Synthesis of novel conjugated polymer based on cyclopenta[def]phenanthrene and vinylene with strong interchain interaction

Youngeup Jin, Minjung Lee, Sun Hee Kim, Suhee Song, Il Kim, Han Young Woo, Kwanghee Lee, Hongsuk Suh

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

In this study, a novel conjugated polymer, poly(4,4-bis(2-ethylhexyl)- 4ffcyclopenta[def]phenanthrene-2,6-vinylene) (PCPPV) has been synthesized and characterized. For the polymerization, Gilch's reaction was applied for the first time with the cyclopenta[def]phenanthrene system. The absorption and emission spectra of PCPPV are red-shifted about 40-50 nm due to the vinylene units when compared with those of poly(2,6-(4,4-bis(2-ethylhex-yl)-4H- cyclopenta[(def]phenanthrene)) (PCPP). The solid-state fluorescence is significantly broadened, possibly due to 71-71 interactions introduced by the phenanthrene and vinylene moieties. In solution, as the concentration of polar solvent increased, the photoluminescence (PL) intensity decreased due to quenching and aggregation by the interchain interactions between the conjugated backbones. After annealing the film at 80 °C, the PL and electroluminescence (EL) emission spectra exhibited also the quenching and aggregation effects indicating the interchain interactions of PCPPV The large number of aromatic rings in a unit and the increased planarity achieved through introduction of vinylene units are able to give interchain interactions stronger than fluorene or phenylene units.

Original languageEnglish
Pages (from-to)5068-5077
Number of pages10
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume47
Issue number19
DOIs
Publication statusPublished - 2009 Oct 1
Externally publishedYes

Keywords

  • Conjugated polymers
  • Fluorescence
  • Gilch reaction
  • Interchain interaction
  • PCPPV
  • Synthesis

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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