Synthesis and photoinitiated cationic polymerization of epoxy monomers derived from oleic acid comprising one to three epoxy groups

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

doi:10.1016/j.scp.2024.101588

Sustainable Chemistry and Pharmacy

2024

DOI: 10.1016/j.scp.2024.101588

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Synthesis and photoinitiated cationic polymerization of epoxy monomers derived from oleic acid comprising one to three epoxy groups

Maximilian Kepkow,

Markus Heinz,

Bernd Strehmel

et al.

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2024

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Cited by 1 publication

References 30 publications

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Phloroglucinol-Based Antimicrobial Shape-Memory Photopolymers for Microimprint Lithography

Pabricaite,

Sereikaite,

Navaruckiene

et al. 2024

ACS Omega

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In this study, for the first time, biobased photopolymers were synthesized from phloroglucinol tris epoxy with and without different comonomers, phloroglucinol, 1,4:3,6dianhydro-D-sorbitol, and 1,4-cyclohexanedimethanol. The rheological, thermal, mechanical, shape-memory, and antimicrobial properties of photopolymers were investigated. The addition of comonomers reduced the photocuring rate (gel time increased from 325 s to 434−861 s) and rigidity (storage modulus decreased from 330.76 to 15.42−85.77 MPa), reduced their brittleness, and increased the flexibility (elongation at break increased from 0.9 to 1.89− 4.51%), although the tensile strength of the polymers remained sufficiently high (tensile strength was reduced from 292.00 to 132.62−234.54 MPa). All polymers exhibited a thermoresponsive shape-memory behavior as they could maintain a temporary shape below their glass-transition temperature and return to the permanent shape when the temperature was raised again above the glass-transition temperature. All polymers showed high antibacterial activity against Staphylococcus aureus (90.3−96.4%) and Escherichia coli (97.8−99.6%) even after 1 h of contact with bacteria. The photoresins were tested in microimprint lithography and confirmed to accurately reproduce the shape features of the 3D printed target. Compositions prepared with 1,4-cyclohexanedimethanol were the most promising due to fast photocuring and the highest flexibility. Synthesized biobased photopolymers have a wide range of properties, making them potential candidates for the production of functional coatings, biomedical devices, or flexible electronics.

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Phloroglucinol-Based Antimicrobial Shape-Memory Photopolymers for Microimprint Lithography

Pabricaite,

Sereikaite,

Navaruckiene

et al. 2024

ACS Omega

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Synthesis and photoinitiated cationic polymerization of epoxy monomers derived from oleic acid comprising one to three epoxy groups

Cited by 1 publication

References 30 publications

Phloroglucinol-Based Antimicrobial Shape-Memory Photopolymers for Microimprint Lithography

Phloroglucinol-Based Antimicrobial Shape-Memory Photopolymers for Microimprint Lithography

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