Covalent-linked porphyrin/single-walled carbon nanotube nanohybrids: synthesis and influence of porphyrin substituents on nonlinear optical performance

Electron-withdrawing 4-cyanophenyl-, electronically innocent phenyl-, and electron-donating 4-dimethylaminophenyl-functionalized porphyrin/single-walled carbon nanotube (SWCNT) nanohybrids have been synthesized and characterized by ultraviolet-visible absorption, steady-state fluorescence, Fourier transform infrared, and Raman spectroscopies, X-ray photoelectron spectroscopy, scanning electron microscopy, transmission electron microscopy and thermogravimetric analysis. Nonlinear optical (NLO) studies using the Z-scan technique revealed that both the cyano (CN) and the dimethylamino (DMA) substituents have a positive effect in optimizing the optical limiting performance of the SWCNT-porphyrin nanohybrids, owing to increased reverse saturable absorption (RSA) of the porphyrin moieties after functionalization by CN or DMA. In comparison with CN, the DMA group has a more positive influence on the porphyrin excited states and thereby the RSA and NLO activity. (C) 2017 Elsevier Ltd. All rights reserved.