Preparations and properties of uniform size macroporous polymer beads prepared by two-step swelling and polymerization method utilizing divinyl succinate or divinyl adipate as a crosslinking agent

Ken Hosoya*, Yoko Kageyama, Kazuhiro Kimata, Takeo Araki, Nobuo Tanaka, Jean M.J. Fréchet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

Uniform size macroporous polymer beads were prepared through a typical two-step swelling and polymerization method utilizing divinyl succinate or divinyl adipate as well as ethylene dimethacrylate as crosslinking agents. Stable macroporous polymer beads with good size monodispersity and a slightly nonspherical shape were obtained by homopolymerization of divinyl succinate in cyclohexanol as porogen. BET measurements indicated that the beads prepared by homopolymerization of divinyl succinate and copolymerization of divinyl succinate with vinyl p-tert-butylbenzoate, as well as homopolymerization of ethylene dimethacrylate had relatively large specific surface area. In contrast, copolymerization of divinyl succinate with methyl methacrylate afforded beads having a very small specific surface area. Similarly, all the beads prepared using divinyl adipate had very small specific surface area, while size exclusion chromatography in tetrahydrofuran suggested that these beads acquired a porous structure as a result of swelling. When used as packing materials for high-performance liquid chromatography, the beads prepared with divinyl adipate showed unexpected molecular recognition toward flat solutes in reversed phase liquid chromatography in contrast to those prepared with ethylene dimethacrylate. Copolymerizations with methyl methacrylate led to a decrease in molecular recognition, while those with vinyl p-tert-butylbenzoate enhanced the selectivity.

Original languageEnglish (US)
Pages (from-to)2767-2774
Number of pages8
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume34
Issue number13
DOIs
StatePublished - Sep 30 1996
Externally publishedYes

Keywords

  • Divinyl adipate
  • Divinyl succinate
  • Macroporous polymer beads
  • Polymerization
  • Two-step swelling

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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