NOTE: Synthesis and characterization of a poly(acrylamide) with pendant 1,4-piperazine-2,5-dione moieties via post-polymerization cyclization

Jeffrey R. Hammaker, Eugene A. Mash

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

A poly(acrylamide) was synthesized from N -Boc-N -acrolyl-l-lysylglycine methyl ester via radical polymerization. This polymer typically had Mn 100,000 g/mol, Mw 300,000 g/mol, and a Tg of 93C. Removal of Boc with TFA and cyclization with DABCO in DMSO at 65C afforded a soluble piperazinedione- containing polymer that had a Tg of 157C and thermal stability up to 300C. These results demonstrate a viable and efficient synthetic route to piperazinedione-containing polyacrylamides of high molecular weight. Related polymers that incorporate substituted indane moieties could be useful high Tg materials for fabrication of LC and NLO devices.

Original languageEnglish (US)
Pages (from-to)865-871
Number of pages7
JournalJournal of Macromolecular Science, Part A: Pure and Applied Chemistry
Volume45
Issue number10
DOIs
StatePublished - Oct 1 2008

Keywords

  • 1,4-piperazine-2,5-dione
  • High T polymer
  • Hydrogen bonding
  • Poly(acrylamide)

ASJC Scopus subject areas

  • Ceramics and Composites
  • Chemistry(all)
  • Polymers and Plastics
  • Materials Chemistry

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