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Preparation method and applications of hyperbranched azo polymer

An azo polymer, polymer technology, applied in chemical instruments and methods, color-changing fluorescent materials, etc., can solve the problems of low response rate and degree of photoisomerization, and achieve the effect of low driving power

Inactive Publication Date: 2013-07-10
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The structure shows that the p-nitroazobenzene unit in the macromolecule has a lower rate and degree of photoisomerization response than the small molecule p-nitroazobenzene

Method used

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  • Preparation method and applications of hyperbranched azo polymer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add 3g of p-nitrobenzoic acid, 9g of sodium hydroxide and 9mL of water in sequence in a 250mL three-necked flask equipped with a stirring bar, stir well and heat up to 35°C; dissolve 21g of glucose in 50mL of water, and add dropwise within 10min In the three-necked flask, the temperature was maintained at 35°C for 30 minutes, and then the temperature was lowered to 10°C and the reaction was continued for 45 minutes. Pour the reaction solution into a beaker, cool it, neutralize it with dilute hydrochloric acid to pH=0.5, then filter the mixture with suction to obtain a yellow solid; dissolve the solid with sodium hydroxide solution, add hydrochloric acid to acidify, and precipitate a solid , filtered by suction and washed with water to obtain a yellow solid, which was dried in an oven.

[0027] Add 2g of the above yellow solid, 0.45g of thionyl chloride, 2mL of N,N'-dimethylformamide and 10g of acetone into a 100mL round bottom flask, and reflux at 60°C for 9h. After th...

Embodiment 2

[0030] Add 3g of p-nitrobenzoic acid, 15g of sodium hydroxide and 60mL of water in sequence in a 250mL three-necked flask equipped with a stirring bar, stir evenly and heat up to 65°C; dissolve 27g of glucose in 50mL of water, and add it dropwise within 2 hours In the three-necked flask, the temperature was maintained at 65° C. for 2 h, and then the temperature was lowered to 20° C. and the reaction was continued for 2 h. The reaction solution was poured into a beaker, cooled, neutralized with acetic acid to pH = 7, and then the mixed solution was suction filtered to obtain a yellow solid; the solid was dissolved in ammonium bicarbonate solution, and then acidified by adding acetic acid to precipitate a solid. After suction filtration and washing with water, a yellow solid was obtained, which was dried in an oven.

[0031] Add 2g of the above yellow solid, 4.5g of thionyl chloride, 10mL of N,N'-dimethylformamide and 40g of ethanol into a 100mL round bottom flask, and reflux at...

Embodiment 3

[0034] Add 3g of p-nitrobenzoic acid, 11g of sodium hydroxide and 40mL of water successively into a 250mL three-necked flask equipped with a stirring bar, stir well and heat up to 50°C; dissolve 25g of glucose in 50mL of water, and add dropwise within 30min In the three-necked flask, the temperature was maintained at 50° C. for 1 h, and then the temperature was lowered to 15° C. and the reaction was continued for 1 h. Pour the reaction solution into a beaker, cool it, and neutralize it with acetic acid to pH=5, then filter the mixture with suction to obtain a yellow solid; dissolve the solid with potassium carbonate solution, add acetic acid to acidify, and precipitate a solid After filtering and washing with water, a yellow solid was obtained, which was dried in an oven.

[0035] Add 2g of the above yellow solid, 1.8g of thionyl chloride, 5mL of N,N'-dimethylformamide and 20g of ethyl acetate into a 100mL round bottom flask, and reflux at 65°C for 11h. After the reaction, th...

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Abstract

The invention relates to a preparation method and applications of a hyperbranched azo polymer, belonging to the organic synthesis field. The preparation method comprises the steps: firstly, performing nitroreduction and carboxyl acylation by taking p-nitrobenzoic acid as a raw material, to obtain an A2 type monomer azo-bi(benzoyl chloride) with an azobenzene structure, and then reacting the A2 type monomer azo phthaloyl dichloride with a B3 type monomer glycerol according to certain mole ratio to obtain the hyperbranched azo polymer. The materials of the obtained hyperbranched azo polymer has higher thermo-optical coefficient which is more than ten times of that of inorganic materials such as borosilicate glass, zinc silicate glass, silica glass and the like, and the material provides a possibility for developing a novel digital thermo-optical switch with low driving power.

Description

technical field [0001] The invention belongs to the field of organic synthesis and relates to the preparation of azobenzene photochromic compounds. Specifically refers to the use of azobenzene chromophore molecules as monomers for the synthesis of hyperbranched macromolecules to prepare hyperbranched azo polymer materials with photochromic properties; Potential applications in the field of optoelectronics such as storage, optoelectronic modulators, and optical switching. Background technique [0002] As a new type of functional material, azobenzene photochromic compounds can be widely used in frontier fields such as optical information storage, optical conversion devices, and optical switches. In the past few decades, linear azo polymers with side-chain or main-chain structures have been intensively studied. Recently, dendrimers containing azobenzene structures have attracted considerable attention and have been intensively studied. Compared with dendritic azo compounds, ...

Claims

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Application Information

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IPC IPC(8): C08G63/685C09K9/02
Inventor 杨冬亚张汉清荣新山陈正宇邱凤仙
Owner JIANGSU UNIV
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