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Chalcogen bridged viologen small molecules, polymers, derivatives and application thereof

A technology of chalcogen elements and viologens, applied in optics, instruments, nonlinear optics, etc., can solve the problems of low conjugation, weak absorption of visible light, and restrictions on the application of viologen derivatives, and achieve low energy level difference, Effect of improving electron transport performance

Pending Publication Date: 2019-07-12
XI AN JIAOTONG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although viologen compounds have good electrochemical properties, their color change is relatively simple, and generally only the change between two colors can be obtained.
At the same time, although this type of compound has a very low lowest unoccupied molecular orbital (LUMO) energy level, its conjugation degree is very low, the reduction potential is still high, and it has a large energy gap (band gap). The absorption is very weak and the conductivity is very poor, which also greatly limits the application of viologen derivatives in the field of optoelectronics

Method used

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  • Chalcogen bridged viologen small molecules, polymers, derivatives and application thereof
  • Chalcogen bridged viologen small molecules, polymers, derivatives and application thereof
  • Chalcogen bridged viologen small molecules, polymers, derivatives and application thereof

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Embodiment 1

[0076] The chalcogen-containing viologens and biquinoline small molecules and polymers prepared by the present invention are prepared through the following steps:

[0077] (1) Preparation of chalcogen-bridged viologens 2 and 3

[0078] Compound 1 (0.7 mmol) was dissolved in DMF, and added dropwise / aminoalkyl chloride / aminoalkyl bromide / aminoalkyl iodide / aryl bromide / aryl iodide. React at 60°C for two days. The formed precipitate was isolated by vacuum filtration and washed with dichloromethane to give chalcogen-bridged viologen 2, which was then ion-exchanged to give 3. R 1 = aminoalkyl, aryl; E = S, Se, Te; X 1 — = Cl — 、Br — , I — ;X 2 — = CF 3 SO 2 o — 、PF 6 — 、CH 3 COO — , OTf — .

[0079] (2) Preparation of chalcogen-containing viologen polymers 4 and 5

[0080] Compound 1 (0.7mmol) and α,α'-dichloro-p-R 2 / α,α'-dibromo-p-R 2 / α,α'-diiodo-p-R 2 Dissolve in DMF and react at 60°C for 5 days. The formed precipitate was isolated by vacuum filtration and...

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Abstract

The invention discloses chalcogen bridged viologen small molecules, polymers, derivatives and application thereof. Chalcogen bridged viologen is synthesized by combining a viologen compound with the chalcogen. The compounds have the following characteristics: firstly, the compounds have rigider skeletons and additional redox centers; secondly, the compounds have low energy level difference and lowLUMO energy level, are good electron receptor materials and improve the electron transport performance; thirdly, red shift of optical absorption is transferred to a visible region, so that the compounds can be applied to the field of photocatalysis. According to the invention, the chalcogen bridged viologen is successfully synthesized and is applied to electrochromism and photocatalysis. By preparing the molecules into the polymers, a highly stable electrochromic device is prepared; in addition, multi-redox centers of the molecules are utilized to prepare organolithium / sodium ion batteries.

Description

technical field [0001] The invention belongs to the field of preparation of electrovariable devices and batteries, and relates to a class of viologen molecules bridged by chalcogen elements, polymers, derivatives and applications thereof, especially viologens containing chalcogen elements and biquinolines Synthesis of small molecules and polymers and their applications in electrochromic devices and organic lithium / sodium ion batteries. Background technique [0002] With the progress of the times, the research and development of new functional materials that are green, environmentally friendly, low-carbon and energy-saving has become a development trend in the field of materials. Traditional paper and printing technology waste a lot of forest resources and energy, and have a bad impact on the environment. The development of electronic ink and electronic paper technology can solve this problem. Electronic paper or paper-based displays have become a hot area of ​​research due ...

Claims

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Application Information

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IPC IPC(8): C07D495/14C07D517/14C08G73/06C09K9/02G02F1/1503G02F1/1516
CPCC07D495/14C07D517/14C08G73/0688C09K9/02C09K2211/1029C09K2211/1092C09K2211/1096C09K2211/1458C09K2211/1466C09K2211/1491G02F1/1503G02F1/1516G02F1/15165
Inventor 何刚李国平张冰洁马文强宋睿桐周琨
Owner XI AN JIAOTONG UNIV
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