Macrocyclic and Acyclic Bis(2,5-diphenyl-1,3,4-oxadiazole)s with Electron-Transporting and Hole-Blocking Ability in Organic Electroluminescent Devices
Corresponding Author
Katsuhiko Ono
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan. Fax: +81-52-735-5342Search for more papers by this authorSeiichi Ezaka
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorAkinori Higashibata
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorRyohei Hosokawa
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorMasakazu Ohkita
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorCorresponding Author
Katsuhiro Saito
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan. Fax: +81-52-735-5342Search for more papers by this authorMichitaka Suto
Dow Corning Asia Ltd., Chigusa, Ichihara 299-0108, Japan
Search for more papers by this authorMasaaki Tomura
Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan
Search for more papers by this authorYosuke Matsushita
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorShigeki Naka
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorHiroyuki Okada
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorHiroyoshi Onnagawa
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorCorresponding Author
Katsuhiko Ono
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan. Fax: +81-52-735-5342Search for more papers by this authorSeiichi Ezaka
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorAkinori Higashibata
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorRyohei Hosokawa
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorMasakazu Ohkita
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Search for more papers by this authorCorresponding Author
Katsuhiro Saito
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan
Department of Life and Material Engineering, Nagoya Institute of Technology, Gokiso, Showa, Nagoya 466-8555, Japan. Fax: +81-52-735-5342Search for more papers by this authorMichitaka Suto
Dow Corning Asia Ltd., Chigusa, Ichihara 299-0108, Japan
Search for more papers by this authorMasaaki Tomura
Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan
Search for more papers by this authorYosuke Matsushita
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorShigeki Naka
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorHiroyuki Okada
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorHiroyoshi Onnagawa
Department of Electric and Electronic Engineering, Faculty of Engineering, Toyama University, Gofuku, Toyama 930-8555, Japan
Search for more papers by this authorAbstract
Summary: Two types of bis(2,5-diphenyl-1,3,4-oxadiazole)s, macrocyclic and acyclic, were prepared and evaluated as electron-transporting and hole-blocking materials in phosphorescent EL devices. Maximum efficiencies of ηext = 10.4% at J = 0.11 mA · cm−2 for the macrocycle and ηext = 14.1% at J = 3.01 mA · cm−2 for the acycle were observed. X-ray crystallographic analysis and DSC measurements revealed a strong intermolecular interaction between the macrocycles and weaker intermolecular interactions between the acycles. The EL characteristics depend on the intermolecular interactions.
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