Double-branch azobenzene/graphene energy storage material and preparing method

A technology of double-branched azobenzene and energy storage materials, applied in the direction of sulfonic acid preparation, heat exchange materials, chemical instruments and methods, etc., can solve the problems of no amazing results, short half-life, limitations, etc. in the field of solar thermal storage

Active Publication Date: 2016-09-28
TIANJIN UNIV
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  • Claims
  • Application Information

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Problems solved by technology

Many researchers focus on photovoltaics, photocatalysis, and photothermalization, but so far there are no surprising results in the field of solar thermal storage.
[0005] Photoresponsive compound azobenzene molecules have certain heat storage capacity in the metastable state due to their good absorption between 350nm and 450nm, recyclable isomerization characteristics and special group structure design. However, the application of common azobenzene molecules in energy storage is greatly limited due to their low energy density and short half-life.
In recent years, some scientists have combined azobenzene molecules with carbon materials, but so far, there has been no report on the use of double-branched azobenzene containing substituents and hydrogen bond groups to combine with graphene.

Method used

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  • Double-branch azobenzene/graphene energy storage material and preparing method

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preparation example Construction

[0028] The present invention relates to the preparation method of double-branched azobenzene / graphene hybrid material, and its reaction process and explanation steps are as follows:

[0029]

[0030] 1) Amino protection: 5-aminoisophthalic acid is dissolved in N,N-dimethylformamide / water mixed solution of sodium hydroxide, wherein the molar ratio of 5-aminoisophthalic acid to sodium hydroxide is 1:1~1:1.5. Add the above solution dropwise to the di-tert-butyl dicarbonate solution in an ice-water bath, wherein the molar ratio of di-tert-butyl dicarbonate to 5-aminoisophthalic acid is 1:1; then naturally return to room temperature and react for 24~ 30 hours. The reaction product is first acidified with hydrochloric acid (the molar ratio to 5-aminoisophthalic acid is about 3:1 to 4:1, and then diluted with water to half to one third of the acidity. After that, the precipitate is filtered and washed with water and brine Repeated washing for 2 to 3 times. Finally, the solid was...

Embodiment 1

[0035] 1) Dissolve 1.087 g (12 mmol) of 5-aminoisophthalic acid in 30 ml of 1:1 N,N-dimethylformamide / water mixed solution containing 0.720 g of sodium hydroxide (18 mmol). In an ice-water bath, the above solution was added dropwise to a solution containing 2.619 g (12 mmol) of di-tert-butyl dicarbonate. Then naturally return to room temperature and react for 24 hours. The reaction product was acidified with 3M hydrochloric acid (5 mL) and then diluted with 30 mL of water. The precipitate was then filtered and washed twice with water and brine. Finally, product I was obtained by rotary evaporation and drying.

[0036]2) ① Add 1.096 milliliters (12.432 mmol) of thionyl chloride dropwise to a solution of 1.405 g of product I in 40 milliliters of dichloromethane. Then, 250 microliters of N,N-dimethylformamide was added dropwise to the above solution, and reacted at room temperature for 4 hours. The reaction product was then concentrated by distillation under reduced pressure....

Embodiment 2

[0040] 1) Dissolve 1.087 g (12 mmol) of 5-aminoisophthalic acid in 30 ml of 1:1 N,N-dimethylformamide / water mixed solution containing 0.520 g of sodium hydroxide (13 mmol). In an ice-water bath, the above solution was added dropwise to a solution containing 2.728 g (12.5 mmol) of di-tert-butyl dicarbonate. Then naturally return to room temperature and react for 25 hours. The reaction product was acidified with 3M hydrochloric acid (5 mL) and then diluted with 30 mL of water. The precipitate was then filtered and washed repeatedly 3 times with water and brine. Finally, product I was obtained by rotary evaporation and drying.

[0041] 2) ① Add 1.096 milliliters (12.432 mmol) of thionyl chloride dropwise to 40 milliliters of dichloromethane solution containing 1.42 g of product I. Then, 250 microliters of N,N-dimethylformamide was added dropwise to the above solution, and reacted at room temperature for 4 hours. The reaction product was then concentrated by distillation under...

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Abstract

The invention discloses a double-branch azobenzene / graphene energy storage material and a preparing method. Double-branch azobenzene is grafted to a reduced-oxidized graphene patch in an array mode. The composite is prepared through synthesis of double-branch azobenzene and hybrid compounding of azobenzene and graphene. The preparing method comprises the steps that firstly, 5-aminoisophthalic acid is subjected to amino protection, and then subjected to amidation with 4'-Aminoazobenzene-4-sulphonic acid, and amino-protected double-branch azobenzene is obtained; then, amino deportection is carried out; finally, prepared double-branch azobenzene and reduced-oxidized graphene are subjected to hybrid compounding through diazotization, and the end product is obtained. Compared with small azobenzene micro-molecules, according to the obtained double-branch azobenzene / graphene hybrid material, the energy value is greatly increased, the half-life period is greatly prolonged, the energy density is stabilized at 150 Wh / Kg, and the half-life period is greatly prolonged to be 1000 h or longer; besides, the double-branch azobenzene / graphene energy storage material has good thermal stability and circulation performance, and is expected to be used for solar energy heat storage.

Description

technical field [0001] The invention relates to a double-branched azobenzene / graphene hybrid 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 composite functional materials. Background technique [0002] The development of the world economy has benefited from fossil energy such as coal, oil, and natural gas. However, these energy sources are increasingly in short supply. Human consumption of these energy sources has brought about serious environmental problems such as acid rain and the greenhouse effect. These problems have threatened human beings. survival and sustainable development of the world economy. [0003] Solar energy is the huge energy released by the fusion of hydrogen nuclei at ultra-high temperatures. Most of the energy needed by human beings comes directly or indirectly from the sun. The solar flux is huge, but solar radiation is an intermittent energy sour...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K5/14C07C245/08C07C303/22C07C309/47
CPCC07C245/08C07C303/22C07C309/47C09K5/14
Inventor 封伟赵肖泽冯奕钰
Owner TIANJIN UNIV
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