Cathode electrochromic compound for electrochromic device

An electrochromic device and anode electrochromic technology, applied in the field of compounds, can solve the problems of difficult to obtain a dark environment, high light transmittance, difficult to obtain, etc., to improve electrochemical reversibility, expand application fields, improve The effect of color change speed

Inactive Publication Date: 2017-07-07
NINGBO MI RUO ELECTRONICS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But even in the shaded state, its light transmittance is still high
When it is applied to electrochromic smart windows, it is difficult to obtain a darker environment in the tinted state; when it is applied to the anti-glare rearview mirror, it is difficult to obtain lower reflectivity and better anti-glare in the tinted state effect, thus limiting its application

Method used

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  • Cathode electrochromic compound for electrochromic device
  • Cathode electrochromic compound for electrochromic device
  • Cathode electrochromic compound for electrochromic device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] (1) synthesize the cathodic electrochromic compound of following structural formula:

[0030]

[0031] The synthetic route is as follows:

[0032]

[0033] The first step: under a nitrogen atmosphere and an ice-salt bath, a solution of 1,2-dimethoxyethane (50 mL) containing trimethyltin chloride (0.3 mol) was added dropwise to a solution containing metallic sodium (0.9 mol). 1,2-Dimethoxyethane (200mL) and reacted for 2h. Thereafter, unreacted metallic sodium was removed by filtration. Under ice-salt bath conditions, a solution of 2-chloropyridine (0.25 mol) in 1,2-dimethoxyethane (250 mL) was added dropwise to the obtained filtrate and reacted for 3 h. After the reaction, the solvent was distilled off under reduced pressure, the residue was extracted with diethyl ether, and then the diethyl ether was distilled off to obtain trimethyl(2-pyridyl)tin.

[0034] The second step: trimethyl (2-pyridyl) tin (10mmol), 1,4-diiodobenzene (5mmol), three (dibenzylideneacet...

Embodiment 2

[0050] (1) synthesize the cathodic electrochromic compound of following structural formula:

[0051]

[0052] The synthetic route is as follows:

[0053]

[0054] Synthetic steps and conditions refer to Example 1, wherein, adopt 3-chloropyridine to replace 2-chloropyridine, adopt 1,3-diiodobenzene to replace 1,4-diiodobenzene, adopt bromoheptane to replace bromoethane and adopt four Sodium fluoroboride was substituted for sodium 4-methylphenylsulfonate.

[0055] (2) Preparation of electrochromic device:

[0056] Dissolve the target product 14 and 2-tert-butyl-5,10-dihydro-5,10-dimethylphenazine in tetraethylene glycol dimethyl ether at a concentration of 50mmol / L to form an electrochromic Medium, perfused in such as figure 1 In the shown electrochromic device, then seal it with glue to obtain a device with electrochromic function.

[0057] (3) The transmittance of the electrochromic device to visible light and the results of its cycle times are shown in Table 1 below...

Embodiment 3

[0068] (1) synthesize the cathodic electrochromic compound of following structural formula:

[0069]

[0070] The synthetic route is as follows:

[0071]

[0072] The synthetic steps and conditions refer to Example 1, wherein, 4-chloropyridine is used to replace 2-chloropyridine, 1,2-diiodobenzene is used to replace 1,4-diiodobenzene and sodium trifluoromethanesulfonate is used to replace 4-methyl Sodium phenyl sulfonate.

[0073] (2) Preparation of electrochromic device:

[0074] The target product 21 and triphenylamine are all dissolved in propylene carbonate according to the concentration of 50mmol / L, and are made into electrochromic medium, poured in such as figure 1 In the shown electrochromic device, then seal it with glue to obtain a device with electrochromic function.

[0075] (3) The transmittance of the electrochromic device to visible light and the results of its cycle times are shown in Table 1 below.

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Abstract

An electrochromic medium comprises a cathode electrochromic compound, wherein the structural formula of the cathode electrochromic compound is as shown in the specification, R1 is selected from normal alkyl or heterogeneous alkyl containing 1-20 carbon atoms; each of R2-R14 is independently selected from H, alkyl, cycloalkyl, polycyclic alkyl, aryl, heterocyclic alkyl, aromatic alkyl and alkaryl containing 1-50 carbon atoms or alkyl, cycloalkyl, polycyclic alkyl, aryl, heterocyclic alkyl, aromatic alkyl and alkaryl containing 1-50 carbon atoms and halogen, N, O, S, Si, P or unsaturated bond groups; X1<-> is selected from acetate anion, methyl phenyl acetate sulfonate anion, tetrafluoroborate anion, hexafluoroborate anion, tetraphenyl borate anion, trifluoro mesylate anion, perchlorate anion, bis-oxalate borate anion, oxalate difluoroborate anion, bis(trifluoromesyl) imide anion and tri(trifluoromesyl) methyl anion. The cathode electrochromic compound has the advantages that good electrochemical reversibility is achieved, fast color changing and good stability are achieved, the lowest value of visible light transmittance is small, and the like.

Description

technical field [0001] The present invention relates to compounds for use in electrochromic devices, and more particularly to cathodic electrochromic compounds for use in electrochromic devices. Background technique [0002] Electrochromic materials are materials that change reversibly in color under an applied electric field. Among them, when a certain polarity voltage is applied to the electrochromic material, the color of the material becomes lighter and the visible light transmittance increases. This phenomenon is called "fading"; when the polarity of the voltage is opposite, the material's The deepening of the color and the subsequent decrease in the visible light transmission is called "coloration". In recent years, electrochromic materials have attracted widespread attention from academia and industry due to their excellent performance, energy saving and environmental protection, and meeting human development requirements for future smart materials. According to the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/127C07D213/06C09K9/02G02F1/15
CPCC07D213/127C07D213/06C09K9/02C09K2211/1029G02F1/15G02F2001/15145
Inventor 曹贞虎胡珊珊
Owner NINGBO MI RUO ELECTRONICS TECH CO LTD
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