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- W2090029022 abstract "A series of tetratopic C2-symmetric quasi-planar oligomeric phenylene−ethynylenes bearing carboxylic groups (OPE-COOHs), including the shortest 1,4-di((3,5-dicarboxyphenyl)ethynyl)benzene (TCB), midlength 4,4′-di((3,5-dicarboxyphenyl)ethynyl)biphenyl (TCBP), and the longest 4,4′′-di((3,5-dicarboxyphenyl)ethynyl)-p-terphenyl (TCTP), were synthesized via Pd(PPh3)4−CuI-catalyzed Sonogashira coupling reaction. Their molecular structures were characterized by nuclear magnetic resonance spectroscopy (NMR), matrix-assisted laser desorption−ionization time-of-flight mass spectroscopy (MALDI-TOF-MS), and element analyses. The molecule length effect of OPE-COOHs on two-dimensional (2D) assemblies at the octanoic acid−highly ordered pyrolytic graphite (HOPG) interface was investigated by scanning tunneling microscopy (STM) technique at ambient temperature and simulated by molecular modeling. The patterns and domain sizes of OPE-COOHs strongly depend on their molecule length with Kagomé network only for TCB and parallel network for TCBP and TCTP. TCTP with the longest rigid-rod OPE backbone exhibits clearly larger ordered domain size than that of TCB and TCBP. Besides, TCBP exhibits tight boundaries transition among different orientation domains via the acute or obtuse V-shaped chevron arrangements. Those different two-dimensional (2D) assembly behaviors will be favorable to get a further understanding of the condensed architectures in conjugated organic semiconductors." @default.
- W2090029022 created "2016-06-24" @default.
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- W2090029022 date "2010-05-12" @default.
- W2090029022 modified "2023-10-16" @default.
- W2090029022 title "Molecule Length Directed Self-Assembly Behavior of Tetratopic Oligomeric Phenylene−Ethynylenes End-Capped with Carboxylic Groups by Scanning Tunneling Microscopy" @default.
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- W2090029022 doi "https://doi.org/10.1021/jp1022482" @default.
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