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Unusual Folded Structures for a Tethered Squaraine-Cholesterol Derivative in Langmuir-Blodgett Films

Year: 2000

Journal: Langmuir 2000, 16, 275-281, 20111221

Authors: Marina Stanescu, Hussein Samha, Jerry Perlstein, and David G. Whitten

Organizations: Center for Photoinduced Charge Transfer, Department of Chemistry, University of Rochester, Rochester, New York 14627, and Chemical Science and Technology Division, Los Alamos National Laboratory, Los Alamos, New Mexico 87545

A squaraine-cholesterol diad, 1, which has been found to be a good gelator, has been studied in films at the air-water interface and in supported Langmuir-Blodgett films. Both experimental observations and simulations are consistent with a low-energy folded structure in which there are attractive noncovalent interactions between the squaraine chromophore and the steroid. Although different structures seem likely for 1 in both the crystal and organogels, the present studies suggest that the folded structure exists in both uncompressed and compressed films at the air-water interface and in supported LB films. In both environments the squaraine chromophore shows evidence of squaraine-squaraine aggregation; both "J" and "H" aggregates are indicated depending upon the conditions imposed upon the film.