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Triphenylamine containing isoindigo polymer, preparation method thereof, and application to electrochromism

The technology of an electrochromic layer and an electrochromic device is applied to a triphenylamine group-containing isoindigo polymer and its preparation and application in electrochromism, which can solve the problem of low solubility of isoindigo and narrow application range of isoindigo And other issues

Inactive Publication Date: 2018-10-09
HEILONGJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In order to solve the problem that the application range of isoindigo is narrow due to the low solubility of isoindigo in organic solvents, the present invention proposes a triphenylamine-containing isoindigo polymer and its preparation method and application in electrochromism

Method used

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  • Triphenylamine containing isoindigo polymer, preparation method thereof, and application to electrochromism
  • Triphenylamine containing isoindigo polymer, preparation method thereof, and application to electrochromism
  • Triphenylamine containing isoindigo polymer, preparation method thereof, and application to electrochromism

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specific Embodiment approach 1

[0086] Specific embodiment one: the structural formula of this embodiment containing triphenylamino-isoindigo polymer is:

[0087] In the formula, n is a positive integer.

[0088] This embodiment has the following beneficial effects:

[0089] The isoindigo conjugated polymer containing triphenylamine group and isoindigo group in this embodiment increases the solubility of isoindigo due to the introduction of long alkyl chains, and is easily soluble in polar solvents. Soluble in 1-1.5 grams in medium; slightly soluble in non-polar solvents, soluble in 0.1-0.2 grams per 10 ml of polar solutions;

[0090] 2. The polymer in this embodiment has excellent electrochromic performance and memory performance, can be applied in the field of electrochromic, and it also has good performance in explosive detection and photoelectric detection;

[0091] Electrochromism refers to the phenomenon of color change caused by electrochemical redox reaction of substances under the drive of exter...

specific Embodiment approach 2

[0094] Specific embodiment two: present embodiment contains the preparation method of triphenylamino-based isoindigo polymer according to the following steps:

[0095] 1. Synthesis of N 1 , N 1 -Bis(4-bromophenyl)-N 4 , N 4 -Diphenylbenzene-1,4-diamine monomer:

[0096] ①, in N 2 Under the atmosphere, put diphenylamine monomer, sodium hydride and anhydrous N, N-dimethylformamide in a three-necked flask, stir while adding p-fluoronitrobenzene at a rate of 1-2 drops per second, and heat up to After 114~115℃, carry out constant temperature reaction, use thin layer chromatography to judge whether the constant temperature reaction is over, cool down after the constant temperature reaction is over; put the reaction product in cold water until the crude product is precipitated, then filter out the crude product, and wash the crude product with hot water 2 to 3 times, use ethanol to recrystallize the crude product washed with hot water, filter the crystalline product after recrys...

specific Embodiment approach 3

[0150] Specific embodiment three: this embodiment is different from specific embodiment two: the eluent used for the chromatographic column separation solid product described in step 2.2 is the mixed solution of dichloromethane and sherwood oil, dichloromethane and The volume ratio of petroleum ether is 1: (7-8). Other steps and parameters are the same as in the second embodiment.

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Abstract

The invention relates to a triphenylamine containing isoindigo polymer, a preparation method of the triphenylamine containing isoindigo polymer, and an application of the triphenylamine containing isoindigo polymer to electrochromism, and relates to an isoindigo polymer and a preparation method and an application of the isoindigo polymer. The invention aims at solving the problem of relatively narrow application range of isoindigo caused by the low solubleness of the isoindigo in an organic solvent. The structural formula of the triphenylamine containing isoindigo polymer is shown in the description, wherein n in the formula is a positive integer. The preparation method is as follows: 1, synthesizing N<1>,N<1>-bi(4-bromobenzene group)-N<4>,N<4>-diphenylbenzene-1,4-diamine monomer; 2, preparing an isoindigo derivative; 3, preparing the triphenylamine containing isoindigo polymer. The invention discloses the application of the triphenylamine containing isoindigo polymer to electrochromism as an electrochromic layer in an electrochromic device. The polymer has the electrochromic property and the memory property, can be applied to the electrochromism field, and is excellent in explosive detection and photoelectric detection. The triphenylamine containing isoindigo polymer is suitable for preparing the isoindigo polymer and the application of the isoindigo polymer.

Description

technical field [0001] The invention relates to an isoindigo polymer, 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 fields of organic photovoltaics (OPV), solar cells...

Claims

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Application Information

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IPC IPC(8): C08G61/12
CPCC08G61/124C08G2261/124C08G2261/1412C08G2261/1434C08G2261/18C08G2261/312C08G2261/3162C08G2261/3241C08G2261/414C08G2261/522C08G2261/54C08G2261/592C08G2261/64C08G2261/94
Inventor 牛海军路庆义赵硕杨彩誉张旭葛浩然
Owner HEILONGJIANG UNIV
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