Synthesis and Characterization of Oligonaphthylamines
Brian K. Schmitz, William B. Euler, Journal of Electroanalytical Chemistry, 1995, 399, 47 – 52
Abstract
Colored oligonapthylamine films were electrochemically synthesized in an aqueous acidic medium containing KI. Five colored films were obtained: clear, green, blue, purple, and pink. CV and IR data suggest that the oligonaphthylamine products are 1,4-coupled via amine/imine linkages. The observed acid-base behavior, electrochemistry and UV-Vis spectroscopy of the oligonaphthylamine films are similar to those of poly/oligoanilines and known naphthylamine derivatives. The clear oligonaphthylamine film is the most reduced oligonaphthylamine species, containing all 1,4-amine linkages. The pink deprotonated oligonaphthylamine film is the most oxidized species containing the most imine linkages. The blue and purple protonated oligonaphthylamine films correspond to intermediate oxidation states. However, Raman spectroscopy of the green oligonaphthylamine film reveals it to be an oligonaphthylamine-I3– complex.