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Heterocyclic azobenzene high-polymer energy storage material and preparation method thereof

A technology of heterocyclic azobenzene and energy storage materials, applied in the direction of heat exchange materials, chemical instruments and methods, etc., can solve the problems of energy storage limitations, low energy density of azobenzene, short half-life, etc.

Active Publication Date: 2017-08-29
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Azobenzene molecules have cis-trans isomers, which change from trans to cis after absorbing ultraviolet light energy, and the cis returns to the trans structure to release the stored energy under visible light or heat, but because azobenzene has Lower energy density and shorter half-life, which have greater limitations in energy storage
In recent years, many research groups have used substituents to improve the energy storage density of molecules, but so far there has been no report on the heat storage of azo heterocycles. Heterocyclic molecules have heteroatoms. After introducing heterocycles, azo Heterocyclic molecules can form intermolecular hydrogen bonds without substituent groups when they are connected by polymer chains, which plays an important role in improving the energy density and extending the half-life of materials.

Method used

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  • Heterocyclic azobenzene high-polymer energy storage material and preparation method thereof
  • Heterocyclic azobenzene high-polymer energy storage material and preparation method thereof
  • Heterocyclic azobenzene high-polymer energy storage material and preparation method thereof

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Embodiment 1

[0029] (1) Preparation of azo monomer: 0.03 mol of 2-aminoimidazole was dissolved in a mixture of 1 mol / L hydrochloric acid, ice and acetone. An aqueous solution containing 30 ml of 0.03 mol / L sodium nitrite was slowly added to the above mixture. The mixture was stirred under ice bath for 20 minutes. Then, an aqueous solution of 0.03 mol of phenol in 1 mol / L sodium hydroxide was added to the mixture. The reaction mixture was stirred at pH 8 for 3 hours. After neutralizing with 1 mol / L HCl, the resulting mixture was filtered and washed with water. The crude product was dried and purified by recrystallization from ethanol to afford the compound as a reddish-brown solid.

[0030] (2) Preparation of alkenyl azo monomer: under ice-water bath conditions, 0.01mol of methacryloyl chloride was dissolved in a certain amount of anhydrous CH 2 Cl 2 The solution in is added dropwise to the solution containing 0.01mol p-hydroxyazoimidazole, 0.01mol triethylamine and anhydrous CH 2 Cl ...

Embodiment 2

[0033] (1) Preparation of azo monomer: 0.06 mol of 2-aminoimidazole was dissolved in a mixture of 1 mol / L hydrochloric acid, ice and acetone. An aqueous solution containing 30 ml of 0.03 mol / L sodium nitrite was slowly added to the above mixture. The mixture was stirred under ice bath for 20 minutes. Then, an aqueous solution of 0.03 mol of phenol in 1 mol / L sodium hydroxide was added to the mixture. The reaction mixture was stirred at pH 8 for 3 hours. After neutralizing with 1 mol / L HCl, the resulting mixture was filtered and washed with water. The crude product was dried and purified by recrystallization from ethanol to afford the compound as a reddish-brown solid.

[0034] (2) Preparation of alkenyl azo monomer: under ice-water bath conditions, 0.01mol of methacryloyl chloride was dissolved in a certain amount of anhydrous CH 2 Cl 2 The solution in is added dropwise to the solution containing 0.01mol p-hydroxyazoimidazole, 0.01mol triethylamine and anhydrous CH 2 Cl ...

Embodiment 3

[0037] (1) Preparation of azo monomer: 0.1 mol of 2-aminoimidazole was dissolved in a mixture of 1 mol / L hydrochloric acid, ice and acetone. An aqueous solution containing 30 ml of 0.03 mol / L sodium nitrite was slowly added to the above mixture. The mixture was stirred under ice bath for 20 minutes. Then, an aqueous solution of 0.03 mol of phenol in 1 mol / L sodium hydroxide was added to the mixture. The reaction mixture was stirred at pH 8 for 3 hours. After neutralizing with 1 mol / L HCl, the resulting mixture was filtered and washed with water. The crude product was dried and purified by recrystallization from ethanol to afford the compound as a reddish-brown solid.

[0038] (2) Preparation of alkenyl azo monomer: under ice-water bath conditions, 0.01mol of methacryloyl chloride was dissolved in a certain amount of anhydrous CH 2 Cl 2 The solution in is added dropwise to the solution containing 0.01mol p-hydroxyazoimidazole, 0.01mol triethylamine and anhydrous CH 2 Cl ...

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Abstract

The invention relates to a heterocyclic azobenzene high-polymer energy storage material and a preparation method thereof. Heterocyclic azobenzene with a monomer molecular formula of C9N5H9 exists on a high-polymer side chain to achieve trans-cis heat storage and cis-trans heat release; and a high-polymer chain is polymethyl methacrylate (PMMA). The grafting density of a heterocyclic ring is that every 3-10 carbon atoms are grafted with one heterocyclic azobenzene. The maximum isomerization rate of the energy storage material provided by the invention reaches 90%, and is improved by 15% compared with monomer molecules; and the maximum heat storage density reaches 130Wh / kg and is improved by nearly 55% compared with the monomer molecules. The obtained azo heterocyclic molecule, compared with an azobenzene molecule, is greatly improved in the aspect of energy storage density in a half-life period, and has a great potentiality in the aspect of heat storage. The exothermic peak of a polymer material is scanned with DSC, then released energy is obtained by performing integration on the exothermic peak using software, and then the released energy is divided by quality to obtain an extremely good heat storage density which reaches 130Wh / kg.

Description

technical field [0001] The invention relates to a heterocyclic azobenzene polymer energy storage material and a preparation method, which has broad application prospects in the field of solar energy storage and belongs to the field of polymer materials. Background technique [0002] With the rapid development of the world economy in today's world, the demand for resources is increasing, but oil and coal resources are becoming more and more scarce. People use these resources while causing a lot of pollution, such as acid rain, smog, and greenhouse effects. produce a serious threat to human life and health. Therefore, it is necessary to develop new energy sources to solve the problems of insufficient resources and environmental pollution. [0003] Solar energy is an inexhaustible renewable energy source, and the solar energy that reaches the ground every day is very huge. The use of solar energy is an important way to solve energy shortages. Solar energy storage materials are...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F120/34C09K5/16
CPCC08F120/34C09K5/16
Inventor 封伟阎清海冯奕钰
Owner TIANJIN UNIV
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