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Preparation method of nanocellulose-based azobenzene-containing random polymer

A technology of nanocellulose and p-hydroxyazobenzene, which is applied in the field of preparation of random polymers containing azobenzene, can solve problems such as poor solubility, and achieve the effects of clear conditioning, clear synthesis route and simple synthesis method.

Inactive Publication Date: 2016-07-06
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although there are many hydroxyl groups on the surface of nanocellulose, its solubility in conventional solvents is poor due to the strong intermolecular hydrogen bond interaction, so it is necessary to modify the surface of the polymer

Method used

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  • Preparation method of nanocellulose-based azobenzene-containing random polymer
  • Preparation method of nanocellulose-based azobenzene-containing random polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]Dissolve 9.9g of p-hydroxyazobenzene, 10.2g of 6-chloro-1-hexanol, 10.35g of potassium carbonate, and 0.5g of potassium iodide in 200mL of N,N-dimethylformamide. The reaction temperature of the system is 90°C, and the reaction time is for 12 hours. After the reaction was completed, it was diluted and extracted with chloroform, and the organic phase was dried and filtered with suction, then recrystallized and purified in ethanol several times, and dried in vacuum for 24 hours to obtain product A. 2.46g of product A and 5.0mL of dried triethylamine were dissolved in 50mL of tetrahydrofuran under the protection of nitrogen, and the mixed liquid was cooled to 0°C in an ice bath. Then, 2 mL of methacryloyl chloride was dissolved in 50 mL of tetrahydrofuran, and was added dropwise to the mixed liquid after ice-bathing through a constant pressure dropping funnel, and the time used for the dropwise addition was 30 minutes. After the dropwise addition, the system continued to re...

Embodiment 2

[0029] Dissolve 4.9g of p-hydroxyazobenzene, 5.1g of 6-chloro-1-hexanol, 5.18g of potassium carbonate, and 0.25g of potassium iodide in 100mL of N,N-dimethylacetamide. The reaction temperature of the system is 80°C, and the reaction time is for 24 hours. After the reaction was completed, it was diluted and extracted with chloroform, and the organic phase was dried and filtered with suction, then recrystallized and purified in ethanol several times, and dried in vacuum for 24 hours to obtain product A. 1.23g of product A and 2.5mL of dried ethylenediamine were dissolved in 25mL of dichloromethane under the protection of argon, and the mixed liquid was cooled to 0°C in an ice bath. Then, 1 mL of methacryloyl chloride was dissolved in 25 mL of dichloromethane, and was added dropwise to the mixed liquid after ice-bathing through a constant pressure dropping funnel, and the time for the dropwise addition was 1 hour. After the dropwise addition, the system was continued to react un...

Embodiment 3

[0031] Dissolve 9.9g of p-hydroxyazobenzene, 15.8g of 6-chloro-1-hexanol, 15.88g of potassium carbonate, and 0.6g of potassium iodide in 220mL of N,N-diethylformamide. The reaction temperature of the system is 100°C, and the reaction time is for 18 hours. After the reaction was completed, it was diluted and extracted with chloroform, and the organic phase was dried and filtered with suction, then recrystallized and purified in ethanol several times, and dried in vacuum for 24 hours to obtain product A. 2.46g of product A and 7.0mL of dried ethylenediamine were dissolved in 60mL of chloroform under the protection of argon, and the mixed liquid was cooled to 0°C in an ice bath. Then, 5 mL of methacryloyl chloride was dissolved in 80 mL of chloroform, and was added dropwise to the mixed liquid after ice-bathing through a constant-pressure dropping funnel, and the time used for the dropwise addition was 45 minutes. After the dropwise addition, the system continued to react under ...

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Abstract

The invention relates to a preparation method of a nanocellulose-based azobenzene-containing random polymer. The preparation method comprises the following steps: preparing nanocellulose by virtue of a sulfuric acid hydrolysis method under the action of a homogenizing instrument, carrying out bromination modification on the surface of the nanocellulose by utilizing 2-bromoisobutyryl bromide, and finally, randomly co-polymerizing azobenzene-containing acrylate monomers and N, N-dimethylamino-ethyl methacrylate by adopting the bromized nanocellulose as a macromolecular initiator by an atom transfer free-radical polymerization method to obtain the nanocellulose-based azobenzene-containing random polymer. The nanocellulose-based azobenzene-containing random polymer is prepared into a film with various responsiveness to temperature, pH and light by virtue of a solvent evaporation method or a spin coating method, and the collapse and stretching variation of N, N-dimethylaminoethyl ester or the interconversion of light-induced cis-trans isomerization process of azobenzene groups on the surface of the film is changed by regulating and controlling the variation of the external temperature, pH and light, so that the variation of the hydrophilic-hydrophobic property is realized on a macro scale, the variation of the internal aperture of the film is indirectly changed, and an effect of flexibly regulating and controlling the aperture of the film is realized.

Description

technical field [0001] The invention belongs to the field of macromolecular materials, and in particular relates to a preparation method of a nano-cellulose-based random polymer containing azobenzene. Background technique [0002] Azobenzene derivatives are a class of photosensitive compounds with photoisomerization. Under the action of ultraviolet rays, azobenzene molecules can overcome the energy barrier and transform from trans to higher energy cis structures; Under the action of light or heat, reversible transformation can be carried out at the same time. In the process of conformational transformation, the dipole moment and molecular structure of azobenzene molecules will change, so the physical properties of azobenzene derivatives will also change. [0003] Among many natural renewable polymer materials, cellulose is a material with extremely abundant reserves in nature, widely demanded and used, non-toxic and high bio-affinity. Nanoscale cellulose can be prepared af...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F251/02C08F220/36C08F220/34
CPCC08F251/02C08F220/36C08F220/34
Inventor 袁伟忠陈蒋狄
Owner TONGJI UNIV
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