View in EDS

Adamantyl-group containing mixed-mode acrylamide-based continuous beds for capillary electrochromatography. Part I: Study of a synthesis procedure including solubilization of N-adamantyl-acrylamide via complex formation with a water-soluble cyclodextrin

Saved in:
Bibliographic Details
Title: Adamantyl-group containing mixed-mode acrylamide-based continuous beds for capillary electrochromatography. Part I: Study of a synthesis procedure including solubilization of N-adamantyl-acrylamide via complex formation with a water-soluble cyclodextrin
Authors: Al-Massaedh, Ayat Allah1, Pyell, Ute pyellu@staff.uni-marburg.de
Source: Journal of Chromatography A. Apr2013, Vol. 1286, p183-191. 9p.
Subjects: Capillary electrochromatography, Solubilization, Acrylamide, Complex compounds synthesis, Mixtures, Cyclodextrins
Abstract: Abstract: A new synthesis procedure for highly crosslinked macroporous amphiphilic N-adamantyl-functionalized mixed-mode acrylamide-based monolithic stationary phases for capillary electrochromatography (CEC) is investigated employing solubilization of the hydrophobic monomer by complexation with a cyclodextrin. N-(1-adamantyl)acrylamide is synthesized and characterized as a hydrophobic monomer forming a water soluble-inclusion complex with statistically methylated-β-cyclodextrin. The stoichiometry, the complex formation constant and the spatial arrangement of the formed complex are determined. Mixed-mode monolithic stationary phases are synthesized by in situ free radical copolymerization of cyclodextrin-solubilized N-adamantyl acrylamide, a water soluble crosslinker (piperazinediacrylamide), a hydrophilic monomer (methacrylamide), and a negatively charged monomer (vinylsulfonic acid) in aqueous medium in bind silane-pretreated fused silica capillaries. The synthesized monolithic stationary phases are amphiphilic and can be employed in the reversed- and in the normal-phase mode (depending on the composition of the mobile phase), which is demonstrated with polar and non-polar analytes. Observations made with polar analytes and polar mobile phase can only be explained by a mixed-mode retention mechanism. The influence of the total monomer concentration (%T) on the chromatographic properties, the electroosmotic mobility, and on the specific permeability is investigated. With a homologues series of alkylphenones it is confirmed that the hydrophobicity (methylene selectivity) of the stationary phase increases with increasing mass fraction of N-(1-adamantyl)acrylamide in the synthesis mixture. [Copyright &y& Elsevier]
Copyright of Journal of Chromatography A is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
FullText Text:
  Availability: 0
Header DbId: egs
DbLabel: Engineering Source
An: 86464560
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
IllustrationInfo
Items – Name: Title
  Label: Title
  Group: Ti
  Data: Adamantyl-group containing mixed-mode acrylamide-based continuous beds for capillary electrochromatography. Part I: Study of a synthesis procedure including solubilization of N-adamantyl-acrylamide via complex formation with a water-soluble cyclodextrin
– Name: Author
  Label: Authors
  Group: Au
  Data: <searchLink fieldCode="AR" term="%22Al-Massaedh%2C+Ayat+Allah%22">Al-Massaedh, Ayat Allah</searchLink><relatesTo>1</relatesTo><br /><searchLink fieldCode="AR" term="%22Pyell%2C+Ute%22">Pyell, Ute</searchLink><i> pyellu@staff.uni-marburg.de</i>
– Name: TitleSource
  Label: Source
  Group: Src
  Data: <searchLink fieldCode="JN" term="%22Journal+of+Chromatography+A%22">Journal of Chromatography A</searchLink>. Apr2013, Vol. 1286, p183-191. 9p.
– Name: Subject
  Label: Subjects
  Group: Su
  Data: <searchLink fieldCode="DE" term="%22Capillary+electrochromatography%22">Capillary electrochromatography</searchLink><br /><searchLink fieldCode="DE" term="%22Solubilization%22">Solubilization</searchLink><br /><searchLink fieldCode="DE" term="%22Acrylamide%22">Acrylamide</searchLink><br /><searchLink fieldCode="DE" term="%22Complex+compounds+synthesis%22">Complex compounds synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Mixtures%22">Mixtures</searchLink><br /><searchLink fieldCode="DE" term="%22Cyclodextrins%22">Cyclodextrins</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: Abstract: A new synthesis procedure for highly crosslinked macroporous amphiphilic N-adamantyl-functionalized mixed-mode acrylamide-based monolithic stationary phases for capillary electrochromatography (CEC) is investigated employing solubilization of the hydrophobic monomer by complexation with a cyclodextrin. N-(1-adamantyl)acrylamide is synthesized and characterized as a hydrophobic monomer forming a water soluble-inclusion complex with statistically methylated-β-cyclodextrin. The stoichiometry, the complex formation constant and the spatial arrangement of the formed complex are determined. Mixed-mode monolithic stationary phases are synthesized by in situ free radical copolymerization of cyclodextrin-solubilized N-adamantyl acrylamide, a water soluble crosslinker (piperazinediacrylamide), a hydrophilic monomer (methacrylamide), and a negatively charged monomer (vinylsulfonic acid) in aqueous medium in bind silane-pretreated fused silica capillaries. The synthesized monolithic stationary phases are amphiphilic and can be employed in the reversed- and in the normal-phase mode (depending on the composition of the mobile phase), which is demonstrated with polar and non-polar analytes. Observations made with polar analytes and polar mobile phase can only be explained by a mixed-mode retention mechanism. The influence of the total monomer concentration (%T) on the chromatographic properties, the electroosmotic mobility, and on the specific permeability is investigated. With a homologues series of alkylphenones it is confirmed that the hydrophobicity (methylene selectivity) of the stationary phase increases with increasing mass fraction of N-(1-adamantyl)acrylamide in the synthesis mixture. [Copyright &y& Elsevier]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Chromatography A is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
PLink https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=86464560
RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1016/j.chroma.2013.02.046
    Languages:
      – Code: eng
        Text: English
    PhysicalDescription:
      Pagination:
        PageCount: 9
        StartPage: 183
    Subjects:
      – SubjectFull: Capillary electrochromatography
        Type: general
      – SubjectFull: Solubilization
        Type: general
      – SubjectFull: Acrylamide
        Type: general
      – SubjectFull: Complex compounds synthesis
        Type: general
      – SubjectFull: Mixtures
        Type: general
      – SubjectFull: Cyclodextrins
        Type: general
    Titles:
      – TitleFull: Adamantyl-group containing mixed-mode acrylamide-based continuous beds for capillary electrochromatography. Part I: Study of a synthesis procedure including solubilization of N-adamantyl-acrylamide via complex formation with a water-soluble cyclodextrin
        Type: main
  BibRelationships:
    HasContributorRelationships:
      – PersonEntity:
          Name:
            NameFull: Al-Massaedh, Ayat Allah
      – PersonEntity:
          Name:
            NameFull: Pyell, Ute
    IsPartOfRelationships:
      – BibEntity:
          Dates:
            – D: 19
              M: 04
              Text: Apr2013
              Type: published
              Y: 2013
          Identifiers:
            – Type: issn-print
              Value: 00219673
          Numbering:
            – Type: volume
              Value: 1286
          Titles:
            – TitleFull: Journal of Chromatography A
              Type: main
ResultId 1