{"id":{"repo_id":"nus","oai_identifier":"oai:scholarbank.nus.edu.sg:10635/16168"},"canonical_url":"https://search.dev.ndltd.org/etd/nus/oai:scholarbank.nus.edu.sg:10635/16168","repository":{"repo_id":"nus","name":"National University of Singapore","base_url":"https://scholarbank.nus.edu.sg/oai/request"},"display":{"title":"Ionic liquids derived from nonafluorobutan-1-sulfonyl fluoride","abstract":"A series of N,Na??-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0a??40oC and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5a??1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes.","abstract_html":"A series of N,Na??-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0a??40oC and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5a??1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes.","abstract_has_math":false,"creators":["QUEK SER KIANG"],"institution":null,"degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2007,"date_issued":"2007-06-04","date_published":"2007-06-04","updated_at":"2026-07-24T03:32:18Z","subjects":["Nonafluorobutan-1-sulfonyl fluoride; Dialkyl imidazolium; Bis(nonafluorobutan-1-sulfonyl)imide; Hydrophobicity; Ionic liquids"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":null,"outbound_label":null,"outbound_source":null},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["QUEK SER KIANG"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.issued","label":"Date","values":["2007-06-04"]},{"key":"dc:relation.isreferencedby","label":"Dc Relation Isreferencedby","values":["https://scholarbank.nus.edu.sg/handle/10635/16168"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Nonafluorobutan-1-sulfonyl fluoride; Dialkyl imidazolium; Bis(nonafluorobutan-1-sulfonyl)imide; Hydrophobicity; Ionic liquids"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["https://scholarbank.nus.edu.sg/bitstreams/8e857ede-8077-4ff8-9e47-c5e531514a57/download"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["A series of N,Na??-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0a??40oC and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5a??1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes."]},{"key":"dc:format.checksum.md5","label":"Dc Format Checksum Md5","values":["71fa5b54af099d9a2dfbf8d49744ce4e","ffcb207890722f33ee65fe069fdeb611"]},{"key":"dc:title","label":"Title","values":["Ionic liquids derived from nonafluorobutan-1-sulfonyl fluoride"]}]}],"canonical_facts":{"dc:creator":["QUEK SER KIANG"],"dc:date.issued":["2007-06-04"],"dc:description.abstract":["A series of N,Na??-dialkylimidazolium bis(nonafluorobutane-1-sulfonyl)imides was synthesized in high yields by quaternization of imidazole derivatives with various readily available alkylating reagents, followed by anion exchange with highly stable and non-hygroscopic potassium bis(nonafluorobutane-1-sulfonyl)imide. The latter was obtained by an improved method starting from ammonium chloride and nonafluorobutane-1-sulfonyl fluoride. The quaternary imidazolium salts thus obtained constitute a new subfamily of thermally stable and remarkably hydrophobic ionic liquids with melting points in the range 0a??40oC and solubilities in water and organic solvents (aromatic hydrocarbons, dialkyl ethers) in the range of 0.5a??1.5 wt%. The ionic liquids can be easily purified from ionic byproducts (e.g., halogenide salts) by aqueous extraction followed by thorough drying in a high vacuum without loss of yield. Due to the above features, these new ionic fluids may be considered as promising recyclable media in repeated catalytic processes."],"dc:format.checksum.md5":["71fa5b54af099d9a2dfbf8d49744ce4e","ffcb207890722f33ee65fe069fdeb611"],"dc:identifier.uri":["https://scholarbank.nus.edu.sg/bitstreams/8e857ede-8077-4ff8-9e47-c5e531514a57/download"],"dc:relation.isreferencedby":["https://scholarbank.nus.edu.sg/handle/10635/16168"],"dc:subject":["Nonafluorobutan-1-sulfonyl fluoride; Dialkyl imidazolium; Bis(nonafluorobutan-1-sulfonyl)imide; Hydrophobicity; Ionic liquids"],"dc:title":["Ionic liquids derived from nonafluorobutan-1-sulfonyl fluoride"],"dc:type":["Thesis"]},"updated_at":"2026-07-24T03:32:18Z"}