- Ordered nanostructures from self-assembly of H-shaped coil-rod-coil molecules
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A new class of p-conjugated, skewed H-shaped oligomers, consisting of biphenyl, phenylene vinylene, and phenylene ethynylene units as the rigid segment, were synthesized via Sonogashira coupling and Wittig reactions. The coil segments of these molecules were composed of poly(ethylene oxide) (PEO) or PEO with lateral methyl groups between the rod and coil segment, respectively. The experimental results revealed that the lateral methyl groups attached to the surface of the rod and coil segments dramatically influenced the selfassembling behavior of the molecules in the crystalline phase. H-shaped rod-coil molecules containing a lateral methyl group at the surface of the rod and PEO coil segments self-assemble into a two-dimensional columnar or a three-dimensional bodycentered tetragonal nanostructures in the crystalline phase, whereas molecules lacking a lateral methyl group based on the PEO coil chain self-organize into lamellar or hexagonal perforated lamellar nanostructures.
- Wang, Zhuoshi,Zhong, Keli,Liang, Yongri,Chen, Tie,Yin, Bingzhu,Lee, Myongsoo,Jin, Long Yi
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- OPE/OPV H-mers: Synthesis, electronic properties, and spectroscopic responses to binding with transition metal ions
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A new type of structurally defined H-shaped OPE/OPV co-oligomers (termed H-mers) functionalized with various donor and/or acceptor end groups was synthesized by iterative Sonogashira coupling and Horner-Wadsworth-Emmons (HWE) reactions. Electronic substitution effects on the H-mer backbone were investigated by UV-vis absorption and fluorescence spectroscopy. Some H-mers were found to show spectral responses upon binding to an acid (TFA) or transition metal ions, revealing the applicability of H-mers in the field of chromophore and fluorophore based chemosensors.
- Zhou, Ningzhang,Wang, Li,Thompson, David W.,Zhao, Yuming
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p. 125 - 143
(2011/03/17)
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- H-shaped OPE/OPV oligomers: A new member of 2D-conjugated fluorophore cores
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(Chemical Equation Presented) A new class of two-dimensional (2D), π-conjugated, skewed H-shaped co-oligomers of phenylene vinylene and phenylene ethynylene (11a-d, termed H-mers) were synthesized using Sonogashira coupling and Wittig-Horner reactions as the key steps. Electronic and spectroscopic properties of the H-mers were investigated by UV-vis absorption, fluorescence spectroscopic techniques, and ab initio calculations (HF/3-21G). Two amino-containing functional H-mers (11b and 11d) were found to exhibit appealing fluorescence sensitivity to selected Bronsted acids and transition-metal ions.
- Zhou, Ningzhang,Wang, Li,Thompson, David W.,Zhao, Yuming
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supporting information; experimental part
p. 3001 - 3004
(2009/04/18)
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