Selective edge functionalization of graphene layers with oxygenated groups by means of Reimer–Tiemann and domino Reimer–Tiemann/Cannizzaro reactions. Issue 17 (16th April 2018)

• Record Type: Journal Article
• Authors: Barbera, Vincenzina; Brambilla, Luigi; Porta, Alessandro; Bongiovanni, Roberta; Vitale, Alessandra; Torrisi, Giulio; Galimberti, Maurizio
• Is Part Of: Journal of materials chemistry. Volume 6:Issue 17(2018)
• Page Start: 7749
• Page End: 7761
• Publication Date: 2018-04-16
• Subjects: Materials -- Research -- Periodicals; Chemistry, Analytic -- Periodicals; Environmental sciences -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c8ta01606b
• Languages: English
• ISSNs: 2050-7488

Abstract

Abstract : Graphene layers were selectively edge-functionalized maintaining their bulk structure unaltered. Abstract : Graphene layers were selectively edge-functionalized with oxygenated functional groups, maintaining their bulk structure essentially unaltered. A reaction was performed between polyhydroxylated graphene layers (G–OH) and CHCl3 /KOH/H2 O. When the reaction with KOH/H2 O was performed at 0 °C, by adding successive portions of CHCl3, the functionalization occurred with aldehydic functional groups. When G–OH reacted with CHCl3 /KOH at room temperature, benzylic alcohol and carboxy groups were introduced. XPS, IR, Raman, and WAXD analyses indicated that the graphene layers were chemically modified with the abovementioned functional groups, without intercalated and/or absorbed molecules. It can thus be assumed that functionalization of G–OH with aldehydic groups occurred through the Reimer–Tiemann reaction and that the domino Reimer–Tiemann/Cannizzaro reaction led to aldehyde disproportionation. As further evidence and the first viable usage of the functionalization with aldehydic functional groups, chitosan was crosslinked with the graphene layers, obtaining flexible and electrically conductive carbon paper.