Covalent functionalization of carbon nanohorns with porphyrins: Nanohybrid formation and photoinduced electron and energy transfer

Georgia Pagona, Atula S.D. Sandanayaka, Yasuyuki Araki, Jing Fan, Nikos Tagmatarchis, Georgios Charalambidis, Athanassios G. Coutsolelos, Bernard Boitrel, Masako Yudasaka, Sumio Iijima, Osamu Ito

Research output: Contribution to journalArticlepeer-review

96 Citations (Scopus)

Abstract

The covalent attachment of carbon nanohorns (CNHs) to α-5-(2- aminophenyl)-α-15-(2-nitrophenyl)-10,20-bis(2,4,6-trimethylphenyl) -porphyrin (H2P) via an amide bond is accomplished. The resulting CNH-H2P nanohybrids form a stable inklike solution. High-resolution transmission electron microscopy (HRTEM) images demonstrate that the original dahlia-flowerlike superstructure of the CNHs is preserved in the CNH-H 2P nanohybrids. Steady-state and time-resolved fluorescence studies show efficient quenching of the excited singlet state of H2P, suggesting that both electron and energy transfer occur from the singlet excited state of H2P to CNHs, depending on the polarity of the solvent. In the case of electron transfer, photoexcitation of H2P results in the reduction of the nanohorns and the simultaneous oxidation of the porphyrin unit. The formation of a charge-separated state, CNH--H2P +, has been corroborated with the help of an electron mediator, hexyl-viologen dication (HV2+), in polar solvents. Moreover, the charge-separated CNH--H2P+ states have been identified by transient absorption spectroscopy.

Original languageEnglish
Pages (from-to)1705-1711
Number of pages7
JournalAdvanced Functional Materials
Volume17
Issue number10
DOIs
Publication statusPublished - 2007 Jul 9

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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