SYNTHESIS AND CHARACTERIZATION OF OLIGONAPHTHYLAMINES

Colored oligonaphthylamine films were electrochemically synthesized in an aqueous acidic medium containing KI. Five colored films were obtai ned: clear, green, blue, purple and pink. CV and IR data suggest that the oligonaphthylamine products are I,4-coupled via amine/imine linkag es. The observed acid-base behavior, electrochemistry and UV-Vis spect roscopy of the oligonaphthylamine films are similar to those of poly/o ligoanilines and known naphthylamine derivatives. The clear oligonapht hylamine film is the most reduced oligonaphthylamine species, containi ng all 1,4-amine linkages. The pink deprotonated oligonaphthylamine fi lm is the most oxidized species containing the most imine linkages. Th e blue and purple protonated oligonaphthylamine films correspond to in termediate oxidation states. However, Raman spectroscopy of the green oligonaphthylamine film reveals it to be an oligonaphthylamine-I-3(-) complex.