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Study On The Synthesis Of Fluoroaceatate And Fluoroethylene Carbonate

Posted on:2013-03-31Degree:MasterType:Thesis
Country:ChinaCandidate:K H XieFull Text:PDF
GTID:2191330461457008Subject:Applied Chemistry
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Fluoro acetate and fluoro ethylene carbonate are important chemicals and pharmaceutical intermediates, widely used in the fields of medicine, dyes, pesticides, and electrolyte additives. Different types of ionic liquids have been used to catalyze halogen-exchange flrorination on fluoro acetate and fluoro ethylene carbonate, in order to gain insight to such sorts of reactions and achieve the optimal reaction condiction, both of which provide basis for further industrialization.Different ionic liquids have been studied in the fluoronation, the results show that the structure of ionic liquid play a key role in the reaction.When the anions are halogen, it can act as the effective phase transfer catalyst in the fluoronation on fluoroacetate, however it is less effective in the fluoronation on fluoro ethylene carbonate. When the anions are BF4 and PF6-,it can act as effective catalyst in the flronation of chloro ethylene carbonate, but it is less effective in the synthesis of fluoroaceate.In the other aspect, the types of cations produce some influence on the reaction. Generally speaking, catalytic activity of ILs decreases with increasing of the number of carbon atoms in cations during the process of synthesising fluoroacetate. Nevertheless, no obvious influence of cation types can be discovered in synthesising ethylene fluorocarbonate.Comparing the efficiency of different catalysts used in synthesizing fluoroacetate, it can be concluded that [Bmin]Br is a better catalyst than TBAB and CTAB. As for synthesizing ethylene fluorocarbonate, good yield can be achieved even without catalyst owning to active reaction property of the raw materials. Althought PFe- type Ils can promote the reaction, it would be better result without catalyst due to the problems involving the cost and recycling of ILs.The influence of reaction parameters, such as reaction temperture, reaction time and the dosage of solvent were studied. The productivity was 66.4% in the synthese of methyl flroroacetate at the optimum condition:dosage of catalyst was 3.3%, n(KF):n(methyl chloroacetate)=2, dosage of solvent was 25ml at 120℃ for 4h. Productivity of 75.4% in the synthese of ethyl flroroacetate can be achieved at optimum condition as follows:dosage of catalyst was 3.3%, n(KF):n(ethyl chloroacetate)=1.75, dosage of solvent was 20ml at 120℃ for 4h. For the synthese of flroro ethylene carbonate, the optimum condition leading to 84.1% productivity is n(KF):n(fluoro ethylene carboate)=1.8, dosage of solvent was 15ml at 90℃ for 75min.
Keywords/Search Tags:Ethyl fluoroacetate, Methyl fluoroacetate, fluoro ethylene carbonate, halogen-exchange flrorination
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