Electron- or hole-transporting nature selected by side-chain-directed π-stacking geometry: Liquid crystalline fused metalloporphyrin dimers

Tsuneaki Sakurai, Kentaro Tashiro, Yoshihito Honsho, Akinori Saeki, Shu Seki, Atsuhiro Osuka, Atsuya Muranaka, Masanobu Uchiyama, Jungeun Kim, Sunyeo Ha, Kenichi Kato, Masaki Takata, Takuzo Aida

Research output: Contribution to journalArticlepeer-review

71 Citations (Scopus)

Abstract

Novel liquid crystalline (LC) semiconductors were prepared from the copper complex of a fused porphyrin dimer as the electroactive core by attaching to its periphery dodecyl and semifluoroalkyl side chains site-specifically (P=P hetero) and semifluoroalkyl side chains alone (P=Phomo). The former and latter formed rectangular columnar and orthorhombic LC mesophases, respectively, where the stacking geometries of the π-conjugated core are quite different from one another. Although the π-electronic properties of the core units in P=Phetero and P=Phomo in solution are substantially identical to one another, transient photocurrent profiles of their LC states under time-of-flight conditions clearly showed that P=Phetero behaves as an n-type semiconductor, whereas P=P homo, in contrast, behaves as a p-type semiconductor.

Original languageEnglish
Pages (from-to)6537-6540
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number17
DOIs
Publication statusPublished - 2011 May 4
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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