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Two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer, preparation method and application thereof

A benzodithiophene, two-dimensional conjugation technology, used in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components, etc., can solve the problems of limited application, insufficient photoelectric conversion efficiency, etc., and achieve a wide absorption spectrum and good photoelectric conversion. The effect of efficiency, good machinability

Inactive Publication Date: 2019-09-10
HUNAN UNIV OF ARTS & SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The photoelectric conversion efficiency of this compound is not high enough, which limits the application of such substances

Method used

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  • Two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer, preparation method and application thereof
  • Two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer, preparation method and application thereof
  • Two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] 4,8-bis(2-isooctyl-thienyl)-benzo(1,2-b; 4,5-b′)-dithiophene-2,5-diisooctyloxy-3,6- Preparation of bis(furan-2-methylene)pyrazine (P1).

[0055] Specific steps are as follows:

[0056] ①Synthesis of Compound 1

[0057] 1,4-Diacetylpiperazine-2,5-dione (1.19g, 6mmol) and 5-bromo-2 furfural (2.63g, 15mmol) were placed in a 50ml single-necked round bottom flask, and then 28ml DMF, under the protection of nitrogen, heat and stir, raise the temperature to 120°C, add 3.32ml of triethylamine through a syringe, after the completion, the reaction system turns from colorless to red immediately, continue to react for 12 hours, after the completion of the reaction, cool to room temperature, produce The yellow precipitate was collected by filtration, washed with acetone, and the product was collected to obtain the target product (2.16 g, yield: 84%), which was directly carried out to the next reaction without further purification.

[0058] The nuclear magnetic resonance spectrum ...

Embodiment 2

[0071] Example 2 4,8-bis(2-isooctyl-thienyl)-benzo(1,2-b; 4,5-b')-difuran-2,5-dioctyloxy-3, Preparation of 6-bis(furan-2-methylene)pyrazine (P2)

[0072] The synthetic method of compound 2 is the same as the synthetic method of compound 2 in embodiment 1, and brominated alkane adopts brominated n-octane, and concrete steps are as follows:

[0073] ①Synthesis of Compound 1

[0074] 1,4-Diacetylpiperazine-2,5-dione (1.19g, 6mmol) and 5-bromo-2 furfural (2.63g, 15mmol) were placed in a 50ml single-necked round bottom flask, and then 28ml DMF, under the protection of nitrogen, heat and stir, raise the temperature to 120°C, add 3.32ml of triethylamine through a syringe, after the completion, the reaction system turns from colorless to red immediately, continue to react for 12 hours, after the completion of the reaction, cool to room temperature, produce The yellow precipitate was collected by filtration, washed with acetone, and the product was collected to obtain the target prod...

Embodiment 3

[0088] Example 3 4,8-bis(2-isooctyl-thienyl)-benzo(1,2-b; 4,5-b')-difuran-2,5-bis(2-octyldec Preparation of dialkoxy)-3,6-bis(furan-2-methylene)pyrazine (P3)

[0089] The synthetic method of compound 2 is the same as the synthetic method of compound 2 in embodiment 1, and brominated alkane adopts brominated 2-octyl-dodecane, and concrete steps are as follows:

[0090] ①Synthesis of Compound 1

[0091] 1,4-Diacetylpiperazine-2,5-dione (1.19g, 6mmol) and 5-bromo-2 furfural (2.63g, 15mmol) were placed in a 50ml single-necked round bottom flask, and then 28ml DMF, under the protection of nitrogen, heat and stir, raise the temperature to 120°C, add 3.32ml of triethylamine through a syringe, after the completion, the reaction system turns from colorless to red immediately, continue to react for 12 hours, after the completion of the reaction, cool to room temperature, produce The yellow precipitate was collected by filtration, washed with acetone, and the product was collected to o...

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Abstract

The invention discloses a two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer, a preparation method and application thereof. The structural formula of the copolymer is as shown in the description, wherein R is alkyl. The two-dimensional conjugated benzodithiophene and furan and pyrazine copolymer is an electron donor material, is applied to a polymer solar cell, and has wide visible light region absorption, lower HOMO energy level, relatively narrower band gap and higher photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to the technical field of polymer photovoltaic materials, in particular to a two-dimensional conjugated benzodithiophene and furopyrazine copolymer, a preparation method and an application. Background technique [0002] With the increasingly serious phenomenon of global warming and the depletion of fossil energy (coal, oil and natural gas, etc.), countries all over the world have adopted strict controls on carbon dioxide emissions. Therefore, solar energy, as a renewable clean energy, has been paid more and more attention by the global scientific and industrial circles. As a new type of solar cell, polymer solar cells have achieved rapid development in the past two decades due to their unique advantages of light weight and large-area flexible devices that can be printed, and have become the current global energy field. One of the hot spots. [0003] Research progress of polymer solar cell materials, Li Yongxi et al., Journal of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/42H01L51/46
CPCC08G61/126C08G61/125C08G2261/124C08G2261/1412C08G2261/1424C08G2261/145C08G2261/3243C08G2261/3221C08G2261/3222C08G2261/414C08G2261/91H10K85/113H10K85/151H10K30/00Y02E10/549
Inventor 刘波陈远道王晓波王钢刘骏何敏胡霞
Owner HUNAN UNIV OF ARTS & SCI
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