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Synthesis of new fluorescent dyes in the benzoxazinone series: Aminobenzoxazinones with a rigidized structure
Author(s) -
Le Bris MarieThérèse
Publication year - 1989
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570260231
Subject(s) - chemistry , fluorescence , quantum yield , ring (chemistry) , homologous series , yield (engineering) , photochemistry , nitrogen atom , combinatorial chemistry , organic chemistry , physics , materials science , quantum mechanics , metallurgy
The structure of 7‐aminobenzoxazinones was modified by enclosing their amino nitrogen atom in a julolidyl ring. This rigidization was expected to enhance the fluorescence performances in this series. Several fluorescent dyes and styryl derivatives were prepared and their spectral characteristics were investigated. Comparison with homologous benzoxazinones with a flexible amino group shows that rigidization does not improve the quantum yield and the photochemical stability, in contrast with the results reported for other classes of dyes, like coumarins or rhodamines.