Symmetric polymer centered on dithienoquinoxaline-containing matrix and flexible electrochromic device

A technology of quinoxaline and dithiophene is applied in the application field of flexible electrochromic devices, which can solve the problems of single color system and monotonous color system, and achieve the effects of enhanced interaction, good planarity and high thermal stability.

Active Publication Date: 2022-04-12
XIAMEN HUAXIA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problems existing in the research and development process of electrochromic technology at this stage are: 1) The color system is monotonous. At present, the metal oxide (WO) can meet the industrialization standard. 3 , NiO, Nb 2 o 5 ) material, the color system that can be displayed is relatively simple
However, the research on the conjugated polymer materials based on the quinoxalino ring structure in the field of electrochromism is rarely reported.

Method used

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  • Symmetric polymer centered on dithienoquinoxaline-containing matrix and flexible electrochromic device
  • Symmetric polymer centered on dithienoquinoxaline-containing matrix and flexible electrochromic device
  • Symmetric polymer centered on dithienoquinoxaline-containing matrix and flexible electrochromic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Based on 2,5-dibromo[1,2,5]thiadiazolo[3,4-b]dithieno[2,3-f:3',2'-h]quinoxaline symmetric conjugated Polymer precursor (Structure C). The synthesis reaction process is as follows, and the specific reaction steps and reaction conditions are as follows:

[0048]

[0049] (1) Preparation of Compound A

[0050] In an argon atmosphere at -78°C, a hexane solution of 1.6 moles of n-butyllithium (50 mL, 0.125 mol) was injected into anhydrous tetrahydrofuran (125 mL), and after stirring evenly, 3-bromothiophene (12.7 mL , 0.125mol) was added dropwise thereto to generate 3-lithium thiophene. At the same time, LiBr (10.86 g, 0.125 mol) and CuBr (17.93 g, 0.125 mol) were added into 300 mL of anhydrous tetrahydrofuran at -78° C. to dissolve for later use. Then 4.83mL of oxalyl chloride (7.14g, 56mmol) was dissolved in 100mL of anhydrous tetrahydrofuran and cooled to -78°C for later use. After adding 3-lithium thiophene dropwise into the LiBr / CuBr / THF solution and continuously...

Embodiment 2

[0056] Chemical reactions for the preparation of corresponding polymers by anodic oxidation polymerization based on a symmetrical polymer precursor (structure C, m=3) of dithieno[2,3-f:3',2'-h]quinoxaline The flow process is as follows, and the specific reaction steps and reaction conditions are as follows:

[0057]

[0058] Under the protection of argon, the symmetrical conjugated polymer precursor (structure C) prepared in Example 1 was dissolved in the refined boron trifluoride ether / dichloromethane (6mL / 24mL) mixed electrolyte, and the concentration 1mmol·L -1 The polymeric precursor (structure C, m=3), 0.1mmol L -1 The tetrabutylammonium phosphorus hexafluoride is used as the electrolyte; the mixed solution is kept in an argon atmosphere, the Cu / PET substrate covered with a mask pattern is used as the working electrode, the platinum sheet is used as the counter electrode, and the Ag / AgCl is used as the reference electrode. Oxidative deposition at a constant potential...

Embodiment 3

[0060] Taking the polymer material obtained in Example 2 as an example and applying it in the electrochromic field, the following examples will illustrate the symmetrical conjugated polymer provided by the present invention and its application process in the electrochromic field, but the present invention is not limited to Take the example.

[0061] (1) Electrochemical in situ absorption spectroscopy

[0062] The polymer matrix prepared in Example 2 is used as a working electrode, the platinum sheet is used as a counter electrode, and Ag / AgCl is used as a reference electrode, and placed in a three-electrode electrolytic cell made of quartz, in which 0.5mol L -1 Dichloromethane solution of lithium hexafluorophosphate; use the electrochemical workstation to adjust the voltage applied to the working electrode, and at the same time record the evolution of the absorption spectrum of the polymer electrode at different voltages with a UV-visible spectrophotometer to obtain the electr...

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Abstract

The invention discloses a symmetric conjugated polymer centered on a dithienoquinoxaline matrix and application of the symmetric conjugated polymer in an electrochromic device, the structural formula of the symmetric conjugated polymer centered on the dithienoquinoxaline matrix is as shown in formula (I), and the preparation method of the symmetric conjugated polymer comprises the following steps: dibrominated dithieno [2, 2, 4] triazolo [2, 2, 4] triazolo [2, 2, 4] triazolo [2, 2, 4] triazolo [2, 2, 4] triazolo [2 The preparation method comprises the following steps: mixing a 9, 9-diether fluorene as a raw material with a 9, 9-f: 3 ', 2'-h] quinoxaline parent monomer, carrying out Suzuki coupling reaction to obtain a symmetric monomer for polymerization reaction, and obtaining a polymer deposition film on a conductive substrate by using an anodic oxidation method. The dithienoquinoxaline-containing matrix center unit is introduced, so that the produced polymer material has a proper optical band gap and a relatively large electric dipole moment, and shows relatively high electrochromic developing efficiency, rich color change and optical contrast; a flexible device constructed on the basis still shows excellent electrochromic performance under the bending condition, and intelligent display with rapid electric response, mechanical stability and cycle stability is achieved.

Description

technical field [0001] The invention relates to the field of organic photoelectric technology, in particular to the design and synthesis of a symmetrical polymer based on dithienoquinoxaline as a parent center and its application in flexible electrochromic devices. Background technique [0002] As an integral part of flexible display devices, electrochromic devices pose many challenges to the practical application of flexible electrochromic devices with the upgrading and integration of system equipment. The problems existing in the research and development process of electrochromic technology at this stage are: 1) The color system is monotonous. At present, the metal oxide (WO) can meet the industrialization standard. 3 , NiO, Nb 2 o 5 ) material, the color system that can be displayed is relatively simple. In order to broaden the color gamut of electrochromic materials, the existing technology has systematically studied the molecular structure, electrical conductivity an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12G02F1/1516
CPCY02E10/549
Inventor 蔡尽忠王蕾
Owner XIAMEN HUAXIA UNIV
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