Effect of polymer containing a naphthyl-alanine derivative on the separation selectivity for aromatic compounds in temperature-responsive chromatography

Tadashi Nishio, Ryosuke Kanazashi, Akari Nojima, Hideko Kanazawa, Teruo Okano

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

A novel polymer-grafted stationary phase of high-performance liquid chromatography (HPLC) was developed, utilizing a temperature-responsive polymer containing an aromatic moiety. Firstly, we synthesized novel functional polymer poly(N-isopropylacrylamide-co-N-acryloyl-3-(2-naphthyl)- l-alanine methyl ester) [poly(NIPAAm-co-Nap)], which has temperature-responsiveness and selective retention of aromatic compounds by an intermolecular π-π interaction. The polymer exhibited a significant reversible phase transition from hydrophilic to hydrophobic in the vicinity of its lower critical solution temperature. Employing the developed polymer-grafted silica column, temperature-responsive chromatography was conducted using water as a sole mobile phase. A comparison with a conventional ODS column or a homogeneous PNIPAAm-grafted silica column showed that the retention of aromatic compounds was dramatically increased on the poly(NIPAAm-co-Nap)-grafted stationary phase. Introducing the naphthyl-alanine derivative caused a significant effect on the retention selectivity for aromatic compounds.

Original languageEnglish
Pages (from-to)148-154
Number of pages7
JournalJournal of Chromatography A
Volume1228
DOIs
Publication statusPublished - 2012 Mar 9
Externally publishedYes

Keywords

  • Aromatic compounds
  • Poly(N-isopropylacrylamide)
  • Poly(N-isopropylacrylamide-co-N-acryloyl-3-(2-naphthyl)-l-alanine methyl ester)
  • Temperature-responsive chromatography
  • π-π interaction

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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