Fluorous Biphase Synthesis of a Poly(p-phenyleneethynylene) and its Fluorescent Aqueous Fluorous-Phase Emulsion

Authors

  • Jeewoo Lim,

    1. Department of Chemistry, and Institute for Soldier Nanotechnology, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA), Fax: (+1) 617-253-7929
    Search for more papers by this author
  • Prof. Dr. Timothy M. Swager

    1. Department of Chemistry, and Institute for Soldier Nanotechnology, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA), Fax: (+1) 617-253-7929
    Search for more papers by this author

  • This work was supported by the Army Research Office, through the Institute for Soldier Nanotechnologies. We thank Trisha L. Andrew for helpful discussions and photophysical measurements.

Abstract

original image

It's just a phase: A highly fluorinated compound with a rigid three-dimensional architecture was synthesized as a monomer for poly(p-phenyleneethynylene)s (PPEs). Fluorous biphase reactions were applied for the synthesis of a PPE that is soluble only in fluorous solvents. A fluorous solution of the polymer could be processed into aqueous emulsions that display high fluorescence quantum yields (see picture).

Ancillary