Fabrication of supramolecular semiconductor block copolymers by ring-opening metathesis polymerization

Elizabeth Elacqua, Marcus Weck

Research output: Contribution to journalArticle

Abstract

ω-Telechelic poly(p-phenylene vinylene) species (PPVs) are prepared by living ring-opening metathesis polymerization of a [2.2]paracyclophane-1,9-diene in the presence of Hoveyda-Grubbs 2nd generation initiator, with terminating agents based on N1,N3-bis(6-butyramidopyridin-2-yl)-5-hydroxyisophthalamide (Hamilton wedge), cyanuric acid, PdII-SCS-pincer, or pyridine moieties installing the supramolecular motifs. The resultant telechelic polymers are self-assembled into supramolecular block copolymers (BCPs) via metal coordination or hydrogen bonding and analyzed by 1H NMR spectroscopy. The optical properties are examined, whereby individual PPVs exhibit similar properties regardless of the nature of the end group. Upon self-assembly, different behaviors emerge: the hydrogen-bonding BCP behaves similarly to the parent PPVs whereas the metallosupramolecular BCP demonstrates a hypsochromic shift and a more intense emission owing to the suppression of aggregation. These results demonstrate that directional self-assembly can be a facile method to construct BCPs with semiconducting networks, while combating solubility and aggregation.

Original languageEnglish (US)
Pages (from-to)7151-7158
Number of pages8
JournalChemistry - A European Journal
Volume21
Issue number19
DOIs
StatePublished - Mar 24 2015

Keywords

  • block copolymers
  • conjugated polymers
  • ring-opening metathesis
  • self-assembly
  • supramolecular polymers

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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