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Triphenylamine isoindigo polymer containing biphenyl structure as well as preparation method and application thereof

A technology of biphenyl structure and triphenylamine, applied in the field of triphenylamine-like isoindigo polymers, can solve the problems of low solubility and narrow application range of isoindigo, and achieve obvious discoloration, excellent electrochromic performance, and high hole mobility. Effect

Pending Publication Date: 2020-04-03
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The purpose of the present invention is to solve the problem that the application range of isoindigo is narrow due to the low solubility of existing isoindigo in organic solvents, and provide a triphenylamine-based isoindigo polymer containing biphenyl structure and its preparation method and application

Method used

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  • Triphenylamine isoindigo polymer containing biphenyl structure as well as preparation method and application thereof
  • Triphenylamine isoindigo polymer containing biphenyl structure as well as preparation method and application thereof
  • Triphenylamine isoindigo polymer containing biphenyl structure as well as preparation method and application thereof

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specific Embodiment approach 1

[0057] Specific embodiment 1: The triphenylamine-based isoindigo polymer containing biphenyl structure in this embodiment is carbazolyltriphenylamine-based isoindigo polymer containing biphenyl structure or bis-4-tert-butyltriphenylamine containing biphenyl structure isoindigo polymer or triphenylaminoisoindigo polymer containing biphenyl structure;

[0058] Wherein the structural formula of the carbazolyl triphenylamino-isoindigo polymer containing biphenyl structure is:

[0059] In the formula, n is a positive integer;

[0060] The structural formula of two 4-tert-butyltriphenylamino-isoindigo polymers containing biphenyl structure is:

[0061] In the formula, n is a positive integer.

[0062] The structural formula of the triphenylamino-isoindigo polymer containing biphenyl structure is:

[0063] In the formula, n is a positive integer.

[0064] This embodiment has the following beneficial effects:

[0065] 1. The isoindigo unit has two strong electron-withdrawin...

specific Embodiment approach 2

[0070] Specific embodiment two: the method for the triphenylamine class isoindigo polymer containing biphenyl structure of this embodiment is carried out according to the following steps:

[0071] 1. Preparation of isoindigo derivatives:

[0072] ①. Add 6-bromoisoindole and anhydrous potassium carbonate to anhydrous N,N-dimethylformamide to form a suspension, and then inject 1-bromo-2-ethylhexyl into the suspension under a nitrogen atmosphere alkane to obtain a mixture; the mixture was stirred at 99-100°C for 14-15 hours and then poured into water, using CH 2 Cl 2 Extract as the organic phase to obtain the extracted organic phase, then add anhydrous MgSO 4 Drying is carried out, and the dried organic phase is subjected to vacuum distillation to obtain a solid product, and the solid product is separated by a chromatographic column to obtain compound M1;

[0073] The ratio of the amount of substance of anhydrous potassium carbonate and 6-bromoisoindole described in step 1. is...

specific Embodiment approach 3

[0088] Specific embodiment three: the difference between this embodiment and specific embodiment two is: the preparation method of the degassed tetrahydrofuran described in step ② is: vacuumize the three-neck round bottom flask filled with tetrahydrofuran with a vacuum pump, and then pass it into Nitrogen: Repeat vacuuming and feeding nitrogen 3 to 4 times. Others are the same as in the second embodiment.

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Abstract

The invention discloses a triphenylamine isoindigo polymer containing a biphenyl structure as well as a preparation method and application thereof. The invention aims to solve the problem of narrow application range of isoindigo caused by low solubility of isoindigo in organic solvents in the prior art. The preparation method comprises the following steps: preparing a triphenylamine monomer with abiphenyl structure, introducing a long alkyl chain into 6-bromoisoindole, and substituting two bromides of 6-bromoisoindole with tributyl tin chloride to form reaction active sites to react with thetriphenylamine monomer with the biphenyl structure so as to generate the polymer. The finished product is easy to dissolve in a polar solvent, and 1-1.5 g of the polymer can be dissolved in every 10 ml of a polar solution. The polymer is applied to the field of multifunctional materials.

Description

technical field [0001] The invention relates to a triphenylamine isoindigo polymer containing a biphenyl structure and a preparation method and application thereof. Background technique [0002] Isoindigo is an isomer of indigo. The isoindigo unit has two strong electron-withdrawing lactam groups, and there are multiple positions where functional groups can be introduced, so compounds with various properties can be obtained. Isoindigo has a large local dipole moment, so it can effectively enhance the intra-molecular and intermolecular interactions, and it can be easily and efficiently introduced into the alkyl chain to bring good solubility and other advantages. [0003] However, in general methanol, ethanol, N,N-dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, chlorobenzene and other organic solvents, the solubility of isoindigo is generally insoluble or insoluble. Therefore, isoindigo is difficult to process into a film, and isoindigo can only be used in the f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46G01J1/42G01N21/78G01N21/64
CPCC08G61/124G01N21/6428G01N21/78G01J1/42C08G2261/124C08G2261/1412C08G2261/143C08G2261/3241C08G2261/334C08G2261/354C08G2261/514C08G2261/5222C08G2261/54C08G2261/94H10K85/151Y02E10/549
Inventor 牛海军林晓雪李东旭路庆义
Owner HEILONGJIANG UNIV
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