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Elastomeric copolyesters of omega-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization

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Titel: Elastomeric copolyesters of omega-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization
Autoren: Urpí Garriga, Lourdes, Alla Bedahnane, Abdelilah, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon
Weitere Verfasser: Universitat Politècnica de Catalunya. Departament d'Enginyeria Química, Universitat Politècnica de Catalunya. POL - Polímers Industrials Avançats i Biopolímers Tecnològics
Verlagsinformationen: Elsevier
Publikationsjahr: 2023
Bestand: Universitat Politècnica de Catalunya, BarcelonaTech: UPCommons - Global access to UPC knowledge
Schlagwörter: Àrees temàtiques de la UPC::Enginyeria química, Copolymers, Renewable polyesters, Polymacrolactones, Random copolyesters, Enzymatic polymerization, CALB, N435, Poly(¿-pentadecalactone), Crystalline structure, Elastomeric copolyesters, Poly(cyclohexylenedimethylene succinate), NMR, X-ray diffraction, Thermal properties, Copolímers
Beschreibung: The use of renewable monomers and green polymerization processes for preparing new synthetic polymers is a hot topic today. In this work we have obtained high molecular weight copolyesters derived from ¿-pentadecalactone (PDL), dimethyl succinate (DMS) and 1,4-cyclohexanedimethanol (1,4-CHDM) by a combination of ring opening polymerization (ROP) and two step melt polycondensation processes. The reaction has been carried in bulk under mild conditions (80–120 ¿C) and catalyzed by immobilized Candida artarctica lipase B (N435 biocatalyst). These reactions were followed by 1 H NMR and it was observed that although PDL reacted faster, at the end copolyesters displayed a random microstructure due to transesterification reactions taking place during polymerization. These copolyesters were thermally stable up to around 350 ¿C and semicrystalline for all compositions with melting temperatures decreasing with the increased content of the counterpart comonomer up to a pseudo-eutectic point located at 40 mol-% of PDL composition. The crystalline structure and transitions taken place by heating have been studied by WAXS and SAXS synchrotron X-ray diffraction. Copolyesters with elastomeric properties could be obtained at intermediate compositions. ; Peer Reviewed ; Objectius de Desenvolupament Sostenible::13 - Acció per al Clima ; Objectius de Desenvolupament Sostenible::3 - Salut i Benestar ; Postprint (published version)
Publikationsart: article in journal/newspaper
Dateibeschreibung: 11 p.; application/pdf
Sprache: English
Relation: https://www.sciencedirect.com/science/article/pii/S0032386122011120; info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-095041-B-C31/ES/SISTEMAS DE LIBERACION DE FARMACOS BASADOS EN MATERIALES POLIMERICOS AVANZADOS PARA EL TRATAMIENTO DE ENFERMEDADES DEL TRACTO GASTRO-INTESTINAL/; http://hdl.handle.net/2117/384849
DOI: 10.1016/j.polymer.2022.125624
Verfügbarkeit: http://hdl.handle.net/2117/384849
https://doi.org/10.1016/j.polymer.2022.125624
Rights: Attribution-NonCommercial-NoDerivatives 4.0 International ; http://creativecommons.org/licenses/by-nc-nd/4.0/ ; Open Access
Dokumentencode: edsbas.786701C0
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  Data: Elastomeric copolyesters of omega-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization
– Name: Author
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  Data: <searchLink fieldCode="AR" term="%22Urpí+Garriga%2C+Lourdes%22">Urpí Garriga, Lourdes</searchLink><br /><searchLink fieldCode="AR" term="%22Alla+Bedahnane%2C+Abdelilah%22">Alla Bedahnane, Abdelilah</searchLink><br /><searchLink fieldCode="AR" term="%22Martínez+de+Ilarduya+Sáez+de+Asteasu%2C+Domingo+Antxon%22">Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon</searchLink>
– Name: Author
  Label: Contributors
  Group: Au
  Data: Universitat Politècnica de Catalunya. Departament d'Enginyeria Química<br />Universitat Politècnica de Catalunya. POL - Polímers Industrials Avançats i Biopolímers Tecnològics
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  Data: Elsevier
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  Data: 2023
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  Data: Universitat Politècnica de Catalunya, BarcelonaTech: UPCommons - Global access to UPC knowledge
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  Data: <searchLink fieldCode="DE" term="%22Àrees+temàtiques+de+la+UPC%3A%3AEnginyeria+química%22">Àrees temàtiques de la UPC::Enginyeria química</searchLink><br /><searchLink fieldCode="DE" term="%22Copolymers%22">Copolymers</searchLink><br /><searchLink fieldCode="DE" term="%22Renewable+polyesters%22">Renewable polyesters</searchLink><br /><searchLink fieldCode="DE" term="%22Polymacrolactones%22">Polymacrolactones</searchLink><br /><searchLink fieldCode="DE" term="%22Random+copolyesters%22">Random copolyesters</searchLink><br /><searchLink fieldCode="DE" term="%22Enzymatic+polymerization%22">Enzymatic polymerization</searchLink><br /><searchLink fieldCode="DE" term="%22CALB%22">CALB</searchLink><br /><searchLink fieldCode="DE" term="%22N435%22">N435</searchLink><br /><searchLink fieldCode="DE" term="%22Poly%28¿-pentadecalactone%29%22">Poly(¿-pentadecalactone)</searchLink><br /><searchLink fieldCode="DE" term="%22Crystalline+structure%22">Crystalline structure</searchLink><br /><searchLink fieldCode="DE" term="%22Elastomeric+copolyesters%22">Elastomeric copolyesters</searchLink><br /><searchLink fieldCode="DE" term="%22Poly%28cyclohexylenedimethylene+succinate%29%22">Poly(cyclohexylenedimethylene succinate)</searchLink><br /><searchLink fieldCode="DE" term="%22NMR%22">NMR</searchLink><br /><searchLink fieldCode="DE" term="%22X-ray+diffraction%22">X-ray diffraction</searchLink><br /><searchLink fieldCode="DE" term="%22Thermal+properties%22">Thermal properties</searchLink><br /><searchLink fieldCode="DE" term="%22Copolímers%22">Copolímers</searchLink>
– Name: Abstract
  Label: Description
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  Data: The use of renewable monomers and green polymerization processes for preparing new synthetic polymers is a hot topic today. In this work we have obtained high molecular weight copolyesters derived from ¿-pentadecalactone (PDL), dimethyl succinate (DMS) and 1,4-cyclohexanedimethanol (1,4-CHDM) by a combination of ring opening polymerization (ROP) and two step melt polycondensation processes. The reaction has been carried in bulk under mild conditions (80–120 ¿C) and catalyzed by immobilized Candida artarctica lipase B (N435 biocatalyst). These reactions were followed by 1 H NMR and it was observed that although PDL reacted faster, at the end copolyesters displayed a random microstructure due to transesterification reactions taking place during polymerization. These copolyesters were thermally stable up to around 350 ¿C and semicrystalline for all compositions with melting temperatures decreasing with the increased content of the counterpart comonomer up to a pseudo-eutectic point located at 40 mol-% of PDL composition. The crystalline structure and transitions taken place by heating have been studied by WAXS and SAXS synchrotron X-ray diffraction. Copolyesters with elastomeric properties could be obtained at intermediate compositions. ; Peer Reviewed ; Objectius de Desenvolupament Sostenible::13 - Acció per al Clima ; Objectius de Desenvolupament Sostenible::3 - Salut i Benestar ; Postprint (published version)
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  Data: https://www.sciencedirect.com/science/article/pii/S0032386122011120; info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-095041-B-C31/ES/SISTEMAS DE LIBERACION DE FARMACOS BASADOS EN MATERIALES POLIMERICOS AVANZADOS PARA EL TRATAMIENTO DE ENFERMEDADES DEL TRACTO GASTRO-INTESTINAL/; http://hdl.handle.net/2117/384849
– Name: DOI
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  Data: 10.1016/j.polymer.2022.125624
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  Data: http://hdl.handle.net/2117/384849<br />https://doi.org/10.1016/j.polymer.2022.125624
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  Data: Attribution-NonCommercial-NoDerivatives 4.0 International ; http://creativecommons.org/licenses/by-nc-nd/4.0/ ; Open Access
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        Value: 10.1016/j.polymer.2022.125624
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      – Text: English
    Subjects:
      – SubjectFull: Àrees temàtiques de la UPC::Enginyeria química
        Type: general
      – SubjectFull: Copolymers
        Type: general
      – SubjectFull: Renewable polyesters
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      – SubjectFull: Polymacrolactones
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      – SubjectFull: Elastomeric copolyesters
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      – SubjectFull: Poly(cyclohexylenedimethylene succinate)
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      – SubjectFull: X-ray diffraction
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      – TitleFull: Elastomeric copolyesters of omega-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization
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