Novel Michael addition networks containing urethane hydrogen bonding

Sharlene R. Williams, Brian D. Mather, Kevin M. Miller, Timothy Edward Long

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Covalently crosslinked networks based on polypropylene glycol) bis(acetoacetate) with either neopentyl glycol diacrylate or hydroxyethyl acrylate derivatized bis(4-isocyanatocyclohexyl)methane (HMDI) were prepared utilizing the Michael addition reaction in the presence of catalytic quantities of diazabicyclo[5.4.0]undec-7-ene (DBTJ). These networks were prepared in the absence of solvent at 23 °C without the formation of byproducts. Mechanical and thermal analyses of the networks were performed utilizing DMA, tensile testing, and TGA. Tensile analysis revealed that the introduction of hydrogen-bonding urethane linkages in the diacrylate segment resulted in higher tensile strengths and elongation to break compared with nonhydrogen-bonding analogs. All crosslinked products exhibited high gel fractions and excellent thermo-mechanical properties.

Original languageEnglish
Pages (from-to)4118-4128
Number of pages11
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume45
Issue number17
DOIs
Publication statusPublished - 2007 Sep 1
Externally publishedYes

Keywords

  • Crosslinking
  • Hydrogen bond
  • Mechanical properties
  • Michael addition
  • Thermal properties

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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