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A class of carborane viologen derivatives and their metal supramolecular polymers, synthesis methods and applications

A carborane and viologen technology, used in electrochromic devices and photocatalytic applications, can solve problems such as low electron transfer rate and weak visible light absorption, and achieve improved electron transport performance, efficient intramolecular electron transfer, and improved Effects of Absorptivity and Range

Active Publication Date: 2021-08-13
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

Method used

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  • A class of carborane viologen derivatives and their metal supramolecular polymers, synthesis methods and applications
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  • A class of carborane viologen derivatives and their metal supramolecular polymers, synthesis methods and applications

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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

A class of carborane viologen derivatives and metallosupramolecular polymers thereof, synthesis method and application of the present invention, with viologen as the central core structure, synthesize 1,2-bis(4-pyridine) through Sonagashira coupling reaction Acetylene, then decanaborane attacks its alkyne group to synthesize carborane viologen precursor A, or uses decanaborane to attack the alkyne group in bis(4-bromophenyl) acetylene to synthesize bis(4-bromophenyl) ) carborane, and then synthesize carborane viologen precursor B through Still coupling reaction, and finally obtain carborane viologen derivatives through carborane viologen precursor A or B. Subsequently, viologen is used as the central core structure, carborane viologen derivatives and ruthenium trichloride, cobalt dichloride or ferrous acetate are used as reaction raw materials, and acetic acid is used as a solvent for reflux reaction, and the product in the final reaction solution Carborane viologen metal supramolecular polymers were synthesized after separation and drying.

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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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/02C08G83/00B01J31/22B01J35/00C01B3/04C09K9/02G02F1/1516G02F1/153
CPCB01J31/1691B01J31/1815B01J35/004B01J2531/842C01B3/042C07F5/027C08G83/008C09K9/02C09K2211/187G02F1/153G02F1/15165Y02E60/36
Inventor 何刚杨小东赵永涛初大可
Owner XI AN JIAOTONG UNIV
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