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Conjugated polymer containing boron and preparation method and application thereof

A technology of conjugated polymers and polymerization reactions, which is applied in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components, etc., can solve the problems of low energy conversion efficiency of polymer photovoltaic cells, and achieve light enrichment and increase light absorption capability, the effect of high short-circuit current

Active Publication Date: 2016-05-04
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to solve the technical problem of low energy conversion efficiency of polymer photovoltaic cells in the prior art, and to provide a boron-containing conjugated polymer and its preparation method and application

Method used

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  • Conjugated polymer containing boron and preparation method and application thereof
  • Conjugated polymer containing boron and preparation method and application thereof
  • Conjugated polymer containing boron and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] BNBP-FFBT polymer, the structural formula is as follows (in the structural formula, the capping group is omitted):

[0050]

[0051] The preparation method is: add bis-bromo-BNBP (135.6mg, 0.14mmol), 3,3'-difluoro-2,2'-bithiophene bistin salt (71.6mg, 0.14 mmol), tris(dibenzylideneacetone) dipalladium (2.8mg, 0.003mmol) and tris(o-methyl)phenylphosphine (6.6mg, 0.022mmol), then evacuate the system with argon gas Added distilled toluene solvent (60mL) several times in the dark, and refluxed at 115°C for 48h, then added phenylboronic acid (100mg, 0.82mmol) and continued to reflux for 3h, then added bromobenzene (200mg, 1.28mmol) and refluxed for 3h. The reaction system was cooled to room temperature, dissolved in 100 ml of chloroform, washed with water, dried, and most of the solvent was removed, and the remaining solution was dropped in acetonitrile, and the polymer was precipitated, and the precipitate was sequentially washed with acetone, n-hexane, Tetrahydrofuran ...

Embodiment 2

[0056] BNBP-BFT polymer, the structural formula is as follows (in the structural formula, the capping group is omitted):

[0057]

[0058] The preparation method is: add dibromo-BNBP (150mg, 0.17mmol), 3,4-difluorothiophene bistin salt (75.25mg, 0.17mmol), three (dibenzylidene Indaneacetone) dipalladium (3.5mg, 0.003mmol) and tri(o-methyl)phenylphosphine (8.3mg, 0.027mmol), then vacuumize the system with argon gas for several times, and add Distilled toluene solvent (10mL), after reflux at 115°C for 48h, phenylboronic acid (100mg, 0.82mmol) was added to reflux for 3h, then bromobenzene (200mg, 1.28mmol) was added to reflux for 3h. The reaction system was cooled to room temperature, dissolved in 100 ml of chloroform, washed with water, dried, and most of the solvent was removed, and the remaining solution was dropped in acetonitrile, and the polymer was precipitated, and the precipitate was sequentially washed with acetone, n-hexane, THF washes away small molecules and cata...

Embodiment 3

[0062] BNBPP-2BFT polymer, the structural formula is as follows (in the structural formula, the capping group is omitted):

[0063]

[0064] The preparation method is as follows: add bisbromo-BNBP (180mg, 0.17mmol), difluorobithiophene bistin salt (88mg, 0.17mmol), tris(dibenzylideneacetone) to a clean polymerization bottle after baking Dipalladium (3.5mg, 0.003mmol) and tri(o-methyl)phenylphosphine (8.3mg, 0.027mmol), the system was evacuated several times, and distilled toluene solvent (9mL) was added under the dark state, 115 After reflux at ℃ for 48h, add phenylboronic acid (100mg, 0.82mmol) to reflux for 3h, then add bromobenzene (200mg, 1.28mmol) to reflux for 3h. The reaction system was cooled to room temperature, dissolved in 100 ml of chloroform, washed with water, dried, and most of the solvent was removed, and the remaining solution was dropped in acetonitrile, and the polymer was precipitated, and the precipitate was sequentially washed with acetone, n-hexane, ...

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Abstract

A conjugated polymer containing boron and a preparation method and application thereof belong to the technical field of polymer photovoltaic cells. The technical problem of relatively low energy conversion efficiency of a polymer photovoltaic cell in the prior art is solved. According to the conjugated polymer containing boron provided by the invention, the structure is shown as a formula (I), a BNBP unit and a bridging unit (-Ar-) of the conjugated polymer contain multiple fluorine atoms, whereas the fluorine atoms have a very strong electron withdrawing property, which has a very big impact on LUMO energy level but a smaller impact on HOMO energy level, thus the band gap of the polymer narrows integrally, absorbs spectrum red shift, improves the light absorption power, and contributes to the light enrichment of the photovoltaic cell, and meanwhile, the fluorine atoms on a main chain of the polymer can improve the crystallization capacity of the polymer, thus enabling the polymer to have a relatively strong crystallization property, and further contributing to the realization of high electronic mobility of a material. The conjugated polymer containing boron provided by the invention is applicable to being used as an acceptor material of a high-performance polymer photovoltaic cell. The formula (I) is shown in the specification.

Description

technical field [0001] The invention belongs to the technical field of polymer photovoltaic cells, and in particular relates to a boron-containing conjugated polymer and its preparation method and application. Background technique [0002] Photovoltaic cells are devices that can efficiently absorb solar energy and convert it into electricity. It has the advantages of high reliability, long life and high conversion efficiency. According to the different materials used, photovoltaic cells can be mainly divided into: silicon photovoltaic cells (photovoltaic cells with silicon as the matrix material), compound semiconductor photovoltaic cells (made of compounds with semiconductor properties composed of two or more elements) batteries), organic semiconductor photovoltaic cells (batteries made of semiconductor materials (molecular crystals, charge transfer complexes, polymers) that contain certain carbon-carbon bonds and have a conductivity between metals and insulators). Among ...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/122C08G61/123C08G61/125C08G61/126C08G2261/18C08G2261/3223C08G2261/3244C08G2261/3243C08G2261/3242C08G2261/3422C08G2261/414C08G2261/91H10K85/151Y02E10/549
Inventor 刘俊窦传冬龙晓静王利祥
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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