Synthesis and photoinitiated cationic polymerization of epoxidized phenylpropanoid and α-pinene derivatives

Heinz, Markus; Kepkow, Maximilian; Theofel, Nadine; Strehmel, Bernd; Strehmel, Veronika

doi:10.1016/j.scp.2022.100766

Cited by 7 publications

(3 citation statements)

References 19 publications

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“…In addition to the above-mentioned development of terpene-based photopolymers, the alkene groups present in widely available terpenes can be functionalized by epoxidation for cationic photopolymerization or copolymerization with CO 2 and thiol–ene photopolymerization of the pendent double bonds. − The oxidation of terpenes into polyol compounds can be easily transformed into corresponding diacrylates under mild conditions …”

Section: Terpene-derived Photopolymersmentioning

confidence: 99%

Renewable Photopolymers: Transformation of Biomass Resources into Value-Added Products Under Light

Lai,

Zhang,

Xiao

2023

ACS Sustainable Chem. Eng.

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Light-induced cross-linking of liquid monomers has found widespread applications in various fields, such as dentistry, coatings, tissue engineering, and 3D printing. These processes typically rely on monomers derived from petrochemicals, which are volatile in price and are becoming increasingly depleted, compelling researchers to explore alternative sources from forestry and agricultural crops. The renewability of these resources makes them a promising option for developing substitutive materials with similar or superior properties. The various structural subunits in biomass offer alternative building blocks for petroleum-based photopolymers including the double bond-containing and hydrophobic fatty acids and terpenes, hydrophilic carbohydrates and proteins, aromatic furfural compounds from carbohydrates, and phenolic moieties in lignin. They can be transformed into photopolymers by the inherent or chemically introduced photocurable bonds. This review seeks to highlight recent advancements in transforming renewable platform chemicals into photocurable systems for photopolymerization processes and examines the thermomechanical properties and applications of the resulting cured materials. Furthermore, potential issues for improvement are also identified, such as the cost-effectiveness of biomass-based photopolymers and the risk in competition with food production. The perspectives on future directions for improving the renewability in this area are also given.

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Section: Terpene-derived Photopolymersmentioning

confidence: 99%

Renewable Photopolymers: Transformation of Biomass Resources into Value-Added Products Under Light

Lai,

Zhang,

Xiao

2023

ACS Sustainable Chem. Eng.

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“…Furthermore, several bio-based linear aliphatic, aromatic, and cycloaliphatic compounds have been successfully converted into (meth)acrylates that are interesting monomers for manufacturing of polymers. [7][8][9][10][11][12][13][14] Among these bio-based monomers is a new dimethacrylate synthesized in three steps as shown in Scheme 1. The synthesis starts with esterification of oleic acid with ethylene glycol, it continues with epoxidation of the two double bonds of the ethylene dioleate, and ring opening reaction of the resulting diepoxy compound with methacrylic acid is the final step.…”

Section: Introductionmentioning

confidence: 99%

Crosslinked Polymers Based on Monomers Derived from Renewable Resources and Their Application Potential

Strehmel

2023

Preprint

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Possible structural variation of a bio-based dimethacrylate derived from oleic acid and ethylene glycol is discussed as well as sources to obtain the starting material for manufacturing of this monomer. Furthermore, aspects influencing the transfer of a newly developed product or further scientific result to application are included into the discussion as well focusing to manufacturing processes and development of a new product for the market.

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Section: Introductionmentioning

confidence: 99%

Crosslinked polymers based on monomers derived from renewable resources and their application potential

Strehmel

2023

Applied Research

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Possible structural variation of a bio‐based dimethacrylate derived from oleic acid and ethylene glycol is discussed as well as sources to obtain the starting material for manufacturing this monomer. Introduction of an aromatic structure either as a bridge between the two ester structures formed or as a substituent is expected to influence the properties of both the monomer and polymer made of it, for example, by photoinitiated polymerization. Furthermore, aspects influencing the transfer of a new product are included in the discussion as well to increase the interest of researchers working in the industry on manufacturing a new product and its development for the market.

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Synthesis and photoinitiated cationic polymerization of epoxidized phenylpropanoid and α-pinene derivatives

Cited by 7 publications

References 19 publications

Renewable Photopolymers: Transformation of Biomass Resources into Value-Added Products Under Light

Renewable Photopolymers: Transformation of Biomass Resources into Value-Added Products Under Light

Crosslinked Polymers Based on Monomers Derived from Renewable Resources and Their Application Potential

Crosslinked polymers based on monomers derived from renewable resources and their application potential

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