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Gdańsk University of Technology

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1,3-alternate calix[4]arene-bonded silica stationary phases. Effect of calixarene skeleton substituents on the retention mechanism and column selectivity

Four novel 1,3-alternate calix[4]arene-bonded silica gel stationary phases possessing different aromatic and aliphatic substituents at the upper rim (CalixNph, CalixBph, CalixHex and CalixDdc) were prepared and structurally characterized. The comparison and selectivity of these phases was done by using alkylbenzenes, fatty acid p-bromophenacyl esters, aromatic positional isomers and polynuclear aromatic hydrocarbons as analytes. Quantum chemistry calculations have also been performed (using an ab initio method) to support the experimental findings. The effect of the type and content of organic modifier on the retention and selectivity of the alkylbenzenes was studied. The retention mechanism is also discussed. The results indicate that the stationary phases behave like reversed-phase packings. However, inclusion complex formation and hydrophobic and pi-pi interactions seem to be involved in the separation process.

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Additional information

Category
Publikacja w czasopiśmie
Type
artykuł w czasopiśmie wyróżnionym w JCR
Language
angielski
Publication year
2009

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