A Straightforward Approach to Multifunctional Graphene

Matteo Andrea Lucherelli (1) , Jesus Raya (2) , Konstantin Edelthalhammer (3) , Frank Hauke (3) , Andreas Hirsch (4) , Gonzalo Abellán (3) , Alberto Bianco (5)

1 ICT - Immunopathologie et chimie thérapeutique
2 Institut de Chimie de Strasbourg
3 FAU - Friedrich-Alexander Universität Erlangen-Nürnberg = University of Erlangen-Nuremberg
4 IEM - Institut Européen des membranes
5 ICT - Immunologie et chimie thérapeutiques

Graphene has been covalently functionalized through a one-pot reductive pathway using graphite intercalation compounds (GICs), in particular KC8, with three different orthogonally protected derivatives of 4-aminobenzylamine. This novel multifunctional platform exhibits excellent bulk functionalization homogeneity (Hbulk) and degree of addition while preserving the chemical functionalities of the organic addends through different protecting groups, namely: tert-butyloxycarbonyl (Boc), benzyloxycarbonyl (Cbz) and phthalimide (Pht). We have employed (temperature-dependent) statistical Raman spectroscopy (SRS), X-ray photoelectron spectroscopy (XPS), magic angle spinning solid state 13C NMR (MAS-NMR), and a characterization tool consisting of thermogravimetric analysis coupled with gas chromatography and mass spectrometry (TG-GC-MS) to unambiguously demonstrate the covalent binding and the chemical nature of the different molecular linkers. This work paves the way for the development of smart graphene-based materials of great interest in biomedicine or electronics, to name a few, and will serve as a guide in the design of new 2D multifunctional materials

Mots clés: Carbon materials; graphite; functionalization; orthogonal protection; diazonium salts

Domaines: Matériaux

Matteo Andrea Lucherelli, Jesus Raya, Konstantin Edelthalhammer, Frank Hauke, Andreas Hirsch, et al.. A Straightforward Approach to Multifunctional Graphene. Chemistry - A European Journal, 2019, 25 (57), pp.13218-13223. ⟨10.1002/chem.201903165⟩. ⟨hal-02328443⟩