Control of molecular ordering in guanidinium-functionalized monolayer by carboxylate template molecules

Abstract

Electron diffraction studies of a [(dioctadecyl)carbamoylmethyl]guanidinium toluene-p-sulfonate (DG) monolayer reveal that the regularity of the molecular arrangement and the size of crystalline domains are controlled through binding of aqueous α,ω-dicarboxylates with various spacer lengths.

References

1. A. Ulman, An Introduction to Ultrathin Organic Films, from Langmuir-Blodgett to Self-Assembly, Academic, San Diego, 1991.
2. R. H. Tredgold, Order in Thin Organic Films, Cambridge University Press, New York, 1995.
3. Y. Oishi, Y. Torii, M. Kuramori, K. Suehiro, K. Ariga, K. Taguchi, A. Kamino and T. Kunitake, Chem. Lett., 1996, 411; Y. Oishi, Y. Torii, T. Kato, M. Kuramori, K. Suehiro, K. Ariga, K. Taguchi, A. Kamino, H. Koyano and T. Kunitake, Langmuir, 1997, 13, 519.
4. H. Koyano, K. Yoshihara, K. Ariga, T. Kunitake, Y. Oishi, O. Kawano, M. Kuramori and K. Suehiro, Chem. Commun., 1996, 1769.
5. With all of the dicarboxylates, excluding oxalate, FT–IR and XPS measurements of the LB films indicated the formation of 1∶1 guanidinium–carboxylate pairs with hydrogen bonding interactions. Oxalate produced an asymmetric complex where one guanidinium was bound to oxalate through hydrogen bonding and the other guanidinium existed as a non-hydrogen bonded counterion; A. Kamino, H. Koyano, K. Ariga and T. Kunitake, Bull. Chem. Soc. Jpn., 1996, 69, 3619.
6. Y. Oishi, T. Kuri, Y. Takashima and T. Kajiyama, Chem. Lett., 1994, 1445.
7. T. Kajiyama, H. Kozuru, Y. Takashima, Y. Oishi and K. Suehiro, Supramol. Sci., 1995, 2, 107; Y. Oishi, Y. Takashima, K. Suehiro and T. Kajiyama, Langmuir, in the press.