Water-soluble paracyclophane fluorophores with large two-photon action cross sections

Young Woo Han, Dmitry Korystov, Alexander Mikhailovsky, Guillermo C. Bazan

Research output: Chapter in Book/Report/Conference proceedingConference contribution


A series of tetradonor substituted [2,2]paracyclophane-based two-photon absorption (TPA) fluorophores were designed, synthesized and characterized. Different substituents were chosen to modulate the conjugation and the donor strength and to allow the molecules to be neutral (N series, organic-soluble) or charged (C series, water-soluble), The overall set of compounds series allows us to examine the correlation among the solvent polarity, donor ability of the substituents, and TPA action cross section (ηδ, where δ is the TPA cross section and η is the quantum yield). In water, a significant drop of both δ and η is observed, approximately one-third relative to those in toluene. Wenker donors and/or weaker acceptors with enhanced conjugation are a better choice due to a minimized quenching related to strong charge transfer (CT) upon excitation. One thus needs to Tine-tune the magnitude of CT and find an optimal balance among CT, δ and η.

Original languageEnglish
Title of host publicationOrganic Thin-Film Electronics
Number of pages6
Publication statusPublished - 2005
Externally publishedYes
Event2005 MRS Spring Meeting - San Francisco, CA, United States
Duration: 2005 Mar 282005 Apr 1

Publication series

NameMaterials Research Society Symposium Proceedings
ISSN (Print)0272-9172


Conference2005 MRS Spring Meeting
Country/TerritoryUnited States
CitySan Francisco, CA

ASJC Scopus subject areas

  • General Materials Science
  • Condensed Matter Physics
  • Mechanics of Materials
  • Mechanical Engineering


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