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Thiophene-containing triphenylamine-based conjugated aromatic amide, preparation method and application thereof

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

Inactive Publication Date: 2016-03-02
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-based conjugated aromatic amide, preparation method and application thereof
  • Thiophene-containing triphenylamine-based conjugated aromatic amide, preparation method and application thereof
  • Thiophene-containing triphenylamine-based conjugated aromatic amide, preparation method and application thereof

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specific Embodiment approach 1

[0032] Specific embodiment 1: The structural formula of the triphenylamine-based conjugated aromatic amide containing thiophene in this embodiment is as follows:

[0033]

[0034] where Ar stands for

specific Embodiment approach 2

[0035] Specific embodiment two: the preparation method of the triphenylamine-based conjugated aromatic amide containing thiophene in this embodiment is realized according to the following steps:

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

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

[0038] 3. Pour the reaction solution obtained in step 2 into distilled water, filter and coll...

specific Embodiment approach 3

[0041] Embodiment 3: The difference between this embodiment and Embodiment 2 is that the volume ratio of the molar amount of the diamine monomer to the DMF organic solvent in step 1 is (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-transporting and electroluminescent 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 has received great attention. s concern. In 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 small molecule electrochromic bisthiophene triphenylamine amides. The existing electrochromic materials containing thiophenes still have the problems of complex synthesis, di...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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