Electrochromic polymer containing carbazole structure, preparation method, polymer film and application

A polymer film and electrochromic technology, which is applied in the direction of color-changing fluorescent materials, chemical instruments and methods, etc., can solve the problems of solubility reduction and limitation, and achieve the effect of improving solubility

Active Publication Date: 2021-03-02
上海戎科特种装备有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Generally, electrochromic polymers contain a rigid main chain with a conjugated structure, especially the introduction of thiophene units, which significantly reduces their solubility, which limits the preparation of large-area devices.

Method used

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  • Electrochromic polymer containing carbazole structure, preparation method, polymer film and application
  • Electrochromic polymer containing carbazole structure, preparation method, polymer film and application
  • Electrochromic polymer containing carbazole structure, preparation method, polymer film and application

Examples

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preparation example Construction

[0042] The present invention also proposes a method for preparing an electrochromic polymer containing a carbazole structure, the synthetic route is as follows figure 1 shown, including the following steps:

[0043] S1: 4,7-bis(4-hexyl-5-bromo-thienyl)-2,1,3-benzothiadiazole monomer was prepared by bromination reaction;

[0044] S2: Prepare 4,7-bis(4-hexyl-bisthienyl)-2,1,3-benzothiadiazole monomer through reflux reaction;

[0045] S3: Obtain 4,7-bis(5'-bromo-4-hexyl-bithienyl)-2,1,3-benzothiadiazole monomer through bromination reaction;

[0046] S4: Through Suzuki coupling polymerization, the electrochromic polymer P(Cz-Tz) or P(Cz-Th-Tz) or P(Cz-BTh-Tz) containing a carbazole structure is obtained.

[0047] Specific steps are as follows:

[0048] S1: In an inert atmosphere and without light, 4,7-di(4-hexylthienyl)-2,1,3-benzothiadiazole and N-bromosuccinimide (NBS) Place it in an organic solvent for bromination reaction, and purify to obtain 4,7-bis(4-hexyl-5-bromo-thienyl...

Embodiment 1

[0096] This embodiment provides a method for preparing a P(Cz-BTh-Tz) type electrochromic polymer containing a carbazole structure, comprising the following steps:

[0097] S1: Under nitrogen protection, 4,7-di(4-hexylthienyl)-2,1,3-benzothiadiazole (2mmol) and NBS (4.6mmol) were placed in 30ml chloroform, in the absence of Carry out bromination reaction 48h under the room temperature of light environment, reaction mixture is poured into 200ml water and washes, and organic phase and aqueous phase are carried out liquid separation, collects organic phase, with 20ml dichloromethane, aqueous phase is extracted (this extraction process carries out three times) and the obtained extract was combined with the organic phase, dried with anhydrous magnesium sulfate, concentrated, then subjected to column chromatography, and washed with methanol to obtain the intermediate product 4,7-bis(4-hexyl base-5-bromo-thienyl)-2,1,3-benzothiadiazole monomer with a yield of 72% (the general yield o...

Embodiment 2

[0102] This embodiment provides a method for preparing a P(Cz-Tz) type electrochromic polymer containing a carbazole structure, comprising the following steps:

[0103] S1: Under nitrogen protection, put 4,7-bis(4-hexylthienyl)-2,1,3-benzothiadiazole (2mmol) and NBS (6.0mmol) in 20ml chloroform, in the absence of Carry out the bromination reaction 36h under the room temperature of light environment, pour the reaction mixture into 200ml water and wash, the organic phase and the aqueous phase are separated, collect the organic phase, and extract the aqueous phase with 20ml dichloromethane (this extraction process is carried out three times) and the obtained extract was combined with the organic phase, dried with anhydrous magnesium sulfate, concentrated, then subjected to column chromatography, and washed with methanol to obtain the intermediate product 4,7-bis(4-hexa -5-bromo-thienyl)-2,1,3-benzothiadiazole monomer.

[0104] S2: In a 100ml three-necked flask, mix 4,7-bis(4-hex...

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Abstract

The invention discloses an electrochromic polymer containing a carbazole structure and a preparation method, a polymer film and application. The electrochromic polymer is a donor receptor type solubleelectrochromic polymer and can be dissolved in organic solvents such as chloroform, tetrahydrofuran and methylbenzene; the electrochromic polymer is dissolved in an organic solvent and sprayed on thesurface of a conductive material to form a film capable of realizing reversible color change; the film has the characteristics of low driving potential, obvious discoloration, good stability, solution treatment and the like, and can be used in electrochromic devices; the preparation method is suitable for large-scale production, and the electrochromic polymer with excellent performance can be prepared.

Description

technical field [0001] The invention relates to the technical field of synthesis and film formation of electrochromic materials, in particular to an electrochromic polymer containing a carbazole structure, a preparation method, a polymer film and applications. Background technique [0002] Electrochromic materials refer to materials that can undergo reversible changes in optical properties (reflectivity, transmittance, absorptivity) under the action of an external electric field, and have good applications in the fields of smart windows, electrochromic displays, and adaptive camouflage. prospect. Compared with inorganic electrochromic materials, conductive polymer electrochromic materials have the advantages of rich colors, easy structure design, fast color change rate, and good stability, so they have attracted extensive attention from researchers. [0003] Generally, electrochromic polymers contain a rigid main chain with a conjugated structure, especially the introductio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C08J5/18C08L65/00C09K9/02
CPCC08G61/124C08G61/126C08G61/123C08J5/18C09K9/02C09K2211/1483C09K2211/1466C09K2211/1458C08G2261/124C08G2261/1412C08G2261/3241C08G2261/3246C08G2261/3223C08G2261/411C08G2261/54C08J2365/00
Inventor 陶益杰
Owner 上海戎科特种装备有限公司
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