ISSN:
1040-7685
Keywords:
fullerene-linked polymer
;
fullerene-linked silica
;
synthesis
;
stationary phases
;
microcolumns
;
polycyclic aromatics
;
polychlorinated biphenyls
;
environmental contaminants
;
liquid chromatography
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Fullerenes (C60 and C70) linked to small silica or polymer particles provide novel chromatographic stationary phases with electron donor/acceptor surface interactions that may parallel those of aromatic carbons. Separations of fullerenes and aromatic compounds frequently encountered as environmental contaminants were investigated using LC microcolumns containing either particles prepared from BrHC60 linked to amino-silica (Spherisorb-NH2, Phenomenex) or porous polymers containing ca. 12% fullerene by weight. The polystyrene divinylbenzene (PSDVB)-C60/70H column had greater capacity (k') than the Si—NH—C60/70H column. Toluene and polycyclic aromatic hydrocarbons (PAHs), naphthalene, anthracene, pyrene, and perylene, were retained in the order of increasing ring number; nitro-substituents increased retention; and chlorinated-dibenzo-p-dioxins and -dibenzofurans were more strongly retained than their parent compounds. PCB congeners with no chlorine in the ortho, ortho'-positions are co-planar and are strongly retained; for these isomers, retention increased with higher chlorination. We demonstrate that surface-linked fullerenes can also accommodate further chemical modification through the addition of 2-(4-nitrophenyl)ethyl or -NH—CH2CH2NH2 moieties to yield altered electron donor/acceptor affinity. Separations appear to be derived primarily from aromatic electron induced dipole-dipole or electron-pair donor or acceptor interactions (charge transfer complexes). Except for the fullerenes, surface interactions with compounds are largely suppressed with methylene chloride as the mobile phase.
Additional Material:
12 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mcs.1220050307
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