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The Study On Synthesis And Reactions Of Novel Imidazolium Ionic Liquids

Posted on:2009-07-15Degree:MasterType:Thesis
Country:ChinaCandidate:M Y JiangFull Text:PDF
GTID:2121360272456658Subject:Chemical processes
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Ionic liquids have attracted considerable attention in recent years. Due to their special properties, they are applied as solvents and catalysts in organic chemistry. A large number of ionic liquids have been synthesized and researched. Among them, imidazole ionic liquid (salt) is the hot spots in the field of ionic liquid (salt). So, we synthesized a series of imidazole ionic liquid (salt) and researched their reaction properties. Our research work were focused on three aspects as follow:1-Alkyl-3-methylimidazolium fluorides were synthesized, and the crystal structure of 1,3-dimethylimidazolium fluoride was shown. The fluoride form hydrogen-bonding with not only H2, H4 or H5, but also the proton of the -NCH3. It is seldom reported about the phenomenon of fluoride forming hydrogen-bonding with C(sp3)-H. From the 1HNMR spector of 1-alkyl-3-methyl imidazolium fluorides. It can be observed obviously about the separate signals of hydrogen- and non-hydrogen-bonded protons in CDCl3 at room temperature. Compared with other imidazolium halides(Cl, Br or I), in CDCl3, the proton H2 of imidazolium fluoride shows a significant change in chemical shift to lower field at the same concentration, which display strong hydrogen-bonding ability.We synthesized a series of new type of imidazole ionic liquid (salt) with push-pull electronic structure. They can be involved in organic reactions as the precursor substances of heterocyclic carbene. The results suggest that heterocyclic carbene can be generated from these new imidazole ionic liquid (salt) under alkaline conditions and react withа,β-unsaturated compounds or benzaldehyde.2,2'-biimidazolium ionic liquids and their complex compound with copper were synthesized. The crystal structure of this coordination compound was discussed.
Keywords/Search Tags:ionic liquid, fluorine, hydrogen bond, NHC, biimidazolium, coordination compound
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