Perylene diimide hexamer compound and preparation method, composition and organic solar cell

A perylene diimide and solar cell technology, applied in the field of solar cells, can solve the problems of poor absorption of visible light, difficulty in chemical modification of fullerene derivatives, and high cost

Active Publication Date: 2019-01-04
BEIJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the chemical modification of fullerene derivatives is difficult and costly, the absorption of visible light is poor, and the energy level regulation is limited.

Method used

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  • Perylene diimide hexamer compound and preparation method, composition and organic solar cell
  • Perylene diimide hexamer compound and preparation method, composition and organic solar cell
  • Perylene diimide hexamer compound and preparation method, composition and organic solar cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] HPB-PDI 6 Synthesis of receptor molecules

[0039] HPB-PDI 6 The synthetic route of is shown below. Compounds 1 and 2 were prepared by existing literature. The preparation of compound 1 can refer to Y.Zhao, X.Li, Z.Wang, W.Yang, K.Chen, J.Zhao and G.G.Gurzadyan, J.Phys.Chem.C., 2018, 7, 3756-3772; The preparation of compound 2 can refer to M. Takase, A. Nakajima and T. Takeuchi, Tetrahedron Lett., 2005, 46, 1739-1742.

[0040]

[0041] Synthesis of Compound 3

[0042] Add compound 1 (485mg, 0.58mmol), compound 2 (100mg, 0.23mmol), solvent tetrahydrofuran (40mL) and water (4mL) in a 100mL round bottom flask, add catalyst Pd (PPh 3 ) 4 (0.012mmol, 13.4mg), and then reacted at a temperature of 80° C. for 72 hours under a nitrogen system. After stopping the reaction, evaporate the solvent, extract twice with dichloromethane, combine the organic layers, add anhydrous magnesium sulfate to dry, and remove the solvent to obtain the crude product, which is purified by ...

Embodiment 2

[0047] HPB-PDI 6 Thermodynamic Performance Analysis

[0048] Determination of HPB-PDI by Thermogravimetric Analysis (TGA) and Differential Scanning Calorimetry (DSC) 6 The thermodynamic properties of the thermodynamic properties are all measured under a nitrogen atmosphere and heated at a rate of 10°C / min. As shown in Figure 1(a), TGA showed that HPB-PDI 6 The temperature at which 5% mass loss occurs is 400°C, indicating that it has good thermal stability. As shown in Figure 1(b), in the range of 50°C-250°C, HPB-PDI 6 There are no obvious crystallization peaks or glass transitions in the DSC results, indicating that HPB-PDI 6 It is an amorphous small molecule that easily forms an amorphous film.

Embodiment 3

[0050] Electrochemical properties

[0051] HPB-PDI 6 The electrochemical properties were measured by cyclic voltammetry, and the cyclic voltammetry curves are shown in Figure 2(c) and Figure 2(d). Using ferrocene / ferrocene salt (Fc / Fc + ) redox pair as an internal standard, and the redox potential of ferrocene / ferrocene salt is 0.09eV. The calculation formula of HOMO and LUMO energy level is E HOMO =-e[E ox +4.80-E (Fc / Fc + ) ],E LUMO =-e[E re +4.80-E (Fc / Fc + ) ], HPB-PDI measured by cyclic voltammetry 6 The HOMO and LUMO energy levels of are -5.69 and -3.93eV, respectively. HPB-PDI 6 The energy level differences of the HOMO and LUMO of PTB7-Th are 0.47eV and 0.29eV, respectively.

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Abstract

The invention provides a propeller-type perylene diimide hexamer compound (HPB-PDI6), a core of which is a hexaphenylbenzene (HPB) which is connected with six beta-position substituted PDI units. Theunique molecular configuration of HPB and the space repulsion between the PDI units make the HPB-PDI6 form a three-dimensional distorted configuration which approximates a propeller. The highly distorted structure facilitates reducing the aggregation of the PDI. Polymers of PTB7-Th and HPB-PDIC6 are mixed to prepare an organic solar cell, good photovoltaic properties are exhibited.

Description

technical field [0001] The invention relates to the technical field of solar cells, in particular to a propeller-type perylene diimide hexamer compound and a preparation method thereof, and the application of the perylene diimide hexamer compound in organic solar cells. Background technique [0002] With the growing population, human demand for energy is also increasing. The exploitation of fossil energy such as coal, oil and natural gas cannot permanently meet human energy demand, and these fossil energy will bring environmental pollution and greenhouse effect. Therefore, scientists are actively researching green and renewable energy sources such as wind energy, geothermal energy, tidal energy and solar energy. Among them, as an inexhaustible energy source, solar energy is safer than nuclear energy, and it is less restricted by geographical conditions than wind energy and tidal energy. It is a green energy source worthy of attention. . Even if only 1 / 2 billion of solar en...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00H01L51/42H01L51/46
CPCC07D519/00H10K30/00H10K85/6572Y02E10/549
Inventor 李翠红薄志山刘俊成谢苏菲
Owner BEIJING NORMAL UNIVERSITY
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