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

Sustainable Chemistry and Pharmacy - Tập 29 - Trang 100766 - 2022
Markus Heinz1, Maximilian Kepkow1, Nadine Theofel2, Bernd Strehmel1, Veronika Strehmel1
1Niederrhein University of Applied Sciences, Faculty of Chemistry, Institute for Coatings and Surface Chemistry, Adlerstrasse 32, D, 47798, Krefeld, Germany
2Governmental Institute of Legal Medicine and Forensic Sciences, Turmstraße 21, D, 10559, Berlin, Germany

Tài liệu tham khảo

2009, 306 Brömme, 2015, New iodonium salts in NIR sensitized radical photopolymerization of multifunctional monomers, RSC Adv., 5, 69915, 10.1039/C5RA12236H Bruno, 2019, Efficient isomerization of α-pinene oxide to campholenic aldehyde promoted by a mixed-ring analogue of molybdenocene, ACS Sustain. Chem. Eng., 7, 13639, 10.1021/acssuschemeng.9b03087 Crivello, 1996, The synthesis and cationic polymerization of novel monomers from renewable sources, Macromol. Symp., 107, 75, 10.1002/masy.19961070109 Elgendy, 2008, Oxidation reactions of some natural volatile aromatic compounds: anethole and eugenol, Russ. J. Org. Chem., 44, 823, 10.1134/S1070428008060079 Horváth, 2007, Innovations and green chemistry, Chem. Rev., 107, 2169, 10.1021/cr078380v Ivin, 1975, vol. II, 421 Kakuchi, 2014, Activation of stable polymeric esters by using organo-activated acyl transfer reactions, J. Polym. Sci. Polym. Chem., 52, 1353, 10.1002/pola.27124 Kocaarslan, 2019, Near-IR and UV-led sensitized photopolymerization with onium salts comprising anions of different nucleophilicities, ChemPhotoChem, 3, 1127, 10.1002/cptc.201900170 Maaßen, 2015, Macromol. Chem. Phys., 216, 1609, 10.1002/macp.201500136 Mohan, 1993, Acid-catalyzed hydrolysis of cis- and trans-anethole oxides: discrete carbocation intermediates and syn/anti hydration ratios, J. Org. Chem., 58, 2663, 10.1021/jo00062a006 Mohan, 2000, Spontaneous hydrolysis reactions of cis- and trans-Methyl-4-methoxystyrene oxides (anethole oxides): buildup of trans-anethole oxide as an intermediate in the spontaneous reaction of cis-anethole oxide, J. Org. Chem., 65, 1407, 10.1021/jo991521b Noe, 2021, Cationic UV-curing epoxidized biobased resins, MDPI polymers, 13, 89, 10.3390/polym13010089 Park, 2005, Cationic polymerization and physicochemical properties of a biobased epoxy resin initiated by thermally latent catalysts, Eur. Polym. J., 41, 231, 10.1016/j.eurpolymj.2004.09.011 Ping, 2011, Study on synthesis of anethole derivatives, Chem. Ind. For. Prod., 31, 86 Sánchez-Velandia, 2021, Thermodynamics of the isomerization of monoterpene epoxides, ACS Omega, 6, 34206, 10.1021/acsomega.1c03049 Sanay, 2019, Green approach of photoinitiated polymerization using monomers derived from oleic acid and ionic liquid, ChemistrySelect, 4, 10214, 10.1002/slct.201902661 Sanay, 2021, Formation of highly crosslinked polymer films in the presence of bio-based epoxy by photoinitiated cationic polymerization, Prog. Org. Coating, 158, 10.1016/j.porgcoat.2021.106377 Sanay, 2021, Manufacturing and photocrosslinking of a new bio‐based dimethacrylate resulting in hydrophobic crosslinked films, Appl. Res. Strehmel, 2017, White birch trunk extracts as a source of organic compounds, ChemistrySelect, 2, 9607, 10.1002/slct.201700368 Timpe, 1987, Light-induced polymerization reactions. 29. Kinetic studies of the radical photopolymerization of butanediol 1,4-dimethacrylate in poly(vinylpyrrolidone) layers using an isoperibolic calorimeter, Acta Polym., 38, 238, 10.1002/actp.1987.010380408 Walther, 2016, Photopolymerization of functionalized monomers derived from oleic acid, J. Photopolym. Sci. Technol., 29, 123, 10.2494/photopolymer.29.123 Wilbon, 2013, Progress in renewable polymers from natural terpenes, terpenoids, and rosin, macromol, Rapid Commun, 34, 8, 10.1002/marc.201200513