Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization

Autores
Akdemir, Meryem S.; Simian, Marina; Theato, Patrick; Mutlu, Hatice
Año de publicación
2022
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Over the years, nitrogen-rich functional groups like tetrazole and its derivatives have received increasing interest in the chemistry of small molecules. There is a continuously growing interest in polymers decorated with nitrogen for potential biomedical applications because of their broad range of biological properties, such as being antibacterial, anticarcinogenic, and anti-inflammatory. On this premise, a new synthesis route is reported for nitrogen-decorated polymers via the combination of Ugi-azide four-multicomponent reaction (UA-4MCR) and thiol-ene polymerization. Accordingly, α,ω-diene monomers decorated with (bis-)1,5-disubstituted-1H-tetrazoles (bis-1,5-DS-Ts) are synthesized by using the UA-4MCR. Subsequently, the light-induced thiol-ene polymerization facilitates the efficient synthesis of novel tetrazole-decorated polymers with apparent number average molecular mass (Mn) up to 62 000 g mol−1, which are characterized for their chemical, thermal, and optical properties. The comprehensive characterization of the synthesized polymers is paving the way toward a wealth of opportunities, ranging from biomaterials to energy storage−relevant materials.
Fil: Akdemir, Meryem S.. Karlsruhe Institute of Technology; Alemania
Fil: Simian, Marina. Universidad Nacional de San Martin. Instituto de Nanosistemas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Theato, Patrick. Karlsruhe Institute of Technology; Alemania
Fil: Mutlu, Hatice. Centre National de la Recherche Scientifique; Francia
Materia
polymers decorated with nitrogen
biomedical applications
Ugi-azide four-multicomponent reaction
thiol-ene polymerization
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/239414
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/239414
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene PolymerizationAkdemir, Meryem S.Simian, MarinaTheato, PatrickMutlu, Haticepolymers decorated with nitrogenbiomedical applicationsUgi-azide four-multicomponent reactionthiol-ene polymerizationhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Over the years, nitrogen-rich functional groups like tetrazole and its derivatives have received increasing interest in the chemistry of small molecules. There is a continuously growing interest in polymers decorated with nitrogen for potential biomedical applications because of their broad range of biological properties, such as being antibacterial, anticarcinogenic, and anti-inflammatory. On this premise, a new synthesis route is reported for nitrogen-decorated polymers via the combination of Ugi-azide four-multicomponent reaction (UA-4MCR) and thiol-ene polymerization. Accordingly, α,ω-diene monomers decorated with (bis-)1,5-disubstituted-1H-tetrazoles (bis-1,5-DS-Ts) are synthesized by using the UA-4MCR. Subsequently, the light-induced thiol-ene polymerization facilitates the efficient synthesis of novel tetrazole-decorated polymers with apparent number average molecular mass (Mn) up to 62 000 g mol−1, which are characterized for their chemical, thermal, and optical properties. The comprehensive characterization of the synthesized polymers is paving the way toward a wealth of opportunities, ranging from biomaterials to energy storage−relevant materials.Fil: Akdemir, Meryem S.. Karlsruhe Institute of Technology; AlemaniaFil: Simian, Marina. Universidad Nacional de San Martin. Instituto de Nanosistemas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Theato, Patrick. Karlsruhe Institute of Technology; AlemaniaFil: Mutlu, Hatice. Centre National de la Recherche Scientifique; FranciaWiley VCH Verlag2022-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/239414Akdemir, Meryem S.; Simian, Marina; Theato, Patrick; Mutlu, Hatice; Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 224; 3; 12-2022; 1-101022-1352CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/10.1002/macp.202200371info:eu-repo/semantics/altIdentifier/doi/10.1002/macp.202200371info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-12T09:43:45Zoai:ri.conicet.gov.ar:11336/239414instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-11-12 09:43:46.032CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
title Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
spellingShingle Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
Akdemir, Meryem S.
polymers decorated with nitrogen
biomedical applications
Ugi-azide four-multicomponent reaction
thiol-ene polymerization
title_short Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
title_full Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
title_fullStr Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
title_full_unstemmed Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
title_sort Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization
dc.creator.none.fl_str_mv Akdemir, Meryem S.
Simian, Marina
Theato, Patrick
Mutlu, Hatice
author Akdemir, Meryem S.
author_facet Akdemir, Meryem S.
Simian, Marina
Theato, Patrick
Mutlu, Hatice
author_role author
author2 Simian, Marina
Theato, Patrick
Mutlu, Hatice
author2_role author
author
author
dc.subject.none.fl_str_mv polymers decorated with nitrogen
biomedical applications
Ugi-azide four-multicomponent reaction
thiol-ene polymerization
topic polymers decorated with nitrogen
biomedical applications
Ugi-azide four-multicomponent reaction
thiol-ene polymerization
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Over the years, nitrogen-rich functional groups like tetrazole and its derivatives have received increasing interest in the chemistry of small molecules. There is a continuously growing interest in polymers decorated with nitrogen for potential biomedical applications because of their broad range of biological properties, such as being antibacterial, anticarcinogenic, and anti-inflammatory. On this premise, a new synthesis route is reported for nitrogen-decorated polymers via the combination of Ugi-azide four-multicomponent reaction (UA-4MCR) and thiol-ene polymerization. Accordingly, α,ω-diene monomers decorated with (bis-)1,5-disubstituted-1H-tetrazoles (bis-1,5-DS-Ts) are synthesized by using the UA-4MCR. Subsequently, the light-induced thiol-ene polymerization facilitates the efficient synthesis of novel tetrazole-decorated polymers with apparent number average molecular mass (Mn) up to 62 000 g mol−1, which are characterized for their chemical, thermal, and optical properties. The comprehensive characterization of the synthesized polymers is paving the way toward a wealth of opportunities, ranging from biomaterials to energy storage−relevant materials.
Fil: Akdemir, Meryem S.. Karlsruhe Institute of Technology; Alemania
Fil: Simian, Marina. Universidad Nacional de San Martin. Instituto de Nanosistemas; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Theato, Patrick. Karlsruhe Institute of Technology; Alemania
Fil: Mutlu, Hatice. Centre National de la Recherche Scientifique; Francia
description Over the years, nitrogen-rich functional groups like tetrazole and its derivatives have received increasing interest in the chemistry of small molecules. There is a continuously growing interest in polymers decorated with nitrogen for potential biomedical applications because of their broad range of biological properties, such as being antibacterial, anticarcinogenic, and anti-inflammatory. On this premise, a new synthesis route is reported for nitrogen-decorated polymers via the combination of Ugi-azide four-multicomponent reaction (UA-4MCR) and thiol-ene polymerization. Accordingly, α,ω-diene monomers decorated with (bis-)1,5-disubstituted-1H-tetrazoles (bis-1,5-DS-Ts) are synthesized by using the UA-4MCR. Subsequently, the light-induced thiol-ene polymerization facilitates the efficient synthesis of novel tetrazole-decorated polymers with apparent number average molecular mass (Mn) up to 62 000 g mol−1, which are characterized for their chemical, thermal, and optical properties. The comprehensive characterization of the synthesized polymers is paving the way toward a wealth of opportunities, ranging from biomaterials to energy storage−relevant materials.
publishDate 2022
dc.date.none.fl_str_mv 2022-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/239414
Akdemir, Meryem S.; Simian, Marina; Theato, Patrick; Mutlu, Hatice; Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 224; 3; 12-2022; 1-10
1022-1352
CONICET Digital
CONICET
url http://hdl.handle.net/11336/239414
identifier_str_mv Akdemir, Meryem S.; Simian, Marina; Theato, Patrick; Mutlu, Hatice; Synthesis of Novel (bis‐)1,5‐Disubstituted‐1 H ‐tetrazole‐Decorated Monomers and Their Respective Polymers via Thiol‐ene Polymerization; Wiley VCH Verlag; Macromolecular Chemistry And Physics; 224; 3; 12-2022; 1-10
1022-1352
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/10.1002/macp.202200371
info:eu-repo/semantics/altIdentifier/doi/10.1002/macp.202200371
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.976206

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