Issue 5, 2003

Triplet energies and the singlet oxygen quenching mechanism for 7H-pyrazolo[5,1-c]-1,2,4-triazole azomethine dyes

Abstract

Analysis of triplet energy transfer rate constants gives the triplet energies of six 7H-pyrazolo[5,1-c]-1,2,4-triazole azomethine dyes, with λmax values in the range 546–633 nm in ethanol, to lie in the range 115–88 kJ mol−1. Energy transfer rates from porphyrin and phthalocyanine sensitisers can be well approximated using the Balzani equation with a zero or small reorganization energy, and a transmission coefficient ca. 1/1000 that of the fully adiabatic value. A comparison of data on triplet energies of azomethine dyes suggests a relationship between the dye absorption energies and triplet energies of the form: ET = 0.69(±0.04)(Eλmax) −33(±9) kJ mol−1. A detailed study of the quenching of 1O2* by one of the dyes shows that this reaction is accompanied by isomerisation of the dye. This is interpreted as strong indirect evidence for an energy transfer mechanism for the process, a conclusion which is supported in a general way by the value of the 1O2* quenching rate constant.

Graphical abstract: Triplet energies and the singlet oxygen quenching mechanism for 7H-pyrazolo[5,1-c]-1,2,4-triazole azomethine dyes

Article information

Article type
Paper
Submitted
06 Jan 2003
Accepted
13 Feb 2003
First published
26 Mar 2003

Photochem. Photobiol. Sci., 2003,2, 563-568

Triplet energies and the singlet oxygen quenching mechanism for 7H-pyrazolo[5,1-c]-1,2,4-triazole azomethine dyes

P. Douglas, J. D. Thomas, H. Strohm, C. Winscom, D. Clarke and M. S. Garley, Photochem. Photobiol. Sci., 2003, 2, 563 DOI: 10.1039/B300119A

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