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Spectral Characterization of Thiophene Acylhydrazides

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Abstract

The spectroscopic properties of a series of new thiophene acylhydrazides were examined. Extremely low fluorescence quantum yields were observed for all these compounds including the hydrazide parent compound and their acylhydrazide homologous polymers. The heteroatoms concomitant with the thiophene sulfurs were responsible for decreasing the singlet-triplet energy level resulting in increased intersystem crossing and low fluorescence emission for the studied compounds. Intramolecular triplet self-quenching from the acylhydrazide bond ultimately deactivates the triplet state by non-emissive means.

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Notes

  1. The ground state geometry was optimized by conformational analyses using semi-empirical AM1 calculations.

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Acknowledgment

Financial support from the Natural Sciences and Engineering Research Council Canada, Le Fonds Québécois de la Recherche Sur la Nature et les Technologies, and additional equipment funding from the Canada Foundation for Innovation are greatly acknowledged.

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  1. Department of Chemistry, University of Montreal, Pavillon J.A. Bombardier, succ. Centre-ville, C.P. 6128, Montreal, QC, H3C 3J7, Canada

    W. G. Skene & Sergio Andrés Pérez Guarìn

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  1. W. G. Skene
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  2. Sergio Andrés Pérez Guarìn
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Correspondence to W. G. Skene.

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Skene, W.G., Pérez Guarìn, S.A. Spectral Characterization of Thiophene Acylhydrazides. J Fluoresc 17, 540–546 (2007). https://doi.org/10.1007/s10895-007-0209-x

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