Remarkable thermally stable open forms of photochromic new N-substituted benzopyranocarbazoles
authors Oliveira, MM; Salvador, MA; Delbaere, S; Berthet, J; Vermeersch, G; Micheau, JC; Coelho, PJ; Carvalho, LM
journal JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
author keywords naphthopyrans; photochromism; benzopyranocarbazoles; dyes; spectrokinetic; NMR spectroscopy
keywords NMR-SPECTROSCOPY; CARBAZOLES; MEMORIES; CHROMENE; SWITCHES; BEHAVIOR; UNITS
abstract New N-substituted benzopyranocarbazoles were synthesized and their photochromic properties, under continuous near-UV irradiation, are described. Besides a remarkable sensitiveness to solar light, N-methyl and N-benzyl derivatives give rise to particularly stable coloured open forms. The structure of these photoisomers was characterized through NMR spectroscopy. According to our results, it was possible, after UV irradiation, to accumulate more than 90% of the long-lived TT-isomer. At ambient temperature, coloured TT state was fully photobleachable by visible light and no significant degradation was observed during cycling. This remarkable property opens a range of potential applications for these N-substituted benzopyranocarbazolesin photoswitchable devices. (C) 2008 Elsevier B.V. All rights reserved.
publisher ELSEVIER SCIENCE SA
issn 1010-6030
year published 2008
volume 198
issue 02-mar
beginning page 242
ending page 249
digital object identifier (doi) 10.1016/j.jphotochem.2008.03.019
web of science category Chemistry, Physical
subject category Chemistry
unique article identifier WOS:000257524300018
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