Oxygen/sulfur alkylated bithiophene donor unit based D-A type conjugated polymer and preparation method and application thereof

A conjugated polymer, D-A technology, applied in semiconductor/solid-state device manufacturing, electrical components, electrical solid-state devices, etc., can solve the problems of high-efficiency devices such as complicated process and few types, and achieve improved solubility, good planarity, Effect of Optimizing Crystallization Properties

Inactive Publication Date: 2019-07-26
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the problems that there are few types of simple and efficient polymer donor materials and complex processes for high-efficiency devices, the pr

Method used

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  • Oxygen/sulfur alkylated bithiophene donor unit based D-A type conjugated polymer and preparation method and application thereof
  • Oxygen/sulfur alkylated bithiophene donor unit based D-A type conjugated polymer and preparation method and application thereof
  • Oxygen/sulfur alkylated bithiophene donor unit based D-A type conjugated polymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0047] Example 1

[0048] Donor unit 5-bromo-2-(5-bromo-3-(2-butyloctylthio)thiophen-2-yl)-3-(2-butyloctyloxy)thiophene (BTOSR-Br 2 ) Or 5-bromo-2-(5-bromo-3-(2-butyloctylthio)thiophen-2-yl)-3-(2-butyloctylthio)thiophene (BTSR-Br 2 )Synthesis.

[0049] BTOSR-Br 2 Or BTSR-Br 2 The synthetic route is as follows:

[0050]

[0051] 1.1 Synthesis of 3-(2-butyloctylthio)thiophene

[0052] In a 250mL three-neck flask, add 3-bromothiophene (8.2g, 50.31mmol), 2-butyloctane-1-thiol (11.2g, 55.34mmol), N,N-diisopropylethylamine ( 7.15g, 55.34mmol), tris(dibenzylideneacetone)dipalladium (0.416g, 0.5mmol), 1,1'-bis(diphenylphosphine)ferrocene (0.558g, 1.00mmol), toluene ( 80mL), under nitrogen protection, stirred and refluxed in an oil bath at 110°C for 24h. The reaction was stopped and cooled to room temperature. The reaction solution was poured into 60 mL of water, extracted with dichloromethane (3×30 mL), dried over anhydrous magnesium sulfate, filtered, and spin-dried under reduced pressure ...

Example Embodiment

[0065] Example 2

[0066]

[0067] PBTOSR-FBTA

[0068] Synthesis of polymer PBTOSR-FBTA

[0069] In a 10mL single-mouth bottle, add BTOSR-Br sequentially 2 (0.15g, 0.21mmol), 2-(2-ethylhexyl)-5,6-difluoro-4,7-bis(5-(trimethylstannyl)thienyl)-2H-benzo(d ][1,2,3]Triazole (0.16g, 0.21mmol), Tris(dibenzylideneacetone)dipalladium (5.8mg), Tris(o-tolyl)phosphorus (7.72mg), HPLC toluene 6mL, Liquid nitrogen is frozen and pumped to discharge oxygen. After each freeze pumping, it is thawed and repeated three times. The reaction is placed in a 110°C thermostat and the reaction changes are constantly observed. After the reaction is stopped, it is diluted with chlorobenzene and settled in methanol, filtered by suction, and the crude product (methanol-ether-acetone-dichloromethane-chloroform-chlorobenzene) is extracted and washed by Soxhlet. After concentration, it is purified by flash column chromatography. Concentrate, settle with methanol, filter with suction, and dry in vacuo to obtain 16...

Example Embodiment

[0070] Example 3

[0071] Synthesis of polymer PBTSR-FBTA

[0072]

[0073] PBTSR-FBTA

[0074] The synthesis and purification steps of polymer PBTSR-FBTA are the same as those of polymer PBTSR-FBTA. Finally, 118 mg of black solid product was obtained.

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Abstract

The invention belongs to the field of organic polymer solar cells and particularly relates to an oxygen/sulfur alkylated bithiophene donor unit based D-A type conjugated polymer and a preparation method and application thereof. An electron donating unit (D) of the polymer refers to an alkoxy or alkylthio substituted bithiophene derivative, and an electron accepting unit (A) refers to 2-(2-ethylhexyl)-5,6-difluoro-4,7-bis(5-(trimethyl tin)thienyl)-2H-benzo[d][1,2,3]triazole. A polymer donor material is applied to solution processing type polymer solar cells, and by adoption of PC71BM as an acceptor, and energy conversion efficiencies of bulk heterojunction solar cells are 3.35% and 6.25% while open-circuit voltages are 0.71V and 0.81V. Efficient energy conversion, in the polymer solar cells, of the D-A type polymer donor material prepared from alkoxy or alkylthio substituted bithiophene donor units is realized.

Description

technical field [0001] The invention belongs to the field of organic polymer solar cells, and particularly relates to a type of D-A conjugated polymer based on an oxygen / sulfur alkylated bithiophene donor unit and its preparation method and application. Background technique [0002] With the rapid development of the national economy in today's world, under the dual constraints of the increasing shortage of fossil energy and the increasingly serious environmental pollution, people are forced to develop new energy sources that are clean, pollution-free and sustainable. Because solar energy is a green energy with the advantages of safety, no pollution, low utilization cost, and is not limited by geographical conditions, and is inexhaustible and inexhaustible. Therefore, in recent years, solar cells have become the key research direction of new energy development and application in various countries in the world. [0003] Organic solar cells have their unique advantages: (1) Th...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/126C08G61/124C08G61/123C08G2261/18C08G2261/1424C08G2261/145C08G2261/3223C08G2261/3241C08G2261/3246C08G2261/124C08G2261/512H10K85/151H10K85/113Y02E10/549
Inventor 刘煜刘座吉李敏朱卫国杨振
Owner CHANGZHOU UNIV
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