Self-assembled single-walled carbon nanotube:zinc-porphyrin hybrids through ammonium ion-crown ether interaction: construction and electron transfer

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Authors
D'Souza, Francis
Chitta, Raghu
Sandanayaka, Atula S. D.
Subbaiyan, Navaneetha K.
D'Souza, Lawrence
Araki, Yasuyaki
Ito, Osamu
Advisors
Issue Date
2007-01-01
Type
Article
Keywords
Research Projects
Organizational Units
Journal Issue
Citation
Chemistry (Weinheim an der Bergstrasse, Germany). 2007; 13(29): 8277-84.
Abstract

An ammonium ion-crown ether interaction has been successfully used to construct porphyrin-single-walled carbon nanotube (SWNT) donor-acceptor hybrids. The [18]crown-6 to alkyl ammonium ion binding strategy resulted in porphyrin-SWNT nanohybrids that are stable and soluble in DMF. The porphyrin-SWNT hybrids were characterized by spectroscopic, TEM, and electrochemical techniques. Both steady-state and time-resolved emission studies revealed efficient quenching of the singlet excited state of the porphyrins and free-energy calculations suggested that electron-transfer quenching occurred. Nanosecond transient absorption spectral results supported the charge-separation quenching process. Charge-stabilization was also observed for the nanohybrids in which the lifetime of the radical ion pairs was around 100 ns. The present nanohybrids were also used to reduce the hexyl viologen dication (HV2+) and to oxidize 1-benzyl-1,4-dihydronicotinamide in solution in an electron-pooling experiment. Accumulation of the radical cation (HV.+) was observed in high yields, which provided additional proof for the occurrence of photoinduced charge separation. The present study demonstrates that a hydrogen-bonding motif is a successful self-assembly method to build SWNTs bearing donor-acceptor nanohybrids, which are useful for light-energy harvesting and photovoltaic applications.

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Publisher
John Wiley and Sons
Journal
Book Title
Series
Chemistry (Weinheim an der Bergstrasse, Germany)
Chemistry
PubMed ID
DOI
ISSN
0947-6539
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