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A kind of asymmetric cyanomethylene indoketone acceptor material and its preparation method and application

A cyanomethylene indone, asymmetric technology, applied in the field of organic solar cells, can solve the problems of difficult energy level regulation, high synthesis cost, weak absorption, etc., and achieve high-efficiency charge transfer, excellent device performance, and good device performance. Effect

Inactive Publication Date: 2021-03-23
WUHAN UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the disadvantages of fullerene derivatives, such as high synthesis cost, weak absorption in the visible light range, and difficulty in adjusting the energy level, limit their further development. Compared with fullerene derivatives, ene acceptors have the advantages of strong absorption in the visible light range, easy adjustment of energy levels, and easy synthesis and purification. Gradually replacing fullerene derivatives has become the main acceptor material in organic solar cells.

Method used

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  • A kind of asymmetric cyanomethylene indoketone acceptor material and its preparation method and application
  • A kind of asymmetric cyanomethylene indoketone acceptor material and its preparation method and application
  • A kind of asymmetric cyanomethylene indoketone acceptor material and its preparation method and application

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Embodiment 1

[0035] The preparation method of asymmetric cyanomethylene indoketone electron acceptor material ITDIC-Th, the specific steps are as follows:

[0036] (1) Synthesis of Compound 1: Diethyl 2,5-dibromobenzoate (10mmol, 3.8g), thiophenostinane (1equiv, 10mmol, 4.3g) and tetrakistriphenylphosphine palladium (0.12mmol, 140mg) into the dried 250ml double-necked bottle, N 2 For protection, add about 50ml of anhydrous toluene; heat and reflux overnight, spin off the toluene directly after the reaction solution is cooled, add about 60ml of petroleum ether for washing and suction filtration, and use petroleum ether: ethyl acetate = 10:1 column chromatography for the filtrate to obtain yellow Solid, namely compound 1 (3mmol, 1.318g, 30%, 1 HNMR (500MHz, CDCl 3 ( m, 2H), 1.426(t, J=14Hz, 3H), 1.140(t, J=14.5Hz, 3H)).

[0037](2) Synthesis of compound 2: compound 1 (3mmol, 1.318g), thiophenestannane (1.2equiv, 3.5mmol, 1.306g) and tetrakistriphenylphosphine palladium (0.06mmol, 70mg) w...

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Abstract

The invention belongs to the field of organic solar cells, and in particular relates to an asymmetric cyanomethylene indone acceptor material and its preparation method and application. The present invention obtains an "accept-give-accept" ("A-D-A") type cyanomethylene indone electron acceptor material with an asymmetric structure by introducing an asymmetric donor unit. The asymmetric cyanomethylene indone acceptor material of the present invention weakens the electron donating property of the donor unit by appropriately reducing the conjugation length of the donor unit, thereby appropriately reducing its highest occupied energy level (HOMO), and obtaining After obtaining a suitable energy level structure, the asymmetric cyanomethylene indotone acceptor material is blended with three commonly used polymer donor materials PTB7-Th, PBDB-T, and FTAZ to achieve good energy level matching , so as to obtain high-efficiency exciton dissociation and charge transfer, and ensure better solar cell device performance, thereby expanding the use range of non-fullerene acceptors.

Description

technical field [0001] The invention belongs to the field of organic solar cells, and in particular relates to an asymmetric cyanomethylene indone acceptor material and its preparation method and application. Background technique [0002] Organic solar cells (OSCs) are a new type of solar cells with the advantages of flexibility, light weight, low cost, and large-area processing. In 1986, Tang first prepared a double-layer heterojunction organic solar cell with a photoelectric conversion efficiency of 1%. In 1995, Heeger introduced the bulk heterojunction (BHJ) structure into organic solar cells, and the performance was greatly improved compared with the double-layer heterojunction. The BHJ structure is obtained by blending electron donors and electron acceptors, and the electron acceptors have mainly used fullerene derivatives (PC 61 BM, PC 71 BM) because of its high electron mobility, isotropic charge transport, and suitable phase separation from the donor material. At...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/14H01L51/42H01L51/46
CPCC07D495/14H10K85/615H10K85/655H10K85/6576H10K30/00Y02E10/549
Inventor 肖生强胡言琦杨明焱詹春尤为
Owner WUHAN UNIV OF TECH
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