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

Journal Article · · Journal of Separation Science
 [1];  [2];  [2];  [3];  [3]
  1. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Institute of Analytical Chemistry, College of Chemistry and Molecular Engineering Peking University Beijing P. R. China, The Molecular Foundry E. O. Lawrence Berkeley National Laboratory Berkeley CA USA
  2. The Molecular Foundry E. O. Lawrence Berkeley National Laboratory Berkeley CA USA
  3. Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Institute of Analytical Chemistry, College of Chemistry and Molecular Engineering Peking University Beijing P. R. China

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 [Zn 2 (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.

Sponsoring Organization:
USDOE
Grant/Contract Number:
AC02-05CH11231
OSTI ID:
1401714
Journal Information:
Journal of Separation Science, Journal Name: Journal of Separation Science Journal Issue: 23 Vol. 39; ISSN 1615-9306
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Country unknown/Code not available
Language:
English

References (22)

A Homochiral Metal–Organic Material with Permanent Porosity, Enantioselective Sorption Properties, and Catalytic Activity journal January 2006
Recent progress of chiral monolithic stationary phases in CEC and capillary LC journal May 2010
Applications of homochiral metal-organic frameworks in enantioselective adsorption and chromatography separation: Liquid Phase Separations journal May 2014
A 3-D open-framework material with intrinsic chiral topology used as a stationary phase in gas chromatography journal January 2013
Separation Performance of MOFs Zn(ISN)2·2H2O as Stationary Phase for High-Resolution GC journal May 2013
Recent Advances of Polymer Monolithic Columns Functionalized with Micro/Nanomaterials: Synthesis and Application journal September 2013
Metal organic framework–organic polymer monolith stationary phases for capillary electrochromatography and nano-liquid chromatography journal May 2013
A new anion-exchange/hydrophobic monolith as stationary phase for nano liquid chromatography of small organic molecules and inorganic anions journal May 2015
Applications of nanomaterials in enantioseparation and related techniques journal October 2012
Porous Polymer Monoliths Functionalized through Copolymerization of a C60 Fullerene-Containing Methacrylate Monomer for Highly Efficient Separations of Small Molecules journal December 2011
Assessing the Nanoscale Structure and Mechanical Properties of Polymer Monoliths used for Chromatography journal May 2013
High-Performance Liquid Chromatographic Enantioseparation of Racemic Drugs Based on Homochiral Metal–Organic Framework journal January 2014
Online Coupling of In-Tube Solid-Phase Microextraction with Direct Analysis in Real Time Mass Spectrometry for Rapid Determination of Triazine Herbicides in Water Using Carbon-Nanotubes-Incorporated Polymer Monolith journal April 2014
Facile synthesis of magnetic homochiral metal–organic frameworks for “enantioselective fishing” journal January 2015
Just dip it: online coupling of “Dip-it” polymer monolith microextraction with plasma assisted laser desorption ionization mass spectrometry journal January 2015
Large breathing effects in three-dimensional porous hybrid matter: facts, analyses, rules and consequences journal January 2009
A unique boronic acid functionalized monolithic capillary for specific capture, separation and immobilization of cis-diol biomolecules journal January 2011
Automated analysis of non-steroidal anti-inflammatory drugs in human plasma and water samples by in-tube solid-phase microextraction coupled to liquid chromatography-mass spectrometry based on a poly(4-vinylpyridine-co-ethylene dimethacrylate) monolith journal January 2012
Application of a chiral metal–organic framework in enantioselective separation journal January 2011
Incorporation of metal–organic framework UiO-66 into porous polymer monoliths to enhance the liquid chromatographic separation of small molecules journal January 2013
Porous Chiral Metal-Organic Framework InH(D-C 10 H 14 O 4 ) 2 with Anionic-Type Diamond Network for High-Resolution Gas Chromatographic Enantioseparations journal March 2013
A Chromium Terephthalate-Based Solid with Unusually Large Pore Volumes and Surface Area journal September 2005

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