Journal of the Chemical Society. Perkin Transactions 2 (2001) p. 1725 - 1730 (1997)
Update date:2022-07-29
Topics:
Foley, Sarah
Jones, Gurnos
Liuzzi, Raffaelle
McGarvey, David J.
Perry, Martin H.
Truscott, T. George
The synthesis, photophysical properties and singlet oxygen yields of a range of polyether substituted metallo and free-base phthalocyanines are reported and discussed in the context of the potential use of these compounds as alternatives to haematoporphyrin derivatives (HpD) in the photodynamic therapy (PDT) of cancer. The triplet states of the phthalocyanines have been studied in benzene and methanol using nanosecond laser flash photolysis and pulse radiolysis. Triplet state absorption maxima occur at ca. 510 to 525 nm and the quantum yields of triplet formation (φT) lie in the range 0.14 to 0.32. Triplet state lifetimes are in the range 26 to 155 μs. Energy transfer from the triplet state (T1) of the phthalocyanines to ground state molecular oxygen O2 3Σ-g to produce singlet oxygen O2 1Δg is efficient and evidence is presented for the establishment of an equilibrium in perdeuterated benzene, eqn. (a). Pc(T1) + O2(3Σ-g) ? Pc(So) + O2(1Δg) (a) Singlet oxygen quantum yields (φΛ), determined by time resolved near infrared luminescence, are comparable with the triplet yield suggesting a high proportion of quenching encounters result in the formation of singlet oxygen. The photophysical properties of the metallophthalocyanines are dependent on the relative atomic mass and the magnetic properties of the central metal ion.
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