Diverse self-assembly in soluble oligoazaacenes: A microscopy study

Gary J. Richards, Jonathan P. Hill, Ken Okamoto, Atsuomi Shundo, Misaho Akada, Mark R.J. Elsegood, Toshiyuki Mori, Katsuhiko Ariga

研究成果: Contribution to journalArticle査読

31 被引用数 (Scopus)

抄録

The synthesis and morphologies of self-assembled aggregates of novel oligoazapentacene 2 and oligoazaheptacene 3 derivatives are reported. Double nucleophilic substitution on 2,3-dicyano-[Hj]-dibenzo-1,4,5,10- te1raazaanthracene 4 gives the corresponding dihydro-oligoacene derivatives, which were then N-alkylated using n-dodecyl bromide to yield self-assembling acene molecules. 2 and 3 self-assemble in solution, leading to a variety of aggregated structures including rolled-up sheets, foams, and fibrous structures reminiscent of organogels. These structures are of substantial interest because of their potential electronic properties and because individual fibers can be "exfoliated". Structures of the aggregates are discussed. Additionally, the crystal structure of precursor 4 is reported because it gives information regarding the intermolecular interactions (hydrogen bonding and intermolecular stacking) in similar compounds. Crystal data for 4: space group P2(1)/n, a = 9.3164(17) Å, b = 7.0649(13) Å, c = 23.684(4) Å, α = 90.00°, β = 99.945(3)°, γ = 90.00°, and V = 1535.4(5)Å3.

本文言語英語
ページ(範囲)8408-8413
ページ数6
ジャーナルLangmuir
25
15
DOI
出版ステータス出版済み - 8 4 2009
外部発表はい

All Science Journal Classification (ASJC) codes

  • 材料科学(全般)
  • 凝縮系物理学
  • 表面および界面
  • 分光学
  • 電気化学

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