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a-d-a conjugated molecules, preparation methods, applications in organic solar cells, and organic solar cells

An A-D-A, solar cell technology, applied in organic chemistry, chemical instruments and methods, circuits, etc., can solve problems such as difficulty in adjusting absorption and energy level, no absorption of visible light, difficult purification, etc., and achieve a large molar extinction coefficient and high photoelectric conversion. Efficiency, effect of broad absorption spectrum

Active Publication Date: 2021-04-06
UZHOU QIANXUN NEW ENERGY TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, fullerene derivatives also have problems such as non-absorption of visible light, difficulty in adjusting absorption and energy levels, difficulty in purification and high cost, so it is difficult to apply them in practice.

Method used

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  • a-d-a conjugated molecules, preparation methods, applications in organic solar cells, and organic solar cells
  • a-d-a conjugated molecules, preparation methods, applications in organic solar cells, and organic solar cells
  • a-d-a conjugated molecules, preparation methods, applications in organic solar cells, and organic solar cells

Examples

Experimental program
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Effect test

preparation example Construction

[0077] The present invention also provides a preparation method of A-D-A conjugated molecules, comprising the following steps:

[0078] 2,5-dibromopyrazine and compound A obtain compound B through cross-coupling reaction, wherein, the structural formula of compound A is The structural formula of compound B is Ar is a thiophene group, a dithiophene group, a trithiophene group, a benzodithiophene group, a pyrrolodithiophene group, and a pentadithiophene group;

[0079] Compound B and boron tribromide obtain compound C through condensation ring closure reaction, wherein, the structural formula of compound C is

[0080] Compound C and dialkylarylzinc obtain compound D through substitution reaction, wherein, the structural formula of compound D is R 1 4-Alkylphenyl, 4-Alkoxyphenyl, 4-Alkylthiophenyl, 4-Alkylthienyl, 4-Alkoxythienyl, 4-Alkylthiophenyl, 4-Alkane Base selenophene, or 4-alkylthio selenophene;

[0081] Compound D and phosphorus oxychloride obtain compound E th...

preparation Embodiment 1

[0094] The steps for preparing the A-D-A conjugated molecule of Example 1 include:

[0095] (1) 2,5-dibromopyrazine and compound A obtain compound B through cross (Stille) coupling reaction:

[0096]

[0097] Weigh 1.0g (4.2mmol) of 2,5-dibromopyrazine and 4.1mg (10.5mmol) of compound A, put them in a 250mL round bottom flask, and add bistetraphenylphosphine palladium Pd ( PPh 3 ) 4 , and then repeatedly pump out the gas in the reaction vessel and inject inert gas to remove the air in the reaction vessel, add 20mL of toluene, carry out stirring reaction at a temperature of 110°C for 12 hours, and then cool to room temperature; the resulting reaction solution is rotary evaporated The solvent was removed to obtain a solid product, and the solid product was separated by silica gel (200-300 mesh) column chromatography, and the eluent was petroleum ether / dichloromethane (the volume ratio of the two was 3:1), and a red solid ( 1.7g), namely compound B.

[0098] (2) Compound B...

Embodiment 2

[0111] The difference between the preparation steps of the A-D-A conjugated molecules of Example 2 and the preparation steps of the A-D-A conjugated molecules of Example 1 is that the end-capping group EG that reacts with compound E is different:

[0112]

[0113] Compound E (0.25g, 0.2mmol) and EG2 (0.194g, 1mmol) were successively added into a 50mL two-necked flask, pumped three times, and then 2 Chloroform (20 mL) was added under the condition of , and stirred for 5 min to completely dissolve the two compounds. Pyridine (0.6 mL) was then added and the solution slowly turned green. The mixture was refluxed at 65°C for 20 hours and most of the solvent was evaporated. The crude product was washed with methanol to remove excess EG2 and further purified by column chromatography using n-hexane:dichloromethane (2:1) as eluent to obtain the A-D-A conjugated molecule of Example II as a dark blue solid .

[0114] The chemical structure of the A-D-A conjugated molecule of Exampl...

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Abstract

The invention provides an A-D-A conjugated molecule and a preparation method thereof, an organic solar cell, and the application of the A-D-A conjugated molecule in the organic solar cell. The A-D-A conjugated molecule has the following general structure: wherein, R 1 4-Alkylphenyl, 4-Alkoxyphenyl, 4-Alkylthiophenyl, 4-Alkylthienyl, 4-Alkoxythienyl, 4-Alkylthiophenyl, 4-Alkane Baseselenophenyl or 4-alkylthioselenyl; Ar is a thiophene group, a dithiophene group, a trithiophene group, a benzodithiophene group, a pyrrolodithiophene group, a pentane dithiophene group Thiophene group; EG is a capping group. The invention has strong light absorption capacity, good charge transport performance, and suitable electronic energy level.

Description

technical field [0001] The invention relates to the technical field of organic solar cells, in particular to an A-D-A conjugated molecule, a preparation method of the A-D-A conjugated molecule, an organic solar cell, and the application of the A-D-A conjugated molecule in the organic solar cell, and the organic solar cell. Background technique [0002] Organic solar cells are solar cells that use organic substances as light-absorbing active layer materials. Compared with inorganic solar cells, organic solar cells have the advantages of low cost, light weight, flexible devices and solution processing, etc. wide attention from the world and industry. [0003] The active layer of organic solar cells often adopts a bulk heterojunction structure to facilitate the separation of electrons, which is divided into two components, namely electron donor and electron acceptor. In previous studies, fullerene derivatives were often used as electron acceptors because of their high electron...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02H01L51/42H01L51/46
CPCC07F5/02H10K85/626H10K85/657H10K30/30Y02E10/549
Inventor 刘焘杨涛
Owner UZHOU QIANXUN NEW ENERGY TECH CO LTD
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