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

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Title: Elastomeric copolyesters of omega-pentadecalactone and cyclohexylenedimethylene succinate obtained by enzymatic polymerization
Authors: Urpí Garriga, Lourdes, Alla Bedahnane, Abdelilah, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon
Contributors: Universitat Politècnica de Catalunya. Departament d'Enginyeria Química, Universitat Politècnica de Catalunya. POL - Polímers Industrials Avançats i Biopolímers Tecnològics
Publisher Information: Elsevier
Publication Year: 2023
Collection: Universitat Politècnica de Catalunya, BarcelonaTech: UPCommons - Global access to UPC knowledge
Subject Terms: 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
Description: 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)
Document Type: article in journal/newspaper
File Description: 11 p.; application/pdf
Language: 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
Availability: 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
Accession Number: edsbas.786701C0
Database: BASE
Description
Abstract: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)
DOI:10.1016/j.polymer.2022.125624