Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators
Metal-free catalysis was successfully applied to polymerize ω-pentadecalactone (PDL) by ring-opening polymerization (ROP) using several amino-ended initiators, namely hexylamine, allylamine and O,O′-bis(3-aminopropyl)diethylene glycol. This polymerization method was suitable to prepare telechelic po...
| Autores: | , , , , |
|---|---|
| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2018 |
| País: | España |
| Institución: | Universidad de Sevilla (US) |
| Repositorio: | idUS. Depósito de Investigación de la Universidad de Sevilla |
| OAI Identifier: | oai:idus.us.es:11441/135072 |
| Acceso en línea: | https://hdl.handle.net/11441/135072 https://doi.org/10.1016/j.eurpolymj.2018.09.006 |
| Access Level: | acceso abierto |
| Palabra clave: | Amphiphilic block copolymer nanoparticles Amphiphilic block copolymers Enzymatic ring-opening polymerization Macrolactones polymerization Polyethyleneglycol-polyester copolymers |
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Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiatorsTinajero Díaz, ErnestoMartínez de Ilarduya, AntxonMuñoz Guerra, SebastiánPaz Báñez, María Violante deGalbis Fuster, ElsaAmphiphilic block copolymer nanoparticlesAmphiphilic block copolymersEnzymatic ring-opening polymerizationMacrolactones polymerizationPolyethyleneglycol-polyester copolymersMetal-free catalysis was successfully applied to polymerize ω-pentadecalactone (PDL) by ring-opening polymerization (ROP) using several amino-ended initiators, namely hexylamine, allylamine and O,O′-bis(3-aminopropyl)diethylene glycol. This polymerization method was suitable to prepare telechelic polyesters carrying functional-end groups. The technique was then extended to the synthesis of block copolymers by ROP of PDL using bisamino-ended poly(ethylene glycol) (Mn = 2600) as macroinitiator. PPDLx-PEG56-PPDLx triblock copolymers with Mn ranging between ∼4000 and ∼90,000 g ·mol−1 were synthesized and extensively characterized by NMR, DSC, TGA and XRD. The amphiphilic copolymers thus produced were demonstrated to be able to self-assemble in nanoparticles with average diameters of ∼100–200 nm and morphologies highly depending on blocks lengths. The described synthetic route distinguishes in providing “clean” amphiphilic copolymers, which are attractive candidates for biomedical applications.Ministerio de Economía y Competitividad MAT-2016- 77345-CO3-01, MAT-2016-77345-CO3-02ElsevierQuímica Orgánica y FarmacéuticaMinisterio de Economía y Competitividad (MINECO). España2018info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersionapplication/pdfapplication/pdfhttps://hdl.handle.net/11441/135072https://doi.org/10.1016/j.eurpolymj.2018.09.006reponame:idUS. Depósito de Investigación de la Universidad de Sevillainstname:Universidad de Sevilla (US)InglésEuropean Polymer Journal, 108, 380-389.MAT-2016- 77345-CO3-01MAT-2016-77345-CO3-02https://doi.org/10.1016/j.eurpolymj.2018.09.006info:eu-repo/semantics/openAccessoai:idus.us.es:11441/1350722026-06-17T12:51:07Z |
| dc.title.none.fl_str_mv |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| title |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| spellingShingle |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators Tinajero Díaz, Ernesto Amphiphilic block copolymer nanoparticles Amphiphilic block copolymers Enzymatic ring-opening polymerization Macrolactones polymerization Polyethyleneglycol-polyester copolymers |
| title_short |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| title_full |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| title_fullStr |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| title_full_unstemmed |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| title_sort |
Metal-free catalyzed ring-opening polymerization and block copolymerization of ω-pentadecalactone using amino-ended initiators |
| dc.creator.none.fl_str_mv |
Tinajero Díaz, Ernesto Martínez de Ilarduya, Antxon Muñoz Guerra, Sebastián Paz Báñez, María Violante de Galbis Fuster, Elsa |
| author |
Tinajero Díaz, Ernesto |
| author_facet |
Tinajero Díaz, Ernesto Martínez de Ilarduya, Antxon Muñoz Guerra, Sebastián Paz Báñez, María Violante de Galbis Fuster, Elsa |
| author_role |
author |
| author2 |
Martínez de Ilarduya, Antxon Muñoz Guerra, Sebastián Paz Báñez, María Violante de Galbis Fuster, Elsa |
| author2_role |
author author author author |
| dc.contributor.none.fl_str_mv |
Química Orgánica y Farmacéutica Ministerio de Economía y Competitividad (MINECO). España |
| dc.subject.none.fl_str_mv |
Amphiphilic block copolymer nanoparticles Amphiphilic block copolymers Enzymatic ring-opening polymerization Macrolactones polymerization Polyethyleneglycol-polyester copolymers |
| topic |
Amphiphilic block copolymer nanoparticles Amphiphilic block copolymers Enzymatic ring-opening polymerization Macrolactones polymerization Polyethyleneglycol-polyester copolymers |
| description |
Metal-free catalysis was successfully applied to polymerize ω-pentadecalactone (PDL) by ring-opening polymerization (ROP) using several amino-ended initiators, namely hexylamine, allylamine and O,O′-bis(3-aminopropyl)diethylene glycol. This polymerization method was suitable to prepare telechelic polyesters carrying functional-end groups. The technique was then extended to the synthesis of block copolymers by ROP of PDL using bisamino-ended poly(ethylene glycol) (Mn = 2600) as macroinitiator. PPDLx-PEG56-PPDLx triblock copolymers with Mn ranging between ∼4000 and ∼90,000 g ·mol−1 were synthesized and extensively characterized by NMR, DSC, TGA and XRD. The amphiphilic copolymers thus produced were demonstrated to be able to self-assemble in nanoparticles with average diameters of ∼100–200 nm and morphologies highly depending on blocks lengths. The described synthetic route distinguishes in providing “clean” amphiphilic copolymers, which are attractive candidates for biomedical applications. |
| publishDate |
2018 |
| dc.date.none.fl_str_mv |
2018 |
| dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion |
| format |
article |
| status_str |
acceptedVersion |
| dc.identifier.none.fl_str_mv |
https://hdl.handle.net/11441/135072 https://doi.org/10.1016/j.eurpolymj.2018.09.006 |
| url |
https://hdl.handle.net/11441/135072 https://doi.org/10.1016/j.eurpolymj.2018.09.006 |
| dc.language.none.fl_str_mv |
Inglés |
| language_invalid_str_mv |
Inglés |
| dc.relation.none.fl_str_mv |
European Polymer Journal, 108, 380-389. MAT-2016- 77345-CO3-01 MAT-2016-77345-CO3-02 https://doi.org/10.1016/j.eurpolymj.2018.09.006 |
| dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess |
| eu_rights_str_mv |
openAccess |
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application/pdf application/pdf |
| dc.publisher.none.fl_str_mv |
Elsevier |
| publisher.none.fl_str_mv |
Elsevier |
| dc.source.none.fl_str_mv |
reponame:idUS. Depósito de Investigación de la Universidad de Sevilla instname:Universidad de Sevilla (US) |
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Universidad de Sevilla (US) |
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idUS. Depósito de Investigación de la Universidad de Sevilla |
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idUS. Depósito de Investigación de la Universidad de Sevilla |
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1869411774181146624 |
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15,300724 |