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Perylene diimide derivative, and application thereof in solar cell and preparation method of perylene diimide derivative

A technology of perylene diimide and solar cells, which is applied to circuits, photovoltaic power generation, electrical components, etc., can solve the problems of low yield of perylene diimide derivatives, less derivative products, etc., so as to improve the yield and improve the variety Effect

Inactive Publication Date: 2015-03-25
BEIHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The object of the present invention is to provide a kind of 1,6,7,12-tetrasubstituted-perylene diimide derivatives, and preparation method thereof, as well as solar cells and Its preparation method solves the problems of low yield of perylene diimide derivatives and few derivative products

Method used

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  • Perylene diimide derivative, and application thereof in solar cell and preparation method of perylene diimide derivative
  • Perylene diimide derivative, and application thereof in solar cell and preparation method of perylene diimide derivative
  • Perylene diimide derivative, and application thereof in solar cell and preparation method of perylene diimide derivative

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preparation example Construction

[0038]A preparation method of perylene diimide derivatives, comprising:

[0039] (1) Add compound 1,6,7,12-tetrabromo-cyclohexylperylenediimide, phenylboronic acid, cesium fluoride, and silver oxide into a three-necked flask, and under nitrogen atmosphere, the catalyst tetrakis(triphenyl Base phosphine) palladium joins in the above-mentioned system of there-necked flask;

[0040] (2) Add the solvent used to obtain the derivative into the three-necked flask, mix and heat the reaction for 20-26 hours;

[0041] (3) Cool to room temperature and separate with a silica gel column to obtain the obtained product.

[0042] An organic solar cell comprising a donor polymer and the above-mentioned perylene diimide derivative as an acceptor material.

[0043] A method for applying perylene diimide derivatives to solar cells, comprising:

[0044] (1) Prepare 1,6,7,12-tetrasubstituted perylene diimide and donor polymer material into 20-40 mg / mL dichlorobenzene ( or chlorobenzene) solutio...

Embodiment 1

[0051]

[0052] The preparation method of this perylene diimide derivative is:

[0053]

[0054] Specific steps include:

[0055] 1) compound 1,6,7,12-tetrabromo-cyclohexyl perylene diimide, (391mg, 0.45mmol), phenylboronic acid (330mg, 2.7mmol), cesium fluoride (550mg, 3.6mmol) and Silver oxide (460mg, 2.0mmol) was added into the three-neck flask. Under nitrogen atmosphere, the catalyst tetrakis(triphenylphosphine)palladium (52mg, 0.045mmol) was added to the above system. After 15 mL of solvent (ethylene glycol dimethyl ether) was added, the mixed system was heated and reacted for 24 hours. Cool to room temperature and separate with a silica gel column to obtain a purple-black solid with a yield of 32%.

[0056] 2) Product characterization data:

[0057] figure 1 It is the mass spectrum of the obtained perylene diimide derivative: calcd for C 60 h 46 N 2 o 4 859.02; found: 858.8.

[0058] figure 2 The H NMR spectrum of the obtained perylene diimide derivativ...

Embodiment 2

[0062] The structural formula of the perylene diimide derivative of this embodiment is:

[0063]

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Abstract

The invention relates to the field of organic photovoltaic materials, and particularly relates to a perylene diimide derivative, a solar cell employing the perylene diimide derivative as an acceptor material, and a preparation method of the perylene diimide derivative. A 1,6,7,12-tetra-substituted perylene diimide derivative is as shown in the specification, wherein R1 is selected from any group: C6-20 alkyl, substituent-containing alkyl, alkoxy, substituent-containing alkoxy, aryl, substituent-containing aryl, alkyl aryl, substituent-containing alkyl aryl, alkyl heteroaryl, substituent-containing alkyl heteroaryl, alkyl heterocyclyl and substituent-containing alkyl heterocyclyl; and R2 is selected from any one of C6-20 aryl, substituent-containing aryl, substituent-containing aromatic heterocyclyl, alkoxy ceteroary and substituent-containing alkoxy ceteroary, or C5-20 aromatic heterocyclyl, substituent-containing aromatic heterocyclyl, multi-element aromatic heterocycle and substituent-containing multi-element aromatic heterocycle. The variety of the perylene diimide derivative is increased, and the perylene diimide derivative is applied to organic solar cells.

Description

technical field [0001] The invention relates to the field of organic photovoltaic materials, in particular to perylene diimide derivatives, a preparation method thereof, and a solar cell using the perylene diimide derivatives as an acceptor material and a preparation method thereof. Background technique [0002] Solar energy is a green and environmentally friendly renewable energy, and its transformation and application is one of the important strategic ways to solve the energy crisis. Compared with the high photoelectric conversion efficiency (15-30%) of silicon-based and inorganic semiconductor photovoltaic materials, the conversion efficiency of polymer photovoltaic materials is still low, only about 8-10%. [0003] As a classic acceptor material, fullerene is widely used in organic solar cells, but it has many problems, such as high price, difficult chemical modification (such as changing the physical energy level), and so on. Perylene diimide is a kind of n-type organi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D471/06H01L51/46H01L51/48
CPCC07D471/06H10K85/6572H10K30/00Y02E10/549
Inventor 孙艳明孙晓波蔡芸皓
Owner BEIHANG UNIV
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