Langmuir-Blodgett Films of Chiral Perfluorinated Gelators: Effects of Chirality and Chain Length on Two-Dimensional Behavior

  • Akihiko Yamagishi
    Faculty of Medicine, Toho University, Tokyo 143-8540 , Japan
  • Yasushi Umemura
    Department of Applied Chemistry, National Defense Academy, Kanagawa 239-8686 , Japan
  • Kenji Tamura
    National Institute of Materials Science, Tsukuba, Ibaraki 305-0044 , Japan
  • Tomoko Yajima
    Faculty of Science, Department of Chemistry, Ochanomizu University, Tokyo 112-8610 , Japan
  • Hisako Sato
    Graduate School of Science and Engineering, Ehime University, Matsuyama, Ehime 790-8577 , Japan

書誌事項

公開日
2020-10-20
資源種別
journal article
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.20200245
公開者
Oxford University Press (OUP)

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<jats:title>Abstract</jats:title> <jats:p>Surface pressure versus molecular area (π-A) curves were measured on pure water as a subphase for a series of N,N′-diperfluoroalkanoyl-1,2(R,R)-diaminocyclohexanes. A molecule is denoted as RR-CFn, where n is the number of carbon atoms in a perfluoroalkanoyl chain (or n − 2 = the number of difluoromethylene units). The chain length was varied for n = 4, 5, 6, 8, 9, and 10. The results for n = 7 were reported previously. The effects of chain length and optical purity on film formation were investigated. The surface morphology of a film deposited onto a hydrophilic glass plate was observed using an atomic force microscope (AFM). For n = 4, 5, and 6, the floating films were already multilayered before compression and the deposited films were composed of rectangular or rod-like aggregates. For n = 7, 8, 9, and 10, monolayered films were formed and underwent structural transformation upon compression. From the AFM images, the films deposited after the transformation were composed of fiber-like aggregates. For a racemic mixture, no monolayer film was formed, and the film transfer was impossible irrespective of the chain length. p-Polarized infrared multiple angle incidence resolution spectrometry (pMAIRS) measurements were carried out on a film of RR-CF8 deposited onto a silicon wafer to determine the orientation of the composite molecules. The results were compared with the monolayer behavior reported for a compound having a single perfluoroalkyl chain. The relation to their gelation behavior is also discussed.</jats:p>

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