Conjugated polymer based on double boron and nitrogen bridged bipyridine and preparation method and application thereof

A technology of conjugated polymer and bipyridine, which is applied in the field of solar cells, can solve the problems of low energy conversion efficiency of solar cells, and achieve the effects of simple preparation method, high electron mobility, and high photoelectric conversion efficiency

Inactive Publication Date: 2016-02-03
CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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  • 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 all-polymer solar cells in the prior art, and to provide a conjugated polymer based on double boron-nitrogen bridged bipyridyl and its preparation method and application

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  • Conjugated polymer based on double boron and nitrogen bridged bipyridine and preparation method and application thereof
  • Conjugated polymer based on double boron and nitrogen bridged bipyridine and preparation method and application thereof
  • Conjugated polymer based on double boron and nitrogen bridged bipyridine and preparation method and application thereof

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preparation example Construction

[0046] The preparation method of the above-mentioned BNBP-based conjugated polymer varies according to the structure of -Ar-:

[0047] When the structure of -Ar- is a type structure, the conjugated polymer is prepared by a Still-type reaction. As a preferred solution, the preparation method can be:

[0048] Under the protection of an inert atmosphere (generally using argon), the dibromine monomer, bistrimethyltin monomer, tris (dibenzylidene acetone) dipalladium and tris (o-methyl) phenylphosphine of BNBP are separated by substance The ratio of 1:1:0.02:0.16 is dissolved in toluene solution, the concentration of BNBP's dibromomonomer and bistrimethyltin monomer can be 0.005~0.1M, reflux at 110~120℃ for 24~48h, A still polymerization reaction occurs, and the end-capping agent is added to end-capping. The end-capping agent generally adopts phenylboronic acid and bromobenzene, and after capping, it is purified to obtain a conjugated polymer;

[0049] The reaction formula is as f...

Embodiment 1

[0060] BNBP-BDT polymer, the structural formula is as follows:

[0061]

[0062] The preparation method is: add bisbromo BNBP (155mg, 0.20mmol), bistin salt of benzodithiophene (162mg, 0.21mmol), tris(dibenzylideneacetone) to a clean polymerization bottle after baking Dipalladium (3.7mg, 0.004mmol) and tri(o-methyl)phenylphosphine (9.7mg, 0.032mmol), then vacuumize the system with argon for several times, and add distilled toluene under the condition of avoiding light Solvent (10mL), after reflux at 115°C for 48h, then add phenylboronic acid (100mg, 0.82mmol) and continue to reflux for 3h, then add bromobenzene (200mg, 1.28mmol) and 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 m...

Embodiment 2

[0067] BNBP-CPDT polymer, the structural formula is as follows:

[0068]

[0069] The preparation method is: add CPDT bistin salt (153.3mg, 0.21mmol), BNBP (154.9mg, 0.20mmol), tris(dibenzylideneacetone) dipalladium (3.7mg , 0.004mmol) and tri(ortho-methyl)phenylphosphine (9.7mg, 0.032mmol), then vacuumize and ventilate the system with argon for several times, add distilled toluene solvent (10mL) under the dark state, After reflux at 115°C 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, THF washes away small molecules and catalysts, and finally the polymer is extracted with chloroform. Yield o...

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Abstract

The invention discloses a conjugated polymer based on double boron and nitrogen bridged bipyridine and a preparation method and application thereof and belongs to the technical field of solar cells. The technical problem that the energy conversion efficiency of full-polymer solar cells in the prior art is low is solved. The conjugated polymer has the structure shown in the formula (I) (shown in the specification), the LUMO energy level ranges from -3.50 to -4.0 eV, the optical band gap is smaller than 2.0 eV, an absorbing spectrum ranges from 300 nm to 800 nm, electronic mobility is 10<-2>-10<-4> cm<2>V<-1>S<-1>, the LUMO / HOMO energy level, the optical band gap, the material mobility and the active layer blended shape of the conjugated polymer can be adjusted through different kinds of electron donating capacity of bridging units, different copolymerization bonding angles of electron pulling units and length changes of alkyl chains, and the conjugated polymer is suitable for high-performance solar cell acceptor materials.

Description

technical field [0001] The invention belongs to the technical field of solar cells, and in particular relates to a conjugated polymer based on double boron nitrogen bridged bipyridine (BNBP) and its preparation method and application. Background technique [0002] Solar cells, also known as solar chips or photovoltaic cells, are photoelectric semiconductor sheets that use sunlight to generate electricity directly. As long as the solar cell is illuminated by light, it can output voltage instantly and generate current with a loop, and has the advantages of light weight, good flexibility, low price, and large-area film formation. In recent years, it has become a renewable solar cell. Clean energy has been widely used and researched. [0003] At present, the commonly used solar cells are generally based on the blend film of the conjugated polymer as the donor and the fullerene derivative (PCBM) as the acceptor. This type of solar cell has high energy conversion efficiency. How...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 刘俊龙晓静窦传冬王利祥
Owner CHANGCHUN INST OF APPLIED CHEMISTRY - CHINESE ACAD OF SCI
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