Influence of hydrogen bonding on the adhesive properties of photo-curable acrylics

Matthew P. Cashion, Taigyoo Park, Timothy Edward Long

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Novel hot melt pressure sensitive adhesives (HMPSAs) were developed from acrylic terpolymers of 2-ethylhexyl acrylate (EHA), hydroxyethyl acrylate (HEA), and methyl acrylate (MA) functionalized with hydrogen bonding and photo-reactive functionalities. The hydrogen bonding and photo-reactive sites were introduced from the reaction of HEA repeat units with cyclohexyl isocyanate and cinnamoyl chloride, respectively. The functionalization reaction conditions were optimized to tailor the degree of urethane and cinnamate groups in order to examine the influence of hydrogen bonding and photo-active groups in low Tg acrylics. The synergy of hydrogen bonding and photo-reactivity resulted in higher peel values and rates of cinnamate photo-reactivity with increasing urethane concentration. The increase in cinnamate photo-reactivity with increasing urethane concentration provides evidence that hydrogen bond associations can promote cinnamate dimerization. Isothermal rheological experiments conducted at 150°C confirmed the melt stability of the cyclohexyl urethane linkage, cinnamate, and the acrylic composition indicating the potential for hot melt adhesive applications.

Original languageEnglish
Pages (from-to)1-17
Number of pages17
JournalJournal of Adhesion
Volume85
Issue number1
DOIs
Publication statusPublished - 2009 Aug 13
Externally publishedYes

Fingerprint

Cinnamates
urethanes
acrylates
adhesives
Acrylics
Urethane
Adhesives
Hydrogen bonds
reactivity
hydrogen
isocyanates
Hot melt adhesives
Isocyanates
dimerization
Terpolymers
linkages
Dimerization
chlorides
hydrogen bonds
Chemical analysis

Keywords

  • Adhesives
  • Cinnamate
  • Crosslinking
  • Hydrogen bonding
  • Photochemistry
  • Urethane

ASJC Scopus subject areas

  • Chemistry(all)
  • Mechanics of Materials
  • Surfaces and Interfaces
  • Surfaces, Coatings and Films
  • Materials Chemistry

Cite this

Influence of hydrogen bonding on the adhesive properties of photo-curable acrylics. / Cashion, Matthew P.; Park, Taigyoo; Long, Timothy Edward.

In: Journal of Adhesion, Vol. 85, No. 1, 13.08.2009, p. 1-17.

Research output: Contribution to journalArticle

Cashion, Matthew P. ; Park, Taigyoo ; Long, Timothy Edward. / Influence of hydrogen bonding on the adhesive properties of photo-curable acrylics. In: Journal of Adhesion. 2009 ; Vol. 85, No. 1. pp. 1-17.
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