Polymers of sodium-N-undec-10-ene-1-oyl taurate and sodium-N-undec-10- ene-1-oyl aminoethyl-2-phosphonate as pseudostationary phases for electrokinetic chromatography

Keith T. Tellman, Christopher P. Palmer

Research output: Contribution to journalArticlepeer-review

Abstract

The use of micelle polymers, a class of polysoaps with a polymerized hydrophobic interior and a charged hydrophillic exterior, as pseudostationary phases in electrokinetic chromatography has generated significant interest. Their stable structure has been shown to provide significant advantages over conventional micelles when used as pseudostationary phases. In previous studies, micelle polymers have had carboxylate and sulfate head groups. These chemistries have limitations: carboxylate micelle polymers precipitate out of solution at pH less than seven or eight and sulfate head groups are not stable to hydrolysis and are hydrolyzed during polymerization. Additionally, while the chemical selectivity of conventional micelles varies with head group chemistry, no significant differences in chemical selectivity were observed between analogous polymers with sulfate and carboxylate groups. To overcome the limitations of carboxylate and sulfate head groups, and to further investigate the chemical selectivity of micelle polymers, poly(sodium-N-undec-10-ene-1-oyl-taurate) and poly(sodium-N-undec-10-ene-1- oyl-ethyl-2-phosphonate) micellar polymers have been synthesized and characterized as pseudostationary phases. These polymers have amide functionality and stable, strongly acidic sulfonate and phosphonate head groups. These polymers did provide improved solubility at low pH, and are stable under the conditions studied. The chromatographic performance and chemical selectivity of the polymers has been studied by several methods, including linear solvation energy relationships. Poly(sodium-N-undec-10-ene- 1-oyl-taurate) has greater electrophoretic mobility than other polymers of this type, and can be used for the separation of hydrophobic compounds. The polymers do exhibit unique selectivity, but the differences in selectivity are not significant for the majority of compounds studied.

Original languageEnglish
Pages (from-to)152-161
Number of pages10
JournalElectrophoresis
Volume20
Issue number1
DOIs
StatePublished - 1999

Keywords

  • Electrokinetic chromatography
  • Micelle polymer
  • Poly(sodium-N-undec-10- ene-1-oyl-aminoethyl-2-phosphonate)
  • Poly(sodium-N-undec-10-ene-1-oyl-taurate)
  • Pseudostationary phase

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