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A kind of asymmetric naphthalene nuclear small molecule acceptor material and its preparation method and application

A naphthalene-nuclear small molecule and acceptor material technology, applied in the field of organic solar cells, can solve the problems of narrow absorption spectrum, limited photocurrent and energy conversion efficiency, and achieve the goal of improving utilization rate, improving energy conversion efficiency, and broadening the absorption range Effect

Active Publication Date: 2021-07-27
HUNAN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The narrow absorption spectrum and narrow optical bandgap of this class of small molecule acceptors limit the further improvement of photocurrent and energy conversion efficiency

Method used

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  • A kind of asymmetric naphthalene nuclear small molecule acceptor material and its preparation method and application
  • A kind of asymmetric naphthalene nuclear small molecule acceptor material and its preparation method and application
  • A kind of asymmetric naphthalene nuclear small molecule acceptor material and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] The preparation method of the asymmetric naphthalene nuclear small molecule acceptor material CPTT-IC, the specific steps are as follows:

[0075]

[0076]

[0077] (1) Synthesis of Compound 1: Naphthalene-1,4-bisboronic acid pinacol ester (1.32g, 3.47mmol), 2-bromothieno[3,2-b]thiophene-3-carboxylic acid ethyl ester ( 2.53g, 8.68mmol), 45mL toluene, 20mL ethanol, 20mL K 2 CO 3 The solution (2mol / L) was added to a 250mL reaction flask, and 180mg of tetrakis(triphenylphosphine)palladium was added under the protection of argon, and refluxed for 24h. Pour into water after cooling, extract with dichloromethane, dry over anhydrous magnesium sulfate, spin off the solvent, and purify the crude product by column chromatography, using petroleum ether / dichloromethane (2:1) as eluent, to obtain 1.66g gray solid , and the yield was 88.1%. 1 H NMR (400MHz, CDCl 3 )δ: 7.80(s,2H),7.61(s,2H),7.54(d,J=5.1Hz,2H),7.45-7.39(m,2H),7.34(d,J=5.0Hz,2H), 4.06(br,4H), 0.85(br,6H).

...

Embodiment 2

[0086] A kind of preparation method of asymmetric naphthalene nuclear small molecule acceptor material CPTT-2FIC, the main technical scheme of this embodiment 2 is basically the same as the (1) to (4) steps of embodiment 1, in this embodiment 2 no For the features explained, the explanations in Embodiment 1 are adopted, and details are not repeated here. The difference between this embodiment and embodiment 1 is:

[0087]

[0088]Add compound 4 (110mg, 0.10mmmol), 5,6-difluoro-3-(dicyanomethylene) indoketone (135mg, 0.59mmol) and 30mL chloroform in sequence to a 100mL reaction flask, and add under nitrogen protection 0.5mL pyridine, heated to reflux and reacted overnight, after cooling, precipitated with methanol, the crude product was purified by column chromatography, petroleum ether / dichloromethane (1:1) was the eluent, and 85mg of blue-black solid was obtained. The yield was 56.1%. 1 H NMR (500MHz, CDCl 3 )δ: 8.84(s,1H), 8.72(s,1H), 8.53-8.48(m,2H), 8.15(s,1H), 8.12(...

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Abstract

The invention discloses an asymmetric naphthalene-nuclear small molecule acceptor material, a preparation method and an application thereof, and relates to the field of organic solar cell materials. The general structure formula of acceptor material of the present invention is: wherein Ar 1 and Ar 2 is an independent aromatic group, R 1 for C 2 -C 12 Alkyl or alkylaryl groups. The small molecule acceptor material of the present invention has an asymmetric chemical structure. Compared with the existing symmetrical naphthalene-nuclear small molecule acceptor material, the present invention has a significant red-shifted absorption spectrum, which improves the utilization rate of sunlight; Significantly improve the photocurrent of organic solar cells; the advantage of high energy conversion efficiency when applied to solar cells.

Description

technical field [0001] The invention relates to the field of organic solar cells, in particular to an asymmetric naphthalene nuclear small molecule acceptor material and its preparation method and application. Background technique [0002] Organic solar cells can directly convert endless solar energy into electrical energy, and have the advantages of abundant raw materials, easy adjustment of structural properties, and the advantages of light weight and flexible devices that can be prepared by inexpensive methods such as spin coating, inkjet printing, and screen printing. become one of the hotspots of research. In recent years, small molecule acceptor materials have become one of the research hotspots. Compared with traditional fullerene derivative acceptor materials, small molecule acceptor materials have the following outstanding advantages: 1) low synthesis cost; 2) strong light-absorbing properties in the visible and even near-infrared regions; 3) electrochemical The e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/22H01L51/42H01L51/46
CPCY02E10/549
Inventor 曹佳民胡威胡景晨杜思颖王泽恩
Owner HUNAN UNIV OF SCI & TECH
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