Seth Alexander - oly(BODIPY)s: A New Class of Tunable Polymeric Dyes

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  Publication Details (including relevant citation   information):

  Fikri E. Alemdaroglu†§,   Seth C. Alexander†, Dongmei Ji‡, Deepak K. Prusty†, Michael   Brsch*‡ and   Andreas Herrmann*
    Zernike Institute for Advanced Materials,     Department of Polymer Chemistry, University of Groningen,     Nijenborgh 4, 9747 AG Groningen, The Netherlands  
    Physikalisches Institut, Universitt Stuttgart,     Pfaffenwaldring 57, 70550 Stuttgart, Germany  
  Macromolecules, 2009, 42 (17), pp 6529–6536
  DOI: 10.1021/ma900727k
  Publication Date (Web): August 13, 2009
  Copyright © 2009 American Chemical Society


  We present a new class of polymeric dyes bearing the   difluoroboraindacene (BODIPY) chromophore within the main chain.   Starting from a diiodinated BODIPY monomer, ****- and copolymers   with a fully conjugated backbone were efficiently synthesized by   transition-metal-catalyzed polycondensation reactions. The   photophysical properties of the resulting polymeric materials   were investigated in bulk and at the single molecule level. It   was found that the BODIPY homopolymer resembles the absorption   and emission properties of the individual BODIPY chromophore. In   contrast, the copolymer products of 1,4-diethynylbenzene and   benzene exhibit absorption and emission spectra that are shifted   hypsochromically and bathochromically in regard to the   homopolymer, respectively, allowing for easy color tuning by the   choice of comonomers. The fluorescence quantum yield of the   BODIPY homopolymer is remarkably high (57%). The exceptional   brightness of the materials was confirmed in the single molecule   investigations; the BODIPY homopolymer emitted several times more   photons than the well-established fluorescent probe Rhodamine 6G   with a quantum yield close to unity.

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