Wide-band-gap copolymer acceptor material based on perylene diimide and preparation method thereof

A technology of perylene diimide and acceptor materials, which is applied in the field of wide bandgap copolymer acceptor materials and its preparation, can solve the problems of high molar extinction coefficient, narrow light absorption range, high short-circuit current function, etc., and achieve high molar extinction coefficient, widening spectrum, effect of high short-circuit current

Active Publication Date: 2019-09-13
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the prior art, the preparation materials of organic solar cells have poor solubility and do not have good absorption spectrum complementary properties
[0007] Moreover, the existing preparation materials of organic solar cells do not have higher molar extinction coefficient and broadened spectrum, and cannot achieve higher short-circuit current function.
Moreover, the existing perylene diimide polymer acceptor has a narrow light absorption range, which is not conducive to the generation of photocurrent.

Method used

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  • Wide-band-gap copolymer acceptor material based on perylene diimide and preparation method thereof
  • Wide-band-gap copolymer acceptor material based on perylene diimide and preparation method thereof
  • Wide-band-gap copolymer acceptor material based on perylene diimide and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] The perylene diimide-porphyrin-3,3'-difluoro-2,2'bithiophene random copolymer acceptor with a porphyrin content of 10% provided by the embodiment of the present invention has the following synthesis route:

[0052]

[0053] Synthesis of Compound 2: Dissolve Compound 1 (3.002g, 3.98mmol) in a 250mL two-necked flask with 10mL of dichloromethane, add Br 2 (10ml, 195.17mmol), stirred at room temperature for 3 days. Slowly introduce the solution into excess saturated sodium thiosulfate solution under ice bath, stir for one hour, then wash the mixture several times with deionized water, extract with dichloromethane, dry over anhydrous sodium sulfate, filter, spin dry the solvent, Using petroleum ether:dichloromethane (v:v=4:1) as the developing solvent, the red crystal 2 (762 mg, 21%) was obtained by column separation. 1 H NMR (400MHz, Chloroform-d) δ9.49 (d, J = 8.2Hz, 2H), 9.04–8.85 (m, 2H), 8.78–8.52 (m, 2H), 5.30–5.03 (m, 2H), 2.23 (m, 4H), 1.84 (m, 4H), 1.49–1.06 (m...

Embodiment 2

[0061] The perylene diimide-porphyrin-3,3'-difluoro-2,2'bithiophene random copolymer acceptor with a porphyrin content of 5% provided by the embodiment of the present invention has the following synthesis route:

[0062]

[0063] Synthesis of copolymer P2: under argon protection, add compound 2 (135.2 mg, 0.15 mmol), compound 7 (8.3 mg, 0.0078 mmol), (3,3'-difluoro-[2, 2'-bithiophene]-5,5'-diyl)bistrimethyltin (82.3mg, 0.16mmol), tetrakis(triphenylphosphine)palladium (9mg, 0.0078mmol), 0.3mL DMF and 1.2mL toluene , stirred at 110°C for 24 hours. The product precipitated at the bottom of the bottle, and the reaction was stopped. The reaction solution was cooled to room temperature, sucked up with a dropper and added dropwise to the methanol solution. At this time, the solid crude product precipitated, filtered, and dried in vacuo. Through a Soxhlet extractor, extract with acetone and petroleum ether for one day to remove small molecules and other by-products, and then extra...

Embodiment 3

[0065] The absorption spectra of acceptors P1 and P2 of the perylenediimide-porphyrin-3,3'-difluoro-2,2'bithiophene random copolymer provided in the examples of the present invention are as follows.

[0066] figure 1 and figure 2 UV-Vis absorption spectra of perylenediimide-porphyrin-3,3’-difluoro-2,2’-bithiophene random copolymer acceptors P1 and P2 in chloroform solution and on quartz plate, respectively.

[0067] Depend on figure 2It can be seen that the maximum values ​​of film absorption of P1 and P2 are respectively at about 346, 439, 566nm and 352, 439, 590nm, and the peak values ​​are respectively at about 719nm and 722nm, and the optical band gap is 1.72eV (the optical band gap can be calculated according to the formula Eg= 1240 / λonset calculation, where Eg is the optical bandgap, which is the maximum absorption sideband value absorbed by the λonset film), and the data are listed in Table 1.

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Abstract

The invention discloses a wide-band-gap copolymer acceptor material based on perylene diimide and a preparation method thereof, belonging to the technical field of solar cell materials. The terpolymerorganic solar cell acceptor material based on perylene diimide, porphyrin and thiophene is a random copolymer organic solar cell acceptor material having a D-A structure, and has a general structuralformula as shown in a formula I which is described in the specification. The random copolymer organic solar cell acceptor material having the D-A structure can further be as shown in a formula II anda formula III. The wide-band-gap copolymer acceptor material based on perylene diimide provided by the invention has the advantages of simple molecular structure, a few and simple preparation steps,usage of cheap and easily-available raw materials for synthesis, and good visible light absorption range and a absorption strength. Perylene diimide copolymer molecules in the invention can be processed by using a solution method and have good solar light capturing ability and thermal stability, so the material is an ideal material for an all-polymer organic solar cell.

Description

technical field [0001] The invention belongs to the field of organic photovoltaics, and in particular relates to a perylene diimide-based wide bandgap copolymer acceptor material and a preparation method thereof. Background technique [0002] The energy issue is a life-and-death issue facing all human beings. Solar energy is a clean energy with sufficient reserves, the widest distribution, and no pollution. It has been used by plants for hundreds of millions of years and is one of the most promising energy sources. Solar cells are devices that directly convert solar energy into electrical energy, and have always been the focus of scientists' research. However, the current disadvantages of high cost, complicated process, large volume, and poor aesthetics make people turn their attention to the development of cheap, easy-to-obtain, and stable solar cells. A new type of solar cell material with high performance and excellent photovoltaic effect. [0003] As the third generatio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCC08G61/126C08G61/124C08G61/122C08G2261/414C08G2261/122C08G2261/1412C08G2261/146C08G2261/64H10K85/113Y02E10/549
Inventor 王行柱陈煜卓闫磊刘志鑫谢柳平
Owner XIANGTAN UNIV
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