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Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application

A supramolecular polymer and synthesis method technology, applied in the fields of electrochromic devices and photocatalysis applications, can solve the problems of low electron transfer rate, weak visible light absorption, etc., and achieve improved absorption capacity and range, efficient electron transfer, and improved performance Effect

Active Publication Date: 2021-01-12
XI AN JIAOTONG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0008] In order to overcome the above-mentioned shortcoming of the prior art, the object of the present invention is to provide a class of carborane viologen derivatives and metallosupramolecular polymers, synthesis methods and applications thereof, which solve the problem of viologen absorption of visible light in the prior art. Weak, low electron transfer rate, wide energy gap, has important applications in the field of new electrochromic materials, and can effectively improve the application performance of viologen systems in photocatalysis, and can further expand the application of viologen molecules field

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  • Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application
  • Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application
  • Carborane viologen derivative as well as metal supramolecular polymer, synthesis method and application

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preparation example Construction

[0060] 1, the synthetic method of a class of carborane viologen derivatives of the present invention, comprises the following steps:

[0061] 1) Synthesis of precursors A and B of carborane viologen derivatives;

[0062]

[0063] Under the protection of an inert gas, every 10mmol (ie 2.82g) reactant 1-iodo-4-bromobenzene and 1-1.2 equivalents of 4-alkynylpyridine, accounting for 10%-15% of the total moles of catalyst bistri Phenylphosphine palladium dichloride is added in the branch bottle that fills 80-100mL acetonitrile / triethylamine (volume ratio is 1 / 1) solvent, and reaction temperature is 70-80 degree, stirs 24-36 hour, through Sonagashira coupling Combined reaction to synthesize 1,2-bis(4-pyridine)acetylene, namely compound 1.

[0064] Then use the reactant decanaborane as an electrophile to attack the alkyne group in compound 1 to synthesize the carborane viologen precursor A, specifically, under the protection of an inert gas, dissolve decanaborane in toluene, and ...

Embodiment 1

[0092] Under the protection of an inert gas, the reactant 1-iodo-4-bromobenzene (10mmol, 2.82g) and 12mmol of 4-alkynylpyridine, the catalyst bistriphenylphosphine palladium dichloride, which accounted for 10% of the total moles, was added 80mL of acetonitrile / triethylamine (volume ratio is 1 / 1) solvent in a branch bottle, the reaction temperature is 75 degrees, stirred for 24 hours, synthesized 1,2-bis(4-pyridine)acetylene by Sonagashira coupling reaction , namely compound 1;

[0093] Then under the protection of an inert gas, dissolve borane in toluene, then add N,N-dimethylaniline and stir, then add 1,2-bis(4-pyridine)acetylene, borane, N,N- The molar ratio of dimethylaniline and 1,2-bis(4-pyridine)acetylene is 1.3:1.5:1, react at 110°C for 48 hours to obtain a reaction solution, separate the product in the reaction solution and dry it. The separation process is that the reaction solution is cooled to room temperature, the insoluble product is removed by filtration, and th...

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Abstract

The invention discloses a carborane viologen derivative, a metal supramolecular polymer, a synthesis method and application. Viologen is used as a central core structure, 1,2-bis(4-pyridyl)acetylene is synthesized through a Sonagashira coupling reaction, and then alkynyl is attacked by decaborane to synthesize a carborane viologen precursor A; or alkynyl in bis(4-bromophenyl)acetylene is attackedwith decaborane to synthesize bis(4-bromophenyl)carborane, then a carborane viologen precursor B is synthesized through a Still coupling reaction, and finally the carborane viologen derivative is further obtained through the carborane viologen precursor A or the carborane viologen precursor B. Then, viologen is used as a central core structure, the carborane viologen derivative, ruthenium trichloride, cobalt dichloride or ferrous acetate are used as reaction raw materials, acetic acid is used as a solvent for reflux reaction, and finally, a product in reaction liquid is separated and dried tosynthesize the carborane viologen metal supramolecular polymer.

Description

technical field [0001] The invention belongs to the technical field of electrochromic devices and photocatalytic applications, and specifically relates to a class of carborane viologen derivatives and metal supramolecular polymers, synthesis methods and applications thereof. Background technique [0002] With the advancement of science and technology, research and development of green, low-carbon, energy-saving and environmentally friendly new functional materials has become a development trend in the field of materials. Due to its unique properties, electrochromic materials are an important basis and component for the development of low-energy, ultra-portable smart display devices, directly affecting the production of new optoelectronic devices, and promoting the development of high-tech applications in the fields of electronics, information, and energy. is of great significance. There are many kinds of electrochromic materials, including viologens, anilines, pyrroles, etc...

Claims

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Application Information

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IPC IPC(8): C07F5/02C08G83/00B01J31/22B01J35/00C01B3/04C09K9/02G02F1/1516G02F1/153
CPCC07F5/027C08G83/008C09K9/02G02F1/15165G02F1/153B01J31/1691B01J31/1815C01B3/042C09K2211/187B01J2531/842B01J35/39Y02E60/36
Inventor 何刚杨小东赵永涛初大可
Owner XI AN JIAOTONG UNIV
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