IDT photovoltaic material and preparation method and application thereof

A photovoltaic material and dithiophene technology, applied in photovoltaic power generation, semiconductor/solid-state device manufacturing, electrical components, etc., to achieve the effects of low HOMO energy level, high stability and stable performance

Active Publication Date: 2017-10-24
GUANGZHOU YUEWANG AGRI CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few reports on the application of IDT as a donor unit coupled with other aromatic heterocyclic acceptor units in organic small molecule-fullerene solar cells

Method used

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  • IDT photovoltaic material and preparation method and application thereof
  • IDT photovoltaic material and preparation method and application thereof
  • IDT photovoltaic material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] The preparation of 4-fluorophenyl-[2.1.3]benzoselenodiazole-introduced dithiophene (M1) includes the following steps:

[0040] Step 1) Under argon protection, add compound 1 (3.13g, 5.24mmol), 2-(tri-n-butyl)furan (4.64g, 13.00mmol), and anhydrous toluene (150mL) into a 250mL three-necked flask, Then continue to add tetrakis (triphenylphosphine) palladium (Pd(PPh 3 ) 4 ) (0.74g, 0.64mmol), after completion, reflux reaction at 90°C for 48 hours. After the reaction is completed, cool to room temperature, pour the reaction mixture into water, extract 3 times with dichloromethane, dry the organic phase, filter, and remove excess organic solvent to obtain the crude compound 2 which is rinsed through a silica gel column , The eluent used in the leaching is a mixture of petroleum ether and dichloromethane with a volume ratio of 4:1 to obtain 2.31 g of orange solid compound 2, and the reaction yield is 77%;

[0041] The characteristics of the compound 2 are as follows:

[0042] TOF-...

Embodiment 2

[0063] The preparation of 4-fluorophenyl-[2.1.3]benzoselenodiazole-introduced dithiophene (M1) includes the following steps:

[0064] Step 1) Under the protection of argon, add compound 1 (3.13g, 5.24mmol), 2-(tri-n-butyl)furan (3.74g, 10.48mmol), and anhydrous toluene (150mL) into a 250mL three-necked flask, Then continue to add tetrakis (triphenylphosphine) palladium (Pd(PPh 3 ) 4 ) (0.81g, 0.70mmol), after completion, reflux at 85°C for 60 hours. After the reaction is over, cool to room temperature, pour the reaction mixture into water, extract 3 times with dichloromethane, dry the organic phase, filter, and remove excess organic solvent to obtain a crude product of compound 2. The crude product of compound 2 is leached through a silica gel column Washing, the washing liquid used for washing is a mixture of n-hexane and dichloromethane with a volume ratio of 3:1 to obtain 2.40 g of orange solid compound 2, and the reaction yield is 80%;

[0065] The characteristics of the compo...

Embodiment 3

[0087] The preparation of 4-fluorophenyl-[2.1.3]benzoselenodiazole-introduced dithiophene (M1) includes the following steps:

[0088] Step 1) Under argon protection, add compound 1 (3.13g, 5.24mmol), 2-(tri-n-butyl)furan (5.61g, 15.72mmol), and anhydrous toluene (150mL) into a 250mL three-necked flask, Then continue to add tetrakis (triphenylphosphine) palladium (Pd(PPh 3 ) 4 ) (0.69g, 0.60mmol), after completion, reflux reaction at 95°C for 40 hours. After the reaction is over, cool to room temperature, pour the reaction mixture into water, extract 3 times with dichloromethane, dry the organic phase, filter, and remove excess organic solvent to obtain a crude product of compound 2. The crude product of compound 2 is leached through a silica gel column Washing, the eluent used for the leaching is a mixture of petroleum ether and chloroform with a volume ratio of 5:1 to obtain 2.10 g of orange solid compound 2, and the reaction yield is 70%;

[0089] The characteristics of the comp...

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Abstract

The invention discloses an IDT photovoltaic material and a preparation method and an application thereof and belongs to the technical field of photovoltaic materials. The material is shown in a formula (I). The invention also provides the preparation method and the application of the IDT photovoltaic material. The IDT photovoltaic material is prepared by the step of synthesizing an organic small molecule which contains an IDT electron donor unit and an organic electron donor unit of [2.1.3] benzoselenadiazole, the terminal group of which is difluorophenyl. The preparation method specifically comprises the step of connecting carbon-carbon single bonds with BSe units to obtain the IDT organic small molecular photovoltaic material. The small molecule which is applied to a solar battery has a good photovoltaic conversion efficiency. The formula is as shown in the description.

Description

Technical field [0001] The present invention relates to the technical field of photovoltaic materials, in particular to a dithiophene-based photovoltaic material, and a preparation method and application thereof. Background technique [0002] Since entering the 21st century, the field of organic solar cells has made great progress, especially through the modification of organic molecular structure and the optimization of photovoltaic device structure, so that the energy conversion efficiency exceeds 10%, which is close to the practical level [Bin Kan, Huanran Feng,Xiangjian Wan,Feng Liu,Xin Ke,Yanbo Wang,YunchuangWang,Hongtao Zhang,Chenxi Li,Jianhui Hou,Yongsheng Chen.Journal of the American Chemical Society,2017,139,4929.]. However, there are fewer types of small molecule photovoltaic materials with stable and efficient performance. Therefore, it is necessary to design and synthesize more types of organic small molecule photovoltaic materials, and further optimize the photovolta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D495/04H01L51/42H01L51/46
CPCC07D495/04H10K85/653H10K85/656H10K85/6576H10K30/00Y02E10/549
Inventor 刘波陈远道王晓波王钢刘骏胡霞何敏周诗彪
Owner GUANGZHOU YUEWANG AGRI CO LTD
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