Characterization of some normal-phase liquid chromatographic stationary phases based on linear solvation energy relationships

Park, Jung Hag; Yoon, Min Hyue; Ryu, Young Kyun; Kim, Byoung Eog; Ryu, Jae-Wook; Jang, Myung Duk

doi:10.1016/s0021-9673(97)01022-4

Cited by 60 publications

(32 citation statements)

References 36 publications

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“…The dipolarity of the cyanopropyl fragment [41] (the polar part is cyano group and nonpolar part is a carbon chain) is similar to the dipolar structure of biological membranes: a hydrophilic polar head and a nonpolar hydrophobic hydrocarbon chain.…”

Section: Resultsmentioning

confidence: 87%

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Hawrył¹,

Kuśmierz²,

Pisarczyk³

et al. 2012

Acta Chromatographica

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Summary. In this study, the chromatographic behavior of a newly synthesized series of 1,4-disubstituted thiosemicarbazide derivatives and products of their dehydrocyclization is presented. These compounds have been subjected to this study because they exhibit antimicrobial activity. The compounds have been chromatographed on RP-18 and on cyano-bonded silica chromatographic phases with eluents containing water and an organic modifier (methanol, dioxane, acetone, acetonitrile or tetrahydrofuran) of various concentrations. Statistically proved linear relationships between the retention parameter (R M ) and the concentration of organic modifier in the mobile phase allow the extrapolation procedure to obtain R ) were compared with the log P values calculated by use of four different software packages. The values of the correlation coefficients of these relationships are higher for the cyanopropyl phase than for RP-18. Moreover, in this work the influences of different mobile phase modifiers and adsorbent layers on experimentally obtained lipophilicity parameters were analyzed and compared. Generally, the best correlations were obtained for systems with the cyanopropyl-bonded stationary phase in comparison with RP-18.

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Section: Resultsmentioning

confidence: 87%

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Hawrył¹,

Kuśmierz²,

Pisarczyk³

et al. 2012

Acta Chromatographica

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“…Because the sS term incorporates ion-dipole and ion-induced dipole interactions, this term is expected to be important on the SCIL phase due to the presence of the anion/cation pair on the surface. Thus, as has been seen previously in literature for normal phase characterizations [13,14,15], the eE term is removed and the LSER equation becomes:…”

Section: Evaluation Of Selected Lser Molecular Descriptorsmentioning

confidence: 92%

“…For the NP studies, a set of 23 neutral aromatic probes solutes (Table 1), with low cross correlation in their molecular descriptors (Table 2), were selected [2,13]. Mobile phase components (HPLC-grade water, 99% pure HPLC-grade hexane, heptane, and methanol) were supplied by Tedia (Fairfield, OH); 2-propanol was supplied by Pharmco (Brookfield, CT).…”

Section: Methodsmentioning

confidence: 99%

“…In contrast, LSERbased characterization of normal phase chromatography is far less common. The LSER methodology [13,14,15], relating retention of an analyte on a stationary phase (log k) to a linear relationship of fundamental solute descriptors (Abraham's solute descriptors) [11], usually takes the form of (1) Recently, a different nomenclature has been adopted for the solute descriptors to simplify the model expressions [12,16,17], where the revised LSER equation takes the form of (2) Specifically, R 2 or E represent the excess molar refraction, which reflects polarizability contributions from π-and n-electrons; π * 2 or S are the solute dipolarity/polarizability; Σα H 2 or A and Σβ H 2 or B are the overall solute hydrogen bond acidity and basicity, respectively, which scale as the hydrogen bonding propensity of a solute to surrounding solvent molecules; V 2 or V are McGowan's characteristic volume. The log k o term is thought to include the phase ratio of the chromatographic system [2,3].…”

Section: Introductionmentioning

confidence: 99%

“…While used extensively in gas chromatography and reversed phase HPLC [11,12], the application of the LSER method to normal phase HPLC [8,13,14,15,20,21] has been somewhat sparse, perhaps because of the more limited application range of normal phase HPLC relative to gas chromatography and reversed phase HPLC. Furthermore, because the retention mechanism of silica phases is based on adsorption, the LSER model, which is based on the cavity model of salvation [11], may not be entirely appropriate.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Characterization of a novel pyridinium bromide surface confined ionic liquid stationary phase for high-performance liquid chromatography under normal phase conditions via linear solvation energy relationships

Meter

Stuart

Carle

et al. 2008

Journal of Chromatography A

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Utilizing Linear Solvation Free Energy Relationship methodology, a novel pyridinium bromide surface confined ionic liquid (SCIL) stationary phase was characterized under normal phase High Performance Liquid Chromatographic conditions. A limited set of neutral aromatic probe solutes were utilized to rapidly assess the utility of the LSER model, using mobile phases of hexane modified with 2-propanol. The excellent correlation of the global fit across the mobile phase composition range used in this study for the experimental and calculated retention values (R 2 = 0.994) indicates that the LSER model is an appropriate model of characterizing this polar bonded phase under normal phase conditions. For a limited subset of compounds, retention on the pyridinium bromide SCIL stationary phase is more highly correlated with that obtained on a cyano column than on a diol column under NP conditions.

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Intermolecular interactions on multiwalled carbon nanotubes in reversed-phase liquid chromatography

Kwon

Park²

2006

J. Sep. Sci.

Self Cite

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Retention on multiwalled carbon nanotubes (MWCNTs) in RPLC has been correlated with solute descriptors of dispersion, polarizability, dipolarity, hydrogen bond donor acidity, and hydrogen bond acceptor basicity through the use of the linear solvation energy relationship. Intermolecular interactions influencing solute retention on MWCNTs were compared with those on a graphitic carbon-deposited zirconia and a common RPLC stationary phase, octylsilane-bonded silica.

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Characterization of some normal-phase liquid chromatographic stationary phases based on linear solvation energy relationships

Cited by 60 publications

References 36 publications

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Determination of the lipophilicity of some new thiosemicarbaside derivatives by reversed-phase thin-layer chromatography

Characterization of a novel pyridinium bromide surface confined ionic liquid stationary phase for high-performance liquid chromatography under normal phase conditions via linear solvation energy relationships

Intermolecular interactions on multiwalled carbon nanotubes in reversed-phase liquid chromatography

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