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J Chromatogr A ; 1095(1-2): 40-9, 2005 Nov 18.
Article in English | MEDLINE | ID: mdl-16275281

ABSTRACT

A novel silica-bonded stationary phase containing a functionalized resorcinarene selector was prepared by a straightforward synthesis. The complete modification of all resorcinic hydroxyl groups was achieved by reaction with isopropyl isocyanate. The derivatized resorcinarene selector was subsequently immobilized via the four alkenyl chains containing a terminal double bond by a free radical-induced reaction on mercaptopropyl-functionalized silica. A comprehensive characterization of the resulting bonded stationary phase was carried out by solid state NMR, IR and elemental analysis. The resulting selector is defined as a "polar headed" reversed phase since the highly ordered polar carbamate groups of the new stationary phase are located, compared to conventional polar embedded stationary phases, at a greater distance from the silica surface. Thus a new concept is introduced in the field of polar modified reversed-phase HPLC. The properties of the novel stationary phase are demonstrated by comparison with commercially available reversed phases.


Subject(s)
Chromatography, High Pressure Liquid/methods , Phenylalanine/analogs & derivatives , Anthracenes/isolation & purification , Calixarenes , Chromatography, High Pressure Liquid/instrumentation , Isotopes , Naphthalenes/isolation & purification , Nuclear Magnetic Resonance, Biomolecular , Phenol/isolation & purification , Phenylalanine/chemical synthesis , Phenylalanine/chemistry , Silicon , Silicon Dioxide , Spectrophotometry, Infrared , Spectroscopy, Fourier Transform Infrared
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