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Organic optoelectronic compound containing alkylthiothiophene vinylidene thienyl group and its preparation method and application

A technology of alkylthiothiophene vinylidene compound, which is applied in the field of organic photoelectric compounds and its preparation, can solve the problems of poor thermal stability, limited visible light absorption, and high cost, and achieve the effects of easy purification, superior photovoltaic performance, and definite structure

Inactive Publication Date: 2019-11-26
WUHAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional fullerene derivative solar cells have disadvantages such as limited visible light absorption, high cost, and poor thermal stability.

Method used

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  • Organic optoelectronic compound containing alkylthiothiophene vinylidene thienyl group and its preparation method and application
  • Organic optoelectronic compound containing alkylthiothiophene vinylidene thienyl group and its preparation method and application
  • Organic optoelectronic compound containing alkylthiothiophene vinylidene thienyl group and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Compound structure

[0038] The general structural formula of the organic photoelectric compound provided in this embodiment is:

[0039]

[0040] The compound is black solid powder with metallic luster.

[0041] Preparation

[0042] The bistrimethyltin terminal compound used in this example is: (4,8-bis(5-((E)-2-(5-((2-ethylhexyl)thio)thiophene-2 -yl)vinyl)thiophen-2-yl)benzo[1,2-B:4-1,5-b']dithiophene-2,6-diyl)bis(trimethylstannane)(( 4,8-bis(5-((E)-2-(5-((2-ethylhexyl)thio)thiophen-2-yl)vinyl)thiophen-2-yl)benzo[1,2-b:4, 5-b']dithiophene-2,6-diyl)bis(trimethylstannane)).

[0043] The halogenated terminal compound used in this example is: (E)-3-(5-(7-(5-bromothien-2-yl)-5,6-difluoro-2-(2-hexyl) Decyl)-2H-benzo[d][1,2,3]triazol-4-yl)thiophen-2-yl)-2-cyanoacrylate (2-ethylhexyl(E)-3-(5 -(7-(5-bromothiophen-2-yl)-5,6-difluoro-2-(2-hexyldecyl)-2H-benzo[d][1,2,3]triazol-4-yl)thiophen-2 -yl)-2-cyanoacrylate).

[0044] Dissolve 237mg of the above-mentioned bistrim...

Embodiment 2

[0049] thermal stability test

[0050] The organic photoelectric compound prepared in Example 1 was placed in a differential scanning calorimeter, and the heat flow change was measured by heating, such as figure 1 It is shown that the heat flow does not change until the temperature is about 220°C, which shows that the compound will not undergo phase transition due to overheating at the usual temperature, and has high thermal stability.

Embodiment 3

[0051] absorption spectrum test

[0052] The absorption spectrum of the organic photoelectric compound prepared in Example 1 is shown in chloroform solution and thin film with UV-visible light absorption instrument measurement respectively in figure 2 . Such as figure 2 As shown, the maximum absorption peak is at 519nm, and the optical band gap Eg is calculated opt is 1.82eV.

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Abstract

The invention provides an organic photoelectric compound containing alkylthiothiophene vinylidene thienyl group and its preparation method and application. The preparation method of the organic photoelectric compound is: under the protection of an inert atmosphere, the following bistrimethyltin terminal Carry out Stiller coupling reaction between base compound and halogenated end group compound to obtain organic photoelectric compound, the reaction temperature is 100-140°C, and the reaction time is 5-24 hours The molar ratio is 1:2~3.5. As a small molecule donor photovoltaic material, the optoelectronic compound has high photoelectric conversion efficiency, so it can be widely used in the optoelectronic field to prepare optoelectronic devices such as field effect transistors, organic light emitting diodes and solar cells.

Description

technical field [0001] The invention belongs to the field of photovoltaic materials, and in particular relates to an organic photoelectric compound containing an alkylthiothiophene vinylidene thienyl group, a preparation method and an application thereof. [0002] technical background [0003] As the use of solar energy becomes more and more widespread, it is more and more important to find a low-cost way to convert solar energy into electrical energy, and thin-film organic solar cells have attracted people's attention. Traditional fullerene derivative solar cells have disadvantages such as limited absorption of visible light, high cost, and poor thermal stability. Therefore, the synthesis of conjugated polymers and small molecules to replace non-fullerenes has attracted people's attention. Contents of the invention [0004] The present invention is carried out in order to solve the above problems, and the purpose is to provide an organic photoelectric compound containing ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/04H01L51/46
CPCC07D495/04H10K85/655H10K85/6576H10K85/6572Y02E10/549
Inventor 郭杰闵杰
Owner WUHAN UNIV