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Post‐polymerization modification of a new reactive monolith for reversed phase and hydrophilic interaction capillary electrochromatography of neutral, polar, and biologically active compounds

Post‐polymerization modification of a new reactive monolith for reversed phase and hydrophilic... A reactive monolith based on the polymerization of 3‐chloro‐2‐hydroxypropyl methacrylate, (HPMA‐Cl), with a crosslinking agent, ethylene glycol dimethacrylate (EDMA), was synthesized and post‐functionalized with a macromolecular ligand polyethyleneimine. Monolithic columns with controlled permeability and pore structure were prepared by free radical polymerization in the presence of a binary porogenic mixture of isopropanol and decanol. The presence of chloropropyl functionality in the pristine monolith allowed the synthesis of a post‐fuctionalized monolith carrying cationic groups that was used to control the magnitude of electroosmotic flow (EOF) in electrochromatographic separation. In the synthesis of pristine monoliths, the feed concentration of functional monomer (ie, HPMA‐Cl) was changed between 30 and 60 v/v % for obtaining cationic monoliths providing satisfactory electrochromatographic separation. The best electrochromatographic performance was obtained with the polyethyleneimine functionalized monolith prepared by using the pristine monolith obtained by 60% (v/v) monomer concentration. This monolith was used in reversed phase and hydrophilic interaction capillary electrochromatography modes for the separation of alkylbenzenes, polycyclic aromatic hydrocarbons, phenols, and nucleosides, using mobile phases with low acetonitrile (ACN) contents ranging between 20% and 35% (v/v). This ACN range was remarkably lower than the content of ACN used on the hydrophilic polymethacrylate‐based monoliths reported previously (ie, >90%). The plate heights up to 5.3 μm were obtained for the separation of nucleosides with the environmental friendly mobile phases whose ACN contents were also remarkably lower than that of similar polymethacrylate‐based monoliths. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Polymers for Advanced Technologies Wiley

Post‐polymerization modification of a new reactive monolith for reversed phase and hydrophilic interaction capillary electrochromatography of neutral, polar, and biologically active compounds

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Publisher
Wiley
Copyright
Copyright © 2018 John Wiley & Sons, Ltd.
ISSN
1042-7147
eISSN
1099-1581
DOI
10.1002/pat.4320
Publisher site
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Abstract

A reactive monolith based on the polymerization of 3‐chloro‐2‐hydroxypropyl methacrylate, (HPMA‐Cl), with a crosslinking agent, ethylene glycol dimethacrylate (EDMA), was synthesized and post‐functionalized with a macromolecular ligand polyethyleneimine. Monolithic columns with controlled permeability and pore structure were prepared by free radical polymerization in the presence of a binary porogenic mixture of isopropanol and decanol. The presence of chloropropyl functionality in the pristine monolith allowed the synthesis of a post‐fuctionalized monolith carrying cationic groups that was used to control the magnitude of electroosmotic flow (EOF) in electrochromatographic separation. In the synthesis of pristine monoliths, the feed concentration of functional monomer (ie, HPMA‐Cl) was changed between 30 and 60 v/v % for obtaining cationic monoliths providing satisfactory electrochromatographic separation. The best electrochromatographic performance was obtained with the polyethyleneimine functionalized monolith prepared by using the pristine monolith obtained by 60% (v/v) monomer concentration. This monolith was used in reversed phase and hydrophilic interaction capillary electrochromatography modes for the separation of alkylbenzenes, polycyclic aromatic hydrocarbons, phenols, and nucleosides, using mobile phases with low acetonitrile (ACN) contents ranging between 20% and 35% (v/v). This ACN range was remarkably lower than the content of ACN used on the hydrophilic polymethacrylate‐based monoliths reported previously (ie, >90%). The plate heights up to 5.3 μm were obtained for the separation of nucleosides with the environmental friendly mobile phases whose ACN contents were also remarkably lower than that of similar polymethacrylate‐based monoliths.

Journal

Polymers for Advanced Technologies – Wiley

Published: Jan 1, 2018

Keywords: ; ; ; ;

References

  • Hydrophilic‐interaction chromatography for the separation of peptides, nucleic acids and other polar compounds
    Alpert, AJ
  • Hydrophilic interaction liquid chromatography (HILIC)—a powerful separation technique
    Buszewski, B; Noga, S
  • Separation efficiencies in hydrophilic interaction chromatography
    Ikegami, T; Tomomatsu, K; Takubo, H; Horie, K; Tanaka, N
  • Hydroxymethyl methacrylate‐based monolithic columns designed for separation of oligonucleotides in hydrophilic‐interaction capillary liquid chromatography
    Holdsvendova, P; Suchankova, J; Buncek, M; Backovska, V; Coufal, P
  • Neutral polar methacrylate‐based monoliths for normal phase nano‐LC and CEC of polar species including N‐glycans
    Zhong, H; El Rassi, Z
  • Preparation and evaluation of rigid porous polyacrylamide‐based strong cation‐exchange monolithic columns for capillary electrochromatography
    Dong, J; Ou, J; Dong, X; Wu, R; Ye, M; Zou, H
  • Polar stationary phases for capillary electrochromatography
    Hoegger, D; Freitag, R
  • Methacrylate‐based monolithic column with mixed‐mode hydrophilic interaction/strong cation‐exchange stationary phase for capillary liquid chromatography and pressure‐assisted CEC
    Lin, J; Huang, G; Lin, X; Xie, Z
  • Microdeposition device interfacing capillary electrochromatography and microcolumn liquid chromatography with matrix‐assisted laser desorption/ionization mass spectrometry
    Tegeler, TJ; Mechref, Y; Boraas, K; Reilly, JP; Novotny, MV
  • Capillary electrochromatography in anion exchange and normal‐phase mode using monolithic stationary phases
    Lammerhofer, M; Svec, F; Frechet, JMJ; Lindner, W
  • Preparation of a mixed‐mode hydrophilic interaction/anion‐exchange polymeric monolithic stationary phase for capillary liquid chromatography of polar analytes
    Lin, J; Lin, J; Lin, X; Xie, Z
  • Rapid capillary electrochromatographic profiling of phytohormones on a hydrophilic interaction/strong anion‐exchange mixed‐mode monolith
    Xucong, L; Yanping, L; Dongjie, X; Chunmei, Y; Zenghong, X
  • Chiral monolithic columns for enantioselective capillary electrochromatography prepared by copolymerization of a monomer with quinidine functionality. 1. Optimization of polymerization conditions, porous properties, and chemistry of the stationary phase
    Lammerhofer, M; Peters, EC; Yu, C; Svec, F; Frechet, JMJ
  • A facile versatile polymeric monolith for multiple separations
    Lin, X; Lin, J; Sun, Y; Li, Y; Xie, Z
  • Vinylbenzyl quaternary ammonium‐based polymeric monolith with hydrophilic interaction/strong anion exchange mixed‐mode for pressurized capillary electrochromatography
    Lin, X; Feng, S; Jia, W; Ding, K; Xie, Z
  • Capillary electrochromatography with monolithic stationary phases. II. Preparation of cationic stearyl‐acrylate monoliths and their electrochromatographic characterization
    Bedair, M; El Rassi, Z
  • Novel zwitterionic polyphosphorylcholine monolithic column for hydrophilic interaction chromatography
    Jiang, Z; Reilly, J; Everatt, B; Smith, NW
  • Novel highly hydrophilic zwitterionic monolithic column for hydrophilic interaction chromatography
    Jiang, Z; Smith, NW; Ferguson, PD; Taylor, MR
  • Synthesis of porous zwitterionic sulfobetaine monoliths and characterization of their interaction with proteins
    Viklund, C; Irgum, K
  • Preparation and evaluation of a sulfoalkylbetaine‐based zwitterionic monolithic column for CEC of polar analytes
    Wang, X; Lin, X; Xie, Z
  • Zwitterionic polymeric monoliths for HILIC/RP mixed mode for CEC separation applications
    Guerrouache, M; Pantazaki, A; Millot, MC; Carbonnier, B
  • Recent advances in nonpolar and polar organic monoliths for HPLC and CEC
    Jonnada, M; Rathnasekara, R; El Rassi, Z
  • Preparation of continuous beds for electrochromatography and reversed‐phase liquid chromatography of low‐molecular‐mass compounds
    Ericson, C; Liao, JL; Nakazato, K; Hjerten, S
  • Exchange HPLC of proteins using porous poly(glycidyl methacrylate‐Co‐ethylene dimethacrylate) monoliths grafted with poly(2‐acrylamido‐2‐methyl‐1‐propanesulfonic acid)
    Viklund, C; Svec, F; Frechet, JMJ; Irgum, K
  • Polymethacrylate monolithic columns for capillary liquid chromatography
    Urban, J; Jandera, P
  • Preparation of polymethacrylate monolithic stationary phases having bonded octadecyl ligands and sulfonate groups: Electrochromatographic characterization and application to the separation of polar solutes for pressurized capillary electrochromatography
    Lin, J; Wu, X; Lin, X; Xie, ZH
  • Controlling the surface chemistry and chromatography properties of methyacrylate‐ester‐based monolithic capillary columns via photografting
    Eeltink, S; Hilde, EF; Geiser, L; Svec, F; Frechet, JMJ; Rozing, GP
  • In situ functionalization of N‐acryloxysuccinimide‐based monolith for reversed‐phase electrochromatography
    Guerrouache, M; Carbonnier, B; Vidal‐Madjar, C; Millot, MC
  • Hydrophilic diol monolith for the preparation of immuno‐sorbents at reduced nonspecific interactions
    Gunasena, D; El Rassi, Z
  • Neutral, charged and stratified polar monoliths for hydrophilic interaction capillary electrochromatography
    Gunasena, DN; El Rassi, Z
  • Targeting human serum fucome by an integrated liquid‐phase multicolumn platform operating in “cascade” to facilitate comparative mass spectrometric analysis of disease‐free and breast cancer sera
    Selvaraju, S; El Rassi, Z
  • Postpolymerization modification of a hydroxy monolith precursor. Part I. Epoxy alkane and octadecyl isocyanate modified poly (hydroxyethyl methacrylate‐Co‐pentaerythritol triacrylate) monolithic capillary columns for reversed‐phase capillary electrochromatography
    Shantipriya, K; El Rassi, Z
  • Post polymerization modification of a hydroxy monolith precursor. Part II. Epoxy biphenyl modified poly(hydroxyethyl methacrylate‐Co‐pentaerythritol triacrylate) monolithic capillary columns for reversed‐phase capillary electrochromatography based on π‐π and hydrophobic interactions
    Shantipriya, K; El Rassi, Z
  • Postpolymerization modification of a hydroxy monolith precursor. Part III. Activation of poly(hydroxyethyl methacrylate‐Co‐pentaerythritol triacrylate) monolith with epoxy functionalities followed by bonding of glycerol, polyamines, and hydroxypropyl‐β‐cyclodextrin for hydrophilic interaction and chiral capillary electrochromatography
    Shantipriya, K; El Rassi, Z
  • Preparation of an electrochromatographic stationary phase using a new polymethacrylate monolith with chloropropyl functionality
    Gökaltun, A; Aydoğan, C; Celebi, B; Denizli, A; Tuncel, A
  • A new zwitterionic electrochromatographic stationary phase based on poly(3‐chloro‐2‐hydroxypropyl methacrylate‐Co‐ethylene dimethacrylate) reactive monolith
    Aydoğan, C; Çelebi, B; Bayraktar, A; Yılmaz, F; Denizli, A; Tuncel, A
  • Preparation and evaluation of a neutral methacrylate‐based monolithic column for hydrophilic interaction stationary phase by pressurized capillary electrochromatography
    Wang, X; Lin, X; Xie, Z; Giesy, JP
  • The challenges of the analysis of basic compounds by high performance liquid chromatography: some possible approaches for improved separations
    David, V; Calley, M
  • CEC with new monolithic stationary phase based on a fluorinated monomer, trifluoroethyl methacrylate
    Yurtsever, A; Saracoglu, B; Tuncel, A
  • Molded rigid polymer monoliths as separation media for capillary electrochromatography. 2. Effect of chromatographic conditions on the separation
    Peters, EC; Petro, M; Svec, F; Frechet, JMJ
  • Preparation and evaluation of the highly cross‐linked poly(1‐hexadecane‐co‐trimethylolpropane trimethacrylate) monolithic column for capillary electrochromatography
    Minghua, L; Feng, Q; Lu, Q; Cai, Z; Zhang, L; Chen, G
  • Electrochromatography on acrylate‐based monolith in cyclic olefin copolymer microchip: a cost‐effective and easy‐to‐use technology
    Ladner, Y; Cretier, G; Faure, K
  • “Thiol‐ene” click chemistry: a facile and versatile route for the functionalization of porous polymer monoliths
    Lv, Y; Lin, Z; Svec, F
  • Capillary electrochromatography with monolithic stationary phases: 1. Preparation of sulfonated stearyl acrylate monoliths and their electrochromatographic characterization with neutral and charged solutes
    Bedair, M; El Rassi, Z
  • Preparation and characterization of hexyl methacrylate monolithic columns for CEC
    Canto‐Mirapeix, A; Herrero‐Martinez, JM; Mongay‐Fernandez, C; Simo‐Alfonso, EF
  • Preparation and evaluation of lauryl methacrylate monoliths with embedded silver nanoparticles for capillary electrochromatography
    Navarro‐Pascual‐Ahuir, M; Lerma‐Garcia, MJ; Ramis‐Ramos, G; Simo‐Alfonso, EF; Herrero‐Martinez, JM
  • Novel highly hydrophilic methacrylate based monolithic column with mixed‐mode of hydrophilic and strong cation‐exchange interactions for pressurized capillary electrochromatography
    Lin, J; Liu, S; Lin, J; Lin, X; Xie, Z
  • Simultaneous determination of nucleoside and purine compounds in human urine?based on a hydrophobic monolithic column using capillary electrochromatography
    Chen, Z; Huang, C; Liu, W; Zhang, L; Tong, P; Zhang, L
  • Macroporous polyacrylamide poly(ethylene glycol) matrixes as stationary phases in capillary electrochromatography
    Palm, A; Novotny, MV
  • Performance of a monolithic silica column in a capillary under pressure‐driven and electrodriven conditions
    Ishizuka, N; Minakuchi, H; Nakanishi, K