Modulation of the exfoliated graphene work function through cycloaddition of nitrile imines

After the feasibility of the 1,3-dipolar cycloaddition reaction between nitrile imines and exfoliated
graphene by density functional theory calculations was proved, very few-layer graphene was effectively
functionalized using this procedure. Hydrazones with different electronic properties were used as
precursors for the 1,3-dipoles, and microwave irradiation as an energy source enabled the reaction to be
performed in a few minutes. The anchoring of organic addends on the graphene surface was confirmed
by Raman spectroscopy, X-ray photoelectron spectroscopy (XPS) and thermogravimetric analysis.
Ultraviolet photoelectron spectroscopy (UPS) was used to measure the work function and band gap of
these new hybrids. Our results demonstrate that it is possible to modulate these important electronic
valence band parameters by tailoring the electron richness of the organic addends and/or the degree of

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