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Boron-containing conjugated polymer and its preparation method and application

A technology of conjugated polymer and polymerization reaction, which is applied in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components, etc., can solve the problem of low energy conversion efficiency of polymer photovoltaic cells, and achieve light enrichment and high photoelectric conversion Efficiency, Effect of Broad Absorption Spectrum

Active Publication Date: 2018-06-19
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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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  • Boron-containing conjugated polymer and its preparation method and application
  • Boron-containing conjugated polymer and its preparation method and application
  • Boron-containing conjugated polymer and its preparation method and application

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

The invention relates to a boron-containing conjugated polymer, a preparation method and an application thereof, and belongs to the technical field of polymer photovoltaic cells. The technical problem of low energy conversion efficiency of the polymer photovoltaic cell in the prior art is solved. The boron-containing conjugated polymer of the present invention has a structure as shown in formula (I), the BNBP unit and the bridging unit (-Ar-) of the conjugated polymer contain a plurality of fluorine atoms, and the fluorine atoms have a strong The electron-pulling property has a great influence on the LUMO energy level, but has little influence on the HOMO energy level. Therefore, the overall band gap of the polymer is narrowed, and the absorption spectrum is red-shifted, which improves the light absorption ability and is beneficial to the photovoltaic cell. Light enrichment, at the same time, the fluorine atoms on the main chain of the polymer will improve the crystallization ability of the polymer, so that the polymer has a strong crystallization property, which is further conducive to the realization of high electron mobility of the material. The boron-containing conjugated macromolecules of the invention are suitable for use as acceptor materials for high-performance macromolecular photovoltaic cells.

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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Patent Type & Authority Patents(China)
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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