PMID- 23650112 OWN - NLM STAT- MEDLINE DCOM- 20140328 LR - 20130614 IS - 1521-3765 (Electronic) IS - 0947-6539 (Linking) VI - 19 IP - 26 DP - 2013 Jun 24 TI - Thiol-yne click reactions on alkynyl-dopamine-modified reduced graphene oxide. PG - 8673-8 LID - 10.1002/chem.201300225 [doi] AB - The large-scale preparation of graphene is of great importance due to its potential applications in various fields. We report herein a simple method for the simultaneous exfoliation and reduction of graphene oxide (GO) to reduced GO (rGO) by using alkynyl-terminated dopamine as the reducing agent. The reaction was performed under mild conditions to yield rGO functionalized with the dopamine derivative. The chemical reactivity of the alkynyl function was demonstrated by post-functionalization with two thiolated precursors, namely 6-(ferrocenyl)hexanethiol and 1H,1H,2H,2H-perfluorodecanethiol. X-ray photoelectron spectroscopy, UV/Vis spectrophotometry, Raman spectroscopy, conductivity measurements, and cyclic voltammetry were used to characterize the resulting surfaces. CI - Copyright (c) 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. FAU - Kaminska, Izabela AU - Kaminska I AD - Institut de Recherche Interdisciplinaire (IRI), CNRS USR 3078, Universite Lille 1, Parc de la Haute Borne, 50 avenue de Halley, BP 70478, 59658 Villeneuve d'Ascq, France. FAU - Qi, Wang AU - Qi W FAU - Barras, Alexandre AU - Barras A FAU - Sobczak, Janusz AU - Sobczak J FAU - Niedziolka-Jonsson, Joanna AU - Niedziolka-Jonsson J FAU - Woisel, Patrice AU - Woisel P FAU - Lyskawa, Joel AU - Lyskawa J FAU - Laure, William AU - Laure W FAU - Opallo, Marcin AU - Opallo M FAU - Li, Musen AU - Li M FAU - Boukherroub, Rabah AU - Boukherroub R FAU - Szunerits, Sabine AU - Szunerits S LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20130506 PL - Germany TA - Chemistry JT - Chemistry (Weinheim an der Bergstrasse, Germany) JID - 9513783 RN - 0 (Alkynes) RN - 0 (Oxides) RN - 0 (Sulfhydryl Compounds) RN - 7782-42-5 (Graphite) RN - VTD58H1Z2X (Dopamine) SB - IM MH - Alkynes/*chemistry MH - Click Chemistry MH - Dopamine/*chemistry MH - Graphite/*chemistry MH - Nanocomposites/chemistry MH - Oxidation-Reduction MH - Oxides/chemistry MH - Sonication MH - Sulfhydryl Compounds/*chemistry MH - Temperature EDAT- 2013/05/08 06:00 MHDA- 2014/03/29 06:00 CRDT- 2013/05/08 06:00 PHST- 2013/01/21 00:00 [received] PHST- 2013/03/25 00:00 [revised] PHST- 2013/05/08 06:00 [entrez] PHST- 2013/05/08 06:00 [pubmed] PHST- 2014/03/29 06:00 [medline] AID - 10.1002/chem.201300225 [doi] PST - ppublish SO - Chemistry. 2013 Jun 24;19(26):8673-8. doi: 10.1002/chem.201300225. Epub 2013 May 6.