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

Dimethylated 2-phenylbenzimidazole iodoargentate hybrid as well as preparation and application thereof

A technology of phenylbenzimidazole and phenylbenzimidazole cation is applied in the field of synthesis of organic-inorganic hybrid color-changing materials, and can solve the problems of no activity performance, few cycles, single color of acceptor type free radicals, etc. Achieve excellent discoloration characteristics, expand application range, and simple and easy preparation methods

Active Publication Date: 2018-08-17
山西师范大学
View PDF3 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are still many problems in realizing the commercial application of the current photochromic hybrid materials, mainly in the slow response rate (usually greater than 10 minutes), the number of cycles (usually less than 10 times), the relative color of acceptor types and free radicals. Single (primarily focused on viologen receptors)
Several bifunctional color-changing hybrid materials based on intermolecular electron transfer have been reported, all of which use 4,4′-bipyridine derivatives as strong electron acceptors. The types of donors (hard Lewis bases such as oxides and chlorides are the main ones), while soft Lewis bases (such as iodides) have no active performance due to the so-called heavy atom effect, which seriously restricts fast and multiple color light. Development of Chromogenic Materials

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
  • Dimethylated 2-phenylbenzimidazole iodoargentate hybrid as well as preparation and application thereof
  • Dimethylated 2-phenylbenzimidazole iodoargentate hybrid as well as preparation and application thereof
  • Dimethylated 2-phenylbenzimidazole iodoargentate hybrid as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0037] Further, the preparation method of dimethylated 2-phenylbenzimidazolium iodosilverate hybrid comprises the following steps:

[0038] 1) 2-phenylbenzimidazole, AgI, NaI.2H 2 O and 45% hydroiodic acid are stirred evenly in methanol or an organic solvent containing methanol according to 1:(2~9):(1~4):(1~3) molar ratio;

[0039] 2) Transfer the above mixed solution to a polytetrafluoroethylene-lined hydrothermal reaction kettle, and place it in an oven at 70-140°C for 1-3 days;

[0040] 3) After the reaction is finished, cool to room temperature, a precipitate is formed, filter, the filter cake is washed with acetonitrile, and dried to obtain a transparent colorless rod-shaped crystal which is the dimethylated 2-phenylbenzimidazole iodosilverate hybrid {[ C 15 h 15 N 2 ][Ag 3 I 4 ]} n .

[0041] The reaction mechanism of above-mentioned preparation method is:

[0042]

[0043] In step 1) of the present invention, methanol can provide the required methyl groups f...

Embodiment 1

[0050] AgI (235mg, 1.00mmol), 2-phenylbenzimidazole (64mg, 0.33mmol), NaI.2H 2 O (61.38mg, 0.33mmol) and 45% hydriodic acid (0.06mL, 0.33mmol) were added to 5.00mL of methanol, and after stirring for 15 minutes, a light yellow turbid liquid was obtained, which was transferred to a 15mL polytetrafluoroethylene liner Put it in a hydrothermal reaction kettle, place it in an oven at 70°C for 2 days, and slowly cool it at room temperature to obtain transparent, colorless rod-shaped crystals, which are filtered, washed with acetonitrile, and dried. Yield: 56.3% (based on Ag).

Embodiment 2

[0052] AgI (1396mg, 2.00mmol), 2-phenylbenzimidazole (128mg, 0.66mmol), NaI.2H 2 O (491mg, 2.64mmol) and 45% hydriodic acid (0.37mL, 1.06mmol) were added to 8.00mL methanol solution, and after stirring for 40 minutes, a pale yellow turbid liquid was obtained, which was transferred to a 15mL polytetrafluoroethylene liner Put it in a hydrothermal reaction kettle, place it in an oven at 140°C for 1 day, and slowly cool it at room temperature to obtain transparent, colorless rod-shaped crystals, which are filtered, washed with acetonitrile, and dried. Yield: 57.2% (based on Ag).

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 relates to the field of synthesis of organic-inorganic hybrid color-changing materials, and in particular relates to a dimethylated 2-phenylbenzimidazole iodoargentate photochromic material based on double mechanisms of intermolecular electron transfer and inorganic component iodoargentate photolysis as well as a preparation method and application of the photochromic material. A dimethylated 2-phenylbenzimidazole iodoargentate hybrid has a chemical formula of {[C15H15N2][Ag3I4]}n, uses [C15H15N2]<+> as a dimethylated 2-phenylbenzimidazole cation, forms a supramolecular cation layer by weak interaction of pi-pi and uses [Ag3I4]n<n-> as a 2D anion layer. The photochromic material based on the double mechanisms of the intermolecular electron transfer and the inorganic componentiodoargentate photolysis provided by the invention can generate photochromism under irradiation of ultraviolet light, can generate reversible color change at temperature higher than room temperature or in a dark room, and obtains a super-fast and multi-color response crystalline material.

Description

technical field [0001] The invention relates to the field of synthesis of organic-inorganic hybrid color-changing materials, in particular to the double-methylated 2-phenylbenzimidazolium iodine silver salt based on the dual mechanism of intermolecular electron transfer and photolysis of inorganic component iodine silver salt. Chromogenic material and its preparation method and application. Background technique [0002] Organic-inorganic hybrid color-changing materials are a class of functional materials with broad application prospects and practical value. They have important practical or potential application values ​​in the fields of sensors, switches, decoration, energy conversion, and information storage. At present, there are still many problems in realizing the commercial application of the current photochromic hybrid materials, mainly in the slow response rate (usually greater than 10 minutes), the number of cycles (usually less than 10 times), the relative color of ...

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): C07D235/18C09K9/02
CPCC07B2200/13C07D235/18C09K9/02C09K2211/1007C09K2211/1044
Inventor 郝朋飞付云龙
Owner 山西师范大学
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