Assembly of Amphiphilic Phenylacetylene Macrocycles at the Air−Water Interface and on Solid Surfaces

Autor: Jeffrey S. Moore, Kurt F. Stork, Pamela R. Fischer, Ashok S. Shetty, Paul W. Bohn
Rok vydání: 1996
Předmět:
Zdroj: Journal of the American Chemical Society. 118:9409-9414
ISSN: 1520-5126
0002-7863
DOI: 10.1021/ja961549u
Popis: The assembly of amphiphilic phenylacetylene macrocycles (PAMs), with molecular structures that vary in terms of the nature and orientation of their pendant functional groups, has been studied on a Langmuir−Blodgett trough and after transfer onto solid substrates. These monolayer films are of interest as two-dimensional host matrices and shape selective membranes whose two-dimensional organization should bring together shape selective compartments. The disk-like PAMs can, in principle, adopt orientations in which the plane of the macrocycle can range from perpendicular (edge-on) to parallel (face-on) at the interface. PAMs functionalized with six hydrophilic groups around the periphery do not prefer the face-on orientation and are most likely tilted, perhaps in a poorly organized state. PAMs that have spatially segregated hydrophilic and hydrophobic groups adopt the edge-on orientation when the hydrophilic moieties are carboxylate groups. In contrast, PAMs appended with acid moieties do not lead to stable ...
Databáze: OpenAIRE