Photoadhesive materials containing 2-mercaptopyridyl moieties

Masahiro Furutani, Daiki Fujihira, Koji Arimitsu

Research output: Contribution to journalArticlepeer-review

Abstract

2-Mercaptopyridine and its analogues cause a tautomerization reaction between their thiol and thione isomers. The equilibrium state would be changed by the surrounding environment such as polarity. In this study, we have designed and synthesized a vinyl monomer having a 2-mercaptopyridyl moiety, and prepared a photoadhesive material including the monomer, 2-hydroxyethyl methacylate, and a photoradical initiator. Photoadhesion between various kinds of adherents was realized using this material with 6.0 J cm-2 of UV irradiation at a wavelength of 365 nm, recording up to 8.8 MPa of shear strength. The effects and chemical states of 2-mercaptopyridyl moieties were examined by control and/or XPS spectral measurements. Interestingly, the adhesive strength increased gradually, indicating an autoxidation reaction between two 2-mercaptopyridyl moieties to form a disulfide bond and cross-linked polymer networks.

Original languageEnglish
Pages (from-to)261-267
Number of pages7
JournalJournal of Photopolymer Science and Technology
Volume33
Issue number3
DOIs
Publication statusPublished - 2020

Keywords

  • 2-Mercaptopyridyl moiety
  • Disulfide bond
  • Photoadhesive material
  • Tautomerization reaction
  • Thiol
  • Thione

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