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Imidazole chiral ionic monomer and preparation method thereof

A technology of chiral ions and imidazoles, applied in the field of chiral ions, can solve problems such as difficulty, harsh polymerization conditions, and few researchers

Inactive Publication Date: 2014-12-24
HEFEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Polymerization of ionic liquid monomers into polymers, functional polymers with excellent mechanical stability, ionic conductivity, processability, durability, chemical compatibility, and controllability, has always been a popular topic at home and abroad. The hot spot of research is difficult due to the harsh conditions of its aggregation, which is also a difficulty, so there are currently few research scholars in this field

Method used

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  • Imidazole chiral ionic monomer and preparation method thereof
  • Imidazole chiral ionic monomer and preparation method thereof
  • Imidazole chiral ionic monomer and preparation method thereof

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preparation example Construction

[0037] A preparation method of imidazole chiral ionic monomers, using 1-vinylimidazole and halogenated hydrocarbons as raw materials, using substitution reaction, acid-base neutralization reaction and replacement reaction to obtain imidazole chiral ionic monomers, the preparation route is as follows :

[0038]

[0039] Concrete synthetic steps are as follows:

[0040] (1) Preparation of intermediates:

[0041]The preparation of the intermediate is to add R-Br and 1-vinylimidazole to the organic solvent n-hexane n-hexane in a molar ratio of 1.2:1, put it into the reactor and heat it to reflux for more than 24 hours, and wash it with ethyl acetate. time, rotary evaporation and vacuum drying 12h, to obtain the product intermediate imidazolium bromide, the structural formula is

[0042] The structural formula of 1-vinylimidazole is:

[0043]

[0044] In the formula, R is the dehalogenation group of R-Br, and R-Br is C 2n saturated haloalkane n: 0, 2, 4, 6;

[0045...

specific Embodiment

[0049] 1. Preparation of intermediates:

[0050] Weigh 5.23 g of 1-vinylimidazole, put it into a three-necked flask equipped with a condenser tube, add the solvent n-hexane, blow nitrogen, and remove the air in the flask.

[0051] Weigh 9.28g of bromobutane (the molar ratio of 1-vinylimidazole to bromobutane is about 1:1.2), slowly drop it into the flask, heat and stir in an oil bath at 70°C, and react for 24h.

[0052] The solution was layered, and the product in the lower layer was a viscous brown liquid. The upper layer of n-hexane solvent was removed, and the product was washed several times with ethyl acetate (because the product adhered to the inner wall of the flask at room temperature at 5°C, the product was dissolved in chloroform, and then removed by rotary evaporation. chloroform), and dried in vacuo to obtain the intermediate. The NMR spectrum and infrared spectrum corresponding to the intermediate are as follows figure 1 and figure 2 As shown, the double bond ...

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Abstract

The invention discloses an imidazole chiral ionic monomer and a preparation method thereof. The monomer synthesized by a two-step method has optical activity and can be used as a chiral reagent, a catalyst and a solvent which are applied to the fields of organic synthesis and materials science. Meanwhile, the monomer has the properties of a reactive monomer and can take part in polymerization reaction and can be applied to the fields of high molecule and liquid crystal display, so that the monomer is a good chiral monomer material. The monomer has a deep development prospect in the aspects of modern display technique and photoelectric device application.

Description

technical field [0001] The invention relates to the field of chiral ions, in particular to an imidazole chiral ion monomer and a preparation method thereof. Background technique [0002] Ionic liquids (ILs) are a special class of liquid molten salts, which are mainly composed of organic cations and inorganic anions. , and can be recycled, it is one of the emerging research fields of green chemistry in recent years. At the same time, ionic liquids can be purposefully designed to meet specificity requirements, including functional design for physical properties (such as liquid range, fluidity, conductivity, etc.) and chemical properties (such as acidity, polarity, chirality, solubility, etc.) etc.) functional design. Grafting various functional groups in ionic liquids to realize the functionalization of ionic liquids to meet specific needs is the frontier direction of ionic liquid research. [0003] Among them, chiral ionic liquids combine the advantages and characteristics...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58C07C51/41C07C59/08C07C59/255C07C57/04C07C57/03
CPCC07D233/58C07C51/412C07C57/03C07C57/04C07C59/08C07C59/255
Inventor 许伟陆红波宋志刚张姗娜张国兵吕国强邱龙臻
Owner HEFEI UNIV OF TECH