Complex Formation of Cobalt(II) Octakis(3,5-di-tert-butylphenoxy)phthalocyanine with 2′-(Pyridin-4-yl)-5′-(Pyridin-2-yl)-1′-(Pyridin-2-ylmethyl)-2′,4′-Dihydro-1′H-Pyrrolo[ 3′,4′:1,2][C60-Ih][5,6]fullerene


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Abstract

The formation of the donor–acceptor complex of cobalt(II) octakis(3,5-di-tert-butylphenoxy)phthalocyanine with 2′-(pyridin-4-yl)-5′-(pyridin-2-yl)-1′-(pyridin-2-ylmethyl)-2′,4′-dihydro-1′Hpyrrolo[3′,4′ : 1,2][C60-Ih][5,6]fullerene (Py3C60) in toluene was studied by chemical kinetics (thermodynamics) and spectroscopy methods in comparison with a similar system based on 4-picoline (Pic). In both cases, the reaction occurred in one step giving donor–acceptor complexes of 1 : 1 stoichiometry, which were characterized by key spectral (UV-vis, IR, 1H NMR) parameters and thermodynamic equilibrium parameters; in the case of reaction with pyridyl-substituted fullerene, full kinetic description was obtained. The stability constants for (Pic)CoPc(3,5-tBuPhO)8 and (Py3C60)CoPc(3,5-tBuPhO)8 are (1.01 ± 0.16) × 104 L/mol (logK = 4.00, ΔG=–22.84 kJ/mol) and (1.84 ± 0.16) × 105 L/mol (logK = 5.26, ΔG=–30.04 kJ/mol), respectively. The obtained results are relevant for the development of new efficient components for photovoltaic cells based on phthalocyanine–fullerene systems.

About the authors

N. G. Bichan

Krestov Institute of Solution Chemistry

Email: tnl@isc-ras.ru
Russian Federation, Ivanovo, 153045

E. N. Ovchenkova

Krestov Institute of Solution Chemistry

Email: tnl@isc-ras.ru
Russian Federation, Ivanovo, 153045

T. N. Lomova

Krestov Institute of Solution Chemistry

Author for correspondence.
Email: tnl@isc-ras.ru
Russian Federation, Ivanovo, 153045

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