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Dye sensitizing agent, preparation method thereof and application of dye sensitizing agent

A dye sensitizer and compound technology, applied in the field of dye-sensitized solar cells, can solve the problems of slow development of dye sensitizers and low photoelectric conversion efficiency, and achieve excellent photoelectric conversion performance

Inactive Publication Date: 2017-12-01
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 (D-A) 2 The development of type dye sensitizers is slow, and there is a problem of low photoelectric conversion efficiency. For example, in the prior art "Research on the performance of new carbazole-based dye-sensitized solar cells", 1,6-bis-[3-(2-cyano Acrylic acid)-carbazole]-hexane 4, its photoelectric conversion efficiency is only 1.12%

Method used

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  • Dye sensitizing agent, preparation method thereof and application of dye sensitizing agent
  • Dye sensitizing agent, preparation method thereof and application of dye sensitizing agent
  • Dye sensitizing agent, preparation method thereof and application of dye sensitizing agent

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preparation example Construction

[0032] The present invention also provides the preparation method of above-mentioned dye sensitizer, comprises the following steps:

[0033] After mixing cyanoacetic acid or rhodanine-3-acetic acid with the compound shown in formula II, a basic condensing agent, and a polar organic solvent, a condensation reaction is carried out to obtain a dye sensitizer;

[0034]

[0035] Said n is 4 or 8.

[0036] In the present invention, the alkaline condensing agent is preferably piperidine and / or ammonium acetate; when the condensing agent is piperidine and ammonium acetate, the present invention has no special limitation on the molar ratio of piperidine and ammonium acetate .

[0037] The present invention has no special requirements on the source of the compound represented by formula II, and 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 represented by formula II is ...

Embodiment 1

[0074] (1) Dissolve 4.2g (that is, 10mmol) of the compound represented by formula III (n=4) in 20mL of anhydrous N,N-dimethylformamide, and add 6.1g of the compound at 0°C under nitrogen protection. (i.e. 40mmol) phosphorus oxychloride, carry out the formylation reaction, the formylation reaction is a constant temperature reaction at 0°C for 30 minutes, then warming up to 90°C for 4 hours; after the reaction is completed, pour the resulting mixed solution into In 500mL of water, adjust to neutral with sodium hydroxide solution, use dichloromethane to extract, use 300mL dichloromethane for each extraction, extract 3 times, after the extraction is completed, combine the organic phase; use saturated brine to wash the obtained organic phase, Use 300mL saturated saline for each washing, and wash 3 times; then the organic phase obtained by washing is successively dried over anhydrous sodium sulfate, concentrated under reduced pressure, purified by silica gel column chromatography, an...

Embodiment 2

[0090] (1) Dissolve 4.8g (that is, 10mmol) of the compound represented by formula III (n=8) in 20mL of anhydrous N,N-dimethylformamide, and add 6.1g of it at 0°C under nitrogen protection. (i.e. 40mmol) phosphorus oxychloride, carry out the formylation reaction, the formylation reaction is a constant temperature reaction at 0°C for 30 minutes, then warming up to 90°C for 4 hours; after the reaction is completed, pour the resulting mixed solution into In 500mL of water, adjust to neutral with sodium hydroxide solution, use dichloromethane to extract, use 300mL dichloromethane for each extraction, extract 3 times, after the extraction is completed, combine the organic phase; use saturated brine to wash the obtained organic phase, Use 300mL saturated saline for each washing, and wash 3 times; then the organic phase obtained by washing is successively dried over anhydrous sodium sulfate, concentrated under reduced pressure, purified by silica gel column chromatography, and dried to...

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Abstract

The invention provides a dye sensitizing agent. The structure of the dye sensitizing agent is as shown in the formula I and comprises two D-A structures, one of D-A structure takes phenothiazine as an electron donor, the other of D-A structure takes carbazole as an electron donor, so that a novel (D-A) 2 dye sensitizing agent is formed, and a new usable substance is provided for screening of the dye sensitizing agent. The dye sensitizing agent has excellent photoelectric converting performance, and photoelectric converting efficiency can reach 4.79%. The invention further provides a preparation method of the dye sensitizing agent. The preparation method 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 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 the advantages of abundant raw materials, low cost, simple process, adjustable color, and flexible fabrication. [0003] The working principle of dye-sensitized solar cells is to bond a large π-conjugated organic dye with intramolecular charge transfer (ICT) to the semiconductor surface, and to broaden the spectral response of the semiconductor to visible light by virtue of the strong absorption of ...

Claims

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Application Information

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IPC IPC(8): C07D417/06C07D417/14C09B21/00H01G9/20H01G9/042
CPCC07D417/06C07D417/14C09B21/00H01G9/2022H01G9/2059Y02E10/542Y02P70/50
Inventor 韩亮刘杰朱博也叶青李郁锦高建荣
Owner 浙江工业大学上虞研究院有限公司