Charge-transfer phenomena in novel, dual-component, sugar-based organogels

Arianna Friggeri, Oliver Gronwald, Kjeld J.C. Van Bommel, Seiji Shinkai, David N. Reinhoudt

Research output: Contribution to journalArticle

161 Citations (Scopus)

Abstract

The synthesis of a new saccharide-based gelator (2) containing a donor moiety has been described. Gelation experiments of a dual-component gel consisting of a saccharide-based gelator bearing an acceptor group (1) and of 2 have been performed in a variety of organic solvents and water. Moreover, gelation tests at different molar ratios of 1 and 2 have been performed in water, octanol, and diphenyl ether. In these last two solvents a gel color change was observed, from colorless to yellow, upon cooling of the sample to room temperature. This phenomenon was further investigated by UV-visible spectroscopy, which revealed the presence of charge-transfer interactions in the gel, in octanol. Temperature-dependence UV spectroscopy confirmed that such interactions occur in the gel but not in the corresponding solution sample. Furthermore, Tgel measurements show that dual-component gels of 1 and 2 present increased thermal stability at a 50:50 ratio of the two gelators, in dependence of the solvent. Transmission electron microscopy (TEM) images of the single-component gels in diphenyl ether revealed that they consist of a fibrous network, while the dual-component gel presents a novel, helical, fibrous-bundle structure.

Original languageEnglish
Pages (from-to)10754-10758
Number of pages5
JournalJournal of the American Chemical Society
Volume124
Issue number36
DOIs
Publication statusPublished - Sep 11 2002
Externally publishedYes

Fingerprint

Sugars
Charge transfer
Gels
Octanols
Gelation
Ethers
Spectrum Analysis
Bearings (structural)
Temperature
Water
Ultraviolet spectroscopy
Transmission Electron Microscopy
Organic solvents
Thermodynamic stability
Color
Hot Temperature
Spectroscopy
Transmission electron microscopy
Cooling
Experiments

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Friggeri, A., Gronwald, O., Van Bommel, K. J. C., Shinkai, S., & Reinhoudt, D. N. (2002). Charge-transfer phenomena in novel, dual-component, sugar-based organogels. Journal of the American Chemical Society, 124(36), 10754-10758. https://doi.org/10.1021/ja012585i

Charge-transfer phenomena in novel, dual-component, sugar-based organogels. / Friggeri, Arianna; Gronwald, Oliver; Van Bommel, Kjeld J.C.; Shinkai, Seiji; Reinhoudt, David N.

In: Journal of the American Chemical Society, Vol. 124, No. 36, 11.09.2002, p. 10754-10758.

Research output: Contribution to journalArticle

Friggeri, A, Gronwald, O, Van Bommel, KJC, Shinkai, S & Reinhoudt, DN 2002, 'Charge-transfer phenomena in novel, dual-component, sugar-based organogels', Journal of the American Chemical Society, vol. 124, no. 36, pp. 10754-10758. https://doi.org/10.1021/ja012585i
Friggeri A, Gronwald O, Van Bommel KJC, Shinkai S, Reinhoudt DN. Charge-transfer phenomena in novel, dual-component, sugar-based organogels. Journal of the American Chemical Society. 2002 Sep 11;124(36):10754-10758. https://doi.org/10.1021/ja012585i
Friggeri, Arianna ; Gronwald, Oliver ; Van Bommel, Kjeld J.C. ; Shinkai, Seiji ; Reinhoudt, David N. / Charge-transfer phenomena in novel, dual-component, sugar-based organogels. In: Journal of the American Chemical Society. 2002 ; Vol. 124, No. 36. pp. 10754-10758.
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