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Electron donating organic material, material for photovoltaic element, and photovoltaic element

An organic material and electron-donating technology, applied in the field of photovoltaic elements, can solve the problems of low photoelectric conversion efficiency and achieve high photoelectric conversion efficiency

Inactive Publication Date: 2011-03-30
TORAY IND INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0020] As mentioned above, conventional organic solar cells have the problem of low photoelectric conversion efficiency

Method used

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  • Electron donating organic material, material for photovoltaic element, and photovoltaic element
  • Electron donating organic material, material for photovoltaic element, and photovoltaic element
  • Electron donating organic material, material for photovoltaic element, and photovoltaic element

Examples

Experimental program
Comparison scheme
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Embodiment

[0102] Hereinafter, based on an Example, this invention is demonstrated more concretely. In addition, this invention is not limited by the following Example. In addition, among the compounds used in the Examples and the like, the compounds using the abbreviations are as follows.

[0103] ITO: indium tin oxide

[0104] PEDOT: Polyethylenedioxythiophene

[0105] PSS: polystyrene sulfonate

[0106] PC 70 BM: Phenyl C71 methyl butyrate

[0107] LiF: lithium fluoride

[0108] Eg: band gap

[0109] HOMO: Highest Occupied Molecular Orbital

[0110] Isc: short circuit current density

[0111] Voc: open circuit voltage

[0112] FF: fill factor

[0113] η: Photoelectric conversion efficiency

[0114] and, 1 An FT-NMR apparatus (JEOLJNM-EX270 manufactured by JEOL Ltd.) was used for the H-NMR measurement. In addition, the average molecular weight (number average molecular weight, weight average molecular weight) was calculated by the absolute calibration curve method using a ...

Synthetic example 1

[0119] Compound A-1 is synthesized by the method shown in formula 1.

[0120] [chemical 12]

[0121]

[0122]Add 4.3 g of compound (1-a) (manufactured by Tokyo Chemical Industry Co., Ltd.) and 10 g of bromine (manufactured by Wako Pure Chemical Industries Ltd.) to 150 ml of 48% hydrobromic acid (manufactured by Wako Pure Chemical Industries Ltd.) , stirred at 120°C for 3 hours. After cooling to room temperature, the precipitated solid was filtered with a glass filter and washed with 1000 ml of water and 100 ml of acetone. The obtained solid was vacuum-dried at 60° C. to obtain 6.72 g of compound (1-b).

[0123] 10.2 g of compound (1-c) (manufactured by Tokyo Chemical Industry Co., Ltd.) was dissolved in 100 ml of dimethylformamide (manufactured by Kishida Chemical Co., Ltd.), and N-bromosuccinimide (manufactured by Co., Ltd. Wako Junyaku Kogyo) 9.24 g was stirred at room temperature for 3 hours under a nitrogen atmosphere. To the obtained solution were added 200 ml of w...

Synthetic example 2

[0131] Compound A-2 is synthesized by the method shown in formula 2.

[0132] [chemical 13]

[0133]

[0134] 0.734 g of the above-mentioned compound A-1 was dissolved in 15 ml of chloroform (manufactured by Nakarai Tesque), and 0.23 g of N-bromosuccinimide (manufactured by Tokyo Chemical Industry Co., Ltd.) / dimethylformamide (( Co., Ltd., Wako Pure Chemical Industries, Ltd.) 10 ml was stirred under a nitrogen atmosphere at room temperature for 9 hours. To the obtained solution were added 100 ml of water and 100 ml of chloroform, and the organic layer was separated, washed with 200 ml of water, and dried over magnesium sulfate. The obtained solution was purified by column chromatography (filler: silica gel, eluent: dichloromethane / hexane) to obtain 0.58 g of compound (2-a).

[0135] 0.5 g of compound (2-b) (manufactured by Tokyo Chemical Industry Co., Ltd.), 0.85 g of bis(pinacolato) diboron (manufactured by BASF), potassium acetate (manufactured by Wako Pure Chemical Ind...

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Abstract

Disclosed is an electron donating organic material that can provide a photovoltaic element with a high photoelectric conversion efficiency. The electron donating organic material comprises a benzothiadiazole compound satisfying requirements that (a) a benzothiadiazole skeleton and an oligothiophene skeleton are contained, (b) the bandgap (Eg) is not more than 1.8 eV, and (c) the level of the highest occupied molecular orbital (HOMO) is not more than -4.8 eV. In the benzothiadiazole compound, the benzothiadiazole skeleton and the oligothiophene skeleton are alternately covalently bonded. The benzothiadiazole skeleton : oligothiophene skeleton ratio is in the range of 1 : 1 to 1 : 2 excluding 1 : 1. The number of thiophene rings contained in one oligothiophene skeleton is 3 or more and 12 or less.

Description

technical field [0001] The present invention relates to an electron-donating organic material, a material for a photovoltaic element, and a photovoltaic element using the same. Background technique [0002] A solar cell is attracting attention as an environmentally excellent electric energy source. Currently, inorganic substances such as single crystal silicon, polycrystalline silicon, amorphous silicon, and compound semiconductors are used as semiconductor raw materials for photovoltaic elements of solar cells. However, solar cells manufactured using inorganic semiconductors have not been widely used in ordinary households due to their high cost compared with thermal power generation, atomic power generation, and other power generation methods. The reason for the high cost is mainly due to the step of manufacturing the semiconductor thin film under vacuum and high temperature. Therefore, in order to simplify the manufacturing steps, organic solar cells using organic semic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/14C08G61/12H01L51/05H01L51/30H01L51/42
CPCC08G61/126H01L51/0094H01L51/4253C07D417/14H01L51/0036H01L51/0007C07F7/0812C08G61/123Y02E10/549H01L51/0039H01L51/0043H10K71/15H10K85/115H10K85/113H10K85/151H10K85/40H10K30/30H10K30/50C08G61/12H10K10/00
Inventor 北泽大辅山本修平塚本遵
Owner TORAY IND INC
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