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Asymmetric cyanomethylidene indan-1-one acceptor material and preparation and application methods thereof

A cyanomethylene indadone and asymmetric technology, applied in the field of organic solar cells, can solve the problems of difficult regulation of energy levels, weak absorption, high synthesis cost, etc., and achieve the effects of efficient charge transfer, good device performance, and excellent device performance

Inactive Publication Date: 2018-05-25
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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  • Asymmetric cyanomethylidene indan-1-one acceptor material and preparation and application methods thereof
  • Asymmetric cyanomethylidene indan-1-one acceptor material and preparation and application methods thereof
  • Asymmetric cyanomethylidene indan-1-one acceptor material and preparation and application methods thereof

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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 fields of organic solar cells and particularly relates to an asymmetric cyanomethylidene indan-1-one acceptor material and preparation and application methods thereof. Theacceptor-donor-acceptor (A-D-A) type cyanomethylidene indan-1-one acceptor materials in an asymmetric structure is obtained by introducing asymmetric donor units; by properly reducing the conjugatedlength of the donor units, the electron donating property of the donor units can be weakened to properly reduce the highest occupied molecular orbital (HOMO) of the donor units, so that an appropriatelevel structure can be acquired; when blended with the three common polymer donor materials of PTB7-Th, PBDB-T and FTAZ, the asymmetric cyanomethylidene indan-1-one acceptor can achieve good energy level matching to obtain high exciton dissocation and charge transfer, ensure good performance of solar battery devices and further enlarge the application 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 Applications(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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