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Method for synthesizing organic ionic compounds

A technology of organic ions and synthesis methods, which is applied in the fields of organic chemistry, sulfonate preparation, amino-substituted functional group preparation, etc., can solve the problems of cumbersome reaction routes, etc., and achieves improved reaction efficiency, wide melting range, improved conversion rate and selectivity. Effect

Inactive Publication Date: 2011-09-28
邱建兴
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, as mentioned above, the traditional reaction routes for the synthesis of such compounds are quite cumbersome, so it is very meaningful if a new process can be found to synthesize them through a simple method

Method used

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  • Method for synthesizing organic ionic compounds
  • Method for synthesizing organic ionic compounds
  • Method for synthesizing organic ionic compounds

Examples

Experimental program
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Effect test

Embodiment 1

[0051] Take by weighing a certain amount of triethylamine and tetrafluoroboric acid aqueous solution at a molar ratio of 1:1, stir at room temperature for 2 hours, then remove water by distillation under reduced pressure to obtain triethylammonium tetrafluoroborate (moisture content) with lower moisture content The content is less than 2%); Weigh triethylammonium tetrafluoroborate, dimethyl carbonate, and methanol successively in a molar ratio of 1:1.1:2, add them to the reaction kettle, heat up to 140°C, and stir at this temperature for 24 hours, and then cooled to room temperature, the yield of triethylmethyltetrafluoroborate quaternary ammonium salt was >93%.

Embodiment 2

[0053] Weigh a certain amount of N-methylimidazole and hexafluorophosphoric acid aqueous solution at a molar ratio of 1:1, stir at room temperature for 4 hours, then distill off the water under reduced pressure to obtain N-methylimidazole hexafluorophosphoric acid with a low water content Onium salt (moisture content is less than 3%); Weigh N-methylimidazolium hexafluorophosphate onium salt, dimethyl carbonate, and methanol sequentially in a molar ratio of 1:1.5:5, add it to the reaction kettle, and heat up to 140°C. Stir at this temperature for 12 hours, then cool to room temperature, the yield of 1-ethyl-3-methylimidazolium hexafluorophosphate is >80%.

Embodiment 3

[0055] Weigh a certain amount of N-methylimidazole and tetrafluoroboric acid aqueous solution at a molar ratio of 1:1, stir at room temperature for 6 hours, then distill off the water under reduced pressure to obtain N-methylimidazole tetrafluoroboric acid with a low moisture content Onium salt (moisture content is less than 3%); Weigh N-methylimidazolium tetrafluoroborate onium salt and dimethyl carbonate successively in a molar ratio of 1:3, add to the reaction kettle, heat up to 160°C, at this temperature Stir for 4 hours, then cool to room temperature, the yield of 1-ethyl-3-methylimidazolium tetrafluoroborate > 82%.

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Abstract

The invention discloses a method for synthesizing organic ionic compounds. The method is a two-step method comprising the steps of: first, amine or a heterocyclic compound containing N element is subject to a reaction with a matter which can provide protons, such that an amine salt or a heterocyclic onium salt is produced; second, the obtained amine salt or heterocyclic onium salt is subject to a reaction with carbonate, such that a corresponding quaternary ammonium salt or an N- substituted heterocyclic onium salt is produced. The organic ionic compound is a salt comprising one of the following anions: BF4<->, PF6<->, ClO4<->, CF3SO3<->, C4F9SO3<->, [(CF3SO2)2N] <->, [(C2F5SO2)2N] <->, [B(COOCOO)2] <->, [(CN)2N] <->, BF2(CF3)2<->, BF(CF3)3<->, PF3(C2F5)3<->, and PF3(CF3)3<->. After a reaction is carried out between an acid solution and amine or a heterocyclic compound containing N element, water is removed through heating, vaporizing or distilling, such that the ammonium salt or the heterocyclic onium salt with little water content is obtained. The first step of the method assists in controlling the acid concentration of the reaction system, such that the reaction efficiency can be improved. After the first-step reaction, water residual contents in the ammonium salt or the heterocyclic onium salt can be minimized, such that possibilities of side reactions can be reduced.

Description

technical field [0001] The invention relates to a synthesis method of an organic ionic compound, in particular to a synthesis method of an organic ionic compound with a lower melting point. Background technique [0002] Organic ionic compounds are a class of substances composed of organic cations and anions. The cations are usually imidazolium ions, pyridinium ions, quaternary ammonium ions, pyrrolidinium ions or piperidinium ions. The representative molecular structures are as follows: [0003] [0004] When the anion is BF 4 - 、PF 6 - , ClO 4 - 、CF 3 SO 3 - 、C 4 f 9 SO 3 - , [(CF 3 SO 2 ) 2 N] - , [(C 2 f 5 SO 2 ) 2 N] - 、[B(COOCOO) 2 ] - , [(CN) 2 N] - , BF 2 (CF 3 ) 2 - , BF(CF 3 ) 3 - 、PF 3 (C 2 f 5 ) 3 - 、PF 3 (CF 3 ) 3 - When one of them, such organic ionic compounds usually have a lower melting point, so they are also called room temperature ionic liquids (room temperature molten salts). [0005] Organic ionic compounds wi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/63C07C209/20C07C309/06C07C303/32C07C239/20C07D233/58C07D295/037C07D295/023C07D213/20C07D213/127
Inventor 邱建兴
Owner 邱建兴
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