Alexander Schultheiss and Darlene K. Taylor* Pages 210 - 217 ( 8 )
Aims: Experimental and computational studies of a series of multi-halogenated boron subphthalocyanine (Cl-BsubPcXn) derivatives are reported. This family of compounds with various degrees of chlorine or fluorine peripheral substitution (n = 4, 8, or 12) was studied by density functional theory (B3LYP model) in order to characterize the optimized geometries and electronic structures.
Method: The boron subphthalocyanines with one, two and three fully fluorinated rings (Cl- BsubPcF4, Cl-BsubPc F8, and Cl-BsubPcF12 respectively) were prepared in a single pot synthesis, purified, and characterized.
Observation: While the yields (0.6%, 5.2%, 1.9% respectively) are low, this is the first report of isolated separation and characterization of these subphthalocyanine structures.
Result: Absorption spectroscopy and electrochemical studies confirmed that the ring substitution has a strong effect on the electronic properties of Cl-BsubPcXn. Cyclic voltammetry and UV-Vis support theoretical results where bandgaps decreased as the degree of fluorine substitution increased.
Subphthalocyanines, halogen, optical property, HOMO, LUMO, peripheral substitution.
Department of Chemistry, North Carolina Central University, Durham, NC, 27707, Department of Chemistry, North Carolina Central University, Durham, NC, 27707