Scalable synthesis and polymerisation of a β-angelica lactone derived monomer
dc.bibliographicCitation.firstPage | 5267 | eng |
dc.bibliographicCitation.issue | 16 | eng |
dc.bibliographicCitation.journalTitle | Green Chemistry | eng |
dc.bibliographicCitation.lastPage | 5273 | eng |
dc.bibliographicCitation.volume | 22 | eng |
dc.contributor.author | Dell'Acqua, Andrea | |
dc.contributor.author | Stadler, Bernhard M. | |
dc.contributor.author | Kirchhecker, Sarah | |
dc.contributor.author | Tin, Sergey | |
dc.contributor.author | de Vries, Johannes G. | |
dc.date.accessioned | 2021-11-11T10:50:19Z | |
dc.date.available | 2021-11-11T10:50:19Z | |
dc.date.issued | 2020 | |
dc.description.abstract | Bio-based levulinic acid is easily ring-closed to α-angelica lactone (α-AL). α-AL can be isomerized to the conjugated β-AL under the influence of base, but since this is an equilibrium mixture it is very hard to devise a scalable process that would give pure β-AL. This problem was circumvented by distilling the equilibrium mixture to obtain a 90 : 10 mixture of β-and α-AL in 88% yield. This mixture was used for Diels-Alder reactions on 3 terpenes and on cyclopentadiene in up to 100 g scale. The latter DA adduct was subjected to a ROMP reaction catalysed by the Grubbs II catalyst. The resulting polymer has some similarities to poly-norbornene but is more polar. The polymer can be processed into films with very good transparency. © The Royal Society of Chemistry. | eng |
dc.description.version | publishedVersion | eng |
dc.identifier.uri | https://oa.tib.eu/renate/handle/123456789/7263 | |
dc.identifier.uri | https://doi.org/10.34657/6310 | |
dc.language.iso | eng | eng |
dc.publisher | Cambridge : RSC | eng |
dc.relation.doi | https://doi.org/10.1039/d0gc00338g | |
dc.relation.essn | 1463-9270 | |
dc.rights.license | CC BY-NC 3.0 Unported | eng |
dc.rights.uri | https://creativecommons.org/licenses/by-nc/3.0/ | eng |
dc.subject.ddc | 540 | eng |
dc.subject.other | Esters | eng |
dc.subject.other | Polymer films | eng |
dc.subject.other | Bio-based | eng |
dc.subject.other | Cyclopentadienes | eng |
dc.subject.other | Diels-Alder reaction | eng |
dc.subject.other | Equilibrium mixtures | eng |
dc.subject.other | Levulinic acid | eng |
dc.subject.other | Norbornenes | eng |
dc.subject.other | Scalable synthesis | eng |
dc.subject.other | Mixtures | eng |
dc.title | Scalable synthesis and polymerisation of a β-angelica lactone derived monomer | eng |
dc.type | Article | eng |
dc.type | Text | eng |
tib.accessRights | openAccess | eng |
wgl.contributor | LIKAT | eng |
wgl.subject | Chemie | eng |
wgl.type | Zeitschriftenartikel | eng |
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