Retention behavior of isomeric polycyclic aromatic sulfur heterocycles in gas chromatography on stationary phases of different selectivity

•GC retention indices for 48 PASHs.•Detailed comparison of three GC stationary phases with different selectivities for PASHs.•First reported separations of PASH isomers via GC on a 50% liquid crystalline DMPS phase.•Correlations are presented between the GC retention of PASHs and their L/B. Retentio...

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Published inJournal of Chromatography A Vol. 1485; pp. 120 - 130
Main Authors Wilson, Walter B., Sander, Lane C., Oña-Ruales, Jorge O., Mössner, Stephanie G., Sidisky, Leonard M., Lee, Milton L., Wise, Stephen A.
Format Journal Article
LanguageEnglish
Published Netherlands Elsevier B.V 17.02.2017
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Abstract •GC retention indices for 48 PASHs.•Detailed comparison of three GC stationary phases with different selectivities for PASHs.•First reported separations of PASH isomers via GC on a 50% liquid crystalline DMPS phase.•Correlations are presented between the GC retention of PASHs and their L/B. Retention indices for 48 polycyclic aromatic sulfur heterocycles (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 (L/B and T, i.e., length-to-breadth ratio and thickness, respectively) were investigated for the following four isomer sets: (1) 4 three-ring molecular mass (MM) 184Da PASHs, (2) 13 four-ring MM 234Da PASHs, (3) 10 five-ring MM 258Da PASHs, and (4) 20 five-ring MM 284Da PASHs. Correlation coefficients for retention on the 50% LC-DMPS vs L/B ranged from r=0.50 (MM 284Da) to r=0.77 (MM 234Da). Correlation coefficients for retention on the IL phase vs L/B ranged from r=0.31 (MM 234Da) to r=0.54 (MM 284Da). Correlation coefficients for retention on the 50% phenyl vs L/B ranged from r=0.14 (MM 258Da) to r=0.59 (MM 284Da). Several correlation trends are discussed in detail for the retention behavior of PASH on the three stationary phases.
AbstractList Retention indices for 48 polycyclic aromatic sulfur heterocycles (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 ( L/B and T , i.e., length-to-breadth ratio and thickness, respectively) were investigated for the following four isomer sets: (1) 4 three-ring molecular mass (MM) 184 Da PASHs, (2) 13 four-ring MM 234 Da PASHs, (3) 10 five-ring MM 258 Da PASHs, and (4) 20 five-ring MM 284 Da PASHs. Correlation coefficients for retention on the 50% LC-DMPS vs L/B ranged from r = 0.50 (MM 284 Da) to r = 0.77 (MM 234 Da). Correlation coefficients for retention on the IL phase vs L/B ranged from r = 0.31 (MM 234 Da) to r = 0.54 (MM 284 Da). Correlation coefficients for retention on the 50% phenyl vs L/B ranged from r = 0.14 (MM 258 Da) to r = 0.59 (MM 284 Da). Several correlation trends are discussed in detail for the retention behavior of PASH on the three stationary phases.
Retention indices for 48 polycyclic aromatic sulfur heterocycles (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 (L/B and T, i.e., length-to-breadth ratio and thickness, respectively) were investigated for the following four isomer sets: (1) 4 three-ring molecular mass (MM) 184Da PASHs, (2) 13 four-ring MM 234Da PASHs, (3) 10 five-ring MM 258Da PASHs, and (4) 20 five-ring MM 284Da PASHs. Correlation coefficients for retention on the 50% LC-DMPS vs L/B ranged from r=0.50 (MM 284Da) to r=0.77 (MM 234Da). Correlation coefficients for retention on the IL phase vs L/B ranged from r=0.31 (MM 234Da) to r=0.54 (MM 284Da). Correlation coefficients for retention on the 50% phenyl vs L/B ranged from r=0.14 (MM 258Da) to r=0.59 (MM 284Da). Several correlation trends are discussed in detail for the retention behavior of PASH on the three stationary phases.
•GC retention indices for 48 PASHs.•Detailed comparison of three GC stationary phases with different selectivities for PASHs.•First reported separations of PASH isomers via GC on a 50% liquid crystalline DMPS phase.•Correlations are presented between the GC retention of PASHs and their L/B. Retention indices for 48 polycyclic aromatic sulfur heterocycles (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 (L/B and T, i.e., length-to-breadth ratio and thickness, respectively) were investigated for the following four isomer sets: (1) 4 three-ring molecular mass (MM) 184Da PASHs, (2) 13 four-ring MM 234Da PASHs, (3) 10 five-ring MM 258Da PASHs, and (4) 20 five-ring MM 284Da PASHs. Correlation coefficients for retention on the 50% LC-DMPS vs L/B ranged from r=0.50 (MM 284Da) to r=0.77 (MM 234Da). Correlation coefficients for retention on the IL phase vs L/B ranged from r=0.31 (MM 234Da) to r=0.54 (MM 284Da). Correlation coefficients for retention on the 50% phenyl vs L/B ranged from r=0.14 (MM 258Da) to r=0.59 (MM 284Da). Several correlation trends are discussed in detail for the retention behavior of PASH on the three stationary phases.
Author Lee, Milton L.
Mössner, Stephanie G.
Oña-Ruales, Jorge O.
Sander, Lane C.
Sidisky, Leonard M.
Wilson, Walter B.
Wise, Stephen A.
AuthorAffiliation d Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602
a Chemical Sciences Division, Material Measurement Laboratory, National Institute of Standards and Technology, Gaithersburg, Maryland 20899
c MilliporeSigma, A business of Merck KGaA, Bellefonte, Pennsylvania 16823
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Snippet •GC retention indices for 48 PASHs.•Detailed comparison of three GC stationary phases with different selectivities for PASHs.•First reported separations of...
Retention indices for 48 polycyclic aromatic sulfur heterocycles (PASHs) were determined using gas chromatography with three different stationary phases: a 50%...
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SubjectTerms Chromatography, Gas - methods
Dimethylpolysiloxanes
Heterocyclic Compounds, 3-Ring - chemistry
Heterocyclic Compounds, 4 or More Rings - chemistry
Ionic Liquids
Isomerism
Molecular Weight
Thiophenes - chemistry
Title Retention behavior of isomeric polycyclic aromatic sulfur heterocycles in gas chromatography on stationary phases of different selectivity
URI https://dx.doi.org/10.1016/j.chroma.2017.01.024
https://www.ncbi.nlm.nih.gov/pubmed/28089272
https://pubmed.ncbi.nlm.nih.gov/PMC5494704
Volume 1485
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