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Published May 5, 1996 | metadata_only
Book Section - Chapter

Molecular Recognition at a Monolayer Interface : 2,4-Diaminopyrimidine—Succinimide Host—Guest Partners


Molecular recognition at a 2,4-diaminopyrimidine terminated monolayer 1 (host) by a succinimide derivative (guest) has resulted in the formation of bilayers. The bilayers were prepared either from solution or by transfer from the air-water interface to the monolayer substrate. The preorganized 2,4-diaminopyrimidine is oriented for recognition with a molecule of complementary hydrogen bonding ability, succinimide 2. The resultant bilayer 3 is stabilized by the formation of three hydrogen bonds per host-guest pair. We present an example of a self-assembling process, wherein a relatively weak hydrogen bonding interaction (molecular recognition) leads to the formation of bilayers. The bilayer structures and the hydrogen bonding interactions were analyzed by external-reflection Fourier transform infrared spectroscopy (FTIR), ellipsometry, and X-ray photoelectron spectroscopy (XPS).

Additional Information

Copyright © 1996 American Chemical Society. RECEIVED July 6, 1995. Publication Date (Print): May 05, 1996. Publication Date (Print): July 23, 2009. S.L.D. would like to thank Eastman Kodak Company for the opportunity to conduct this work at their facility and acknowledges support from CUMIRP. We thank Professor Howard D. Stidham of the University of Massachusetts for a valuable discussion on pyrimidines, and D. J. Motyl of Eastman Kodak Company for his assistance in obtaining IR spectra.

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