Solvent and Reagent Accessibility within Oligo(ethylene glycol) Ether [PEG] Cross-Linked Polystyrene Beads

Mark E. Wilson, Kolja Paech, Wen Jing Zhou, Mark J. Kurth

Research output: Contribution to journalArticle

71 Scopus citations

Abstract

α,ω-Bis-4(vinylbenzyl) ethers of mono-, di-, tetra-, and hexa(ethylene glycol) were used as cross-linkers in polystyrene beads to examine the influence of glycol tether length and % incorporation upon polymer swelling and reagent diffusion. Swelling of 2, 10, and 20% cross-linked poly{styrene-co-[oligo(ethylene glycol) bis(4-vinylbenzyl)ether]} (PS-PEG) beads was determined to be higher or comparable to 2% cross-linked poly[styrene-co-divinylbenzene] (2% PS-DVB) beads. Fluorescence quenching of polymer-bound dansyl groups by Et3O·BF4 indicated that the most rapid intraresin diffusion of this electrophilic reagent occurred in toluene. PS-PEG beads exhibited faster quenching than 2% PS-DVB in poor swelling solvents but were slower to quench than 2% PS-DVB in toluene.

Original languageEnglish (US)
Pages (from-to)5094-5099
Number of pages6
JournalJournal of Organic Chemistry
Volume63
Issue number15
StatePublished - Jul 24 1998

ASJC Scopus subject areas

  • Organic Chemistry

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