Issue 106, 2014

Thiol–ene adhesives from clove oil derivatives

Abstract

This paper reports the synthesis of catechol-functionalized thiol–ene polymer networks as photocurable adhesives, where the adhesive interactions are derived from 4-allylpyrocatechol – a monofunctional alkene readily obtained from natural products of Syzygium aromaticum flower buds (clove). The thiol–ene photopolymerization process enables rapid cure times, low energy input, and solvent-free processing. The resulting polymer networks show improved macroscopic adhesion to a variety of substrates – including glass, marble, aluminum, and steel – by varying the concentration of 4-allylpyrocatechol in the network. Additionally, the effects of the catechol moiety on polymerization kinetics, thermomechanical, and mechanical properties were determined by comparing the synthesized catechol moiety to a series of control monomers such as eugenol (one phenol group) and methyl eugenol (no phenol groups).

Graphical abstract: Thiol–ene adhesives from clove oil derivatives

Supplementary files

Article information

Article type
Paper
Submitted
08 Oct 2014
Accepted
10 Nov 2014
First published
12 Nov 2014

RSC Adv., 2014,4, 61927-61935

Author version available

Thiol–ene adhesives from clove oil derivatives

B. R. Donovan, J. S. Cobb, E. F. T. Hoff and D. L. Patton, RSC Adv., 2014, 4, 61927 DOI: 10.1039/C4RA12020E

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