Tailoring macromolecular architecture with imidazole functionality: A perspective for controlled polymerization processes

Matthew Green, Michael H. Allen, Joseph M. Dennis, David Salas De La Cruz, Renlong Gao, Karen I. Winey, Timothy E. Long

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

Controlled radical polymerization (CRP) allows for the design and synthesis of functional polymers with tailored composition and unique macromolecular architectures. Synthetic methods that are readily available for controlled radical polymerization include nitroxide-mediated polymerization, reversible addition-fragmentation chain transfer polymerization, and atom transfer radical polymerization. N-Vinyl monomers that are typically amenable to free radical methods are often difficult to synthesize in a controlled manner to high molecular weight due to the lack of resonance stabilization of the propagating radical. However, recent advances in the field of CRP have resulted in successful controlled polymerization of various N-vinyl heterocyclic monomers including N-vinylcarbazole, N-vinylpyrrolidone, N-vinylphthalimide, and N-vinylindole. The incorporation of the imidazole ring into homopolymers and copolymers using conventional free radical polymerization of N-vinylimidazole monomer is particularly widespread and advantageous due to facile functionalization, high thermal stability, and the relevance of the imidazole ring to many biomacromolecules. Copolymers prepared with methyl methacrylate displayed random incorporation according to differential scanning calorimetry and amorphous morphologies according to X-ray scattering. Imidazole- and imidazolium-containing monomers have shown recent success for CRP; however, the controlled polymerization of N-vinylimidazole has remained relatively unexplored. Future efforts focus on the development of tailored imidazole-containing copolymers with well-defined architectures for emerging biomedical, electronic and membrane applications.

Original languageEnglish (US)
Pages (from-to)486-496
Number of pages11
JournalEuropean Polymer Journal
Volume47
Issue number4
DOIs
StatePublished - Apr 2011
Externally publishedYes

Fingerprint

Free radical polymerization
imidazoles
polymerization
Polymerization
Monomers
Copolymers
monomers
Functional polymers
copolymers
Methacrylates
Atom transfer radical polymerization
Homopolymerization
X ray scattering
Free radicals
free radicals
Free Radicals
Differential scanning calorimetry
Thermodynamic stability
Stabilization
Molecular weight

Keywords

  • Block copolymers
  • Controlled radical polymerization
  • Heterocycles
  • Imidazole
  • Living polymerization

ASJC Scopus subject areas

  • Polymers and Plastics
  • Physics and Astronomy(all)
  • Organic Chemistry

Cite this

Tailoring macromolecular architecture with imidazole functionality : A perspective for controlled polymerization processes. / Green, Matthew; Allen, Michael H.; Dennis, Joseph M.; Cruz, David Salas De La; Gao, Renlong; Winey, Karen I.; Long, Timothy E.

In: European Polymer Journal, Vol. 47, No. 4, 04.2011, p. 486-496.

Research output: Contribution to journalArticle

Green, Matthew ; Allen, Michael H. ; Dennis, Joseph M. ; Cruz, David Salas De La ; Gao, Renlong ; Winey, Karen I. ; Long, Timothy E. / Tailoring macromolecular architecture with imidazole functionality : A perspective for controlled polymerization processes. In: European Polymer Journal. 2011 ; Vol. 47, No. 4. pp. 486-496.
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