2023
DOI: 10.1007/s10924-023-02813-1
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Eugenol-DOPO: A Bio-Based Phosphorous-Containing Monomer for Thiol-ene Photocurable Thermosets

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Cited by 11 publications
(6 citation statements)
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“…180 The etherification with epichlorohydrin and subsequent ring opening with piperazine gave rise to the formation of a diallyl compound (BEECH). 181 photopolymerization of allyl-etherified eugenol derivatives with polythiols led to the successful preparation of biobased polymer networks. The thermal and tensile properties of the resulting materials were influenced by the allyl and thiol functionalities, reaction conversions, and differences in the core framework of the polythiol compounds.…”
Section: Lignin-derived Photopolymersmentioning
confidence: 99%
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“…180 The etherification with epichlorohydrin and subsequent ring opening with piperazine gave rise to the formation of a diallyl compound (BEECH). 181 photopolymerization of allyl-etherified eugenol derivatives with polythiols led to the successful preparation of biobased polymer networks. The thermal and tensile properties of the resulting materials were influenced by the allyl and thiol functionalities, reaction conversions, and differences in the core framework of the polythiol compounds.…”
Section: Lignin-derived Photopolymersmentioning
confidence: 99%
“…The substitution of eugenol with mesylate-terminated mono- or polyethylene glycol afforded a series of eugenol-based ally monomers (PEGEG, Scheme ). The etherification with epichlorohydrin and subsequent ring opening with piperazine gave rise to the formation of a diallyl compound (BEECH) . Thiol–ene photopolymerization of allyl-etherified eugenol derivatives with polythiols led to the successful preparation of biobased polymer networks.…”
Section: Lignin-derived Photopolymersmentioning
confidence: 99%
“…Meanwhile, uniform networks obtained by this mechanism with a faster gelation time and a higher conversion also display reduced shrinkage and stress, as well as well-defined physical and mechanical properties . There are many recent works concerning the application of natural products , obtained from thiol–ene clicks that can be applied in many fields, such as transparent film, , fire retardant material, and cleaning organogel, especially for products clicked between polymercaptan and phenolic compounds, exhibiting satisfying thermal stability and enhanced mechanical properties. ,, On the other hand, polyurethane (PU), a well-known flexible resin that can be diversely altered for its functions and properties by adjusting the type and the feeding ratio of its feedstocks (i.e., the polyols/polyamines to the diisocyanates), provides ample opportunities to create versatile networks via thiol–ene clicks. , More importantly, bioresourced lysine diisocyanate or pentamethylene diisocyanate can make biobased PUs available with good sustainability, reducing the environment burden from fossil feedstocks.…”
Section: Introductionmentioning
confidence: 99%
“…25 There are many recent works concerning the application of natural products 26,27 obtained from thiol−ene clicks that can be applied in many fields, such as transparent film, 28,29 fire retardant material, 30 and cleaning organogel, 27 especially for products clicked between polymercaptan and phenolic compounds, exhibiting satisfying thermal stability and enhanced mechanical properties. 28,30,31 On the other hand, polyurethane (PU), a well-known flexible resin that can be diversely altered for its functions and properties by adjusting the type and the feeding ratio of its feedstocks (i.e., the polyols/polyamines to the diisocyanates), 32 provides ample opportunities to create versatile networks via thiol−ene clicks. 33,34 More importantly, bioresourced lysine diisocyanate or pentamethylene diisocyanate 35 can make biobased PUs available with good sustainability, reducing the environment burden from fossil feedstocks.…”
Section: Introductionmentioning
confidence: 99%
“…The advancement of polymeric materials with varying complexity and diversity has enabled the production of copolymers with accurate molecular weights, architectures, and functional groups, all of which have a range of structures, properties, and applications. Over the past decade, click chemistry has emerged as a promising strategy for engineering the architecture and functionality of materials, allowing for the production of functional synthetic polymers and modified polymeric materials. , Polysulfides are high-performance polymeric materials containing sulfur components and can be prepared directly from thiol–ene polymerization, playing a crucial role in the development of specialty applications. This reaction is generally characterized by high yields, low catalyst concentrations, fast reaction rates, and the ability to be conducted in bulk or in eco-friendly solvents at various concentrations . Rational monomer design facilitates the construction of functionalized polymers with diverse compositions, especially by utilizing renewable sources from the agricultural and food kingdoms, such as carbohydrates, , phenolic acids, , isosorbide, , and biocompounds. This approach provides an environmentally friendly alternative to petroleum-based polymers for the fabrication of sustainable polymeric materials. Hydrogen peroxide can be produced endogenously by cells in living organisms, and it serves as an oxidant in biological systems .…”
Section: Introductionmentioning
confidence: 99%