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Phenothiazine dye sensitizer and preparation method and application thereof

A dye sensitizer and phenothiazine technology, applied in the field of dye-sensitized solar cells, can solve the problems of inability to meet the diverse needs of dye sensitizers, few types, etc., and achieve the effect of excellent photoelectric conversion performance

Active Publication Date: 2018-02-09
浙江工业大学上虞研究院有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are very few types of such dye sensitizers at present, which cannot meet the diverse needs of dye sensitizers for dye-sensitized solar cells.

Method used

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  • Phenothiazine dye sensitizer and preparation method and application thereof
  • Phenothiazine dye sensitizer and preparation method and application thereof
  • Phenothiazine dye sensitizer and preparation method and application thereof

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preparation example Construction

[0031] The present invention also provides a kind of preparation method of above-mentioned phenothiazine dye sensitizer, comprises the following steps:

[0032] Mixing compound II with cyanoacetic acid, a basic condensing agent, and a polar organic solvent for condensation reaction to obtain a phenothiazine dye sensitizer;

[0033] The compound II is a compound shown in formula IIa, formula IIb or formula IIc,

[0034]

[0035] In the present invention, compound II is mixed with cyanoacetic acid, alkaline condensing agent and polar organic solvent to obtain the reaction solution of condensation reaction.

[0036] The present invention has no special limitation on the source of the compound II, which can be prepared by commercially available or well-known preparation methods by those skilled in the art. In the embodiment of the present invention, the compound II is preferably prepared by the following method, including the following steps:

[0037] (4-formylphenylboronic a...

Embodiment 1

[0074]

[0075] Under nitrogen protection, the compound shown in formula III (0.35g, 0.72mmol), 4-formylphenylboronic acid (0.13g, 0.87mmol), Pd(PPh 3 ) 4 (0.15g, 0.13mmol), K 2 CO 3 (0.40g, 2.90mmol) dissolved in 40mL solvent, the solvent is a mixture of water and tetrahydrofuran with a volume ratio of 1:3, heated to 65°C and refluxed for 10h; after the reaction was completed, the reaction solution was mixed with water, and then Dichloromethane extraction, to obtain the extract containing the compound shown in formula IIa, the extract was washed with saturated sodium chloride solution, anhydrous Na 2 SO 4 After drying and concentrating, a residue is obtained; the residue is subjected to column chromatography to obtain an eluent containing the compound shown in formula IIa, and the eluent used in the column chromatography is petroleum ether and dichloromethane in a volume ratio of 1 : 2 ratio preparation, the eluent containing the compound shown in formula IIa was dried...

Embodiment 2

[0088]

[0089] Under nitrogen protection, the compound represented by formula III (0.78g, 1.60mmol), 5-formylfuran-2-boronic acid (0.32g, 2.28mmol), Pd(PPh 3 ) 4 (0.37g, 0.32mmol), K 2 CO 3 (0.88g, 6.40mmol) dissolved in 40mL solvent, the solvent is a mixture of water and tetrahydrofuran with a volume ratio of 1:3, heated to 65°C and refluxed for 10h; after the reaction was completed, the reaction solution was mixed with water, and then Dichloromethane extraction, to obtain the extract containing the compound shown in formula IIb, the extract was washed with saturated sodium chloride solution, anhydrous Na 2 SO 4 After drying and concentrating, a residue is obtained; the residue is subjected to column chromatography to obtain an eluent containing the compound shown in formula IIb, and the eluent used in the column chromatography is petroleum ether and dichloromethane in a volume ratio of 1 :2 ratio, the eluent containing the compound shown in formula IIb was dried to o...

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Abstract

The present invention provides a phenothiazine dye sensitizer having a structure shown by formula I. 10-phenylphenothiazine as an electron donor, benzothiadiazole as an auxiliary acceptor, and cyanoacetic acid as an electron acceptor are used to constitute the new dye sensitizer with a ''D-A-Pi-A'' structure, and a new usable substance for screening of dye sensitizers is provided. Experimental results show that the dye sensitizer has excellent photoelectric conversion performance, and the photoelectric conversion efficiency can reach 6.76%. The invention also provides a preparation method OF the dye sensitizer. The preparation method provided by the invention is simple, easy to operate and suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of dye-sensitized solar cells, in particular to a phenothiazine dye sensitizer and its preparation method and application. Background technique [0002] Solar cell technology, which converts solar energy into electricity, is considered to be the most efficient way to utilize solar energy. Solar cells are mainly divided into three types: crystalline silicon solar cells, multi-component compound thin-film solar cells and dye-sensitized solar cells. Dye-sensitized solar cells (DSSCs) have attracted more and more attention due to their advantages of low cost, simple process, low-light power generation, and high photoelectric conversion efficiency. [0003] As the core part of solar cells, dye sensitizers play an important role in absorbing sunlight, generating and transporting electrons, which directly affect the performance of DSSCs. Dye sensitizers are divided into metal complex sensitizers and pure organic ...

Claims

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Application Information

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IPC IPC(8): C07D417/04C07D417/14C09B21/00H01G9/20
CPCC07D417/04C07D417/14C09B21/00H01G9/2059Y02E10/542
Inventor 韩亮刘杰赵金鸽叶青李郁锦高建荣
Owner 浙江工业大学上虞研究院有限公司