Acta Phys. -Chim. Sin. ›› 2006, Vol. 22 ›› Issue (02): 230-233.doi: 10.3866/PKU.WHXB20060220

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Acidic Characterization of Polycarboxyl Imidazolium Ionic Liquids

GENG Wei-guo; LI Xue-hui; WANG Le-fu; DUAN Hong-li; PAN Wei-ping   

  1. The Guangdong Provincial Laboratory of Green Chemical Technology, School of Chemical and Energy Engineering, South China University of Technology, Guangzhou 510640, P. R. China
  • Received:2005-07-28 Revised:2005-09-08 Published:2006-01-22
  • Contact: LI Xueh-Hui E-mail:cexhli@scut.edu.cn

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Abstract: The acid-dissociation constant pKa of different polycarboxyl imidazolium ionic liquids (ILs) has been determined by potentiometric titration method at 25 ℃, and the values are in the range of 1.43 to 1.92, which are close to that of oxalic acid, but much smaller than those of succinic acid and acetic acid. The stronger acidity of polycarboxyl imidazolium ILs results from the strong electron withdrawing effect of positively charged imidazolium ring. It is also demonstrated that the acidity of the ILs is enhanced as the number of carboxylic groups appended to cations increases from two to three. The acidity of the ILs also depends on properties of the anions, and decreases in the order HSO4－ ＞ NO3－ ＞ PF6－ ＞ H2PO4－＞ Cl－、Br－ ＞ CF3CO2－ ＞ BF4－ ＞ CF3SO3－. The Brønsted acidity of the polycarboxyl imidazolium ILs has also been studied by IR technique using pyridine as the spectroscopic probe.

Key words: Ionic liquid, Polycarboxylic group, Acidic characterization