SYNTHESIS AND AGGREGATION BEHAVIOR OF 2-HEADED SURFACTANTS CONTAININGTHE UROCANIC ACID MOIETY

Citation
S. Franceschi et al., SYNTHESIS AND AGGREGATION BEHAVIOR OF 2-HEADED SURFACTANTS CONTAININGTHE UROCANIC ACID MOIETY, New journal of chemistry, 22(3), 1998, pp. 225-231
Citations number
52
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
ISSN journal
1144-0546
Volume
22
Issue
3
Year of publication
1998
Pages
225 - 231
Database
ISI
SICI code
1144-0546(1998)22:3<225:SAABO2>2.0.ZU;2-S
Abstract
Urocanic acid (3-[1H-imidazol-4-yl]propenoic acid) has attracted great interest in photobiology for many years. We describe here the synthes is of three bolaamphiphiles with two urocanic acid heads having the ge neral structure: UA-X-UA, where UA denotes urocanic acid and X is an a lkyl chain of varying length. We show that micellisation occurs with t he bolaamphiphile whose alkyl chain length is sixteen carbon atoms. Fo r compounds having a shorter chain length, light scattering and electr on microscopy suggest the formation of vesicles. Compared to urocanic acid, the bolaamphiphiles, which can form aggregates in aqueous soluti on, may act differently on membranes and be used in formulations more easily.