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Absorption and Fluorescence Spectra of 9-Anthrol and Its Chemical Species in Solution

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The absorption, fluorescence, and fluorescence-excitation spectra of 9-anthrol (and/or anthrone) have been observed in various solvents, one of which includes a silicon-aluminium ester (diisobutoxyaluminium triethyl silane[(OBui)2-Al-O-Si-(OEt)3, SAE]). The fluorescence spectra of 9-anthrol shows peak wavelengths at 442 nm in benzene, 454 nm in methanol, 539 nm in triethylamine, and 550 nm in basic solution, which can be assigned to a neutral, a hydrogen-bonded neutral, an ion pair, and an anionic species of 9-anthrol, respectively. In ethanol solution including SAE, on the other hand, a new fluorescence peak appears at 473 nm. This new band originates from a complex formed between 9-anthrol and SAE. The excited-state ion pair is formed through the hydrogen-bonded form in water and the complex form in triethylamine. CNDO/S calculations support the experimental results.

Affiliations: 1: Department of Chemistry and Materials Engineering, Faculty of Engineering, Shinshu University, Wakasato, Nagano 380, Japan; 2: 2Cooperative Research Center, Shinshu University, Wakasato, Nagano 380, Japan


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