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A kind of hole transport material based on silole condensed heterocycle and its preparation method and application

A hole transport material, fused heterocycle technology, applied in the field of hole materials, can solve the problems of limited wide-ranging applications, high synthesis and preparation costs, poor stability of perovskite solar cells, etc., to enhance the interface effect, improve efficiency, The effect of improving performance

Active Publication Date: 2022-06-07
HUAIYIN INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the cost of synthesis and preparation of Spiro-OMeTAD molecules is high, and the stability of perovskite solar cells prepared from them is poor, which limits their commercialization and wide-ranging applications.

Method used

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  • A kind of hole transport material based on silole condensed heterocycle and its preparation method and application
  • A kind of hole transport material based on silole condensed heterocycle and its preparation method and application
  • A kind of hole transport material based on silole condensed heterocycle and its preparation method and application

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] This embodiment provides a hole transport material based on silole fused heterocycle, and its chemical formula is shown in formula (6):

[0030]

[0031] The preparation method of above-mentioned hole material (compound of formula (6)) is as follows:

[0032] The compound of formula (1) used in this example is according to literature Q.Yu, W.Fu, J.Wan, X.Wu, M.Shi, H.Chen.ACS Appl.Mater.Interfaces 6 (2014) 5798-5809. The compound of formula (5) is obtained according to the literature Y.-K.Peng, K.-M.Lee, C.-C.Ting, M.-W.Hsu, C.Y.Liu.J.Mater.Chem.A, 2019 , 7, 24765-24770. Prepared; other reagents can be obtained by commercial means.

[0033] S1: the compound of formula (1) and the compound of formula (2) are subjected to a cyclization coupling reaction to generate the compound of formula (3);

[0034]

[0035] This step is specifically: under argon protection, under the condition of low temperature -78 ℃, into a 100 mL eggplant-shaped reaction flask, add 981 mg o...

Embodiment 2

[0047] This embodiment is roughly the same as Embodiment 1, and the main differences are:

[0048] S1: the synthesis of the compound of formula (3);

[0049] Under argon protection, under the condition of low temperature -78 ℃, into a 100 mL eggplant-shaped reaction flask, add 981 mg of the compound of formula (1) dissolved in 30 mL of anhydrous tetrahydrofuran, and after 5 minutes of low temperature reaction, slowly add n-butyllithium 1.56 mL ( 2.4mol / L), 529mg of the compound of formula (2) was added after the warm reaction for 1h, the refrigeration was turned off, and the temperature was slowly returned to room temperature; the reaction was performed for 8h. Water and ethyl acetate were added for extraction, the organic phase was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 522 mg of the compound of formula (3). It was a yellow-green viscous liquid with a yield of 46%.

[0050] S2: the synthesis of the compound...

Embodiment 3

[0055] This embodiment is roughly the same as Embodiment 1, and the main differences are:

[0056] S1: the synthesis of the compound of formula (3);

[0057] Under argon protection, under the condition of low temperature -78 ℃, into a 100 mL eggplant-shaped reaction flask, add 981 mg of the compound of formula (1) dissolved in 30 mL of anhydrous tetrahydrofuran, and after 5 minutes of low temperature reaction, slowly add n-butyllithium 1.56 mL ( 2.4 mol / L), 794 mg of the compound of formula (2) was added after the warm reaction for 1 h, the refrigeration was turned off, and the temperature was slowly returned to room temperature; the reaction was performed for 12 h. Water and ethyl acetate were added for extraction, the organic phase was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 749 mg of the compound of formula (3). It was a yellow-green viscous liquid with a yield of 66%.

[0058] S2: the synthesis of the com...

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Abstract

The invention relates to the technical field of hole materials, and discloses a hole transport material based on a silole condensed heterocycle. The structural formula is the characteristic of the poly-S structure of the hole molecule, which helps to improve the interface interaction between the hole transport layer and the perovskite layer, enhances the separation and transmission efficiency of electrons and holes, and improves the hole extraction efficiency. The silicon-condensed pentacyclic hole-transporting material of the present invention is applied to perovskite solar cells, and the photoelectric conversion efficiency of the device can be as high as 19.41%, and exhibits high-efficiency device stability, and has great commercial application value.

Description

technical field [0001] The present invention relates to the technical field of hole materials, in particular to a hole transport material based on silole fused heterocycles and a preparation method and application thereof. Background technique [0002] As a new generation of photovoltaic technology, perovskite solar cells (PSCs) have the advantages of simple preparation process, easy modulation of materials, and low cost. The latest certification efficiency has reached 25.2% (National Renewable Energy Laboratory, NREL, 2019). As an important component of PSCs, the hole transport layer plays an important role in collecting photogenerated holes from the perovskite absorber layer and transporting them to the counter electrode, and at the same time, it also effectively suppresses the electron recombination at the interface of the device, which affects the efficiency and stability of the cell. to a crucial impact. At present, the most widely used and efficient hole transport ma...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/10H01L51/42H01L51/46
CPCC07F7/0816H10K85/40H10K30/00Y02E10/549
Inventor 王志辉邹于杰陈瑾张淦任炎炎郑菲陈静茆平胡涛
Owner HUAIYIN INSTITUTE OF TECHNOLOGY
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