Through-space electronic communication of zinc phthalocyanine with substituted [60]Fullerene bearing O2Nxaza-crown macrocyclic ligands

Abstract

Two new macrocyclic ligands containing 17- and 19-membered ON-donor aza-crowns anchored to [60]Fullerene were synthesized and characterized by employing HPLC, electrospray ionization mass (ESI-MS), H andC NMR, UV-vis, IR spectroscopies, as well as powder X-ray diffraction (PXRD) and thermogravimetric analysis (TGA) in solid state. TGA measurements revealed that upon linking each of these macrocycle rings to [60]Fullerene, the decomposition point measured for [60]Fullerene moiety was increased, indicating on the promoted stability of [60]Fullerene backbone during binding to these macrocyclic ligands. Moreover, the ground state non-covalent interactions of [60]Fullerene derivatives of ON (x=2, and 3) aza-crown macrocyclic ligands namely, L-L with zinc phthalocyanine (ZnPc) were also investigated by UV-vis absorption, steady state and time resolved fluorescence spectrophotometry in N-methyl-2-pyrrolidone (NMP). The calculation of Stern-Volmer constants (K) indicated on existence of an efficient quenching mechanism comprising of the excited singlet state of ZnPc in the presence of L-L. The observation of an appropriate correlation between decrease in fluorescence intensity and lifetime parameters led us to propose the occurrence of a static mechanism for the fluorescence quenching of ZnPc in the presence of L-L. The binding constants (K) of L-L/ZnPc were also determined applying the fluorescence quenching experiments. Meanwhile, the incompatibility of both K and K values found for L was also described in terms of structural features using DFT calculations using the B3LYP functional and 6-31G* basis set.

Zinc Phthalocyanine Thin Film-Based Optical Waveguide H2S Gas Sensor

“…In general, Pcs have two main characteristic peaks in the ultraviolet-visible (UV-vis) spectrum, which are the B band of 300 nm -400 nm and the Q band of 600 nm -700 nm [32]. These two absorption peaks are caused by the transition of π electrons on the phthalocyanine ring, and the Q band is the main concern in practical applications [33].…”