Three novel bio-based monomers were synthesized through an amidation reaction involving allylated derivatives of coumaric, ferulic and phloretic acid and a diamine obtained from a thiol-ene coupling reaction between limonene and cysteamine. The monomers containing the enone bond of the cinnamic moiety underwent photoisomerization and photocycloaddition reactions upon UV light irradiation. All three monomers were photocured via thiol-ene photopolymerization using a glycerol-derived trifunctional thiol, resulting in fully bio-based poly(amide-thioether)s.
View Article and Find Full Text PDFAn eco-friendly epoxy/thiol-ene photopolymerization (ETEP) process was employed to prepare epoxy bio-composites using a commercial biobased epoxy resin and a woven jute fabric as reinforcement. In this process the components of the thiol-ene system, an allyl-functionalized ditertiary amine curing agent, a multifunctional thiol and a radical photoinitiator, were added to the epoxy resin to produce a polyether-polythioether crosslinked co-network. Moreover, the jute fibers were functionalized with thiol groups using the 3-mercaptopropyl (trimethoxysilane) with the purpose of creating a chemically bonded polymeric matrix/fiber system.
View Article and Find Full Text PDFThis study describes the synthesis of a curing agent derived from limonene as well as its application to prepare biobased thermoset polymers via the epoxy/thiol-ene photopolymerization (ETE) method. A biobased commercial epoxy resin was used to synthesize a crosslinked polymeric matrix of polyether-polythioether type. The preparation of the curing agent required two steps.
View Article and Find Full Text PDFJ Mech Behav Biomed Mater
June 2022
This work reports the synthesis of a monomer 2-((2-(3-(prop-1-en-2-yl)phenyl)propan-2-yl)carbamoyl)oxy)ethyl methacrylate (MVTPM) and the evaluation of its performance as an additive in the formulation of Bis-GMA/TEGDMA based composite resins. Experimental composite resins formulated with the MVTPM monomer were compared with a control reference. Double bond conversion, polymerization kinetics, shrinkage and associated stress, sorption, and aqueous solubility, cell viability, as well as mechanical properties were evaluated according to international measurements standards.
View Article and Find Full Text PDFThis article describes a comprehensive study to obtain polymeric porous materials via a photopolymerization technique, using acrylate-based high internal phase emulsions (HIPEs), as a template. The aim of obtaining these polymers was to use them as hydrocarbon absorbing materials. Kinetics of photopolymerization of the acrylate monomers and of the HIPEs were conducted to optimize the process.
View Article and Find Full Text PDFIn this work was evaluated the efficiency of an antishrinkage additive in a dental resin. This additive was a mixture 1:1 of five and six-membered ring spiroorthocarbonates functionalized with allylic groups (SOC DA). The aim of this study was to reduce the shrinkage of a typical dental resin composed of a blend of the dimethacrylates, Glycerolate bisphenol A dimethacrylate (Bis-GMA)/2-[(3,5,5-trimethyl-6-[2-(2-methyl prop-2-enoyloxy) ethoxycarbonylamino] hexyl) carbamoyloxy] ethyl, 2-methyl prop-2-enoate, (UDMA)/triethyleneglycol dimethacrylate (TEGDMA) in a 50:30.
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