Design of organic molecules with large two-photon absorption cross sections

Marius Albota, David Beljonne, Jean-Luc Bredas*, Jeffrey E. Ehrlich, Jia Ying Fu, Ahmed A. Heikal, Samuel E. Hess, Thierry Kogej, Michael D. Levin, Seth R. Marder, Dianne McCord-Maughon, Joseph W. Perry, Harald Röckel, Mariacristina Rumi, Girija Subramaniam, Watt W. Webb, Xiang Li Wu, Chris Xu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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Abstract

A strategy for the design of molecules with large two-photon absorption cross sections, δ, was developed, on the basis of the concept that symmetric charge transfer, from the ends of a conjugated system to the middle, or vice versa, upon excitation is correlated to enhanced values of δ. Synthesized bis(styryl)benzene derivatives with donor-π-donor, donor-acceptor-donor, and acceptor-donor-acceptor structural motifs exhibit exceptionally large values of δ, up to about 400 times that of trans-stilbene. Quantum chemical calculations performed on these molecules indicate that substantial symmetric charge redistribution occurs upon excitation and provide δ values in good agreement with experimental values. The combination of large δ and high fluorescence quantum yield or triplet yield exhibited by molecules developed here offers potential for unprecedented brightness in two-photon fluorescent imaging or enhanced photosensitivity in two-photon sensitization, respectively.

Original languageEnglish (US)
Pages (from-to)1653-1656
Number of pages4
JournalScience
Volume281
Issue number5383
DOIs
StatePublished - Sep 11 1998

ASJC Scopus subject areas

  • General

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