New hybrid materials with porphyrin-ferrocene and porphyrin-pyrene covalently linked to single-walled carbon nanotubes

Abstract

Novel porphyrin derivatives bearing additional pyrene or ferrocene units as light harvesting antenna systems were synthesized and fully characterized. Following a covalent functionalization approach for single-walled carbon nanotubes (SWCNTs), stable SWCNT suspensions in common organic solvents were produced. Subsequently, the resulting porphyrin-pyrene and porphyrin-ferrocene dyads were incorporated onto the nanotubes' backbone yielding donor-donor-acceptor hybrids. The resulting hybrid materials were soluble in common organic solvents and were characterized using micro-Raman, ATR-IR, UV-Vis and photoluminescence spectroscopy, transmission electron microscopy, thermogravimetric analysis and electrochemistry. Photoluminescence quenching of the porphyrin emission in both hybrid materials was detected thus suggesting the potentiality of these materials in photoelectrochemical cells.

Multichromophores Onto Graphene: Supramolecular Non-Covalent Approaches for Efficient Light Harvesting

“…Several interesting works have emerged, dealing with the efficient solar absorption when incorporating more than one chromophore in a system. The groups of D'Souza and Ito have reported on the integration of multichromophores in fullerenes and carbon nanotubes 32 through covalent and noncovalent techniques and their potential, while several synthetic attempts for covalent attachment in fullerenes 33 and carbon nanostructures 34 have also been presented.…”

Photon‐ and Charge‐Management in Advanced Energy Materials: Combining 0D, 1D, and 2D Nanocarbons as well as Bulk Semiconductors with Organic Chromophores

“…In summary, our work and that of other groups around the globe [100][101][102][103] have pioneered the reductive electron transfer reactivity of 1D SWCNTs despite their p-type nature-Scheme 3. Surprising to us were CR dynamics on the order of tens of picoseconds, which were, in fact, (much) faster than those found in most conjugates featuring 0D empty fullerene/EMFs.…”

Similar, Yet Different: Long-Range Metal–Metal Coupling and Electron-Transfer Processes in Metal-Free 5,10,15,20-Tetra(ruthenocenyl)porphyrin

“…Metallocene-containing compounds were intensively studied because of their potential application in redox-driven fluorescent imaging, − medicine, − light harvesting, − and molecular electronics. − In addition, poly­(metallocenyl)-containing systems were investigated as platforms for the fundamental understanding of metal–metal (including long-range) coupling, electron migration, and solvent/electrolyte-dependent charge-stabilization properties of the mixed-valence states that are critical, for instance, for cellular quantum automata. − …”