Effects of pressure on inclusion complexation of methylene blue with water-soluble p-sulfonatocalix[n]arenes

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Abstract

The effects of pressure were examined for the inclusion complexation of water-soluble p-sulfonated calix[n]arenes (Calix-Sn: n = 4, Calix-S4; n = 6, Calix-S6; n = 8, Calix-S8) with methylene blue (MB). A differential pressure effect was found in the inclusion equilibria of Calix-Sn. As the external pressure increases, the inclusion equilibrium of MB with Calix-S4 and Calix-S6 shifts to the dissociation side. However, with Calix-S8, the inclusion equilibrium shifts to the association side with increased pressure. From the pressure dependence of the inclusion equilibria of Calix-Sn, the reaction volumes, which are changes in volume accompanied by inclusion, were estimated as 32.1 cm3 mol-1 for Calix-S4, 30.1 cm3 mol-1 for Calix-S6 and - 13.8 cm3 mol-1 for Calix-S8. In addition, the structures of the inclusion complexes of Calix-Sn with MB have been established by 1H NMR measurements. Based on the results, the behavior of inclusion complexation with Calix-Sn is discussed.

Original languageEnglish
Pages (from-to)448-455
Number of pages8
JournalJournal of Physical Organic Chemistry
Volume18
Issue number5
DOIs
Publication statusPublished - May 2005

Fingerprint

Methylene Blue
methylene blue
Complexation
inclusions
Water
water
Calixarenes
differential pressure
Pressure effects
shift
pressure effects
pressure dependence
Nuclear magnetic resonance
Association reactions
dissociation
nuclear magnetic resonance

Keywords

  • Calixarene
  • Inclusion complexation
  • NMR
  • Pressure effect

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry

Cite this

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title = "Effects of pressure on inclusion complexation of methylene blue with water-soluble p-sulfonatocalix[n]arenes",
abstract = "The effects of pressure were examined for the inclusion complexation of water-soluble p-sulfonated calix[n]arenes (Calix-Sn: n = 4, Calix-S4; n = 6, Calix-S6; n = 8, Calix-S8) with methylene blue (MB). A differential pressure effect was found in the inclusion equilibria of Calix-Sn. As the external pressure increases, the inclusion equilibrium of MB with Calix-S4 and Calix-S6 shifts to the dissociation side. However, with Calix-S8, the inclusion equilibrium shifts to the association side with increased pressure. From the pressure dependence of the inclusion equilibria of Calix-Sn, the reaction volumes, which are changes in volume accompanied by inclusion, were estimated as 32.1 cm3 mol-1 for Calix-S4, 30.1 cm3 mol-1 for Calix-S6 and - 13.8 cm3 mol-1 for Calix-S8. In addition, the structures of the inclusion complexes of Calix-Sn with MB have been established by 1H NMR measurements. Based on the results, the behavior of inclusion complexation with Calix-Sn is discussed.",
keywords = "Calixarene, Inclusion complexation, NMR, Pressure effect",
author = "Yoshimi Sueishi and Naoya Inazumi and Tadashi Hanaya",
year = "2005",
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pages = "448--455",
journal = "Journal of Physical Organic Chemistry",
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T1 - Effects of pressure on inclusion complexation of methylene blue with water-soluble p-sulfonatocalix[n]arenes

AU - Sueishi, Yoshimi

AU - Inazumi, Naoya

AU - Hanaya, Tadashi

PY - 2005/5

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N2 - The effects of pressure were examined for the inclusion complexation of water-soluble p-sulfonated calix[n]arenes (Calix-Sn: n = 4, Calix-S4; n = 6, Calix-S6; n = 8, Calix-S8) with methylene blue (MB). A differential pressure effect was found in the inclusion equilibria of Calix-Sn. As the external pressure increases, the inclusion equilibrium of MB with Calix-S4 and Calix-S6 shifts to the dissociation side. However, with Calix-S8, the inclusion equilibrium shifts to the association side with increased pressure. From the pressure dependence of the inclusion equilibria of Calix-Sn, the reaction volumes, which are changes in volume accompanied by inclusion, were estimated as 32.1 cm3 mol-1 for Calix-S4, 30.1 cm3 mol-1 for Calix-S6 and - 13.8 cm3 mol-1 for Calix-S8. In addition, the structures of the inclusion complexes of Calix-Sn with MB have been established by 1H NMR measurements. Based on the results, the behavior of inclusion complexation with Calix-Sn is discussed.

AB - The effects of pressure were examined for the inclusion complexation of water-soluble p-sulfonated calix[n]arenes (Calix-Sn: n = 4, Calix-S4; n = 6, Calix-S6; n = 8, Calix-S8) with methylene blue (MB). A differential pressure effect was found in the inclusion equilibria of Calix-Sn. As the external pressure increases, the inclusion equilibrium of MB with Calix-S4 and Calix-S6 shifts to the dissociation side. However, with Calix-S8, the inclusion equilibrium shifts to the association side with increased pressure. From the pressure dependence of the inclusion equilibria of Calix-Sn, the reaction volumes, which are changes in volume accompanied by inclusion, were estimated as 32.1 cm3 mol-1 for Calix-S4, 30.1 cm3 mol-1 for Calix-S6 and - 13.8 cm3 mol-1 for Calix-S8. In addition, the structures of the inclusion complexes of Calix-Sn with MB have been established by 1H NMR measurements. Based on the results, the behavior of inclusion complexation with Calix-Sn is discussed.

KW - Calixarene

KW - Inclusion complexation

KW - NMR

KW - Pressure effect

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