A kind of organic non-fullerene electron acceptor material and its preparation method and application

An electron acceptor material, non-fullerene technology, applied in the fields of organic chemistry, electro-solid devices, semiconductor/solid-state device manufacturing, etc., can solve the problems of low electron mobility, device performance to be improved, insufficient chemical stability, etc. Achieve the effect of high electron mobility, improved electron transport capability, strong visible light or near-infrared light absorption performance

Active Publication Date: 2022-04-01
PEKING UNIV SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The technical problem to be solved in this application is to provide a new type of organic solar cell acceptor material and its preparation method and application. Problems of low mobility, insufficient chemical stability, and device performance to be improved

Method used

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  • A kind of organic non-fullerene electron acceptor material and its preparation method and application
  • A kind of organic non-fullerene electron acceptor material and its preparation method and application
  • A kind of organic non-fullerene electron acceptor material and its preparation method and application

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Effect test

Embodiment 1

[0046] The condensed ring non-fullerene acceptor material (IT-CF3) structural formula of this embodiment is:

[0047]

[0048] The preparation method of IT-CF3 comprises the following steps (1) to (4):

[0049] (1) Synthesis of 4-trifluoromethylphthalic anhydride

[0050]

[0051] Under the protection of nitrogen, add 4-trifluoromethylphthalic acid (2g) and acetyl chloride (15mL) into a 100mL three-necked flask, heat to reflux for 12 hours, remove the acetyl chloride with a rotary evaporator, and dry it with an oil pump to obtain a white solid. Further processing, directly used as the next step of synthesis.

[0052] (2) Synthesis of 6-trifluoromethyl-1,3-indandione

[0053]

[0054] Under a nitrogen atmosphere, mix 4-trifluoromethylphthalic anhydride (1g, 5mmol), acetic anhydride (10mL) and triethylamine (5mL), and slowly add tert-butyl acetoacetate (0.8g , 6mmol). Stir overnight at room temperature, pour concentrated hydrochloric acid and ice water after the rea...

Embodiment 2

[0068] The condensed ring non-fullerene acceptor material (YCF3) structural formula of this embodiment is:

[0069]

[0070] The preparation method of YCF3 comprises following steps (1)~(4):

[0071] (1) to (3) are the same as in Example 1.

[0072] (4) Synthesis of YCF3

[0073]

[0074] Add Y6-CHO (100mg, 0.1mmol), trifluoromethylcyanindanone (70mg, 0.3mmol) and anhydrous chloroform (15mL) obtained in step (3) to a 25mL flask, and react at 65 degrees Celsius under nitrogen protection for 12 hours . After the reaction, return to room temperature, add water to wash three times, and saturated brine to wash three times, then dry the organic phase with anhydrous sodium sulfate, and separate the product by column chromatography to obtain the product as black solid YCF3 (50 mg). The H NMR spectrum is: 1 H NMR (400MHz, CDCl 3 ):δ8.97(s,0.5H),8.94(s,1.5H),8.84(d,1.5H),8.28(s,2H),8.17(s,2H),8.04(s,0.5H), 8.00(d,2H),7.69(s,2H),7.28(d,8H),7.18(d,8H),2.60(t,8H),1.66(t,8H),1.3...

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Abstract

The present application relates to the field of organic solar cell materials, in particular to an organic non-fullerene electron acceptor material and its preparation method and application. The organic non-fullerene electron acceptor material introduces strong electron-withdrawing trifluoromethyl groups at both ends of the non-fullerene acceptor molecule, which can effectively lower the LUMO energy level of the condensed ring electron-rich parent nucleus, which is conducive to improving The electron transport ability of the acceptor material, the introduction of the trifluoromethyl group can also bring about a tighter packing of acceptor molecules, which is beneficial to improve its electron mobility. The organic non-fullerene electron acceptor material provided by the invention has good solubility and film-forming properties, has strong visible light or near-infrared light absorption performance and high electron mobility, and can be used to prepare high energy conversion efficiency Organic solar cells are a class of potential acceptor materials.

Description

technical field [0001] The invention relates to the field of organic solar cell materials, in particular to an organic solar cell non-fullerene electron acceptor material and a preparation method and application thereof. Background technique [0002] The issue of energy and sustainable development is a hot topic that needs to be faced by all mankind. Traditional fossil energy reserves are limited and produce a lot of pollutants during use. Among the known clean energy sources, solar energy is inexhaustible, and at the same time, as a clean energy source, it hardly pollutes the environment. Compared with inorganic solar cells, organic solar cells (OPVs) have aroused interest and attention in the field of scientific research because of a series of advantages, such as low cost, flexible devices, and highly tunable material properties. [0003] The active materials of organic solar cells are divided into hole transport materials and electron transport materials, and the mixed c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/22H01L51/46
CPCC07D495/22H10K85/615H10K85/657Y02E10/549
Inventor 孟鸿姚超赵佳钧
Owner PEKING UNIV SHENZHEN GRADUATE SCHOOL
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