Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization

Poly(butylene 2,5-furandicarboxylate-co-succinate) copolyesters (coPBFxSy) have been synthesized by ring opening polymerization (ROP). Cyclic butylene 2,5-furandicarboxylate and butylene succinate oligomer mixtures, to be used as monomers for ROP, were prepared by high dilution condensation and enzy...

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Autores: Morales Huerta, Juan Carlos|||0000-0003-4855-649X, Batista Ciulik, Claudio, Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168, Muñoz Guerra, Sebastián|||0000-0002-4273-2301
Tipo de recurso: artículo
Fecha de publicación:2017
País:España
Institución:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/100450
Acceso en línea:https://hdl.handle.net/2117/100450
https://dx.doi.org/10.1039/C6PY01879C
Access Level:acceso abierto
Palabra clave:Ring-opening polymerization
Polyesters
Copolymers
Bio-based polyesters
sustainable polyesters
copolyesters
Entropically driven ROP
cyclic oligoesters
Furandicarboxylic acid
PBS
PBF
Synthesis
Thermal properties
NMR microstructure
hydrolityc and enzimatic degradation
Polimerització
Polièsters
Copolímers
Àrees temàtiques de la UPC::Enginyeria química
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spelling Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerizationMorales Huerta, Juan Carlos|||0000-0003-4855-649XBatista Ciulik, ClaudioMartínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168Muñoz Guerra, Sebastián|||0000-0002-4273-2301Ring-opening polymerizationPolyestersCopolymersBio-based polyesterssustainable polyesterscopolyestersEntropically driven ROPcyclic oligoestersFurandicarboxylic acidPBSPBFSynthesisThermal propertiesNMR microstructurehydrolityc and enzimatic degradationPolimeritzacióPolièstersCopolímersÀrees temàtiques de la UPC::Enginyeria químicaPoly(butylene 2,5-furandicarboxylate-co-succinate) copolyesters (coPBFxSy) have been synthesized by ring opening polymerization (ROP). Cyclic butylene 2,5-furandicarboxylate and butylene succinate oligomer mixtures, to be used as monomers for ROP, were prepared by high dilution condensation and enzymatic cyclization reactions, respectively. Two different catalytic systems, tin dioctanoate and supported Candida antarctica lipase B (CALB), were used for polymerization. Thus two series of copolyesters covering the whole range of compositions were prepared and their properties comparatively examined. In both cases, random copolyesters with compositions close to those used in their respective feeds were obtained. The influence of composition on reaction kinetics with respect to time and temperature was evaluated for the two series. Chemically catalyzed ROP rendered copolyesters with Mw in the ~50 000–65 000 g mol-1 range, whereas values between 15 000 and 45 000 g mol-1 were attained when the ROP reaction was assisted by CALB. The thermal behavior of coPBFxSy obtained by ROP was similar to that reported for such copolymers prepared by melt polycondensation. They all start to decompose above 300 °C and display melting enthalpy and temperatures that decrease with copolymerization, attaining minimum values when the comonomer contents are approximate to balance. On the contrary, the glass-transition temperature increased almost linearly with the content of butylene furandicarboxylate units, covering the whole range of values between those of the two parent homopolyesters. Small deviations in thermal properties observed between the two series could be attributed to their differences in molecular weights. Hydrolytic and enzymatic degradation studies revealed that coPBFxSy became more degradable with increasing content of succinic units, whereas the homopolyester PBF remained practically unaffected when incubated under similar conditions.Peer Reviewed20172017-01-2820172017-02-01journal articlehttp://purl.org/coar/resource_type/c_6501AMhttp://purl.org/coar/version/c_ab4af688f83e57aainfo:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2117/100450https://dx.doi.org/10.1039/C6PY01879Creponame:UPCommons. Portal del coneixement obert de la UPCinstname:Universitat Politècnica de Catalunya (UPC)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2http://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:upcommons.upc.edu:2117/1004502026-05-27T15:37:01Z
dc.title.none.fl_str_mv Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
title Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
spellingShingle Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
Morales Huerta, Juan Carlos|||0000-0003-4855-649X
Ring-opening polymerization
Polyesters
Copolymers
Bio-based polyesters
sustainable polyesters
copolyesters
Entropically driven ROP
cyclic oligoesters
Furandicarboxylic acid
PBS
PBF
Synthesis
Thermal properties
NMR microstructure
hydrolityc and enzimatic degradation
Polimerització
Polièsters
Copolímers
Àrees temàtiques de la UPC::Enginyeria química
title_short Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
title_full Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
title_fullStr Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
title_full_unstemmed Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
title_sort Fully bio-based aromatic–aliphatic copolyesters: poly(butylene furandicarboxylate-co-succinate)s obtained by ring opening polymerization
dc.creator.none.fl_str_mv Morales Huerta, Juan Carlos|||0000-0003-4855-649X
Batista Ciulik, Claudio
Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168
Muñoz Guerra, Sebastián|||0000-0002-4273-2301
author Morales Huerta, Juan Carlos|||0000-0003-4855-649X
author_facet Morales Huerta, Juan Carlos|||0000-0003-4855-649X
Batista Ciulik, Claudio
Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168
Muñoz Guerra, Sebastián|||0000-0002-4273-2301
author_role author
author2 Batista Ciulik, Claudio
Martínez de Ilarduya Sáez de Asteasu, Domingo Antxon|||0000-0001-8105-2168
Muñoz Guerra, Sebastián|||0000-0002-4273-2301
author2_role author
author
author
dc.subject.none.fl_str_mv Ring-opening polymerization
Polyesters
Copolymers
Bio-based polyesters
sustainable polyesters
copolyesters
Entropically driven ROP
cyclic oligoesters
Furandicarboxylic acid
PBS
PBF
Synthesis
Thermal properties
NMR microstructure
hydrolityc and enzimatic degradation
Polimerització
Polièsters
Copolímers
Àrees temàtiques de la UPC::Enginyeria química
topic Ring-opening polymerization
Polyesters
Copolymers
Bio-based polyesters
sustainable polyesters
copolyesters
Entropically driven ROP
cyclic oligoesters
Furandicarboxylic acid
PBS
PBF
Synthesis
Thermal properties
NMR microstructure
hydrolityc and enzimatic degradation
Polimerització
Polièsters
Copolímers
Àrees temàtiques de la UPC::Enginyeria química
description Poly(butylene 2,5-furandicarboxylate-co-succinate) copolyesters (coPBFxSy) have been synthesized by ring opening polymerization (ROP). Cyclic butylene 2,5-furandicarboxylate and butylene succinate oligomer mixtures, to be used as monomers for ROP, were prepared by high dilution condensation and enzymatic cyclization reactions, respectively. Two different catalytic systems, tin dioctanoate and supported Candida antarctica lipase B (CALB), were used for polymerization. Thus two series of copolyesters covering the whole range of compositions were prepared and their properties comparatively examined. In both cases, random copolyesters with compositions close to those used in their respective feeds were obtained. The influence of composition on reaction kinetics with respect to time and temperature was evaluated for the two series. Chemically catalyzed ROP rendered copolyesters with Mw in the ~50 000–65 000 g mol-1 range, whereas values between 15 000 and 45 000 g mol-1 were attained when the ROP reaction was assisted by CALB. The thermal behavior of coPBFxSy obtained by ROP was similar to that reported for such copolymers prepared by melt polycondensation. They all start to decompose above 300 °C and display melting enthalpy and temperatures that decrease with copolymerization, attaining minimum values when the comonomer contents are approximate to balance. On the contrary, the glass-transition temperature increased almost linearly with the content of butylene furandicarboxylate units, covering the whole range of values between those of the two parent homopolyesters. Small deviations in thermal properties observed between the two series could be attributed to their differences in molecular weights. Hydrolytic and enzymatic degradation studies revealed that coPBFxSy became more degradable with increasing content of succinic units, whereas the homopolyester PBF remained practically unaffected when incubated under similar conditions.
publishDate 2017
dc.date.none.fl_str_mv 2017
2017-01-28
2017
2017-02-01
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
AM
http://purl.org/coar/version/c_ab4af688f83e57aa
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/2117/100450
https://dx.doi.org/10.1039/C6PY01879C
url https://hdl.handle.net/2117/100450
https://dx.doi.org/10.1039/C6PY01879C
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2

http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2

http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:UPCommons. Portal del coneixement obert de la UPC
instname:Universitat Politècnica de Catalunya (UPC)
instname_str Universitat Politècnica de Catalunya (UPC)
reponame_str UPCommons. Portal del coneixement obert de la UPC
collection UPCommons. Portal del coneixement obert de la UPC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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