Light harvesting systems composed of carbazole based subphthalocyanine-BODIPY enhanced with intramolecular fluorescence resonance energy transfer (FRET)

Abstract

A new series of subphthalocyanine-borondipyrromethene scaffolds containing N-ethylcarbazole moiety have been successfully designed and synthesized. The identities of synthesized compounds were confirmed by using H-1, C-13 NMR, matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The photophysical properties of the newly synthesized subphthalocyanine-borondipyrromethene conjugates were investigated via absorption and fluorescence spectroscopies in dichloromethane, tetrahydrofuran, benzene, and toluene solution (1 x 10(-5) M). The targeted compounds exhibit a highly efficient energy transfer process, either from the excited borondipyrromethene to the subphthalocyanine core or from the excited subphthalocyanine to the mono or distyryl borondipyrromethene unit. The time resolved fluorescence studies of the subphthalocyanine-borondipyrromethene conjugates were also examined. (C) 2016 Elsevier Ltd. All rights reserved.