Tailoring the excited-state intramolecular proton transfer (ESIPT) fluorescence of 2-(2′-hydroxyphenyl)benzoxazole derivatives

Bulletin of the Korean Chemical Society

Volumn 26, Issue 11, 2005, Pages 1706-1710

  Seo, Jangwon ^a   Kim, Sehoon ^a   Park, Sanghyuk ^a   Soo, Young Park ^a  

^a Seoul National University   (South Korea)

Author keywords

2 (2 Hydroxyphenyl)benzoxazole (HBO); ESIPT fluorescence; Excited state intramolecular proton transfer (ESIPT); Substituent effect

Indexed keywords

ABSORPTION; ELECTRON BEAMS; FLUORESCENCE; MOLECULAR PHYSICS;

ESIPT FLUORESCENCE; SUBSTITUENT EFFECT;

PROTONS;

EID: 31744446755     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.11.1706     Document Type: Article

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24. AHBO shows no distinct keto emission, but a long-tailed emission band in aprotic solvent compared to that in protic solvent. In contrast, such a long tailing at longer wavelength was not observed in the ethyl-blocked AHBO as non-ESIPT model compound, irrespective of solvents, whose fluorescence quantum yield (54.2%) was 9 times higher than that (5.9%) of AHBO. This idea is further supported by the high fluorescence quantum yield (93.1%) of AHBOE, which exhibits only the enol emission band without any long tailing.
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