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Triphenylamine-based dithieno-pyrrole compound containing carbazole, preparation method of compound, polymer as well as preparation method and application of polymer

A pyrrole polymer, triphenylamine-based technology, applied in chemical instruments and methods, organic chemistry, semiconductor/solid-state device manufacturing, etc., can solve the problems of single color change and poor film-forming properties, and achieve electrochromic performance and film-forming performance. Good results

Inactive Publication Date: 2015-11-18
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of the present invention is to solve the problems of poor film-forming properties and single discoloration of existing electrochromic polymers, and provide carbazole-containing triphenylamino-bisthienopyrrole compounds and preparation methods and polymers and preparations of polymers Methods and Applications

Method used

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  • Triphenylamine-based dithieno-pyrrole compound containing carbazole, preparation method of compound, polymer as well as preparation method and application of polymer
  • Triphenylamine-based dithieno-pyrrole compound containing carbazole, preparation method of compound, polymer as well as preparation method and application of polymer
  • Triphenylamine-based dithieno-pyrrole compound containing carbazole, preparation method of compound, polymer as well as preparation method and application of polymer

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specific Embodiment approach 1

[0055] Specific embodiment 1: In this embodiment, the structural formula of the trianilino-bisthienopyrrole compound containing carbazole is:

[0056]

specific Embodiment approach 2

[0057] Specific embodiment two: this embodiment is the preparation method of triphenylamino-bisthienopyrrole compound containing carbazole according to the following steps:

[0058] 1. Synthesis of 2,5-bis(2-thiophene)-1,4-butanedione monomer:

[0059] 1. Aluminum trichloride is dispersed in anhydrous dichloromethane to obtain a suspension of aluminum trichloride and anhydrous dichloromethane;

[0060] The volume ratio of the amount of aluminum trichloride described in step 1. to anhydrous dichloromethane is (0.06mol~0.1mol): 30mL;

[0061] 2. Add the mixed solution of thiophene and succinoyl chloride / dichloromethane dropwise to the suspension of aluminum trichloride and anhydrous dichloromethane obtained in step 1. respectively at a rate of 20 drops / min to 30 drops / min. In the turbid liquid, stir and react at a stirring speed of 600r / min to 700r / min for 7h to 9h, then add ice and hydrochloric acid with a mass fraction of 35% to 37%, and then stir at a stirring speed of 800r / ...

specific Embodiment approach 3

[0086] Specific embodiment three: the difference between this embodiment and specific embodiment two is: the volume ratio of the amount of aluminum trichloride described in step 1. to anhydrous dichloromethane is 0.06mol:30mL. Others are the same as in the second embodiment.

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Abstract

The invention provides a triphenylamine-based dithieno-pyrrole compound containing carbazole, a preparation method of the compound, a polymer as well as a preparation method and an application of the polymer, relates to a pyrrole compound, a preparation method thereof, the polymer as well as the preparation method and the application of the polymer and aims at solving the problems of poor film-forming property and single color-change property of an existing electrochromic polymer. The compound has a structural formula (shown in the specification) and is prepared by the steps of adding 2,5-bis (2-thienyl)-1,4-butanedione monomer, N,N-bis(4-carbazol-phenyl)-N,N-diphenyl-1,4-phenylenediamine and p-toluenesulfonic acid into toluene, and carrying out heating reflux and rotary evaporateion. The polymer has a structural formula (shown in the specification) and is prepared by the step of polymerizing the compound. The polymer is used as a multifunctional organic polymer to be applied to electrochromic materials, photoelectronic devices or biosensors. According to the preparation method, the triphenylamine-based dithieno-pyrrole polymer can be obtained.

Description

technical field [0001] The invention relates to a pyrrole compound, a preparation method, a polymer, a preparation method and an application of the polymer. Background technique [0002] The real start to study the electrochemical properties of thienopyrrole derivatives began in 2000. Enric Brillas et al. studied the electrochemical behavior of 2,5-dithienylpyrrole on a Pt electrode; since then Chane-Ching, L.Toppare and A.Cihaner etc. began to synthesize a large number of new thienopyrrole derivatives, and studied their photoelectrochemical properties in detail. [0003] At present, a large number of polythiophene and polypyrrole derivatives reported in the literature are obtained by chemical oxidation or electrochemical oxidation. However, while oxidizing thiophene and pyrrole monomers, it will lead to peroxidation of the polymer itself, although it can be To prevent this phenomenon by lowering the oxidation potential or strictly controlling the amount of oxidant, it will...

Claims

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Application Information

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IPC IPC(8): C07D409/14C08G61/12C09K9/02H01L51/00
CPCC09K9/02C07D409/14C08G61/126C08G2261/54C09K2211/1466C09K2211/1416H10K85/113
Inventor 牛海军蔡姝崴蒲丽莉郑冰
Owner HEILONGJIANG UNIV