TWO NEW STERICALLY HINDERED PHTHALOCYANINES: SYNTHETIC AND PHOTODYNAMIC ASPECTS
- 1 May 1992
- journal article
- Published by Wiley in Photochemistry and Photobiology
- Vol. 55 (5) , 677-680
- https://doi.org/10.1111/j.1751-1097.1992.tb08510.x
Abstract
— The synthesis and the properties of l,4-dibutoxy-2,3-dicyanotriptycene, of a metal-free tetradibenzobarrelenooctabutoxyphthalocyanine, and of the corresponding zinc phthalocyanine are described. The two phthalocyanines do not aggregate when dissolved in benzene at concentrations up to 450 μM. For the metal-free and the zinc compounds, the red band maxima are at 736 and 757 nm, the triplet maxima are at 590 and 605 nm, the triplet state lifetimes are 58 and 177μs, and the protoporphyrin-IX dimethyl ester-to-compound bimolecular rate constants for triplet energy transfer are 2.61 × 108 and 1.47 × 108 M-1 s-1. Triplet energy transfer from the metal-free compound to O2 is endoergonic by 1.0 kcal mol-1. The potential of the zinc compound for photodynamic therapy is touched upon.Keywords
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