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Polythiophene derivatives and synthesizing method thereof

A technology of polythiophene derivatives and synthesis methods, applied in the field of polythiophene derivatives and their synthesis, can solve the problems of low open circuit voltage, limit the improvement of energy conversion efficiency, etc., achieve mild polymerization conditions, reduce HOMO energy level, and simple polymerization method Effect

Inactive Publication Date: 2010-11-24
SHANGHAI JIAO TONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the HOMO energy level of P3HT is relatively high, about -5.2eV, which leads to a relatively low open circuit voltage, only about 0.65V, which greatly limits the improvement in energy conversion efficiency.

Method used

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  • Polythiophene derivatives and synthesizing method thereof
  • Polythiophene derivatives and synthesizing method thereof
  • Polythiophene derivatives and synthesizing method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Embodiment 1 synthetic polymer P1

[0032] Process 2

[0033]

[0034] As shown in the above formula, the steps for preparing the polymer P1 are described. Add 1mmol of pre-polymer monomer S to a 100mL glass reaction bottle, then add 60mL of dry chloroform, stir and add 4mmol of anhydrous ferric chloride, react at room temperature for 24 hours, stop the reaction, pour into 200mL of methanol for precipitation, and pump The solid was obtained by filtration, stirred in aqueous ammonia for 3 hours, and then filtered with suction. Extract the polymer with methanol and n-hexane Soxhlet, dissolve the polymer with chloroform, and finally precipitate with methanol to obtain the purple polymer P1.

Embodiment 2

[0035] Embodiment 2 synthetic polymer P2-P7

[0036] P2-P7 According to the synthesis method of Flowchart 2, add 1mmol pre-polymer monomer to 100mL glass reaction bottle, then add 60mL dry chloroform, stir and add 4mmol anhydrous ferric chloride, react at room temperature for 24 hours, then stop the reaction , poured into 200mL of methanol for precipitation, filtered with suction to obtain a solid, stirred in aqueous ammonia for 3 hours, and filtered with suction again. Extract the polymer with methanol and n-hexane Soxhlet, dissolve the polymer with chloroform, and finally precipitate with methanol to obtain purple polymers (P2-P7).

[0037] Such as figure 1 As shown, through the characterization of the polymer performance, the initial oxidation peak of the polymer is at 1.0V, which shows that the polymer has sufficient air stability, calculated by the formula: HOMO=-(E 氧化+4.71), the HOMO energy level of the available polymer is -5.71eV, which is 0.5eV lower than the report...

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Abstract

The invention provides polythiophene derivatives and a synthesizing method thereof, belonging to the technical field of chemical industry. The method greatly reduces the HOMO energy level of a polymer by strong electron-withdrawing introduced imidodicarbonic diamide radicals, and has the advantages of simple polymerization method and mild polymerization condition. The soluble polythiophene derivatives can be used in optoelectronic devices, such as organic membrane transistors, organic light emitting diodes or organic solar cells. The product prepared by the method has a structural formula as the specification.

Description

technical field [0001] The invention relates to a derivative in the technical field of chemical industry and its preparation, in particular to a polythiophene derivative and its synthesis method. Background technique [0002] Polymer solar cells have the advantages of wide material sources, light weight, simple preparation process, large-area film formation, and flexibility, and have become a hot spot that people have paid attention to in recent years. Hexyl-substituted polythiophene (P3HT) is one of the most widely used high-efficiency polymer photovoltaic materials. This material not only has good solubility, but also regular P3HT shows good self-assembly and crystallization properties. The performance and efficiency of devices after self-assembly can be significantly improved and enhanced. [0003] After searching the prior art, it was found that Li, G., Shrotriya V., Huang, J., Yao, Y., Moriarty, T., Emery, K.; Yang, Y. High-efficiency solution processable polymer photo...

Claims

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Application Information

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IPC IPC(8): C08G61/12
Inventor 张国兵张清胡超
Owner SHANGHAI JIAO TONG UNIV
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