Spectroscopic Properties of Polycyclic Aromatic Compounds. Part III: Fluorescence Emission and Quenching Behavior of Periodic Table Group 16 Hetero-Atom Derivatives

Abstract

Fluorescence emission spectra are reported for benzo[b]naphtho[2,3d]furan, dinaphtho[l,2b:l′,2′d]furan, dinaphtho[2,lb:l′,2′d]furan, dibenzo[2,3:10,11]perylo[l,12bcd]furan, dibenzo[2,3:10,ll]perylo-(l,12bcd]thiophene, naphtho[l,8bc:5,4b′c′]dipyran (also called 1,6-dioxapyrene), and naphtha[l,8bc:4,5b′c′]dipyran (also called 1,8-dioxapyrene) in organic nonelectrolyte solvents of varying polarity. Results of these measurements indicate that dinaphtho[l,2b:l′,2′d]furan exhibits slight signs of probe character as evidenced by changing emission intensity ratios; however, the dynamic range was much too small to classify this molecule as a polycyclic aromatic compound probe. The effect of nitromethane and 1,2,4-trimethoxybenzene as selective quenching agents was also examined. Nitromethane was found to quench fluorescence emission of all the aforementioned compounds except benzo[b]naphtho[2,3d]furan.