Abstract

A study of phospholipid and fatty acid amphiphiles containing the isomeric trans-α- and β-styrylnaphthalene chromophores is reported. On the basis of simulations for Langmuir films of fatty acids terminated with the two chromophores, it was anticipated that the β-styrylnaphthalene fatty acids should be able to pack into compact layers, having an extended glide or herringbone arrangement similar to those observed for corresponding stilbene, tolan, or azobenzene amphiphiles. In contrast, the simulations suggested that such an arrangement might be precluded on steric grounds for the isomeric α-styrylnaphthalene derivatives. The experimental studies carried out indicate that the β-styrylnaphthalene fatty acids and phospholipids do in fact exhibit assembly properties and photophysical behavior similar to that observed for the stilbene and tolan amphiphiles; thus we find evidence for aggregates having similar “signatures” to those observed previously for both films at the air−water interface and aqueous suspens...

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