of a cellulose nanometer crystal with functionalized alkynyl on the surface. The preparation method comprises: 1) preparing 4-oxo-4-(prop-2-yn-1-oxy)butyric anhydride; 2) carrying out ultrasonic and uniform mixing reaction according to a mass ratio of the cellulose nanometer crystal to the 4-oxo-4-(prop-2-yn-1-oxy)butyric anhydride of 1:5-1:20, wherein the mass of a catalyst is 0.1-20% of the mass of the 4-oxo-4-(prop-2-yn-1-oxy)butyric anhydride, the reaction temperature of 60-100 DEG C, and the reaction time is 2-8 h; and 3) after completing the reaction, cooling to a room temperature to obtain a primary product, washing a plurality of times, and drying to obtain the cellulose nanometer crystal with the functionalized alkynyl on the surface, wherein the surface hydroxyl substitution degree is 4.5-13.8%. The preparation method of the present invention has advantages of low-cost, environmental-protection and completely-biodegradable raw materials, simpleness, rapidness, and high efficiency.

Description

technical field [0001] The invention belongs to the field of modified degradable materials, and in particular relates to a preparation method for alkyne group functionalization on the surface of cellulose nanocrystals. Background technique [0002] Cellulose is a natural polysaccharide macromolecule that widely exists in nature, and is a structural polymer commonly found in various plants. From the structure of cellulose, it is mainly composed of crystalline and amorphous regions. The amorphous region is sensitive to hydrolysis conditions and can be completely removed under certain conditions, leaving relatively complete rigid crystalline regions to become cellulose nanocrystals. Compared with inorganic nanoparticles, cellulose nanocrystals have many advantages, such as easy availability, low cost, nano-effect, high specific surface area and modulus, relatively easy handling, biodegradation, biocompatibility, and active surface groups. In particular, cellulose nanocrystals...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B3/14
Inventor 黄进陈筠林宁夏涛车圆圆
Owner WUHAN UNIV OF TECH
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