Perfluoroalkyl-modified perylene imide and its preparation method

A technology of perfluoroalkyl and perylene imide, applied in the field of perfluoroalkyl modified perylene imide and its preparation, can solve the problems of poor solubility of perylene imide, unsuitable for solution processing, etc. Thermal stability, the effect of increasing solubility
CN106588924AInactive Publication Date: 2017-04-26NANCHANG UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
NANCHANG UNIV
Publication Date
2017-04-26
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses a perfluoroalkyl-modified perylene imide and its preparation method. The structural general formula of the perfluoroalkyl-modified perylene imide is shown in the description, and the structural formula of R is shown in the description, wherein, X represents H, F and Br, m and n refer to the number of alkyl C atom and the number of perfluorinated alkyl C atom respectively, m is 1, 2, 3, 4, 5 or 6, and n is 1, 3, 5 or 7. In the preparation method, 3,4,9,10-perylenetetracarboxylic dianhydride and perfluoroalkylamine are used as raw materials, the molar ratio of 3,4,9,10-perylenetetracarboxylic dianhydride and perfluoroalkylamine is 1:2 to 1:6, and in a temperature range of the room temperature to the solvent reflux temperature, the raw materials are stirred for a reaction for 1-12 hours in an organic solvent under the protection of Ar or N2 to generate the perfluoroalkyl-modified perylene imide. The preparation method can significantly increase the solubility of a perylene imide type material in an organic solvent, at the same time, improve the light and heat stability of the perylene imide type material and the device stability in a field effect transistor.
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Description

Technical field

[0001] The invention belongs to the field of organic chemicals and fine chemicals, and relates to the perfluoroalkylation of organic semiconductor material peryleneimide and its halogenated derivatives, in particular to a perfluoroalkyl modified peryleneimide and a preparation method thereof . Background technique

[0002] Compared with the widely used inorganic semiconductor materials, organic semiconductor materials have the following advantages: suitable for low-cost solution processing; can prepare wearable flexible devices; various types and properties are conducive to the design and development of new materials and new devices.

[0003] The perfluoroalkyl group has a rigid rod-like structure. Fluorine atoms and perfluoroalkyl compounds have extremely high stability, oxidation resistance and hydrophobicity. Fluorine atoms can also form intermolecular hydrogen bonds with adjacent hydrogen atoms to enhance the interaction between molecules (J.Am. Chem. Soc. 196...

Claims

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