Free-base porphyrin and [60]fullerene linked by oligomeric ethylenedioxythienylenevinylene bridge

Abstract

The synthesis and structural characterization and the study of the electronic properties of two novel porphyrin-bridge-fullerene molecules, where a free-based porphyrin and [60]fullerene are connected through one and two units of ethylenedioxythienylenevinylene p-conjugated bridges, is reported. The absorption studies, voltamperometric measurements and theoretical calculations at DFT level are presented. A HOMO-LUMO gap as low as 1.41 eV has been found for compound 6.

Quantum chemical studies of porphyrin‐ and expanded porphyrin‐based systems and their potential applications in nanoscience. Latin America research review

“…One example is the work performed by Pelado et al, who used one and two units of ethylenedioxythienylenevinylene (EDOTVs) π-conjugated linkers, as shown in Figure 5. [36] The theoretical results indicate a greater electron-donating ability for the porphyrin fragment in compound 5, while the EDOTV oligomer appear as the most important donor in compound 6. Thus, the donor ability of these complexes is affected by the length of the linker connecting porphyrin to fullerene [60].…”

“…Several works have investigated the communication covalently between porphyrin and fullerene [60] through different π‐conjugated systems to facilitate electron transfer between them. One example is the work performed by Pelado et al, who used one and two units of ethylenedioxythienylenevinylene (EDOTVs) π‐conjugated linkers, as shown in Figure …”

“…Structural view of triads 5 and 6 connected with EDOTV units. (Reproduced with permission from World Scientific …”

“…(Reproduced with permission from World Scientific. [36] ) FIGURE 6 Molecular structure of the triad. (Reproduced with permission from World Scientific.…”

Synthesis of Aziridinofullerene-Porphyrin Mediated by Triethyl Phosphite: Physicochemical and Electrochemical Properties

“…Synthesis and modification of fullerene derivatives attracts the researchers due to their role in enhancing the power conversion efficiency. Apart from PC 60 BM, PC 70 BM, ICBA, porphyrin‐C 60 fullerene linked through oligomeric vinylene have also been synthesized and used as acceptors in polymer solar cells (PSC) . Aziridination of fullerene is a powerful method to prepare nitrogen containing fullerene derivatives and direct introduction of heteroatom to the molecule.…”