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Polyrotaxanes of Pyrene–Triazole Conjugated Azomethine and α ‐Cyclodextrin with High Fluorescence Properties
Author(s) -
Farcas Aurica,
Jarroux Nathalie,
Ghosh Indrajit,
Guégan Philippe,
Nau Werner M.,
Harabagiu Valeria
Publication year - 2009
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200900140
Subject(s) - rotaxane , conjugated system , pyrene , monomer , cyclodextrin , chemistry , polymer chemistry , triazole , fluorescence , click chemistry , fluorescence spectroscopy , solubility , photochemistry , polymer , organic chemistry , supramolecular chemistry , molecule , physics , quantum mechanics
The paper reports on the preparation of a new 2‐rotaxane monomer through an acid coupling reaction between 1‐pyrenecarboxaldehyde and α ‐CD/3,5‐diamino‐1,2,4‐triazole inclusion complex. Pyrenyl groups are large enough to provide a blocking effect toward cyclodextrin de‐threading. The oxidative CC coupling of 2‐rotaxane in the presence of RuCl 3 catalyst afforded conjugated azomethine polyrotaxanes. The expected modifications of the solubility, morphology, film forming ability for rotaxane polymer were proved. As shown by fluorescence and UV‐vis spectroscopy, a material with optical properties appropriate for use in photonics was obtained.

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