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Perylene diimide electron acceptor material with ether structure as core as well as preparation method and application of perylene diimide electron acceptor material

An electron acceptor material, the technology of perylene diimide, which is applied in the field of perylene diimide electron acceptor material and its preparation, can solve the problems of easy occurrence of intermolecular accumulation, difficulty in exciton transport, strong interaction, etc. Achieve the effect of improving mobility, large application prospects, and preventing carrier recombination

Pending Publication Date: 2022-04-19
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Perylene diimide (PDI) materials are a class of non-fullerene electron acceptor materials that have been studied more. For example, Chinese patents CN107793444A, CN113354639A, and CN110143976A all disclose perylene diimide-based non-fullerene organic solar energy However, the existing PDI generally has the following disadvantages: (1) The interaction between perylene imide molecules is relatively strong, which means that intermolecular stacking is easy to occur
(2) Exciton transport is difficult because large phase separation easily occurs between donor and acceptor materials

Method used

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  • Perylene diimide electron acceptor material with ether structure as core as well as preparation method and application of perylene diimide electron acceptor material
  • Perylene diimide electron acceptor material with ether structure as core as well as preparation method and application of perylene diimide electron acceptor material
  • Perylene diimide electron acceptor material with ether structure as core as well as preparation method and application of perylene diimide electron acceptor material

Examples

Experimental program
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Effect test

Embodiment 1

[0046] The synthetic route of the perylene diimide small molecule acceptor material based on the ether core is as follows (see the synthesis steps for the yield of the product in each step)

[0047] 1. Synthesis of compound a

[0048]

[0049] Ar protection, add 7-tridecanone (3967.6mg, 20mmol, 1eq), NH 4 OAc (15417.0mg, 200mmol, 10eq), NaBH 3 CN (1234.8mg, 10mmol, 1eq), ventilate, add methanol (60mL), start the reaction at room temperature for 60h, take samples, TLC (PE / EA=1 / 1, v / v), then put it into an iodine cylinder, and a product is formed, TLC (PE), put in phenylhydrazine for color development, no raw materials, stop the reaction, transfer to the original bottom flask, add 4mL concentrated hydrochloric acid, spin dry methanol, add water, adjust pH=10 with 5% NaOH, and then dichloro Extracted 4 times with methane, and spin-dried the organic layer to obtain 3984.6 mg of the compound with a yield of 95.37%. 1 H NMR (400MHz, CDCl 3 ): δ (TMS, ppm) 2.70 (s, 1H), 1.42-1...

Embodiment 2

[0069] Based on the perylene diimide small molecule acceptor material of the ether core, the 7-tridecanone in step 1 is replaced by acetone, and the other steps are the same as in Example 1, and the R shown in the formula (I) is prepared as Methyl electron acceptor material.

Embodiment 3

[0071] Based on the perylene diimide small molecule acceptor material of the ether core, the 7-tridecanone in step 1 is replaced by pentanone, and the other steps are the same as in Example 1, and the R shown in formula (I) is prepared. Ethyl electron acceptor material.

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Abstract

The invention provides a perylene diimide electron acceptor material with an ether structure as a core as well as a preparation method and application of the perylene diimide electron acceptor material. The chemical structural formula of the perylene diimide electron acceptor material with the ether structure as the core is shown in the formula (I). The invention provides a brand new perylene diimide micromolecule based on ether as a core. A perylene diimide micromolecule based on ether as a core is designed and synthesized by organically combining a space structure of ethers and electron-deficient perylene diimide, and due to the electron withdrawing property and higher electron mobility of perylene diimide, charge transmission is facilitated, the mobility is improved, and carrier recombination in the transmission process is prevented very effectively, so that the electron-deficient perylene diimide micromolecule can be applied to the field of electron-deficient perylene diimide micromolecule, and the electron-deficient perylene diimide micromolecule can be applied to the field of electron-deficient perylene diimide micromolecule. And the spatial three-dimensional structure of the ether molecule is beneficial to full absorption of photons and separation of charges in an interface layer, so that the ether-based perylene diimide micromolecule disclosed by the invention is suitable for being applied to an organic solar cell and has a relatively great application prospect.

Description

technical field [0001] The invention relates to the technical field of photovoltaic acceptor materials, and more specifically relates to a perylene diimide electron acceptor material with an ether structure as the core and a preparation method and application thereof. Background technique [0002] Due to their good optical and electrical properties, organic semiconductors have become an important part of electronics research. Compared with traditional inorganic semiconductor devices, organic semiconductor devices have the following advantages: low cost, good flexibility, light weight and It can be prepared in a large area, etc. Based on these advantages, people have great interest in the research of organic electronics. [0003] Organic semiconductor devices mainly include organic solar cells, organic light-emitting diodes, and organic field-effect transistors. In recent years, the research and development of organic solar cells has been very rapid. In order to match the a...

Claims

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Application Information

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IPC IPC(8): C07D519/00H01L51/42H01L51/46
CPCC07D519/00H10K85/113H10K85/6572H10K30/20Y02E10/549
Inventor 邵光余惠娟王典
Owner SUN YAT SEN UNIV
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