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Defluorination and covalent grafting of fluorinated graphene with TEMPO in a radical mechanism

Abstract

Fluorinated graphene (FG) can be regarded as the representative two-dimensional (2D) material to study the characteristic of the “2D chemistry”, while its derivative reaction mechanism is still required to be revealed, so is for the destination of deciduous fluorine atoms after defluorination of FG. Herein, we proposed a particular derivative reaction of FG by employing 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) as the attacking reagent, and the products were characterized via Electron Paramagnetic Resonance Spectroscopy (EPR), Mass Spectrometry (MS) and X-ray photoelectron spectroscopy (XPS). It was demonstrated that the defluorination caused by TEMPO occurred in a radical mechanism, thus leading to formations of new spin centers on graphene nanosheet as well as C=C bonds. More importantly, the deciduous fluorine atoms after defluorination have been firstly detected, which existed in TEMPO fluoride molecules. Meanwhile, some TEMPO molecules were covalently grafted on nanosheet, which was resulted from the coupled reaction between TEMPO radical and spin center on FG nanosheet. These findings deepen the research of derivative reactions of FG, meanwhile provide a particular view to investigate the chemistry characteristic of 2D materials from radical mechanism.

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Publication details

The article was received on 01 Jul 2017, accepted on 06 Aug 2017 and first published on 07 Aug 2017


Article type: Paper
DOI: 10.1039/C7CP04439A
Citation: Phys. Chem. Chem. Phys., 2017, Accepted Manuscript
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    Defluorination and covalent grafting of fluorinated graphene with TEMPO in a radical mechanism

    W. Lai, D. Xu, X. Wang, Z. Wang, Y. Liu, X. Zhang, Y. Li and X. Liu, Phys. Chem. Chem. Phys., 2017, Accepted Manuscript , DOI: 10.1039/C7CP04439A

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