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A kind of thienothiophene electrochromic polymer and preparation method thereof

An electrochromic and polymer technology, applied in the field of polymer materials, can solve the problems of poor cycle stability, long response time, slow ion diffusion rate of electrochromic materials, etc., to improve ionic conductivity, response rate, contrast ratio improved effect

Active Publication Date: 2022-05-10
PEKING UNIV SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In view of the above-mentioned deficiencies in the prior art, the object of the present invention is to provide a thienothiophene-based electrochromic polymer and a preparation method thereof, aiming at solving the problems of slow ion diffusion rate, long response time and The problem of poor cycle stability

Method used

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  • A kind of thienothiophene electrochromic polymer and preparation method thereof
  • A kind of thienothiophene electrochromic polymer and preparation method thereof
  • A kind of thienothiophene electrochromic polymer and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0052] A molecular structure is The electrochromic polymer of the thienothiophene class, its synthetic reaction formula is as follows:

[0053]

[0054] Its preparation steps are as follows:

[0055] 1), add thieno[3,2-b]thiophene (1.340g, 10mmol) into a 250ml reaction vessel, add a mixed solvent of glacial acetic acid (20ml) and chloroform (100ml), drop Br2 (4.735 g, 30mmol), stirred for another 5 hours, and heated to reflux overnight; after cooling to room temperature, a large amount of water was added, filtered and washed, and vacuum-dried to obtain tetrabromothieno[3,2-b]thiophene compound 3-1 (4.065g, 90 %);

[0056] 2), add elemental zinc (1.151g, 18mmol) and tetrabromothieno[3,2-b]thiophene compound 3-1 (4.065g, 9mmol) in the reaction flask, then add glacial acetic acid (20ml), stir at room temperature Overnight; add a large amount of water, filter and wash, and vacuum dry to obtain 3,6-dibromothieno[3,2-b]thiophene compound 3-2 (2.514g, 94.4%);

[0057] 3), und...

Embodiment 2

[0065] A molecular structure is The electrochromic polymer of the thienothiophene class, its synthetic reaction formula is as follows:

[0066] Its preparation method comprises steps:

[0067] According to the preparation method in Example 1, 3,6-dimethoxythieno[3,2-b]thiophene compound was obtained;

[0068] Under nitrogen protection environment, 3,6-dimethoxythieno[3,2-b]thiophene compound (1.6g, 8mmol), sodium p-toluenesulfonate (0.275g, 1.6mmol), triethylene glycol Add monoethyl ether (5.70g, 32mmol) into toluene solvent (80ml), heat and reflux for 20 hours; add water after cooling to room temperature, extract with dichloromethane solvent (300ml) and wash several times, add silica gel after drying the organic phase and spin dry , column chromatography separation to obtain compound 15-M1;

[0069] Under nitrogen protection environment, compound 15-M1 (158.04mg, 0.5mmol), Potassium carbonate (138.21, mg, 1 mmol) and palladium acetate (4.49 mg, 0.02 mmol) were added t...

Embodiment 3

[0071] A molecular structure is The electrochromic polymer of the thienothiophene class, its synthetic reaction formula is as follows:

[0072]

[0073] , its preparation method comprises steps:

[0074] According to the preparation method in Example 1, 3,6-dimethoxythieno[3,2-b]thiophene compound was obtained;

[0075] Under nitrogen protection environment, 3,6-dimethoxythieno[3,2-b]thiophene compound (1.6g, 8mmol), sodium p-toluenesulfonate (0.275g, 1.6mmol), triethylene glycol Add monoethyl ether (5.70g, 32mmol) into toluene solvent (80ml), heat and reflux for 20 hours; add water after cooling to room temperature, extract with dichloromethane solvent (300ml) and wash several times, add silica gel after drying the organic phase and spin dry , column chromatography separation to obtain compound 34-M1;

[0076] Under nitrogen protection environment, compound 34-M1 (158.04mg, 0.5mmol), Potassium carbonate (138.21, mg, 1 mmol) and palladium acetate (4.49 mg, 0.02 mmol) ...

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Abstract

The invention discloses a thienothiophene electrochromic polymer and a preparation method thereof, wherein the molecular structure general formula of the electrochromic polymer is: wherein, m is 1-6, n is 2-2000, Ar One selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C4-C68 heterocyclic aryl. The present invention introduces oligomeric ether side chains at positions 3 and 6 of the thienothiophene structure, and adjusts the length of the oligomeric ether chain; Based coupling polycondensation reaction copolymerization to adjust the molecular weight of the material, the degree of π conjugation and the ability of charge transfer within and between molecular chains. The electrochromic polymer material provided by the invention has high ion conductivity, high response rate, high contrast, and can realize long-term cycle stability from multiple colors to colorless.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a thienothiophene electrochromic polymer and a preparation method thereof. Background technique [0002] In 1961, Platt first proposed the definition of electrochromism, which refers to the phenomenon that a material triggers a reversible redox reaction driven by an external electrical signal, and its own optical properties undergo a reversible change. Over the past few decades, with the continuous exploration of electrochromic materials and devices, this technology has been partially commercialized and applied in many fields, including electronic paper books, smart labels, car rearview mirrors, smart windows, etc. [0003] The types of electrochromic materials are divided into two categories: inorganic and organic electrochromic materials. Compared with inorganic and organic small molecule electrochromic materials, polymer electrochromic materials have the advantages of low cos...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12
CPCC08G61/126C08G2261/124C08G2261/1424C08G2261/3223C08G2261/3243C08G2261/312C08G2261/54
Inventor 孟鸿陈又铨
Owner PEKING UNIV SHENZHEN GRADUATE SCHOOL