Synthesis of an acid-labile diacrylate crosslinker for cleavable michael addition networks

Brian D. Mather, Sharlene R. Williams, Timothy Edward Long

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

A novel acid-cleavable diacrylate crosslinker, DCDA, was used as a difunctional Michael acceptor in the synthesis of acid-cleavable crosslinked networks via base-catalyzed Michael addition of telechelic poly(ethylene glycol) bis(acetoacetate). Michael addition networks containing DCDA were degraded in the presence of catalytic quantities of acids to form soluble polymeric products. Michael addition networks of non-degradable diacrylate crosslinkers were chemically unchanged under identical reaction conditions and remained insoluble. Thermal degradation of DCDA-containing networks was also investigated using TGA, which confirmed the thermal reactivity and concentration of the acid-labile crosslink points.

Original languageEnglish
Pages (from-to)1949-1955
Number of pages7
JournalMacromolecular Chemistry and Physics
Volume208
Issue number18
DOIs
Publication statusPublished - 2007 Sep 20
Externally publishedYes

Fingerprint

acids
Acids
synthesis
thermal degradation
Polyethylene glycols
glycols
Pyrolysis
ethylene
reactivity
products
acetoacetic acid
Hot Temperature

Keywords

  • Acetoacetate
  • Acid-cleavable
  • Acrylate
  • Michael addition
  • Networks
  • TGA

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

Synthesis of an acid-labile diacrylate crosslinker for cleavable michael addition networks. / Mather, Brian D.; Williams, Sharlene R.; Long, Timothy Edward.

In: Macromolecular Chemistry and Physics, Vol. 208, No. 18, 20.09.2007, p. 1949-1955.

Research output: Contribution to journalArticle

Mather, Brian D. ; Williams, Sharlene R. ; Long, Timothy Edward. / Synthesis of an acid-labile diacrylate crosslinker for cleavable michael addition networks. In: Macromolecular Chemistry and Physics. 2007 ; Vol. 208, No. 18. pp. 1949-1955.
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