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Mapping Acid‐Catalyzed Deprotection in Thin Polymer Films: Fluorescence Imaging Using Prefluorescent 7‐Hydroxycoumarin Probes
Author(s) -
Frenette Mathieu,
Coenjarts Chris,
Scaiano J. C.
Publication year - 2004
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200400209
Subject(s) - fluorescence , catalysis , polymer , photochemistry , chemistry , combinatorial chemistry , organic chemistry , optics , physics
Summary: Fluorescent images that illustrate acid‐catalyzed tert ‐butoxycarbonyl (tBoc) deprotection patterns in polymer films were obtained using fluorescent sensors based on 7‐hydroxycoumarin dyes. Three commercial 7‐hydroxycoumarins, which are highly fluorescent, become practically nonemissive upon protection of the 7‐hydroxyl position with tBoc. In thin polymer films, the protected “prefluorescent” probes can return to their deprotected, fluorescent states by reaction with catalytic amounts of photogenerated acid and mild heating.Protected probes become highly fluorescent after acid‐induced deprotection.