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Aniline oligomer derivative with electrochromic property and preparation method thereof

An electrochromic and oligomer technology, which is applied in the preparation of organic compounds, carboxylic acid amide preparation, color-changing fluorescent materials, etc., can solve the problems of difficult processing of polyaniline materials, and achieve easy control, simple operation steps, and synthetic routes simple effect

Active Publication Date: 2014-09-03
BEIHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

An important problem that restricts the wide application of polyaniline materials in the field of electrochromism is that polyaniline materials are difficult to follow up because they are insoluble and infusible.

Method used

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  • Aniline oligomer derivative with electrochromic property and preparation method thereof
  • Aniline oligomer derivative with electrochromic property and preparation method thereof
  • Aniline oligomer derivative with electrochromic property and preparation method thereof

Examples

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preparation example Construction

[0060] (1) Preparation of Class A linear aniline oligomer derivatives

[0061] In the present invention, a kind of preparation method of class A linear aniline oligomer derivatives with electrochromic properties is provided, comprising the following steps:

[0062] Step 101: reacting N-phenyl-1,4-p-phenylenediamine and dianhydride of structural formula A-1 in dichloromethane solvent to obtain a compound of structural formula A-2;

[0063] Structural formula used is that the general structural formula of the dianhydride of A-1 is:

[0064]

[0065] Dosage: The molar ratio of N-phenyl-1,4-p-phenylenediamine to dianhydride with structural formula A-1 is 1:1~1:2; the amount of dichloromethane is based on N-phenyl-1, The molar concentration of 4-p-phenylenediamine is determined, and the molar concentration is 0.1-0.5mol / L;

[0066] Reaction conditions: under the conditions of mechanical stirring and nitrogen protection, N-phenyl-1,4-p-phenylenediamine and dianhydride with stru...

Embodiment 1

[0100] In the present invention, a kind of preparation method of class A linear aniline oligomer derivatives with electrochromic properties is provided, comprising the following steps:

[0101] Step 101: Reacting N-phenyl-1,4-p-phenylenediamine and the dianhydride of the structural formula A-1 in dichloromethane solvent to obtain the compound of the structural formula A-2.

[0102] Take a 250mL three-neck flask and install mechanical stirring, nitrogen protection, add 4.61g (0.025mol) of N-phenyl-1,4-p-phenylenediamine, 2.5g (0.025mol) of succinic anhydride and 150mL of dichloromethane, At a stirring speed of 120 rev / min, as the reaction progressed, a gray precipitate was produced, stirred at room temperature for 240 minutes, and after the reaction was completed, filtered to obtain a filter cake; the filter cake was washed with ether until the filtrate was colorless; finally, the washed The filter cake was treated at a vacuum drying temperature of 40°C for 24 hours to obtain a...

Embodiment 2

[0122] In the present invention, a kind of preparation method of class A linear aniline oligomer derivatives with electrochromic properties is provided, comprising the following steps:

[0123] Step 101: Reacting N-phenyl-1,4-p-phenylenediamine and the dianhydride of the structural formula A-1 in dichloromethane solvent to obtain the compound of the structural formula A-2.

[0124] Take a 500mL three-neck flask, install mechanical stirring, nitrogen protection, add 9.21g (0.050mol) of N-phenyl-1,4-p-phenylenediamine, 8.15g (0.055mol) of phthalic anhydride and 350mL of dichloro Methane, at a stirring speed of 75 rpm, stirred at room temperature for 300 minutes, after the reaction was completed, filtered to obtain a filter cake; then the filter cake was washed with ether until the filtrate was colorless; then the washed filter cake was dried at a vacuum temperature It was treated at 50°C for 48 hours to obtain a compound with the general structural formula A-1, denoted as A03. ...

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Abstract

The invention discloses an aniline oligomer derivative with electrochromic property and a preparation method thereof. A class A electrochromic material obtained by the method is a linear aniline oligomer derivative with aniline oligomer in the middle and amino and carboxyl groups respectively at two ends, and the class A electrochromic material is obtained by reacting dicarboxylic anhydride with an aniline oligomer. A class B electrochromic material is a three-arm star-type aniline oligomer derivative and is prepared by reacting a triphenylamine homolog as a intermediate with the a class A linear aniline oligomer derivative; a class C electrochromic material is a three-arm star-type block aniline oligomer derivative prepared by introducing a polyethylene glycol ether chain into the obtained class B three-arm star-type aniline oligomer derivatives, and is a block copolymer with an electrochromic hard segment and an ionic conduction soft segment. The obtained class C three-arm star-type block aniline oligomer derivative also has outstanding characteristics of electrochromic and ion conduction functions, and can solve the problem of microphase separation of an electrochromic layer and ionic conductor layer of a conventional electrochromic device.

Description

technical field [0001] The invention belongs to the field of organic electrochromic materials, in particular to a class of aniline oligomer derivatives and a preparation method thereof. A series of aniline oligomer derivatives prepared by the preparation method of the present invention can be used as electrochromic materials. Background technique [0002] Electrochromism belongs to the category of electrochemical properties of materials. The electrochromic phenomenon generally referred to refers to a phenomenon in which the absorption spectrum of a material changes reversibly under the action of an external electric field or current. This change is manifested as a reversible change in the color and light transmittance of the material in appearance, and has a certain degree of persistence and stability in time. [0003] In the development history of electrochromic devices, the materials of transparent conductive layer and ion conductive layer have not changed much, while th...

Claims

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Application Information

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IPC IPC(8): C07C233/43C07C233/80C07C231/02C08G65/48C08G73/02C09K9/02
Inventor 杨继萍曹林玉
Owner BEIHANG UNIV
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