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

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

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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

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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