Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Novel bifunctional viologen ionic compound and preparation method thereof

An ionic compound and bifunctional technology, which is applied in the field of new bifunctional viologen ionic compounds and preparation, can solve the problems of difficult purification of products, harsh synthesis conditions, low yields, etc., and achieves easy operation, simple process and universal applicability. Effect

Pending Publication Date: 2018-06-19
XUZHOU NORMAL UNIVERSITY
View PDF1 Cites 6 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The former, the synthesis method is relatively simple, but most of the prepared viologens are alkyl-substituted, and there are fewer types of bifunctional group substitutions; the latter, more functional group-substituted viologens can be synthesized, but the synthesis conditions are harsher , the yield is low, and the product is not easy to purify

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Novel bifunctional viologen ionic compound and preparation method thereof
  • Novel bifunctional viologen ionic compound and preparation method thereof
  • Novel bifunctional viologen ionic compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019]

[0020] Preparation of viologen ion compounds c1 and c2 of formula 3 dicyano functionalization

[0021] Dicyano functionalized viologen ion compound c1: D[3-CNBzBpy]Br 2 and c2: D[4-CNBzBpy]Br 2 preparation method and characterization.

[0022] First, weigh 4,4'-bipyridine (10mmol, 1.56g) and 3-cyanobenzyl bromide (20mmol, 3.92g) in a beaker, add 30mL solvent acetonitrile, and stir to completely dissolve the raw materials. Then, the above transparent solution was transferred to a 50 mL polytetrafluoroethylene-lined stainless steel reaction kettle, placed in an oven (80-120°C), and subjected to quaternization reaction for 12-24 hours under solvothermal conditions. After the reaction, the resulting solid product was simply filtered, washed and dried to obtain a yellow solid, namely dicyano functionalized viologen ionic compound c1: D[3-CNBzBpy]Br 2 , yield 85%, purity 98%. Replace 3-cyanobenzyl bromide with 4-cyanobenzyl bromide, and use the same reaction to prepa...

Embodiment 2

[0027] Dibromophenyl functionalized viologen ion compound c3: D[3-BrBzBpy]Br 2 and c4: D[4-BrBzBpy]Br 2 preparation method and characterization.

[0028] First, weigh 4,4'-bipyridine (10mmol, 1.56g) and 3-bromobenzyl bromide (20mmol, 5.00g) in a beaker, add 30mL solvent acetonitrile, and stir to completely dissolve the raw materials. Then, the above transparent solution was transferred to a 50 mL polytetrafluoroethylene-lined stainless steel reaction kettle, placed in an oven (80-120° C.), and subjected to quaternization reaction for 12-24 hours under solvothermal conditions. After the reaction, the resulting solid product was simply filtered, washed and dried to obtain a yellow solid, i.e. the dibromophenyl functionalized viologen ion compound c3: D[3-CNBzBpy]Br 2 , yield 86%, purity 98%. Replace 3-bromobenzyl bromide with 4-bromobenzyl bromide, and use the same reaction to prepare viologen ion monomer c4: D[4-BrBzBpy]Br 2 (light yellow solid, yield 90%, purity 98%), thei...

Embodiment 3-6

[0039] Adopt the similar method of embodiment 1 and example 2, embodiment 3 uses 3-nitrobromobenzyl (3-NO 2 BzBr) and 4-nitrobenzyl bromide (4-NO 2 BzBr) was used as raw material to react with 4,4'-bipyridine to prepare two dinitrobenzene functionalized viologen ion compounds c5:D[3-NO 2 BzBpy]Br 2 and c6:D[4-NO 2 BzBpy]Br 2 , the reaction formula is shown in formula 5.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a novel bifunctional viologen ionic compound and a preparation method thereof. The structure of the viologen ionic compound is shown in formula I and formula II, wherein functional groups R1 and R2 are -CN, -Br, -NO2, -CHO, -COOH and -Bpin. The preparation method of the bifunctional viologen ionic compound comprises the following step: 4,4'-bipyridine and R functional groupsubstituted bromobenzyl as raw materials are subjected to one-step quaternization under the solvothermal condition, and the high-purity viologen ionic compound is prepared. Besides, the bifunctionalviologen ionic compound can be directly used as an electrochromic material and can also be used as an ionic monomer for preparation of a viologen-based porous ionic polymer material.

Description

technical field [0001] The invention relates to the field of preparation and application of viologen ion compounds, in particular to a class of novel bifunctional viologen ion compounds and a preparation method. Specifically, the present invention prepares a bifunctional viologen ionic compound in one step through a quaternization reaction, which can be used as an electrochromic material, and can also be used as an ionic monomer to synthesize a viologen-based porous ion polymer. The invention also includes the structural description, naming and characterization of the synthetic new viologen ion compound. Background technique [0002] Viologen is the name of 1,1'-disubstituent-4,4'-bipyridine salt. It was first discovered in 1932 by Michaelis et al. When it is reduced, it turns from colorless to purple, so it is called viologen (Adv. Mater., 2001, 13, 783-793). There are two N cation centers in the viologen structure, which can donate and accept electrons in different oxida...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D213/04C07F5/02C09K9/02
CPCC07D213/04C07F5/02C09K9/02C09K2211/1029C09K2211/1096
Inventor 陈国建张亚东朱云霄刘珂董心怡龙洲洋
Owner XUZHOU NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com