Synthesis and Optical, Electrochemical, and Electron-Transporting Properties of Silicon-Bridged Bithiophenes

Autor:	Hiroyuki Kai, Mitsuo Ishikawa, Mitsunori Nodono, Koichi Okita, Tsuguo Watanabe, Yutaka Harima, Kazuo Yamashita, Joji Ohshita, Masaru Shiotani, Akira Adachi, Atsutaka Kunai, Kenji Komaguchi
Rok vydání:	1999
Předmět:	Silicon Organic Chemistry Respiratory electron transport chemistry.chemical_element Electroluminescence Electrochemistry Photochemistry Inorganic Chemistry chemistry.chemical_compound Crystallography chemistry Aluminium Intramolecular force Atom Physical and Theoretical Chemistry Methylene
Zdroj:	Organometallics. 18:1453-1459
ISSN:	1520-6041 0276-7333
DOI:	10.1021/om980918n
Popis:	A series of bithiophene derivatives bearing an intramolecular monosilanylene or disilanylene bridge between the β,β‘-positions were synthesized, and their properties were investigated. UV spectral and cyclic voltammetric analyses of the silicon-bridged bithiophenes indicated that they have lower lying LUMOs, relative to those for bithiophene and methylene bridged bithiophenes, probably due to σ*−π* interaction between the silicon atom(s) and bithiophene π-orbitals, in good agreement with the results of theoretical calculations using simplified model compounds based on RHF/6-31G. The silicon-bridged bithiophenes exhibit high electron-transporting properties, and triple-layer-type electroluminescent (EL) devices, using the silicon-bridged bithiophenes, tris(8-quinolinolato)aluminum(III) complex (Alq), and N,N‘-diphenyl-N,N‘-di-m-tolylbiphenyl-4,4‘-diamine (TPD) as the electron-transporting, emitting, and hole-transporting layers, respectively, emitted strong EL.
Databáze:	OpenAIRE
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