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Citation: LI Xue-Hui, ZHANG Lei, WANG Le-Fu, TANG Ying-Biao. Characterization of N-carboxyl Appended Pyridine Task-Specific Ionic Liquids[J]. Acta Physico-Chimica Sinica, ;2006, 22(04): 430-435. doi: 10.3866/PKU.WHXB20060408 shu

Characterization of N-carboxyl Appended Pyridine Task-Specific Ionic Liquids

1.
Department of Chemical Engineering, the Guangdong Provincial Laboratory of Green Chemical Technology, South China University of Technology, Guangzhou 510640, P. R. China; Research Center for the Chemical Reagent Engineering and Technology of Guangdong Province, Guangzhou 510280, P. R. China

Received Date: 21 September 2005
Available Online: 10 April 2006

A series of N-carboxyl appended pyridinium task-specific ionic liquids(TSILs) were synthesized and characterized by 1H NMR, 13C NMR, IR, and DSC. The miscibilities of these TSILs with conventional solvents were studied and the acid-dissociation constant pKa values of them were measured through titration. The pKa values of N-carboxyl appended TSILs were between 2.5 to 4.0 and increased with increasing alkyl chain length. The melting points of N-carboxyl appended TSILs were influenced extensively by the size of ions and hydrogen bonds formed between the ions, the smaller the anion size is, the higher the melt point is. With conventional organic solvents, the miscibilities of all synthesized N-carboxyl appended TSILs were the same and mainly determined by the substituted carboxyl. Contrary to common imidazolium ILs, N-carboxyl appended TSILs were immiscibe with acetone and dichloromethane. The physical properties of TSILs were mainly affected by the substituted group and could be adjusted with task-specified cation, changing the length of substituted group, or combining of the selected cation and anion.
- Task-specific ionic liquids;Carboxyl;Pyridine;Characterization;Acidic properties;Miscibility
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