Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative

Susan A. Odom, Richard F. Kelley, Shino Ohira, Trenton R. Ensley, Chun Huang, Lazaro A. Padilha, Scott Webster, Veaceslav Coropceanu, Stephen Barlow, David J. Hagan, Eric W. Van Stryland, Jean Luc Brédas, Harry L. Anderson, Michael R Wasielewski, Seth R. Marder

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

We report the synthesis, electrochemistry, and photophysical properties of a new donor-acceptor-donor molecule in which the meso carbon atoms of two zinc porphyrin (POR) units are linked through ethynylene bridges to the 1,7-positions of a central perylene-3,4:9,10-bis(dicarboximide) (PDI). In contrast to previously studied systems incorporating POR and PDI groups, this alkyne-based derivative shows evidence of throughbond electronic coupling in the ground state; the new chromophore exhibits absorption features similar to those of its constituent parts as well as lower energy features (at wavelengths up to ca. 1000 nm), presumably arising from donor-acceptor interactions. Transient absorption measurements show that excitation at several visible and near-IR wavelengths results in the formation of an excited-state species with a lifetime of 290 ps in 1% (v/v) pyridine in toluene. The absorption spectrum of this species resembles the sum of the spectra for the chemically generated radical cation and radical anion of the chromophore. The chromophore shows moderate two-photon absorption cross sections (2000-7000 GM) at photon wavelengths close to the onset of its lowenergy one-photon absorption feature.

Original languageEnglish
Pages (from-to)10826-10832
Number of pages7
JournalJournal of Physical Chemistry A
Volume113
Issue number40
DOIs
Publication statusPublished - Oct 8 2009

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Perylene
Alkynes
alkynes
Chromophores
porphyrins
chromophores
Photons
zinc
Derivatives
Wavelength
photons
wavelengths
Porphyrins
Toluene
Electrochemistry
electrochemistry
Excited states
absorption cross sections
Ground state
excitation

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Odom, S. A., Kelley, R. F., Ohira, S., Ensley, T. R., Huang, C., Padilha, L. A., ... Marder, S. R. (2009). Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative. Journal of Physical Chemistry A, 113(40), 10826-10832. https://doi.org/10.1021/jp905214g

Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative. / Odom, Susan A.; Kelley, Richard F.; Ohira, Shino; Ensley, Trenton R.; Huang, Chun; Padilha, Lazaro A.; Webster, Scott; Coropceanu, Veaceslav; Barlow, Stephen; Hagan, David J.; Van Stryland, Eric W.; Brédas, Jean Luc; Anderson, Harry L.; Wasielewski, Michael R; Marder, Seth R.

In: Journal of Physical Chemistry A, Vol. 113, No. 40, 08.10.2009, p. 10826-10832.

Research output: Contribution to journalArticle

Odom, SA, Kelley, RF, Ohira, S, Ensley, TR, Huang, C, Padilha, LA, Webster, S, Coropceanu, V, Barlow, S, Hagan, DJ, Van Stryland, EW, Brédas, JL, Anderson, HL, Wasielewski, MR & Marder, SR 2009, 'Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative', Journal of Physical Chemistry A, vol. 113, no. 40, pp. 10826-10832. https://doi.org/10.1021/jp905214g
Odom, Susan A. ; Kelley, Richard F. ; Ohira, Shino ; Ensley, Trenton R. ; Huang, Chun ; Padilha, Lazaro A. ; Webster, Scott ; Coropceanu, Veaceslav ; Barlow, Stephen ; Hagan, David J. ; Van Stryland, Eric W. ; Brédas, Jean Luc ; Anderson, Harry L. ; Wasielewski, Michael R ; Marder, Seth R. / Photophysical properties of an alkyne-bridged bis(zinc porphyrin)-perylene bis(dicarboximide) derivative. In: Journal of Physical Chemistry A. 2009 ; Vol. 113, No. 40. pp. 10826-10832.
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AU - Huang, Chun

AU - Padilha, Lazaro A.

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AU - Hagan, David J.

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