Nanostructured carbon materials decorated with organophosphorus moieties: synthesis and application.
A new synthetic approach for the production of carbon nanomaterials (CNM) decorated with organophosphorus moieties is presented. Three different triphenylphosphine oxide (TPPO) derivatives were used to decorate oxidized multiwalled carbon nanotubes (ox-MWCNTs) and graphene platelets (GPs). The TPPOs chosen bear functional groups able to react with the CNMs by Tour reaction (an amino group), nitrene cycloaddition (an azido group) or CuAAC reaction (one terminal C-C triple bond). All the adducts were characterized by FTIR, Raman spectroscopy, TEM, XPS, elemental analysis and ICP-AES. The cycloaddition of nitrene provided the higher loading on ox-MWCNTs and GPs as well, while the Tour approach gave best results with nanotubes (CNTs). Finally, we investigated the possibility to reduce the TPPO functionalized CNMs to the corresponding phosphine derivatives and applied one of the materials produced as heterogeneous organocatalyst in a Staudinger ligation reaction.
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Giacomo
G
Biagiotti
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Vittoria
V
Langè
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Cristina
C
Ligi
Consorzio Interuniversitario Nazionale per la Scienza e Tecnologia di Materiali INSTM, 50123 Firenze, Italy; Istituto dei Sistemi Complessi Consiglio Nazionale delle Ricerche, 50019 Sesto Fiorentino, Italy.
Stefano
S
Caporali
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Maurizio
M
Muniz-Miranda
Department of Organic Chemistry Maria Curie-Skłodowska University, ul. Gliniana 33, 20-614 Lublin, Poland.
Anna
A
Flis
Department of Organic Chemistry Maria Curie-Skłodowska University, ul. Gliniana 33, 20-614 Lublin, Poland.
K Michał
KM
Pietrusiewicz
Nanesa S.r.l. Via Setteponti 143 - 1, 52100 Arezzo, Italy.
Giacomo
G
Ghini
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Alberto
A
Brandi
Dipartimento di Chimica Ugo Schiff Università di Firenze, Via della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy.
Stefano
S
Cicchi
azides; click chemistry; heterogeneous catalysis; organocatalysis; phosphorus