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A class of thienyl chalcogen-containing viologens and their biquinoline derivatives and applications

A technology based on chalcogen and thiophene, applied in electrical components, chemical instruments and methods, organic chemistry, etc., can solve problems such as wide band gap, difficult application of dynamic/static display and electronic price tag, low degree of conjugation, etc.

Active Publication Date: 2022-02-15
XI AN JIAOTONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Due to the low conjugation degree, wide band gap, and no visible light absorption of ordinary viologen, the application is greatly limited.
Although these shortcomings can be improved by introducing main group elements, such as sulfur, selenium, and tellurium, the free radical positive ion state of such compounds is still poorly stable, and it is difficult to really apply it to dynamic / static displays and electronic price tags.

Method used

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  • A class of thienyl chalcogen-containing viologens and their biquinoline derivatives and applications
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Embodiment 1

[0075] The thienyl chalcogen-containing viologen and the thienyl chalcogen-containing biquinoline derivatives prepared by the present invention are prepared through the following steps:

[0076] (1) Preparation of thienyl chalcogen-containing viologen 3

[0077] Compound 1 (0.3 mmol), thienyl iodonium salt 2 (1.0 mmol) and copper acetate (0.017 mmol) were dissolved in DMF under the protection of an inert gas, and reacted at 40° C. for 8 hours. After removing the solvent under reduced pressure, the residue was dispersed in a mixed solvent of tetrahydrofuran / dichloromethane / ether with a volume ratio of 1:1:1, filtered, washed with dichloromethane, and dried to obtain thienyl chalcogen-containing viologen 3. R is a C0-C13 alkyl chain.

[0078] (2) Preparation of thienyl chalcogen-containing biquinoline derivatives 5

[0079] Compound 4 (0.3 mmol), thienyl iodonium salt 2 (1.0 mmol) and copper acetate (0.017 mmol) were dissolved in DMF under the protection of an inert gas, and r...

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Abstract

The invention discloses a class of thienyl chalcogen-containing viologens and biquinoline derivatives and applications thereof, belonging to the field of electrochromic devices and energy-saving displays. The thienyl chalcogen-containing viologen and its biquinoline derivatives have more stable free radical state; narrower band gap width, stronger visible light absorption; lower reduction potential and very low LUMO energy level. In addition, such compounds also have stable free radical states with different colors, making them more effective in static / dynamic electrochromic displays. The successfully synthesized thienyl chalcogen-containing viologen or thienyl chalcogen-containing biquinoline derivatives successfully synthesized in the present invention are widely used in photochromic devices and electrochromic devices, such as visible photochromic devices, mobile phone remote control electronics, etc. Electrochromic devices and mobile phone remote control flexible electrochromic devices, electronic tablet, electronic digital display / price tag, multi-color pixel electrochromic display and double-encrypted electrochromic display, etc.

Description

technical field [0001] The invention belongs to the field of electrochromic devices and energy-saving displays, and relates to a class of thienyl chalcogen-containing viologens and their biquinoline derivatives and applications. Background technique [0002] Currently the most popular OLED display technology has high power and high energy consumption due to its active light emission, and its stability and lifespan need to be further improved during the period. The electrochromic display technology has a very attractive application prospect due to its wide-range adjustable light transmittance, diverse and continuous color changes, and the advantages of storage and memory functions, low driving voltage, and energy saving. Such materials can not only be used as large-scale architectural decoration materials and optical materials, such as smart windows, anti-glare rearview mirrors, color-changing sunglasses, etc., but also can be used in display technology, including color elect...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D495/14C07D517/14C09K9/02H01L51/54H01L51/50
CPCC07D495/14C07D517/14C09K9/02C09K2211/1051C09K2211/1055C09K2211/1092H10K85/655H10K85/657
Inventor 何刚李国平马文强宋睿桐周琨刘旭
Owner XI AN JIAOTONG UNIV
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