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
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  • Summary
  • Abstract
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  • Claims
  • Application Information

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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...

Method used

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  • 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

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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).

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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

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Application Information

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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
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