New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry

Three new classes of the amino acid based biodegradable (AABB) polymers were synthesized via step growth polymerization of bis-azlactones and amino acid based diamine-diesters with activated fatty diester and alkylenediamine: a) poly(ester amide)s (PEAs) were obtained by polymerization of bis-azlact...

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Autores: Kobauri, Sophio, Otinashvili, Giuli, Kantaria, Tengiz, Tugushi, David, Kharadze, Darejan, Kutsiava, Nazi, Puiggalí Bellalta, Jordi|||0000-0002-0640-4474, Katsarava, Ramaz
Tipo de recurso: artículo
Fecha de publicación:2018
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:2117/131232
Acceso en línea:https://hdl.handle.net/2117/131232
https://dx.doi.org/10.1080/10601325.2018.1513776
Access Level:acceso abierto
Palabra clave:Polymers
Amino acids
bis-azlactones
a-amino acids
diamine-diesters
biodegradable polymers
poly(ester amide)s
co-poly(ester amide)s
poly(ester amides-co-amide)
synthesis
hydrophobicity
thermal properties
in vitro biodegradation
Aminoàcids
Polímers
Àrees temàtiques de la UPC::Enginyeria química
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repository_id_str
spelling New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistryKobauri, SophioOtinashvili, GiuliKantaria, TengizTugushi, DavidKharadze, DarejanKutsiava, NaziPuiggalí Bellalta, Jordi|||0000-0002-0640-4474Katsarava, RamazPolymersAmino acidsbis-azlactonesa-amino acidsdiamine-diestersbiodegradable polymerspoly(ester amide)sco-poly(ester amide)spoly(ester amides-co-amide)synthesishydrophobicitythermal propertiesin vitro biodegradationAminoàcidsPolímersÀrees temàtiques de la UPC::Enginyeria químicaThree new classes of the amino acid based biodegradable (AABB) polymers were synthesized via step growth polymerization of bis-azlactones and amino acid based diamine-diesters with activated fatty diester and alkylenediamine: a) poly(ester amide)s (PEAs) were obtained by polymerization of bis-azlactones with diamine-diesters, b) hydrophobically modified co-poly(ester amide)s (co-PEAs) were synthesized by copolymerization of activated fatty diacid diester and bis-azlactones with diamine-diesters, and c) poly(ester amide-co-amide)s (PEA-co-PAs) were obtained by copolymerization of alkylene diamine and diamine-diesters with bis-azlactones. The new poly(ester amide)s showed relatively low-molecular-weights (Mw within 2,800–19,600¿Da, GPC in DMF), whereas the new co-poly(ester amide)s and poly(ester amide-co-amide)s exhibited high-molecular-weights (Mw within 40–100¿kDa) leading to good mechanical properties. Incorporation of the bis-azlactone fragments into the poly(ester amide)s backbone increased hydrophobicity and thermal stability, whereas incorporation of diamine-diester units into the backbone of the bis-azlactone based polyamides rendered them biodegradable. Synthesized AABB polymers are potential candidates for constructing resorbable surgical and pharmaceutical devices.Peer Reviewed20182018-11-0820192019-04-03journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2117/131232https://dx.doi.org/10.1080/10601325.2018.1513776reponame:UPCommons. Portal del coneixement obert de la UPCinstname:Universitat Politècnica de Catalunya (UPC)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivs 3.0 Spainhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:upcommons.upc.edu:2117/1312322026-05-27T15:37:01Z
dc.title.none.fl_str_mv New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
title New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
spellingShingle New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
Kobauri, Sophio
Polymers
Amino acids
bis-azlactones
a-amino acids
diamine-diesters
biodegradable polymers
poly(ester amide)s
co-poly(ester amide)s
poly(ester amides-co-amide)
synthesis
hydrophobicity
thermal properties
in vitro biodegradation
Aminoàcids
Polímers
Àrees temàtiques de la UPC::Enginyeria química
title_short New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
title_full New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
title_fullStr New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
title_full_unstemmed New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
title_sort New amino acid based biodegradable poly(ester amide)s via bis-azlactone chemistry
dc.creator.none.fl_str_mv Kobauri, Sophio
Otinashvili, Giuli
Kantaria, Tengiz
Tugushi, David
Kharadze, Darejan
Kutsiava, Nazi
Puiggalí Bellalta, Jordi|||0000-0002-0640-4474
Katsarava, Ramaz
author Kobauri, Sophio
author_facet Kobauri, Sophio
Otinashvili, Giuli
Kantaria, Tengiz
Tugushi, David
Kharadze, Darejan
Kutsiava, Nazi
Puiggalí Bellalta, Jordi|||0000-0002-0640-4474
Katsarava, Ramaz
author_role author
author2 Otinashvili, Giuli
Kantaria, Tengiz
Tugushi, David
Kharadze, Darejan
Kutsiava, Nazi
Puiggalí Bellalta, Jordi|||0000-0002-0640-4474
Katsarava, Ramaz
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Polymers
Amino acids
bis-azlactones
a-amino acids
diamine-diesters
biodegradable polymers
poly(ester amide)s
co-poly(ester amide)s
poly(ester amides-co-amide)
synthesis
hydrophobicity
thermal properties
in vitro biodegradation
Aminoàcids
Polímers
Àrees temàtiques de la UPC::Enginyeria química
topic Polymers
Amino acids
bis-azlactones
a-amino acids
diamine-diesters
biodegradable polymers
poly(ester amide)s
co-poly(ester amide)s
poly(ester amides-co-amide)
synthesis
hydrophobicity
thermal properties
in vitro biodegradation
Aminoàcids
Polímers
Àrees temàtiques de la UPC::Enginyeria química
description Three new classes of the amino acid based biodegradable (AABB) polymers were synthesized via step growth polymerization of bis-azlactones and amino acid based diamine-diesters with activated fatty diester and alkylenediamine: a) poly(ester amide)s (PEAs) were obtained by polymerization of bis-azlactones with diamine-diesters, b) hydrophobically modified co-poly(ester amide)s (co-PEAs) were synthesized by copolymerization of activated fatty diacid diester and bis-azlactones with diamine-diesters, and c) poly(ester amide-co-amide)s (PEA-co-PAs) were obtained by copolymerization of alkylene diamine and diamine-diesters with bis-azlactones. The new poly(ester amide)s showed relatively low-molecular-weights (Mw within 2,800–19,600¿Da, GPC in DMF), whereas the new co-poly(ester amide)s and poly(ester amide-co-amide)s exhibited high-molecular-weights (Mw within 40–100¿kDa) leading to good mechanical properties. Incorporation of the bis-azlactone fragments into the poly(ester amide)s backbone increased hydrophobicity and thermal stability, whereas incorporation of diamine-diester units into the backbone of the bis-azlactone based polyamides rendered them biodegradable. Synthesized AABB polymers are potential candidates for constructing resorbable surgical and pharmaceutical devices.
publishDate 2018
dc.date.none.fl_str_mv 2018
2018-11-08
2019
2019-04-03
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/2117/131232
https://dx.doi.org/10.1080/10601325.2018.1513776
url https://hdl.handle.net/2117/131232
https://dx.doi.org/10.1080/10601325.2018.1513776
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
Attribution-NonCommercial-NoDerivs 3.0 Spain
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
Attribution-NonCommercial-NoDerivs 3.0 Spain
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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score 15.300724

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