Two-dimensional conjugated dibenzothiophene compound as well as preparation method and application thereof

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, easier purification, and improved photovoltaic performance Effect

Inactive Publication Date: 2015-09-23
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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  • Two-dimensional conjugated dibenzothiophene compound as well as preparation method and application thereof
  • Two-dimensional conjugated dibenzothiophene compound as well as preparation method and application thereof
  • Two-dimensional conjugated dibenzothiophene compound as well as preparation method and application thereof

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 dibenzothiophene compound as well as a preparation method and application thereof. Specifically, the compound has a general structural formula shown as formula I in the description; in formula I, R1 is linear or branched alkyl of C6-C12; R2 is linear or branched alkyl sulphanyl or linear or branched alkoxy of C6-C12; R3 is linear or branched alkyl sulphanyl or linear or branched alkoxy of a hydrogen atom and C6-C12. The compound provided by the invention has a relatively wide visible region absorption range and proper energy levels, and can be utilized for preparation of a solar cell, and the energy conversion efficiency of the prepared solar cell exceeds 8%, so that the photovoltaic property of the compound is excellent; besides, the compound can be utilized for preparation of a high-quality thin film according to a solution processing method, and can be easier to purify than a polymer material, so that an electron-rich donor material of which the purity is very high can be prepared by utilizing the compound.

Description

Technical field [0001] The present invention belongs to the field of photovoltaic materials, which involves a two -dimensional co -pillar benzene and the preparation method and use. It specifically involves a two -dimensional co -benzene and two -tadpole compounds replaced by the electronic group. The preparation method isAnd it is used in preparing organic solar cells for body materials. Background technique [0002] Due to the simple preparation process, light weight, and can be made into a large -area device, organic solar cells have received widespread attention.Commonly used Bulk Heterojunction device structure (see G. Yu, J. Gao, J. C. Hummelen, F. Wudl, A. J. Heeger, Science , 1995, 270, PP1789-1791) is usually a high-power transparency positive electrode (ITO), low-power letter negative (CA, MG, AL, etc.), and the common electrons and electronics materials and the positive electrode and the negative electrodeThe active layer formed by the common mixture of Fullene derivat...

Claims

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Application Information

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Patent Type & Authority Applications(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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