A Study of Isosorbide Synthesis from Sorbitol for Material Applications Using Isosorbide Dimethacrylate for Enhancement of Bio-Based Resins

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dc.contributor.authorJašek, Vojtěchcs
dc.contributor.authorFučík, Jancs
dc.contributor.authorKrhut, Jiřícs
dc.contributor.authorMravcová, Ludmilacs
dc.contributor.authorFigalla, Silvestrcs
dc.contributor.authorPřikryl, Radekcs
dc.coverage.issue17cs
dc.coverage.volume15cs
dc.date.issued2023-09-04cs
dc.description.abstractBio-based cross-linkers can fulfill the role of enhancing additives in bio-sourced curable materials that do not compare with artificial resin precursors. Isosorbide dimethacrylate (ISDMMA) synthesized from isosorbide (ISD) can serve as a cross-linker from renewable sources. Isosorbide is a bicyclic carbon molecule produced by the reaction modification of sorbitol and the optimal conditions of this reaction were studied in this work. The reaction temperature of 130 & DEG;C and 1% w/w amount of para-toluenesulfonic acid (p-TSA) were determined as optimal and resulted in a yield of 81.9%. Isosorbide dimethacrylate was synthesized via nucleophilic substitution with methacrylic anhydride (MAA) with the conversion of 94.1% of anhydride. Formed ISD and ISDMMA were characterized via multiple verification methods (FT-IR, MS, 1H NMR, and XRD). Differential scanning calorimetry (DSC) proved the curability of ISDMMA (activation energy Ea of 146.2 kJ/mol) and the heat-resistant index of ISDMMA (Ts reaching value of 168.9) was determined using thermogravimetric analysis (TGA). Characterized ISDMMA was added to the precursor mixture containing methacrylated alkyl 3-hydroxybutyrates (methyl ester M3HBMMA and ethyl ester E3HBMMA), and the mixtures were cured via photo-initiation. The amount of ISDMMA cross-linker increased all measured parameters obtained via dynamic mechanical analysis (DMA), such as storage modulus (E') and glass transition temperature (Tg), and the calculated cross-linking densities (& nu;e). Therefore, the enhancement influence of bio-based ISDMMA on resins from renewable sources was confirmed.en
dc.formattextcs
dc.format.extent1-18cs
dc.format.mimetypeapplication/pdfcs
dc.identifier.citationPolymers. 2023, vol. 15, issue 17, p. 1-18.en
dc.identifier.doi10.3390/polym15173640cs
dc.identifier.issn2073-4360cs
dc.identifier.orcid0000-0002-8020-4948cs
dc.identifier.orcid0000-0002-3408-4383cs
dc.identifier.orcid0000-0003-1011-6616cs
dc.identifier.orcid0000-0003-2392-8031cs
dc.identifier.orcid0000-0002-7811-9840cs
dc.identifier.other184641cs
dc.identifier.researcheridG-9690-2018cs
dc.identifier.researcheridE-8210-2010cs
dc.identifier.scopus25621742800cs
dc.identifier.urihttp://hdl.handle.net/11012/214430
dc.language.isoencs
dc.publisherMDPIcs
dc.relation.ispartofPolymerscs
dc.relation.urihttps://www.mdpi.com/2073-4360/15/17/3640cs
dc.rightsCreative Commons Attribution 4.0 Internationalcs
dc.rights.accessopenAccesscs
dc.rights.sherpahttp://www.sherpa.ac.uk/romeo/issn/2073-4360/cs
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/cs
dc.subjectisosorbideen
dc.subjectisosorbide dimethacrylateen
dc.subjectPHBen
dc.subjectalkyl 3-hydroxybutyratesen
dc.subjectenhancementen
dc.subjectcross-linkeren
dc.titleA Study of Isosorbide Synthesis from Sorbitol for Material Applications Using Isosorbide Dimethacrylate for Enhancement of Bio-Based Resinsen
dc.type.driverarticleen
dc.type.statusPeer-revieweden
dc.type.versionpublishedVersionen
sync.item.dbidVAV-184641en
sync.item.dbtypeVAVen
sync.item.insts2025.02.03 15:38:12en
sync.item.modts2025.01.17 18:35:11en
thesis.grantorVysoké učení technické v Brně. Fakulta chemická. Ústav chemie materiálůcs
thesis.grantorVysoké učení technické v Brně. Fakulta chemická. Ústav chemie a technologie ochrany životního prostředícs
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