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Benzotriazole-containing conjugated polymer and preparation method and application thereof in non-fullerene polymer solar cells

A technology of conjugated polymers and compounds, used in circuits, photovoltaic power generation, electrical components, etc., can solve the problems that devices cannot effectively utilize sunlight and are not efficient enough.

Active Publication Date: 2016-04-27
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the donor materials currently developed overlap with the absorption of many narrow-bandgap n-type acceptor materials, resulting in devices that cannot effectively use sunlight, so the efficiency is not as good as that of the fullerene system.

Method used

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  • Benzotriazole-containing conjugated polymer and preparation method and application thereof in non-fullerene polymer solar cells

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Experimental program
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Embodiment 1

[0101] The synthesis of polymer shown in embodiment 1, formula P1

[0102]

[0103] According to the above reaction equation, refer to the literature (Chem. Mater., 2012, 24 (16), 3247-3254), take 0.3mmol of each monomer M1 and M2, dissolve it in toluene (8mL) and DMF (2mL) After mixing the solvents, evacuate the air with argon for 5 minutes, then add the catalyst tetrakis(triphenylphosphine) palladium (0) (20 mg) and continue to evacuate the air for 25 minutes, then stop the polymerization after 14 hours at the reflux temperature of toluene. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Precipitate in methanol after dissolving with chloroform at last, filter, obtain the polymer shown in the formula P1 of red solid powder after vacuum drying one day, productive rate is 89%, GPC:Mn=57.5K; Mw / Mn=1.8. Anal. Calcd f...

Embodiment 2

[0104] The synthesis of polymer shown in embodiment 2, formula P2

[0105]

[0106] Carry out according to the above reaction equation, take 0.3mmol each of monomer M3 and M2, dissolve it in a mixed solvent of toluene (8mL) and DMF (2mL), exhaust the air with argon for 5 minutes, and then add catalyst tetrakis (triphenyl Phosphine)palladium(0) (20 mg) was then further evacuated for 25 minutes, and then the polymerization was stopped after 14 hours at the reflux temperature of toluene. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Precipitate in methanol after dissolving with chloroform at last, filter, obtain the polymer shown in the formula P1 of purple-red solid powder after vacuum drying one day, productive rate is 95%, GPC: Mn=23.9K; Mw / Mn=2.2 .Anal.CalcdforC 64 h 77 f 2 N 3 S 8 (%): C, 64.99; H, 6.56; ...

Embodiment 3

[0107] The synthesis of polymer shown in embodiment 3, formula P3

[0108]

[0109] According to the above reaction equation, take 0.3mmol each of monomer M4 and M2, dissolve it in a mixed solvent of toluene (8mL) and DMF (2mL), exhaust the air with argon for 5 minutes, and then add the catalyst tetrakis (triphenyl Phosphine)palladium(0) (20 mg) was followed by further evacuation of air for 25 minutes, and then the polymerization was stopped after 12 hours at the reflux temperature of toluene. The polymer solution was cooled to room temperature, and slowly precipitated into methanol (50 mL), and the precipitated solid polymer was sequentially eluted with methanol and n-hexane in a Soxhlet extractor. Precipitate in methanol after dissolving with chloroform at last, filter, obtain the polymer shown in the formula P3 of purple-red solid powder after one day of vacuum drying, productive rate is 98%, GPC: Mn=34.2K; Mw / Mn=2.2 .Anal.CalcdforC 77 h 93 f 2 N 3 S 8 (%): C, 66.7...

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Abstract

The present invention discloses a benzotriazole-containing conjugated polymer and a preparation method and application thereof in non-fullerene polymer solar cells. The benzotriazole-containing conjugated polymer is shown as a formula I, the present invention discloses a benzotriazole medium band gap polymer material, the benzotriazole medium band gap polymer material is well complementary with a narrow band gap n-type small molecule receptor material in absorption, has good charge transport performances and suitable electronic energy levels, can be used as an electron donor material for matching with the narrow band gap n-type small molecule receptor material, and can be applied to a non-fullerene polymer solar cell device. A method for preparation of the solar cell device from the benzotriazole medium band gap polymer material is simple, the prepared cell device is high in open-circuit voltage, wide in spectral response range and high in filling factor, and is expected to be used in whole polymer solar cells.

Description

technical field [0001] The invention relates to a conjugated polymer containing benzotriazoles, a preparation method thereof and an application in non-fullerene polymer solar cells. Background technique [0002] Energy issues are increasingly becoming an urgent global issue, and solar energy has the advantages of being clean, green, non-polluting, widely distributed, inexhaustible, and inexhaustible, and has the most development prospects. The development and utilization of solar energy will be an effective solution to the energy crisis. solution. Since organic conjugated polymers were found to be used as semiconductor materials in 1977, research related to them has attracted much attention. Flexibility, large area, and low-cost preparation have become their outstanding advantages. In the field of narrow-bandgap polymers, narrower bandgap (polymer bandgap Eg<1.2eV) can be developed for many applications, such as polymer near-infrared light-emitting diodes, polymer solar ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/00H10K99/00
CPCC08G61/123C08G61/126C08G2261/334C08G2261/3241C08G2261/3243C08G2261/12C08G2261/145C08G2261/1412C08G2261/91H10K85/636Y02E10/549
Inventor 张志国宾海军李永舫
Owner INST OF CHEM CHINESE ACAD OF SCI
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