Photochemistry of naphthalimide photoacid generators.

J Phys Chem A

Department of Photochemistry, UMR CNRS 7525, Université de Haute Alsace, ENSCMu 3 rue Alfred Werner, 68093 Mulhouse, France.

Published: May 2008

AI Article Synopsis

  • The study investigates the photophysical characteristics of 1,8-naphthalimide photoacid generators using techniques like fluorescence and phosphorescence spectroscopy.
  • Key findings include the low polarity of the singlet excited state, its rapid deactivation via intersystem crossing, and the production of acid through a bond cleavage in protic solvent.
  • Computational results from DFT calculations support and enhance the understanding of the experimental findings, particularly about the cleavage processes in these compounds.

Article Abstract

The photophysical properties of a series of 1,8-naphthalimide photoacid generators were studied by steady state fluorescence and phosphorescence spectroscopy. Emission and excitation anisotropies, triplet quantum yields in polar and nonpolar solvent and photoacid generation were evaluated. The singlet excited state exhibits a low polarity and is strongly deactivated by an efficient intersystem crossing process. In protic solvent, a homolytic singlet cleavage of the N-O bond occurs and leads to the acid production. The existence of a triplet state close to the singlet state was clearly evidenced. The presence of close singlet excited states is supported by fluorescence anisotropy and picosecond laser spectroscopy experiments. Results of DFT calculations well confirm the experimental contentions and yield important information about the cleavage process involved in such compounds.

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Source
http://dx.doi.org/10.1021/jp0771926DOI Listing

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