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Method for preparing trimethylene monothiocarbonate by ionic liquid catalysis

A technology of trimethylene monothiocarbonate and methyl monothiocarbonate is applied in the field of ionic liquid catalyzed preparation of trimethylene monothiocarbonate, and can solve the problems that ionic liquid catalysts have not been developed and applied, and the like, Achieve the effect of improving selectivity and conversion rate, simple operation and fast reaction rate

Inactive Publication Date: 2018-08-03
CHANGSHU INSTITUTE OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation of monothiocarbonate requires the use of catalysts, and among the many catalysts that catalyze this reaction, ionic liquid catalysts have not been developed and applied yet.

Method used

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  • Method for preparing trimethylene monothiocarbonate by ionic liquid catalysis
  • Method for preparing trimethylene monothiocarbonate by ionic liquid catalysis
  • Method for preparing trimethylene monothiocarbonate by ionic liquid catalysis

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 2 grams of oxetane in a 10ml autoclave, add 1-butyl-3-methylimidazolium bromide borate ionic liquid catalyst according to 3% of the mass of oxetane, stir evenly, pass into Carbonyl sulfide to 5 MPa pressure, react at 60°C for 1 hour, slowly release gas after cooling to room temperature, filter to obtain crude product liquid, obtain trimethylene monothiocarbonate through vacuum distillation, and produce Rate, trimethylene monothiocarbonate product yield results are shown in Table 1 below.

Embodiment 2

[0020] Add 2 grams of oxetane into a 10ml autoclave, add 1-butyl-3-methylimidazolium fluoroborate ionic liquid catalyst according to 1% of the mass of oxetane, stir evenly, pass into Carbonyl sulfide to a pressure of 1 MPa, reacted at 100°C for 2 hours, cooled to room temperature and slowly released gas, filtered to obtain a crude product liquid, and obtained trimethylene monothiocarbonate by distillation under reduced pressure. Rate, trimethylene monothiocarbonate product yield results are shown in Table 1 below.

Embodiment 3

[0022] Add 2 grams of oxetane in a 10ml autoclave, add 1-butyl-3-methylimidazolium fluorophosphate ionic liquid catalyst according to 0.5% of the mass of oxetane, stir evenly, and feed oxygen Sulfurize carbon to a pressure of 1 MPa, react at 90°C for 6 hours, slowly release gas after cooling to room temperature, filter to obtain a crude product liquid, and obtain trimethylene monothiocarbonate by distillation under reduced pressure, and measure the yield by proton nuclear magnetic spectrum , The product yield results of trimethylene monothiocarbonate are shown in Table 1 below.

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PUM

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Abstract

The invention discloses a method for preparing trimethylene monothiocarbonate by ionic liquid catalysis. According to the method, with carbon oxysulfide and oxetane as raw materials and ionic liquid as a catalyst, the trimethylene monothiocarbonate is obtained by reaction in a high-pressure reaction kettle. The ionic liquid catalyst developed by the invention has the advantages of high activity and high selectivity, the selectivity and conversion rate of carbon oxysulfide are increased, and the catalyst purified by reduced pressure distillation can be repetitively used in the reaction for thesynthesis of trimethylene monothiocarbonate by carbon oxysulfide and oxetane; the synthesis process is simple, operation is easy, reaction condition is mild, the reaction rate is high, and the reaction process is environmentally friendly.

Description

technical field [0001] The invention belongs to the technical field of organic catalysis, and in particular relates to a method for preparing trimethylene monothiocarbonate by catalyzing an ionic liquid. Background technique [0002] Cyclic monothiocarbonate is a potential polar aprotic solvent, an intermediate in drug synthesis, and a monomer for preparing high refractive index resin polymonothiocarbonate. Therefore, it is of great value to study the synthesis of cyclic monothiocarbonates. [0003] Carbon oxysulfide is an air pollutant and an industrial waste gas, but it is also an important raw material for chemical synthesis. Cyclic monothiocarbonate is prepared by reacting carbon oxysulfide with epoxides. On the one hand, carbon oxysulfide can be effectively used to synthesize Valuable organic chemical products; on the other hand, this reaction has high atom economy and conforms to the principle of green chemistry. [0004] In experimental research, the inventors found...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D327/06
CPCC07D327/06
Inventor 罗铭包心宇左晓兵刘万辉杨刚秦余杨耿飞张黎伟余磊
Owner CHANGSHU INSTITUTE OF TECHNOLOGY
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