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Synthesis method, derivative and battery system of anthraquinone derivative containing carboxyl group

A technology of anthraquinone derivatives and synthesis methods, which is applied in the field of liquid flow batteries, can solve problems such as prone to water electrolysis side reactions, limited solubility of active materials, and easy cross-contamination of electrolytes, and achieve low cost, high solubility, and safety performance high effect

Active Publication Date: 2019-12-03
CHINASALT JINTAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, aqueous organic flow batteries still face some challenges, such as limited solubility of active materials (organic substances), easy cross-contamination of electrolytes, low operating current density, and prone to water electrolysis side reactions, etc.

Method used

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  • Synthesis method, derivative and battery system of anthraquinone derivative containing carboxyl group
  • Synthesis method, derivative and battery system of anthraquinone derivative containing carboxyl group
  • Synthesis method, derivative and battery system of anthraquinone derivative containing carboxyl group

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preparation example Construction

[0051] The synthesis method of the carboxyl-containing anthraquinone derivative according to the embodiment of the present invention comprises the following steps:

[0052] S1. Mix the carboxyl-terminated dibasic acid with thionyl chloride and add toluene as a reaction solvent, add a catalyst, and heat to a set temperature for reaction;

[0053] S2, after the reaction finishes, remove solvent and thionyl chloride, add toluene to distill, obtain reactant;

[0054] S3. Mix the reactant with aminoanthraquinone, add toluene as a reaction solvent, and heat up to reflux for reaction;

[0055] S4. After the reaction, the solvent is removed, potassium carbonate solution is added to the residue, the solid is removed by filtration, the pH of the filtrate is adjusted to a predetermined value, the solid is precipitated, filtered, washed and dried to obtain an anthraquinone derivative containing carboxyl groups.

[0056] Specifically, at first the acid chlorination of the carboxyl-termina...

Embodiment 1

[0094] Synthesis of 1-[N-(6-carboxypentyl)]aminoanthraquinone

[0095] 2.92g of adipic acid (0.02mol) and 15mL of thionyl chloride were mixed and dissolved in 35mL of toluene, and 0.01g of DMF was added as a catalyst. The temperature was raised to 60°C and the reaction was refluxed, and the reaction was stopped when the solvent was light yellow (12h-24h). Thionyl chloride and toluene were distilled off under reduced pressure, and toluene was added for distillation (20 mL×2), and the residue was used for the following reaction.

[0096] Add 40 mL of toluene and 0.89 g of 1-aminoanthraquinone to the above residue in sequence, and slowly raise the temperature to reflux. As the reaction progressed, the reaction solution gradually changed from red to orange-yellow. The progress of the reaction was monitored by TLC and the reaction was stopped when the reaction was almost complete (15h-20h). The solvent toluene was distilled off under reduced pressure (to be completely steamed as...

Embodiment 2

[0098] Synthesis of 1-[N-(8-carboxyheptyl)]aminoanthraquinone

[0099] 3.48g of suberic acid (0.02mol) and 15mL of thionyl chloride were mixed and dissolved in 35mL of toluene, and 0.01g of pyridine was added as a catalyst. The temperature was raised to 60°C and the reaction was refluxed, and the reaction was stopped when the solvent was light yellow (12h-24h). Thionyl chloride and toluene were distilled off under reduced pressure, and toluene was added for distillation (20 mL×2), and the residue was used for the following reaction.

[0100] Add 40 mL of toluene and 0.89 g of 1-aminoanthraquinone to the above residue in sequence, and slowly raise the temperature to reflux. As the reaction progressed, the reaction solution gradually changed from red to orange-yellow. The progress of the reaction was monitored by TLC and the reaction was stopped when the reaction was almost complete (15h-20h). The solvent toluene was distilled off under reduced pressure (to be steamed out com...

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Abstract

The invention provides a synthesis method, a derivative and a battery system of an anthraquinone derivative containing a carboxyl group. The synthesis method of the anthraquinone derivative containingthe carboxyl group includes the following steps that S1, dibasic acid containing a terminal carboxyl group and sulfoxide chloride are mixed, toluene is added as a reaction solvent, a catalyst is added, and heated to a set temperature reaction; S2, after the reaction is completed, the solvent and the sulfoxide chloride are removed, the toluene is added for distillation, and a reactant is obtained;S3, the reactant is mixed with amino-anthraquinone, the toluene is added as the reaction solvent, and heating is conducted to a reflux reaction; and S4, after the reaction is completed, the solvent is removed, solids are filtered and removed, the pH value of a filtrate is adjusted to a predetermined value, the solids are separated out, filtered, washed and dried, and the anthraquinone derivativecontaining the carboxyl group is obtained. According to the synthesis method of the anthraquinone derivative containing the carboxyl group, simpleness is achieved, operation is easy, the cost is low,and the synthesis method can be applied to the battery system to solve the problem of electrochemical energy storage.

Description

technical field [0001] The invention relates to the field of liquid flow batteries, in particular to a synthesis method of anthraquinone derivatives containing a carboxyl group, derivatives and a battery system. Background technique [0002] With the rapid development of the human economy, the problems of environmental pollution and energy shortage are becoming more and more serious, which has prompted countries all over the world to extensively develop and utilize renewable energy such as wind energy, solar energy, and tidal energy. However, these renewable energy sources are discontinuous, unstable, restricted by regional environment, and difficult to connect to the grid, resulting in low utilization rate, high wind and light abandonment rate, and waste of resources. Therefore, it is necessary to vigorously develop efficient, cheap, safe and reliable energy storage technology that can be used in conjunction with it. [0003] Among various electrochemical energy storage st...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C231/12C07C233/32H01M8/18
CPCC07C231/12C07C233/32H01M8/188C07C2603/24Y02E60/50C07C227/16
Inventor 武奕徐俊辉韩俊甜苏志俊陈留平崔耀星李丹
Owner CHINASALT JINTAN
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