A kind of two-dimensional conjugated benzodithiophene compound and its preparation method and use

A benzodithiophene, two-dimensional conjugation technology, used in organic chemistry, semiconductor/solid-state device manufacturing, photovoltaic power generation, etc., can solve problems such as inability to meet practical applications, achieve excellent photovoltaic performance, improve photovoltaic performance, and be easier to purify Effect

Inactive Publication Date: 2017-11-28
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among the conjugated organic small molecule donor materials, one-dimensional linear materials have good electrical properties, but so far they still cannot meet the needs of practical applications.

Method used

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  • A kind of two-dimensional conjugated benzodithiophene compound and its preparation method and use
  • A kind of two-dimensional conjugated benzodithiophene compound and its preparation method and use
  • A kind of two-dimensional conjugated benzodithiophene compound and its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Example 1. Synthesis of two-dimensional conjugated benzodithiophene compound SMBDTT-S.

[0042] 1. Synthesis of intermediate M1:

[0043] At room temperature, add A donor 2-[5-(5-bromo-3-n-octylthiophen-2-yl)thiophen-2-yl]-3-n-octylthiophene-5 -Formaldehyde (1.16g, 2mmol), B donor 1,6-bis(trimethyltinyl)-4,8-bis[5-(2-ethylhexylthio)thiophen-2-yl]benzo [1,2-b:4,5-b']dithiophene (0.97g, 1mmol), catalyst tetrakis(triphenylphosphine) palladium (47mg, 0.04mmol) and solvent toluene (50mL), after mixing and stirring , Refluxed at 110° C. for 24 hours under nitrogen protection. After the reaction was completed, the reaction system was cooled to room temperature, the solvent was evaporated in vacuo, and purified by a silica gel column using dichloromethane as the eluent to obtain a reddish-brown solid M1 (1 g, yield: 63%).

[0044] 1 H-NMR (400 MHz, CDCl 3): δ (ppm) 9.83 (s, 2H), 7.60-7.59 (d, 4H),7.35-7.34 (d, 2H), 7.26-7.25 (d, 4H), 7.13 (s, 4H), 3.00-2.99 (d, 4H), 2.85-...

Embodiment 2

[0050] Example 2: Research on photovoltaic properties of SMBDTT-S.

[0051] With SMBDTT-S as the donor, PC 70 BM is the acceptor, and the organic solar cell device is prepared by solution spin coating, and its structure schematic diagram is shown in figure 2 As shown, the layered structure of the device from bottom to top is ITO / PEDOT:PSS / active layer (SMBDTT-S:PC 70 BM) / Ca / Al.

[0052] Based on SMBDTT-S / PC 70 BM (weight ratio 1:0.8) organic solar cell device is the research object, and its photovoltaic properties are investigated. The current-voltage curve is as follows image 3 shown. It can be seen that the open circuit voltage of the device ( V oc ) is 0.95V, the short-circuit current ( J sc ) is 14.08mA / cm 2 , the fill factor (FF) is 0.619, and the power conversion efficiency (PCE) is 8.28%. Unlike the high-efficiency small-molecule materials reported in the literature, the photovoltaic performance is achieved without the use of any additives, solvent annealing...

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Abstract

The invention discloses a two-dimensional conjugated benzodithiophene compound, its preparation method and application. Specifically, the compound of the present invention has a general structural formula as shown in formula I, wherein R1 is a C6~C12 straight chain or branched chain alkyl group; R2 is a C6~C12 straight chain or branched chain alkylthio group or straight chain chain or branched alkoxy; and R3 is a hydrogen atom, C6~C12 straight chain or branched alkylthio or straight chain or branched alkoxy. The compound of the present invention has wider visible region absorption and suitable energy level, the energy conversion efficiency of the solar cell prepared by this compound exceeds 8%, shows excellent photovoltaic performance; In addition, the compound of the present invention can be processed by solution The method prepares high-quality thin films, and is easier to purify than polymer materials, and can obtain electron-rich donor materials with high purity.

Description

technical field [0001] The invention belongs to the field of photovoltaic materials, and relates to a two-dimensional conjugated benzodithiophene compound and its preparation method and application, specifically to a two-dimensional conjugated benzodithiophene compound substituted by an electron-donating group, and its preparation method, and its use in preparing organic solar cell donor materials. Background technique [0002] Due to the characteristics of simple preparation process, light weight, and flexible large-area devices, organic solar cells have attracted extensive attention. Commonly used bulk heterojunction device structures (see G. Yu, J.Gao, J. C. Hummelen, F. Wudl, A. J. Heeger, science , 1995, 270, pp1789-1791) usually consist of a high work function transparent cathode (ITO), a low work function anode (Ca, Mg, Al, etc.) and an electron-rich donor material and The composition of the active layer formed by the blend film of the fullerene derivative acceptor ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/04H01L51/46
CPCC07D495/04H10K85/656H10K85/655H10K85/6576Y02E10/549
Inventor 崔超华李永舫张茂杰国霞
Owner SUZHOU UNIV
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