Influence of Structural Modification of Pyridyl Derivatives of Fullero[60]Pyrrolidine and (Phthalocyaninato)Zinc(II) on the Stability of Their Complexes

The coordination of 1-methyl-2-(pyridin-4'-yl)-3,4-fullero[60]pyrrolidine (PyC60) and 2,5-di-(pyridin-4'-yl)-3,4-fullero[60]pyrrolidine (Py2C60) by zinc phthalocyanines functionalized with carbazole and tert-butyl substituents was studied in this work. The thermodynamics of the transformation and the structure of the reaction product molecules were revealed by the molar ratio method and the methods of UV-vis, IR, 1H NMR spectroscopy, and mass spectrometry, respectively. Thermodynamic stability constants and key spectral characteristics were obtained for the reaction products, which in all cases correspond to a 1 : 1 donor-acceptor complex. The resulting complexes, like all previously described analogs, are characterized by a stability constant whose value fluctuates within one to one and a half orders of magnitude around 105 L/mol, which is 3 to 5 orders of magnitude higher than that for the reaction of metallophthalocyanines with unsubstituted pyridine. These results expand the design possibilities of functional materials for optoelectronics based on fullero[60]pyrrolidines and zinc phthalocyanine complexes.