Influence of Counter Anions on Inclusion Complexation of p-Sulfonatocalix[6]arene with 1-Butyl-3-methylimidazolium Salts (Ionic Liquids)

Yusaku Honda, Shono Fujitani, Sho Tamaki, Naoya Inazumi, Tadashi Hanaya, Yoshimi Sueishi

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Using the inclusion complexation of methylene blue with p-sulfonatocalix[6]arene (Calix-S6) as a chemical indicator, the association constants of inclusion complexes of Calix-S6 with visible-spectroscopically inert 1-butyl-3-methylimidazolium salts (ionic liquids (IL): counter anions BF4 -, PF6 -, and Cl-) were determined. It was found that the experimentally observed association constants of IL with Calix-S6 in a water-methanol mixture increased in the order of counter anion Cl- < BF4 - < PF6 -. The 19F NMR signals of counter anions BF4 - and PF6 - shift upfield upon addition of Calix-S6. From the 19F NMR chemical shifts, we suggested that Calix-S6 forms weak 1:1 complexes with the BF4 - and PF6 - anions. The binding constants and their thermodynamic parameters for the complexation of the BF4 - and PF6 - anions with Calix-S6 were evaluated in a water-methanol mixture (6:4 (V/V)) at 298 K: KA = 26.2 M-1 for BF4 - and 106 M-1 for PF6 -. Based on the results, the characteristics for the complexation of the counter anions with Calix-S6 were discussed and the inclusion constants of Calix-S6 with the cationic ring moiety of 1-butyl-3-methyl-imidazolium salts were determined.

Original languageEnglish
Pages (from-to)1153-1164
Number of pages12
JournalZeitschrift fur Physikalische Chemie
Volume230
Issue number8
DOIs
Publication statusPublished - Aug 28 2016

Fingerprint

Ionic Liquids
Complexation
Anions
counters
Salts
inclusions
anions
salts
liquids
Methanol
chemical indicators
methyl alcohol
Nuclear magnetic resonance
Association reactions
nuclear magnetic resonance
Water
Methylene Blue
methylene blue
Chemical shift
water

Keywords

  • Binding Constant
  • Effects of Counter Anions
  • Ionic Liquids
  • p-Sulfonatocalix[6]arene

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Influence of Counter Anions on Inclusion Complexation of p-Sulfonatocalix[6]arene with 1-Butyl-3-methylimidazolium Salts (Ionic Liquids). / Honda, Yusaku; Fujitani, Shono; Tamaki, Sho; Inazumi, Naoya; Hanaya, Tadashi; Sueishi, Yoshimi.

In: Zeitschrift fur Physikalische Chemie, Vol. 230, No. 8, 28.08.2016, p. 1153-1164.

Research output: Contribution to journalArticle

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