Retention behavior of alkyl-substituted polycyclic aromatic sulfur heterocycle isomers in gas chromatography on stationary phases of different selectivity

Walter B. Wilson, Lane C. Sander, Jorge O. Oña-Ruales, Stephanie G. Mössner, Leonard M. Sidisky, Milton L. Lee, Stephen A. Wise

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Retention indices for 10 sets of alkyl-substituted polycyclic aromatic sulfur heterocycles (PASHs) isomers (total of 80 PASHs) were determined using gas chromatography with three different stationary phases: a 50% phenyl phase, a 50% liquid crystalline dimethylpolysiloxane (LC-DMPS) phase, and an ionic liquid (IL) phase. Correlations between the retention behavior on the three stationary phases and PASH geometry [length-to-breadth (L/B) and thickness (T)] were investigated for the following PASHs: 4 methyl-substituted dibenzothiophenes (DBTs), 3 ethyl-substituted DBTs, 15 dimethyl-substituted DBTs, 8 trimethyl-substituted DBTs, 15 methyl-substituted naphthothiophenes, 30 methyl-substituted benzonaphthothiophenes, and 5 methyl-substituted tetrapheno[1,12-bcd]thiophene. Correlation coefficients for retention on the 50% phenyl phase vs L/B ranged from r = −0.28 (MeBbN23Ts) to r = 0.92 (EtDBTs). Correlation coefficients for retention on the IL phase vs L/B ranged from r = 0.13 (MeN12Ts) to r = 0.83 (EtDBTs). Correlation coefficients for retention on the 50% LC-DMPS phase vs L/B ranged from r = 0.22 (MeDBTs) to r = 0.84 (TriMeDBTs).

Original languageEnglish
Pages (from-to)73-84
Number of pages12
JournalJournal of Chromatography A
Volume1484
DOIs
Publication statusPublished - Feb 10 2017

Keywords

  • Gas chromatography
  • Polycyclic aromatic sulfur heterocycles
  • Retention indices
  • Shape selectivity
  • Stationary phases

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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