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Pinene-Based Oxidat...
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Stamm, ArneKTH,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden
(författare)
Pinene-Based Oxidative Synthetic Toolbox for Scalable Polyester Synthesis
- Artikel/kapitelEngelska2021
Förlag, utgivningsår, omfång ...
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2021-10-08
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American Chemical Society (ACS),2021
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printrdacarrier
Nummerbeteckningar
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LIBRIS-ID:oai:DiVA.org:kth-307021
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https://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-307021URI
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https://doi.org/10.1021/jacsau.1c00312DOI
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https://urn.kb.se/resolve?urn=urn:nbn:se:ri:diva-57567URI
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Språk:engelska
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Sammanfattning på:engelska
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Ämneskategori:ref swepub-contenttype
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Ämneskategori:art swepub-publicationtype
Anmärkningar
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QC 20220112
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Generation of renewable polymers is a long-standing goal toward reaching a more sustainable society, but building blocks in biomass can be incompatible with desired polymerization type, hampering the full implementation potential of biomaterials. Herein, we show how conceptually simple oxidative transformations can be used to unlock the inherent reactivity of terpene synthons in generating polyesters by two different mechanisms starting from the same alpha-pinene substrate. In the first pathway, alpha-pinene was oxidized into the bicyclic verbanone-based lactone and subsequently polymerized into star-shaped polymers via ring-opening polymerization, resulting in a biobased semicrystalline polyester with tunable glass transition and melting temperatures. In a second pathway, polyesters were synthesized via polycondensation, utilizing the diol 1-(1'-chydroxyethyl)-3-(2'-hydroxyethyl)-2,2-dimethylcyclobutane (HHDC) synthesized by oxidative cleavage of the double bond of alpha-pinene, together with unsaturated biobased diesters such as dimethyl maleate (DMM) and dimethyl itaconate (DMI). The resulting families of terpenebased polyesters were thereafter successfully cross-Iinked by either transetherification, utilizing the terminal hydroxyl groups of the synthesized verbanone-based materials, or by UV irradiation, utilizing the unsaturation provided by the DMM or DMI moieties within the HHDC-based copolymers. This work highlights the potential to apply an oxidative toolbox to valorize inert terpene metabolites enabling generation of biosourced polyesters and coatings thereof by complementary mechanisms.
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Biuppslag (personer, institutioner, konferenser, titlar ...)
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Ohlin, JohannesKTH,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1ycezaa
(författare)
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Mosbech, CarolineKTH,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1q17wgl
(författare)
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Olsen, PeterKTH,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1sgg75e
(författare)
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Guo, BoyangKTH,Ytbehandlingsteknik,Science for Life Laboratory, SciLifeLab,KTH Royal Institute of Technology, Sweden(Swepub:kth)u18254c4
(författare)
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Söderberg, ElisabethKTH,Science for Life Laboratory, SciLifeLab,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1q8zzvt
(författare)
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Biundo, AntoninoKTH,Ytbehandlingsteknik,Science for Life Laboratory, SciLifeLab,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1l1ee04
(författare)
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Fogelström, LindaKTH,Ytbehandlingsteknik,Wallenberg Wood Science Center,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1p8jk4n
(författare)
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Bhattacharyya, ShubhankarRISE,Bioraffinaderi och energi,RISE Processum AB, S-89258 Örnsköldsvik, Sweden.(Swepub:ri)shubhankarbh@ri.se
(författare)
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Bornscheuer, Uwe T.Univ Greifswald, Inst Biochem, Dept Biotechnol & Enzyme Catalysis, D-17487 Greifswald, Germany.,University of Greifswald, Germany
(författare)
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Malmström, Eva,Professor,1966-KTH,Wallenberg Wood Science Center,Ytbehandlingsteknik,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1nutqfe
(författare)
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Syrén, Per-OlofKTH,Science for Life Laboratory, SciLifeLab,Ytbehandlingsteknik,Wallenberg Wood Science Center,KTH Royal Institute of Technology, Sweden(Swepub:kth)u1ewlo1g
(författare)
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KTHYtbehandlingsteknik
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Sammanhörande titlar
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Ingår i:JACS Au: American Chemical Society (ACS)1:11, s. 1949-19602691-3704
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Stamm, Arne
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Ohlin, Johannes
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Mosbech, Carolin ...
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Olsen, Peter
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Guo, Boyang
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Söderberg, Elisa ...
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Biundo, Antonino
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