Condensed ring benzoselenadiazole non-fullerene acceptor material as well as preparation method and application thereof

A benzoselenadiazole non-fullerene and benzoselenadiazole technology is applied in the field of organic solar cell material preparation, and can solve the problems of narrow absorption range and low utilization rate of near-infrared photons, so as to improve the solubility and improve the Charge mobility, effect of broadening absorption

Pending Publication Date: 2020-06-16
HKUST SHENZHEN RES INST
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In view of the narrow absorption range of organic acceptor materials in existing organic solar cells and the low utilization rate of near-infrared photons, the technical problem solved by the present invention is to provide a fused-ring benzo Selenodiazolyl non-fullerene acceptor materials

Method used

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  • Condensed ring benzoselenadiazole non-fullerene acceptor material as well as preparation method and application thereof
  • Condensed ring benzoselenadiazole non-fullerene acceptor material as well as preparation method and application thereof
  • Condensed ring benzoselenadiazole non-fullerene acceptor material as well as preparation method and application thereof

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Experimental program
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Embodiment 1

[0072] R as mentioned above 1 for Ar for, R3 is

[0073] EG is When , the preparation of the acceptor material is as follows:

[0074] (1) 4,7-dibromo-5,6-dinitrobenzoselenadiazole and compound A are reacted by stille coupling to obtain compound B:

[0075]

[0076] Synthesis of Compound B: In a 250ml round bottom flask, weigh 4,7-dibromo-5,6-dinitrobenzoselenodiazole (7.68g, 18mmol) and trimethyl(6-undecylthiophene And[3,2-b]thiophen-2-yl)stannane (25.68g, 44mmol) was dissolved in 100ml of tetrahydrofuran, under the protection of argon, bistriphenylphosphine palladium dichloride (0.62g, 0.88mmol) was added In the system; the mixed solution was refluxed at 80°C for 20 hours; cooled to room temperature, spin-dried tetrahydrofuran, extracted with dichloromethane, and spin-dried the solvent to obtain a crude product, which was separated and purified by silica gel column chromatography to obtain a rose-red solid (9.49g) , which is compound B;

[0077] (2) Compound B...

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Abstract

The invention relates to a fused ring benzoselenadiazole non-fullerene acceptor material as well as a preparation method and application thereof. The fused ring benzoselenadiazole non-fullerene acceptor material has a structure represented by a formula 1, wherein R1 is C1-C20 alkyl; Ar is an electron-donating polycyclic aromatic hydrocarbon based on benzene or thiophene; EG is an electron withdrawing group based on rhodanine or dicyanomethylidene indan-1-one; the condensed ring benzoselenadiazole non-fullerene acceptor material comprises a condensed ring benzoselenadiazole central core and electron withdrawing end groups, the condensed ring benzoselenadiazole central core is of a nitrogen bridge trapezoidal condensed ring structure, and the electron withdrawing end groups are connected tothe two ends of the central core.

Description

technical field [0001] The invention belongs to the technical field of preparation of organic solar cell materials, and in particular relates to a non-fullerene acceptor material based on benzoselenodiazole, a preparation method thereof, and an application in organic solar cells. Background technique [0002] With the increasingly serious energy problems, it is imminent to develop new energy sources, and solar energy has great development prospects because of its clean, non-polluting, inexhaustible and inexhaustible advantages. How to make better use of solar energy is a key solution to the energy crisis. Organic solar cells have attracted widespread attention from researchers because of their flexibility and low cost, which can be prepared at low cost. After more than 20 years of development, the current efficiency of single-layer heterojunction organic solar cells has reached 17%, and it is likely to replace traditional silicon-based cells in the future. [Joule.2019,3(4)...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D517/22H01L51/46
CPCC07D517/22H10K85/626H10K85/657Y02E10/549
Inventor 于涵周慈勇颜河
Owner HKUST SHENZHEN RES INST
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