Synthesis of boronate-functionalized organic-inorganic hybrid monolithic column for the separation of cis-diol containing compounds at low pH

Electrophoresis. 2018 Apr;39(7):924-932. doi: 10.1002/elps.201700337. Epub 2018 Jan 19.

Abstract

In this work, an organic-inorganic hybrid boronate affinity monolithic column was prepared via "one-pot" process using 4-vinylphenylboronic acid as organic monomer and divinylbenzene as cross-linker. The effects of reaction temperature, solvents and composition of organic monomers on the column properties (e.g. morphology, permeability, and mechanical stability) were investigated. A series of test compounds including small neutral molecules, aromatic amines, and cis-diol compounds were used to evaluate the retention behaviors of the prepared hybrid monolithic column. The results demonstrated that the prepared hybrid monolith exhibited mixed-interactions including hydrophilicity, cation exchange, and boronate affinity interaction. The run-to-run, day-to-day and batch-to-batch reproducibilities of the prepared hybrid monolith for thiourea's retention time were satisfactory with the relative standard deviations (RSDs) less than 0.09, 1.45 and 4.05% (n = 3), respectively, indicating the effectiveness and practicability of the proposed method.

Keywords: Boronate affinity; Divinylbenzene; Pressurized capillary electrochromatography; “One-pot”.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry*
  • Alcohols / isolation & purification
  • Amines / chemistry
  • Boronic Acids / chemistry*
  • Capillary Electrochromatography
  • Chromatography, Affinity
  • Hydrogen-Ion Concentration
  • Hydrophobic and Hydrophilic Interactions
  • Isomerism
  • Molecular Structure
  • Polymerization
  • Silicon Dioxide / chemistry
  • Structure-Activity Relationship
  • Vinyl Compounds / chemistry*

Substances

  • 4-vinylphenyl boronic acid
  • Alcohols
  • Amines
  • Boronic Acids
  • Vinyl Compounds
  • Silicon Dioxide
  • divinyl benzene