Surface organization of thiol tethered tripyridyl porphyrin derivatives on gold

COLL 211

Amanda Schuckman, aschuckman@mail.chem.tamu.edu1, Yang-Hsiang Chan, yhchan@mail.chem.tamu.edu1, Mikku Vindu2, Lisa M. Pérez1, Charles Michael Drain2, and James D. Batteas1. (1) Department of Chemistry, Texas A&M University, College Station, TX 77842, (2) Department of Chemistry, Hunter College of CUNY, New York, NY 10021
Due to their interesting optical and electronic properties, porphyrins are actively studied today for use in molecular and organic electronic components including memory cell devices. The small HOMO-LUMO gaps of ca. 2 eV and the ready variation of these states by functionalization also make these molecular systems amenable to use in such devices. In this study, self assembled monolayers (SAMs) of dodecanethiol, pure porphyrin thiol and mixed monolayers of dodecanethiol and porphyrin thiol were prepared on Au substrates. The properties of these SAMs were investigated using scanning tunneling microscopy (STM), atomic force microscopy (AFM), infrared reflection-absorption spectroscopy (IRAS), and X-ray photoelectron spectroscopy (XPS). Current work includes nanografting of the porphyrin thiol into a dodecanethiol SAM. Density functional calculations were also employed to study the analytical vibrational frequencies of the porphyrin thiol molecule as well as to evaluate the character of the HOMO and LUMO states of the molecule.