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A kind of bis-tetra-tert-butylcarbazolyl isoindigo polymer and its preparation method and application in electrochromic

A technology of di-tert-butylcarbazole and base-carbazole group is applied to isoindigo polymers containing bis-tetra-tert-butylcarbazolyl and its preparation and application in electrochromism, which can solve the application range of isoindigo Narrow, low solubility of isoindigo, etc.

Inactive Publication Date: 2020-06-02
HEILONGJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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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 kind of polymer containing bis-tetra-tert-butylcarbazolyl isoindigo and its preparation method and its application in electrochromism. application in

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  • A kind of bis-tetra-tert-butylcarbazolyl isoindigo polymer and its preparation method and application in electrochromic
  • A kind of bis-tetra-tert-butylcarbazolyl isoindigo polymer and its preparation method and application in electrochromic
  • A kind of bis-tetra-tert-butylcarbazolyl isoindigo polymer and its preparation method and application in electrochromic

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specific Embodiment approach 1

[0087] Specific embodiment one: the structural formula of this embodiment containing bis-tetra-tert-butylcarbazolyl isoindigo polymer is:

[0088] In the formula, n is a positive integer.

[0089] This embodiment has the following beneficial effects:

[0090] In this embodiment, the isoindigo conjugated polymer containing bis-tetra-tert-butylcarbazolyl and isoindigo group increases the solubility of isoindigo due to the introduction of long alkyl chains, and is easily soluble in polar solvents. 1-1.5 grams can be dissolved in 10 ml of polar solution; slightly soluble in non-polar solvent, 0.1-0.2 grams can be dissolved in 10 ml of polar solution;

[0091]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;

[0092] Electrochromism refers to the phenomenon of color change caused by electrochemical r...

specific Embodiment approach 2

[0095] Specific embodiment two: present embodiment contains the preparation method of bis-tetra-tert-butylcarbazolyl isoindigo polymer according to the following steps:

[0096] 1. Synthesis of 4-bromo-N-(4-bromophenyl)-N-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)aniline monomer:

[0097] ①, in N 2 Under the atmosphere, put 3,6-di-tert-butylcarbazole monomer, sodium hydride and anhydrous N,N-dimethylformamide in a three-necked flask, stir while adding at a rate of 1-2 drops per second For p-fluoronitrobenzene, heat up to 114-115°C and perform a constant temperature reaction. Use thin-layer chromatography to determine whether the constant temperature reaction is over, and cool down after the constant temperature reaction is over; put the reaction product in cold water until the crude product is precipitated, and then filter out the crude product. product, wash the crude product with hot water for 2 to 3 times, use ethanol to recrystallize the crude product washed with hot ...

specific Embodiment approach 3

[0151] 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 provides a biquaternary tertiary butyl carbazolyl containing isoindigo polymer, a preparation method of the biquaternary tertiary butyl carbazolyl containing isoindigo polymer, and an application of the biquaternary tertiary butyl carbazolyl containing isoindigo polymer to electrochromism, and relates to the isoindigo polymer and the preparation method and the application of the isoindigo polymer, and aims at solving the problem of relatively narrow of the application range of the isoindigo. The structural formula of the biquaternary tertiary butyl carbazolyl containing isoindigopolymer is shown in the description, wherein n is a positive integer. The preparation method is as follows: 1, synthesizing 4-bromine-N-(4-bromobenzene group)-N-(4-(3,6-bi-tertiary butyl-9H-carbazole-9-group)phenyl)phenylamine monomer; 2, preparing an isoindigo derivative; 3, preparing thee biquaternary tertiary butyl carbazolyl containing isoindigo polymer. The invention discloses the application of the biquaternary tertiary butyl carbazolyl containing isoindigo polymer to electrochromism as an electrochromic layer in an electrochromic device. The polymer has the electrochromic property andthe memory property, can be applied to the field of electrochromism, and is excellent in explosive detection and photoelectric detection. The biquaternary tertiary butyl carbazolyl 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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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12
CPCC08G61/124C08G2261/124C08G2261/1412C08G2261/143C08G2261/18C08G2261/312C08G2261/3162C08G2261/3241C08G2261/414C08G2261/522C08G2261/54C08G2261/592C08G2261/64C08G2261/94
Inventor 牛海军路庆义赵硕杨彩誉张旭高艳雨
Owner HEILONGJIANG UNIV
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