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Thiophene-containing triphenylamine conjugated aromatic amide as well as preparation method and application thereof

A triphenylamine-based, aromatic amide technology, applied in chemical instruments and methods, optics, instruments, etc., can solve the problems of complex synthesis, poor thermal stability, low electrochromic response sensitivity, etc., and achieves simple preparation process, good electrochromic Performance, easy light absorption effect

Inactive Publication Date: 2014-10-01
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 problems of complex synthesis, poor thermal stability and low electrochromic response sensitivity of existing amide electrochromic materials, and to provide triphenylamino aromatic amides containing thiophene and its preparation method and application

Method used

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  • Thiophene-containing triphenylamine conjugated aromatic amide as well as preparation method and application thereof
  • Thiophene-containing triphenylamine conjugated aromatic amide as well as preparation method and application thereof
  • Thiophene-containing triphenylamine conjugated aromatic amide as well as preparation method and application thereof

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specific Embodiment approach 1

[0032] Specific embodiment 1: In this embodiment, the structural formula of the thiophene-containing triphenylamino conjugated aromatic amide is as follows:

[0033]

[0034] Where Ar stands for

specific Embodiment approach 2

[0035] Embodiment 2: The preparation method of the thiophene-containing triphenylamino conjugated aromatic amide of this embodiment is implemented in the following steps:

[0036] 1. Dissolve the diamine monomer and triethylamine in DMF (dimethylformamide) organic solvent, then put in a three-necked flask and pour nitrogen into it and stir evenly to obtain mixed solution A;

[0037] 2. Dissolve α-thiophene acid chloride in DMF organic solvent to obtain mixed solution B. Under ice-water bath conditions, the molar ratio of diamine monomer to α-thiophene acid chloride is 1 mol: (2~3) mol. B was dropped into a three-necked flask containing mixed solution A, and nitrogen was introduced to react at room temperature for 2 to 5 hours, and then heated to reflux to continue the reaction for 10 to 12 hours, and cooled to room temperature to obtain a reaction solution;

[0038] 3. Pour the reaction solution obtained in step 2 into distilled water. After standing, filter and collect the solid pha...

specific Embodiment approach 3

[0041] Specific embodiment three: This embodiment is different from the specific embodiment two in that the molar amount of the diamine monomer and the volume ratio of the DMF organic solvent in step one are (0.02-0.03) mol: 12 mL. Other steps and parameters are the same as in the second embodiment.

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Abstract

The invention discloses thiophene-containing triphenylamine conjugated aromatic amide as well as a preparation method and application thereof, relates to an electrochromic material and a preparation method thereof, and solves the problems of complicated synthetic process, poor thermal stability and low electrochromic response sensitivity of an existing amide electrochromic material. Thiophene-containing triphenylamine conjugated aromatic amide has a structural formula shown in the specification. The preparation method comprises the following steps: 1, dissolving diamine monomers and triethylamine in a DMF (dimethyl formamide) organic solvent to obtain mixed liquid A; 2, dissolving alpha-thiopheneacyl chloride in the DMF organic solvent to obtain mixed liquid B, mixing the mixed liquid A with the mixed liquid B in an ice water bath, and performing heating reflux to obtain reaction liquid; 3, filtering and collecting solid-phase matters, performing chromatographic separation, and re-crystallizing. The electrochromic material is simple to prepare, good in thermal stability, relatively good in electrochromic response sensitivity and relatively wide in color change range.

Description

Technical field [0001] The invention relates to an electrochromic material and a preparation method thereof, in particular to a conjugated thiophene amide material containing triarylamine and a preparation method thereof. Background technique [0002] Thiophene is a well-known hole transport and electroluminescence unit. Due to its excellent photoelectric properties such as photoconductivity, electroluminescence, and photochromic properties, the introduction of thiophene groups into the main chain or side chain of the molecule is greatly affected. s concern. Among electrochromic materials, thiophene derivatives are commonly used hole transport materials and electrochromic matrix materials. [0003] Although there are many types of polymers with electrochromic properties, there are few types of electrochromic small molecules of bisthiophene triphenylamine amide. The existing thiophene-containing electrochromic materials still have the problems of complex synthesis, difficulty in f...

Claims

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Application Information

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IPC IPC(8): C07D333/38C09K9/02G02F1/155
CPCC07D333/38C09K9/02C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1092G02F1/155
Inventor 牛海军温海林马晓川吴晓彤
Owner HEILONGJIANG UNIV
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