Bulletin of the Korean Chemical Society

  • 제26권11호
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  • Pages.1706-1710
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  • 2005
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Tailoring the Excited-State Intramolecular Proton Transfer (ESIPT) Fluorescence of 2-(2'-Hydroxyphenyl)benzoxazole Derivatives

  • Seo, Jang-Won (Organic Nano-Photonics Laboratory, School of Materials Science & Engineering, Seoul National University) ;
  • Kim, Se-Hoon (Organic Nano-Photonics Laboratory, School of Materials Science & Engineering, Seoul National University) ;
  • Park, Sang-Hyuk (Organic Nano-Photonics Laboratory, School of Materials Science & Engineering, Seoul National University) ;
  • Park, Soo-Young (Organic Nano-Photonics Laboratory, School of Materials Science & Engineering, Seoul National University)
  • 발행 : 2005.11.20
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초록

The excited-state intramolecular proton transfer (ESIPT) fluorescence in the 2-(2'-hydroxyphenyl)benzoxazole (HBO) derivatives with different electron donor and acceptor substituents was studied by spectroscopic and theoretical methods. Changes in the electronic transition, energy levels, and orbital diagrams of HBO analogues were investigated by the semi-empirical molecular orbital calculation and were correlated with the experimental spectral position of ESIPT keto emission. It was found that the presence of substituents, regardless of their nature, resulted in the red-shifted absorption relative to HBO. However, the spectral change of the ESIPT fluorescence was differently affected by the nature of substituent: hypsochromic shift with electron donor and bathochromic shift with electron acceptor.

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