Polymer-based monolithic column with incorporated chiral metal-organic framework for enantioseparation of methyl phenyl sulfoxide using nano-liquid chromatography

A new approach to the preparation of enantioselective porous polymer monolithic columns with incorporated chiral metal–organic framework for nano‐liquid chromatography has been developed. While no enantioseparation was achieved with monolithic poly(4‐vinylpyridine‐co‐ethylene dimethacrylate) column,...

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Bibliographic Details
Published inJournal of separation science Vol. 39; no. 23; pp. 4544 - 4548
Main Authors Wang, Xin, Lamprou, Alexandros, Svec, Frantisek, Bai, Yu, Liu, Huwei
Format Journal Article
LanguageEnglish
Published Germany Blackwell Publishing Ltd 01.12.2016
Wiley Subscription Services, Inc
Wiley Blackwell (John Wiley & Sons)
Subjects
Chiral stationary phases
Chromatography
Enantioselectivity
Liquid chromatography
Metal-organic frameworks
Nano-liquid chromatography
Nanostructure
Phenyls
Polymer monoliths
Polymerization
Polymers
Separation
Synthesis (chemistry)
Polymer monoliths
Nano-liquid chromatography
Enantioselectivity
Chiral stationary phases
Metal-organic frameworks
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Summary:A new approach to the preparation of enantioselective porous polymer monolithic columns with incorporated chiral metal–organic framework for nano‐liquid chromatography has been developed. While no enantioseparation was achieved with monolithic poly(4‐vinylpyridine‐co‐ethylene dimethacrylate) column, excellent separations of both enantiomers of (±)‐methyl phenyl sulfoxide were achieved with its counterpart prepared after admixing metal–organic framework [Zn2(benzene dicarboxylate)(l‐lactic acid)(dmf)], which is synthesized from zinc nitrate, l‐lactic acid, and benzene dicarboxylic acid in the polymerization mixture. These novel monolithic columns combined selectivity of the chiral framework with the excellent hydrodynamic properties of polymer monoliths, may provide a great impact on future studies in the field of chiral analysis by liquid chromatography.
Bibliography:National Natural Science Foundation of China - No. 2152780016, 21175008
Figure S1. XRD patterns of chiral MOF formulated as [Zn2(bdc)(L-lac)(dmf)](DMF): (A) simulated, and (B) synthesized. Figure S2. The dead time of poly(VP-EDMA) monolithic column (A) and poly(VP-EDMA-chiral MOF) monolithic column (B). Figure S3. Nano-LC chromatograms of (±)-methyl phenyl sulfoxide separated using poly(VP-EDMA-chiral MOF) (A) and poly(VP-EDMA) monolithic columns (B). Conditions: Column: 30 cm x 100 mm i.d.; Mobile phase: hexane/isopropanol 97:3 (v/v); Flow rate 1 μL/min; Column temperature 20 oC; Concentration of sulfoxide was 5 mg/mL dissolved in mobile phase; Injection volume 100 nL. Figure S4. Effect of sample loading on the separation of (±)-methyl phenyl sulfoxide enantiomers. Injections: 500 ng (100 nL, 5 mg/mL) (A), 750 ng (150 nL, 5 mg/mL) (B), 1000 ng (200 nL, 5 mg/mL) (C), 1500 ng (300 nL, 5 mg/mL) (D), 2000 ng (400 nL, 5 mg/mL) (E). Figure S5. A linear increase of chromatographic peak area with increasing mass of methyl phenyl sulfoxide from 0.5 to 2.0 μg.
ArticleID:JSSC5154
istex:0C0FC3EACF2696F106F3784B79730AD272C7F78A
U.S. Department of Energy - No. DE-AC02-05CH11231
Office of Science
ark:/67375/WNG-K5CP6WDL-J
Additional correspondence: Dr. Frantisek Svec
E‐mail
fsvec@lbl.gov
:
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
DE‐AC02‐05CH11231
USDOE
ISSN:1615-9306
1615-9314
DOI:10.1002/jssc.201600810