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Novel pyrazoline compound, photoelectric conversion element and solar cell using the same

A technology of solar cells and compounds, applied in photovoltaic power generation, organic chemistry, photosensitive equipment, etc., can solve the problems of no carboxyl group or cyanoacrylic acid, not yet known, etc.

Active Publication Date: 2019-03-01
NIPPON CHEM WORKS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] On the other hand, Patent Document 3 discloses the use of a pyrazoline compound as a light absorber and light shielding agent, but it does not have a carboxyl group or cyanoacrylic acid, and it has not been known to use these compounds for photoelectric conversion elements.

Method used

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  • Novel pyrazoline compound, photoelectric conversion element and solar cell using the same
  • Novel pyrazoline compound, photoelectric conversion element and solar cell using the same
  • Novel pyrazoline compound, photoelectric conversion element and solar cell using the same

Examples

Experimental program
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Effect test

Embodiment 1

[0162] Synthesis of 1-(4-(benzoxazol-2-yl)phenyl)-3-(4-quinolone)-5-(4-carbonylphenyl)-2-pyrazoline

[0163] [chem 33]

[0164] No.32

[0165]

[0166] Measure 14.7 g of 4-(benzoxazol-2-yl)phenylhydrazine, 24.2 g of dibenzylideneacetone-4,4′-dicarboxylic acid and 100 g of glacial acetic acid, and stir under reflux for 4 hours. After cooling, the precipitate was separated by filtration and washed to obtain 6.8 g of a target product of λmax 421 nm.

Embodiment 2

[0168] Synthesis of 1-(4-(7-diethylaminocoumarin-3-yl)phenyl)-3-(4-quinolone)-5-(4-carbonylphenyl)-2-pyrazoline

[0169] [chem 34]

[0170] No.33

[0171]

[0172] Measure 4-(7-diethylaminocoumarin-3-yl)phenylhydrazine 3.5g, dibenzylideneacetone-4,4'-dicarboxylic acid 2.4g, concentrated hydrochloric acid 1g, water 1g, DMF 50ml, keep at 85℃~90℃ for 5 hours. After cooling, the precipitate was separated by filtration and washed to obtain 1.9 g of the target product of λmax 445 nm.

Embodiment 3

[0174] 2-cyano-1-(5-(1-(4-(benzoxazol-2-yl)phenyl)-5-phenylpyrazolin-3-yl)thiophen-2-yl)acrylic acid synthesis

[0175] [chem 35]

[0176] No.34

[0177]

[0178] Measure 0.25 g of 4-(benzoxazol-2-yl)phenylhydrazine, 0.22 g of benzylidene acetylthiophene, 10 ml of concentrated hydrochloric acid and ethanol, and stir under reflux for 3 hours. The reaction liquid was cooled, and the precipitate was separated by filtration, washed, and recrystallized to obtain 0.26 g of a pyrazoline body. 0.05 g of the pyrazoline body was dissolved in DMF, Vilsmeier reagent was added, the temperature was gradually raised to 70°C, and the reaction was terminated after confirming the disappearance of the raw materials. The reaction solution was poured into an aqueous sodium acetate solution, stirred, matured, and hydrolyzed, and the precipitate was separated by filtration, washed, and recrystallized to obtain 0.03 g of formyl. Measure 0.025 g of formyl, 2 ml of acetonitrile, 0.0142 g of cyan...

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Abstract

The present invention provides: a pyrazoline compound represented by general formula (1) (wherein the symbols are as defined in the description); and a photoelectric conversion element and a solar cell, each of which uses this pyrazoline compound. A photoelectric conversion element and a solar cell, each of which uses a pyrazoline compound represented by general formula (1), are characterized by having high conversion efficiency and being produced at low cost.

Description

technical field [0001] The present invention relates to a novel pyrazoline compound, a photoelectric conversion element and a solar cell using the same. Background technique [0002] In solar power generation, which is attracting attention as clean energy, solar cells using compounds such as single crystal silicon, polycrystalline silicon, amorphous silicon, cadmium telluride, and copper indium selenide have been put into practical use, or are being researched and developed. However, in terms of widespread use in household power supplies, etc., there are problems such as very high manufacturing costs, difficulty in securing raw materials, and long energy recovery periods. On the other hand, many solar cells using organic materials have been proposed for the purpose of increasing the area of ​​the solar cell or reducing the price. However, such solar cells generally have problems of low photoelectric conversion efficiency and poor durability. [0003] Under such circumstance...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/04C07D405/10C07D409/04C07D413/10C07D417/10C07D495/04H01G9/20
CPCC07D405/04C07D405/10C07D409/04C07D413/10C07D417/10C07D495/04H01G9/20Y02E10/542
Inventor 井上要越谷猛史青木康典竿本仁志森岳志町谷功司
Owner NIPPON CHEM WORKS