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Scope and Limitations of the Dehydrogenative Generation of Graphenic Nanoribbons from Methylene‐Bridged, Aromatic Ladder Polymers
Author(s) -
Ockfen MarieClaire,
Forster Michael,
Scherf Ullrich
Publication year - 2018
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.201800569
Subject(s) - dehydrogenation , methylene , polymer , aqueous solution , chemistry , polymer chemistry , scope (computer science) , photochemistry , materials science , combinatorial chemistry , organic chemistry , catalysis , computer science , programming language
A synthetic route to solubilized graphenic nanoribbons (GNRs) by oxidation of methylene‐bridged, aromatic ladder polymers is presented. Hereby, the ladder polymer precursors are finally 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (or DDQ) oxidized into the desired GNRs. However, a detailed UV–vis analysis shows already partial oxidation/dehydrogenation during aqueous work‐up under loss of ≈50% of the bridgehead hydrogens as well as some indications for overoxidation with DDQ under formation of quinoid carbonyl defects, additionally driven by a reduction of the number of quinoid (quinodimethane) structural units.