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Benzodithiophene and pyrazine copolymer, preparing method and application

A benzodithiophene, pyrazine copolymer technology, applied in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components and other directions, can solve problems such as limiting photoelectric conversion efficiency, achieve wide absorption spectrum, good photoelectric conversion characteristics, good The effect of photoelectric conversion efficiency

Inactive Publication Date: 2019-09-06
HUNAN UNIV OF ARTS & SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the energy bandgap of such polymers is extremely small, this method has its limitations in the preparation of narrow-bandgap polymer solar cell materials, because the HOMO energy level of such polymers is usually high, so based on their solar energy The open circuit voltage of battery devices is very small, which greatly limits the improvement of photoelectric conversion efficiency.

Method used

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  • Benzodithiophene and pyrazine copolymer, preparing method and application
  • Benzodithiophene and pyrazine copolymer, preparing method and application
  • Benzodithiophene and pyrazine copolymer, preparing method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] 4,8-Diisooctyloxy-benzo(1,2-b; 4,5-b′)-dithiophene-2,5-diisooctyloxy-3,6-bis(furan-2- Preparation of methylene)pyrazines (P1).

[0054] ①Synthesis of Compound 1

[0055] 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.

[0056] The nuclear magnetic resonance spectrum and mass spectrum of compound 1 are as follows:

...

Embodiment 2

[0069] Example 2 4,8-Diisooctyloxy-benzo(1,2-b; 4,5-b')-dithiophene-2,5-dioctyloxy-3,6-bis(furan- Preparation of 2-methylene)pyrazine (P2)

[0070] 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:

[0071] ①Synthesis of Compound 1

[0072] 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 completion, the reaction system turns from colorless to red immediately, continue to react for 12h, after the reaction is completed, cool to room temperature, and produce yellow The precipitate was collected by filtration, washed with acetone, and the product was collected to obtain the target product (2.16 g, yie...

Embodiment 3

[0086] Example 3 4,8-Diisooctyloxy-benzo(1,2-b; 4,5-b')-dithiophene-2,5-bis(2-octyldodecyloxy)- Preparation of 3,6-bis(furan-2-methylene)pyrazine (P3)

[0087] 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:

[0088] ①Synthesis of Compound 1

[0089]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 completion, the reaction system turns from colorless to red immediately, continue to react for 12h, after the reaction is completed, cool to room temperature, and produce yellow The precipitate was collected by filtration, washed with acetone, and the product was collected to obtain the target p...

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Abstract

The invention discloses a benzodithiophene and pyrazine copolymer, a preparing method and application. The structural formula of the copolymer is shown as follows, wherein R is alkyl groups. The copolymer serves as an electron donor material, is applied to polymer solar cells, and has a wide visible region absorption range, a low HOMO level, a relatively-narrow bandgap and high photoelectric conversion efficiency.

Description

technical field [0001] The invention relates to the technical field of polymer photovoltaic materials, in particular to a copolymer of benzodithiophene and pyrazine, a preparation method and 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 Functional Polymers, December 2...

Claims

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Application Information

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