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Aminobenzodifuran diketone-based oligomer, preparation method and application thereof, and organic field effect transistor

A furandione-based and furandione technology is applied in the field of organic field effect transistors, which can solve the problems of incapable of taking into account the intermolecular self-assembly characteristics, intermolecular ordered aggregation characteristics and carrier migration performance, etc., and achieves excellent thermal stability. and solubility, strong donor-acceptor exchange performance, excellent molecular planarity

Active Publication Date: 2020-08-11
SHAANXI SCI TECH UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the above methods only focus on unilaterally improving the carrier transfer performance, and cannot take into account the intermolecular self-assembly characteristics, intermolecular orderly aggregation characteristics and carrier transfer performance.

Method used

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  • Aminobenzodifuran diketone-based oligomer, preparation method and application thereof, and organic field effect transistor
  • Aminobenzodifuran diketone-based oligomer, preparation method and application thereof, and organic field effect transistor
  • Aminobenzodifuran diketone-based oligomer, preparation method and application thereof, and organic field effect transistor

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preparation example Construction

[0037] The present invention also provides a method for preparing the aminobenzodifurandione-based oligomer described in the above technical scheme, comprising the following steps:

[0038] dissolving aminobenzodifurandione and bisthiophene-substituted diketopyrrolopyrrole in a mixed solvent, and performing the first anhydrous and oxygen-free operation on the obtained mixed system to obtain a mixed solution;

[0039] The mixed solution is mixed with tetrakistriphenylphosphine palladium, followed by the second anhydrous and anaerobic operation, Stille coupling reaction and purification treatment to obtain the aminobenzodifurandione-based oligomer.

[0040] In the present invention, unless otherwise specified, each component in the preparation method is a commercially available product well known to those skilled in the art.

[0041] In the present invention, aminobenzodifurandione and bisthiophene-substituted diketopyrrolopyrrole are dissolved in a mixed solvent, and the obtain...

Embodiment 1

[0080] Aminobenzodifurandione: According to the literature "Z.Deng, K.Yang, L.Li, W.Bao, X.Hao, T.Ai, K.Kou. Solution processed air-stable p-channel organic crystal field -effecttransistors ofAminobenzodifuranone.Dyes and Pigments, 2018,151,173-178"prepared,

[0081] Bithiophene-substituted diketopyrrolopyrrole: purchased from Sarn Chemical Technology (Shanghai) Co., Ltd., tetrakistriphenylphosphine palladium: purchased from Sarn Chemical Technology (Shanghai) Co., Ltd.;

[0082] Dissolve 152.6mg (0.33mmol) of aminobenzodifurandione and 127.5mg (0.15mmol) of bisthiophene-substituted diketopyrrolopyrrole in 15mL of a mixed solvent, wherein the mixed solvent is toluene and N,N-dimethyl Formamide is mixed at a volume ratio of 4:1, and the resulting mixed system is mixed under N with a flow rate of 10 sccm 2 And carry out the first water-free and oxygen-free operation for 10 minutes under the condition of ultrasound to obtain the mixed solution;

[0083] in N 2 Add 8mg (0.0075m...

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Abstract

The invention belongs to the technical field of semiconductor materials, and particularly relates to an aminobenzodifuran diketone-based oligomer, a preparation method and an application thereof, andan organic field effect transistor. The amino benzodifuran diketone group oligomer provided by the invention contains an amino benzodifuran diketone group; the relatively high hole mobility is favorably provided for the aminobenzodifuran diketone-based oligomer; an amino structural unit exists at the tail end of a chromophore of the aminobenzodifuran diketone group; the aminobenzodifuran diketone-based oligomer can form intermolecular hydrogen bond interaction in a solid state, so that the intermolecular self-assembly and ordered arrangement performance of the aminobenzodifuran diketone-basedoligomer when a semiconductor film is formed is improved, and the charge transmission performance of the aminobenzodifuran diketone-based oligomer is improved; besides, the amino group is an electron-rich group, so that the construction of a donor-acceptor structure system is facilitated, and the intermolecular carrier transport capability is improved.

Description

technical field [0001] The invention belongs to the technical field of semiconductor materials, and in particular relates to an aminobenzodifurandione-based oligomer, a preparation method and application thereof, and an organic field effect transistor. Background technique [0002] Organic π-conjugated materials have the advantages of easy structure adjustment, low manufacturing cost and solution processing, and have been well applied in the field of organic field effect transistors (OFETs). [0003] In the semiconductor layer of the field effect transistor, carriers need to frequently migrate within a single molecule and between molecules. In order to improve the mobility of carriers, those skilled in the art have made great efforts. T.Wu(Wu T,Yu C,Guo Y,Liu H,Yu C,Fang Y,Liu Y. Synthesis, structures, and properties of thieno[3,2-b]thiophene and dithiophene bridged isoindigo derivatives and Theirorganic field- effect transistors performance.J Phys Chem C,2012,116:22655-226...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00H01L51/30H01L51/40
CPCC07D519/00H10K85/655H10K85/6572H10K85/6574H10K10/466
Inventor 邓志峰张海昌李锐艾桃桃华静耿洁婷郑萌
Owner SHAANXI SCI TECH UNIV
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