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D-A type broad-band gap polymer photovoltaic materials based on benzodithiophene-2,6-diformate and application of D-A type broad-band gap polymer photovoltaic materials

A technology of benzodithiophene and dicarboxylate, applied in photovoltaic power generation, electrical components, circuits, etc., can solve the problems of low energy conversion efficiency and few varieties of wide-bandgap photovoltaic materials, achieve large open circuit voltage, increase electron acceptance ability, efficient energy conversion effect

Inactive Publication Date: 2017-05-10
CHANGZHOU UNIV +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0019] Aiming at the current problems of few types of wide-bandgap photovoltaic materials and low energy conversion efficiency, a new type of benzodithiophene-2,6-dicarboxylate electron-accepting (A) unit and its D-A wide-bandgap polymer were invented. Photovoltaic material

Method used

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  • D-A type broad-band gap polymer photovoltaic materials based on benzodithiophene-2,6-diformate and application of D-A type broad-band gap polymer photovoltaic materials
  • D-A type broad-band gap polymer photovoltaic materials based on benzodithiophene-2,6-diformate and application of D-A type broad-band gap polymer photovoltaic materials
  • D-A type broad-band gap polymer photovoltaic materials based on benzodithiophene-2,6-diformate and application of D-A type broad-band gap polymer photovoltaic materials

Examples

Experimental program
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Effect test

Embodiment 1

[0070] Synthesis of 4,8-dibromobenzo[1,2-b:4,5-b']dithiophene-2,6-di[(2-butyl)octyl carboxylate]

[0071]

[0072] 1.1 Synthesis of 2,5-dibromobenzene-1,4-dicarbaldehyde

[0073] In a 100mL single-necked bottle, dissolve 2,5-dibromo-1,4-dimethylbenzene (3.9g, 15mmol) in a mixed solution of 20mL acetic acid and 40mL acetic anhydride, stir magnetically, and slowly add dropwise at 0°C After concentrated sulfuric acid (14mL), add CrO2 in batches 3 (6.0g), reacted at 0°C for 3h. After the reaction was completed, the reaction solution was poured into 100 mL of ice water, and a large amount of white solid was precipitated, filtered with suction, and washed with water. The solid was transferred to a 100mL single-necked bottle, 20mL of water, 20mL of ethanol and 2mL of concentrated sulfuric acid were added, and heated to reflux for 12h. Cool naturally, filter with suction, and wash the solid with water and methanol alternately for several times. Drying in vacuo gave a pale yello...

Embodiment 2

[0081] 4,8-Bis-(2-(5-bromothienyl)benzo[1,2-b:4,5-b']dithiophene-2,6-bis[(2-butyl)octyl carboxylate ](M1) synthesis

[0082]

[0083] 2.1 Synthesis of 4,8-bis-(2-thienyl)benzo[1,2-b:4,5-b']dithiophene-2,6-bis[(2-butyl)octyl formate]

[0084] In a 100mL single-necked bottle, sequentially add (4,8-dibromobenzo[1,2-b:4,5-b']dithiophene-2,6-bis[(2-butyl)octyl carboxylate] (0.77g, 1.0mmol), tetrakis(triphenylphosphine)palladium (60mg), 2-tributyltinthiophene (1.12g, 3.0mmol), 30mL toluene, system under nitrogen protection. Stir the reaction at 100°C for 18h at temperature control. Stop the reaction , After the reactant was cooled to room temperature, it was poured into 100mL distilled water and extracted with dichloromethane (3 × 30mL).The combined organic phase was dried with anhydrous magnesium sulfate, filtered, and the filtrate was distilled under reduced pressure to remove the solvent, and the residue Using petroleum ether:dichloromethane mixed solution (v / v, 2:1) as elue...

Embodiment 3

[0088]

[0089] Synthesis of Polymer PV-BDTC1

[0090] In a 25mL two-necked flask, add M1 (154mg, 0.2mmol), trimethyltinbenzodithiophene (187mg, 0.2mmol), tris(dibenzylideneacetone) dipalladium (3mg), tris(o-tolyl) ) phosphorus (6mg), oxygen-free toluene 6mL. Under the protection of nitrogen flow, the temperature was controlled at 110° C. for 24 h. Cool naturally, add 10mL of toluene to dilute the reaction solution, add dropwise to 100mL of methanol to settle. After suction filtration, the solid polymer was subjected to Soxhlet extraction with methanol, ether, and chloroform in sequence, and the chloroform extract was concentrated, dropped into methanol to settle. The solid was collected by suction filtration and dried in vacuum. 200 mg of red solid was obtained with a yield of 90%.

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Abstract

The invention relates to synthesizing of a D-A type broad-band gap polymer photovoltaic materials based on benzodithiophene-2,6-diformate acceptor units and application of the D-A type broad-band gap polymer photovoltaic materials to polymer photovoltaic devices. The electron-donating (D) units of the D-A type broad-band gap polymer materials are thiophene, benzodithiophene and the derivatives of the benzodithiophene, and the electron-accepting (A) units of the D-A type broad-band gap polymer materials are benzodithiophene-2,6-diformate. The D-A type broad-band gap polymer photovoltaic materials can be used as the donor materials to be applied to solution processing type polymer solar cells (PSCs) devices. When the acceptor materials of the devices are fullerenes, the maximum energy conversion efficiency and open-circuit voltage of the bulk heterojunction polymer solar cells devices respectively reach up to 7.49% and 1.03V. By the arrangement, efficient energy conversion of the broad-band gap polymer photovoltaic materials in the PSCs is achieved.

Description

technical field [0001] The present invention relates to the field of organic polymer solar cells, in particular to the synthesis of a type of D-A type wide bandgap polymer photovoltaic material based on benzodithiophene-2,6-dicarboxylate electron-accepting units and its application in polymer solar cells. device applications. [0002] technical background [0003] Economic and social development is inseparable from energy. Today, under the dual constraints of the increasing scarcity of fossil energy and the urgent need to protect the environment, energy and environmental issues have become the key and difficult issues that need to be solved urgently in the world. Due to the incomparable advantages of solar energy, which is inexhaustible, safe, pollution-free, and without geographical restrictions, the development and application of solar energy has become a hot spot in the research of global green new energy. Among them, the solar cell technology that converts solar energy ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/126C08G2261/91C08G2261/354C08G2261/414C08G2261/3223C08G2261/3243C08G2261/1424C08G2261/1426C08G2261/149C08G2261/124H10K85/113Y02E10/549
Inventor 朱卫国陶强谭华王亚飞
Owner CHANGZHOU UNIV
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