Effects of external pressure and solvent polarity on inclusion complexations of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium with water-soluble p-sulfonatocalix[8]arene in alcohol-water mixtures

Yoshimi Sueishi, Kazuyuki Asano

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

The effects of pressure and solvent were examined for the inclusion complexation of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium (St-4Me) with water-soluble p-sulfonatocalix[8]arene (Calix-S8). Depending on the bulkiness of the guest dyes, external pressures and solvent polarity increase the inclusion equilibrium constants of dyes with Calix-S8. From the pressure dependence of the inclusion equilibria, the reaction volumes for inclusion by Calix-S8 in the alcohol-water mixtures were estimated to be negative values (-19.8 to -5.29 cm3 mol-1 for the phenothiazine dyes and -13.1 to -9.85 cm3 mol-1 for St-4Me). Analysis of the results of the high pressure indicated that the intrinsic volume change related to inclusion into the Calix-S8 cavity plays an important role in the inclusion of Calix-S8, depending on the bulkiness of the guest molecules. Based on 1H NMR measurements, the structures of the inclusion complexes of Calix-S8 with phenothiazine dyes have been established and the differences in the inclusion behaviors of the phenothiazine dyes and St-4Me are discussed.

Original languageEnglish
Pages (from-to)37-42
Number of pages6
JournalJournal of Inclusion Phenomena and Macrocyclic Chemistry
Volume63
Issue number1-2
DOIs
Publication statusPublished - Feb 2009

Fingerprint

phenothiazine
phenothiazines
Complexation
dyes
polarity
alcohols
Coloring Agents
Alcohols
inclusions
Pressure
Water
water
p-sulfonatocalix(8)arene
1-methylpyridinium
Equilibrium constants
pressure dependence
Nuclear magnetic resonance
nuclear magnetic resonance
cavities
Molecules

Keywords

  • Inclusion complex
  • p-Sulfonatocalix[8]arene
  • Phenothiazine dye
  • Pressure effect

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Food Science
  • Chemistry(all)

Cite this

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title = "Effects of external pressure and solvent polarity on inclusion complexations of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium with water-soluble p-sulfonatocalix[8]arene in alcohol-water mixtures",
abstract = "The effects of pressure and solvent were examined for the inclusion complexation of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium (St-4Me) with water-soluble p-sulfonatocalix[8]arene (Calix-S8). Depending on the bulkiness of the guest dyes, external pressures and solvent polarity increase the inclusion equilibrium constants of dyes with Calix-S8. From the pressure dependence of the inclusion equilibria, the reaction volumes for inclusion by Calix-S8 in the alcohol-water mixtures were estimated to be negative values (-19.8 to -5.29 cm3 mol-1 for the phenothiazine dyes and -13.1 to -9.85 cm3 mol-1 for St-4Me). Analysis of the results of the high pressure indicated that the intrinsic volume change related to inclusion into the Calix-S8 cavity plays an important role in the inclusion of Calix-S8, depending on the bulkiness of the guest molecules. Based on 1H NMR measurements, the structures of the inclusion complexes of Calix-S8 with phenothiazine dyes have been established and the differences in the inclusion behaviors of the phenothiazine dyes and St-4Me are discussed.",
keywords = "Inclusion complex, p-Sulfonatocalix[8]arene, Phenothiazine dye, Pressure effect",
author = "Yoshimi Sueishi and Kazuyuki Asano",
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language = "English",
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T1 - Effects of external pressure and solvent polarity on inclusion complexations of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium with water-soluble p-sulfonatocalix[8]arene in alcohol-water mixtures

AU - Sueishi, Yoshimi

AU - Asano, Kazuyuki

PY - 2009/2

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N2 - The effects of pressure and solvent were examined for the inclusion complexation of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium (St-4Me) with water-soluble p-sulfonatocalix[8]arene (Calix-S8). Depending on the bulkiness of the guest dyes, external pressures and solvent polarity increase the inclusion equilibrium constants of dyes with Calix-S8. From the pressure dependence of the inclusion equilibria, the reaction volumes for inclusion by Calix-S8 in the alcohol-water mixtures were estimated to be negative values (-19.8 to -5.29 cm3 mol-1 for the phenothiazine dyes and -13.1 to -9.85 cm3 mol-1 for St-4Me). Analysis of the results of the high pressure indicated that the intrinsic volume change related to inclusion into the Calix-S8 cavity plays an important role in the inclusion of Calix-S8, depending on the bulkiness of the guest molecules. Based on 1H NMR measurements, the structures of the inclusion complexes of Calix-S8 with phenothiazine dyes have been established and the differences in the inclusion behaviors of the phenothiazine dyes and St-4Me are discussed.

AB - The effects of pressure and solvent were examined for the inclusion complexation of phenothiazine dyes and trans-4-[4-(dimethylamino)styryl]-1- methylpyridinium (St-4Me) with water-soluble p-sulfonatocalix[8]arene (Calix-S8). Depending on the bulkiness of the guest dyes, external pressures and solvent polarity increase the inclusion equilibrium constants of dyes with Calix-S8. From the pressure dependence of the inclusion equilibria, the reaction volumes for inclusion by Calix-S8 in the alcohol-water mixtures were estimated to be negative values (-19.8 to -5.29 cm3 mol-1 for the phenothiazine dyes and -13.1 to -9.85 cm3 mol-1 for St-4Me). Analysis of the results of the high pressure indicated that the intrinsic volume change related to inclusion into the Calix-S8 cavity plays an important role in the inclusion of Calix-S8, depending on the bulkiness of the guest molecules. Based on 1H NMR measurements, the structures of the inclusion complexes of Calix-S8 with phenothiazine dyes have been established and the differences in the inclusion behaviors of the phenothiazine dyes and St-4Me are discussed.

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