Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts
Autor(a) principal: | |
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Data de Publicação: | 2006 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/8270 https://doi.org/10.1002/pola.21710 |
Resumo: | We report the synthesis and characterization of 10 novel polyamides containing the benzo-18-crown-6 subunit and its dipodal counterpart, along with their properties, and a comparison with homologous polyamides bearing benzo-12-crown-4, benzo-15-crown-5, and the corresponding dipodal systems. The anomalous polymerization of some of the diacid monomers, that leads to insoluble gels under standard Yamazaki polymerization conditions, is described. The gel formation has been attributed to the threading of cyclic oligoamides with a growing polyamide chain to yield rotaxanes, polyrotaxanes, catenanes, or polycatenanes. Polyamide macrocycles have been characterized with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. A route to avoid gel formation, consisting of a lower initial monomer concentration, is also described, along with the polymer properties of the polyamides obtained, including the chemical characterization, mechanical behavior, water sorption, morphology, diffusion data, and permeability of membranes prepared with these polymers. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 6252-6269, 2006 |
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Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterpartsWe report the synthesis and characterization of 10 novel polyamides containing the benzo-18-crown-6 subunit and its dipodal counterpart, along with their properties, and a comparison with homologous polyamides bearing benzo-12-crown-4, benzo-15-crown-5, and the corresponding dipodal systems. The anomalous polymerization of some of the diacid monomers, that leads to insoluble gels under standard Yamazaki polymerization conditions, is described. The gel formation has been attributed to the threading of cyclic oligoamides with a growing polyamide chain to yield rotaxanes, polyrotaxanes, catenanes, or polycatenanes. Polyamide macrocycles have been characterized with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. A route to avoid gel formation, consisting of a lower initial monomer concentration, is also described, along with the polymer properties of the polyamides obtained, including the chemical characterization, mechanical behavior, water sorption, morphology, diffusion data, and permeability of membranes prepared with these polymers. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 6252-6269, 20062006info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/8270http://hdl.handle.net/10316/8270https://doi.org/10.1002/pola.21710engJournal of Polymer Science Part A: Polymer Chemistry. 44:21 (2006) 6252-6269Calderón, VerónicaSchwarz, GertGarcía, FélixTapia, María J.Valente, Artur J. M.Burrows, Hugh D.García, José Miguelinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2020-05-25T12:49:36ZPortal AgregadorONG |
dc.title.none.fl_str_mv |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
title |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
spellingShingle |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts Calderón, Verónica |
title_short |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
title_full |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
title_fullStr |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
title_full_unstemmed |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
title_sort |
Synthesis and characterization of new aromatic polyamides bearing crown ethers and acyclic ethylene oxide units in the pendant structure. III. Benzo-18-crown-6 systems and their open-chain counterparts |
author |
Calderón, Verónica |
author_facet |
Calderón, Verónica Schwarz, Gert García, Félix Tapia, María J. Valente, Artur J. M. Burrows, Hugh D. García, José Miguel |
author_role |
author |
author2 |
Schwarz, Gert García, Félix Tapia, María J. Valente, Artur J. M. Burrows, Hugh D. García, José Miguel |
author2_role |
author author author author author author |
dc.contributor.author.fl_str_mv |
Calderón, Verónica Schwarz, Gert García, Félix Tapia, María J. Valente, Artur J. M. Burrows, Hugh D. García, José Miguel |
description |
We report the synthesis and characterization of 10 novel polyamides containing the benzo-18-crown-6 subunit and its dipodal counterpart, along with their properties, and a comparison with homologous polyamides bearing benzo-12-crown-4, benzo-15-crown-5, and the corresponding dipodal systems. The anomalous polymerization of some of the diacid monomers, that leads to insoluble gels under standard Yamazaki polymerization conditions, is described. The gel formation has been attributed to the threading of cyclic oligoamides with a growing polyamide chain to yield rotaxanes, polyrotaxanes, catenanes, or polycatenanes. Polyamide macrocycles have been characterized with matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. A route to avoid gel formation, consisting of a lower initial monomer concentration, is also described, along with the polymer properties of the polyamides obtained, including the chemical characterization, mechanical behavior, water sorption, morphology, diffusion data, and permeability of membranes prepared with these polymers. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 44: 6252-6269, 2006 |
publishDate |
2006 |
dc.date.none.fl_str_mv |
2006 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10316/8270 http://hdl.handle.net/10316/8270 https://doi.org/10.1002/pola.21710 |
url |
http://hdl.handle.net/10316/8270 https://doi.org/10.1002/pola.21710 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Journal of Polymer Science Part A: Polymer Chemistry. 44:21 (2006) 6252-6269 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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