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- W2098898982 abstract "The monomer N'-octadecyl-N(alpha)-(4-vinyl)-benzoyl-L-phenylalanineamide (4) based on L-phenylalanine has been simply but effectively synthesized, and its self-assembling properties have been investigated. FTIR and a variable-temperature (1)H NMR spectroscopic investigation demonstrated that the aggregation of compound 4 in various organic solvents is due to the formation of intermolecular hydrogen bonds among the amide moieties. UV/Vis measurements indicated that the multiple pi-pi interactions of the phenyl groups also contribute to the self-assembly. As was observed by (13)C cross-polarization magic-angle spinning (CP/MAS) NMR and variable-temperature (1)H NMR measurements, the ordered alkyl chains also played an important role in the molecular aggregation by van der Waals interactions. Compound 4 was polymerized by surface-initiated atom transfer radical polymerization from porous silica gel to prepare a packing material for HPLC. The results of thermogravimetric analysis showed that a relatively large amount of polymer was grafted onto the silica surface. The organic phase on silica was in a noncrystalline solid form in which the long alkyl chain exists in a less-ordered gauche conformation. Analysis of chromatographic performance for polyaromatic hydrocarbon samples showed higher selectivity than conventional reversed-phase HPLC packing materials." @default.
- W2098898982 created "2016-06-24" @default.
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- W2098898982 creator A5042553836 @default.
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- W2098898982 date "2008-01-18" @default.
- W2098898982 modified "2023-10-18" @default.
- W2098898982 title "Synthesis, Self-Assembling Properties, and Atom Transfer Radical Polymerization of an AlkylatedL-Phenylalanine-Derived Monomeric Organogel from Silica: A New Approach To Prepare Packing Materials for High-Performance Liquid Chromatography" @default.
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- W2098898982 doi "https://doi.org/10.1002/chem.200701302" @default.
- W2098898982 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18033705" @default.
- W2098898982 hasPublicationYear "2008" @default.
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