Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate

Autores
Edelsztein, Valeria Carolina; Burton, Gerardo; Di Chenna, Pablo Hector
Año de publicación
2010
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
In this paper we report the synthesis of a new steroid-based low-molecular weight organogelator, the analysis of the self-assembled fibrilar network (SAFIN) and its use as template for the preparation of SiO2 nanotubes. This novel steroidal organogelator has a unique structure among the well known family of steroid-based organogelators, the most important characteristic of this molecule is the presence of a silyl ether group at C-3 together with a 6β,19-oxo bridge. It was capable to gelate hydrocarbons and tetraethyl orthosilicate at very low concentrations (<1 wt %). An insight into the aggregation mechanism is provided revealing that complementary interaction between an α-oriented hydrogen bond donor and a β-oriented acceptor on the steroid skeleton is the driving force for the primary 1D self-assembly. The SAFIN was successfully used as template to grow silica nanotubes (external diameter: 40-60 nm, internal diameter: 7 nm and several micrometers length) through a catalyst-free in situ co-assembly polymerization process. Hydrogen bond or electrostatic interactions between the anionic silicate intermediate species and the SAFIN are proposed to be the driving force for templating.
Fil: Edelsztein, Valeria Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Burton, Gerardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Materia
Organogel
Silica Nanotubes
Steroid
Template
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/69495
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/69495
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicateEdelsztein, Valeria CarolinaBurton, GerardoDi Chenna, Pablo HectorOrganogelSilica NanotubesSteroidTemplatehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1In this paper we report the synthesis of a new steroid-based low-molecular weight organogelator, the analysis of the self-assembled fibrilar network (SAFIN) and its use as template for the preparation of SiO2 nanotubes. This novel steroidal organogelator has a unique structure among the well known family of steroid-based organogelators, the most important characteristic of this molecule is the presence of a silyl ether group at C-3 together with a 6β,19-oxo bridge. It was capable to gelate hydrocarbons and tetraethyl orthosilicate at very low concentrations (<1 wt %). An insight into the aggregation mechanism is provided revealing that complementary interaction between an α-oriented hydrogen bond donor and a β-oriented acceptor on the steroid skeleton is the driving force for the primary 1D self-assembly. The SAFIN was successfully used as template to grow silica nanotubes (external diameter: 40-60 nm, internal diameter: 7 nm and several micrometers length) through a catalyst-free in situ co-assembly polymerization process. Hydrogen bond or electrostatic interactions between the anionic silicate intermediate species and the SAFIN are proposed to be the driving force for templating.Fil: Edelsztein, Valeria Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Burton, Gerardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaFil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; ArgentinaPergamon-Elsevier Science Ltd2010-03info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/69495Edelsztein, Valeria Carolina; Burton, Gerardo; Di Chenna, Pablo Hector; Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate; Pergamon-Elsevier Science Ltd; Tetrahedron; 66; 12; 3-2010; 2162-21670040-4020CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2010.01.065info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040402010001109info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-11-12T09:52:07Zoai:ri.conicet.gov.ar:11336/69495instacron: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 09:52:07.308CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
title Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
spellingShingle Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
Edelsztein, Valeria Carolina
Organogel
Silica Nanotubes
Steroid
Template
title_short Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
title_full Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
title_fullStr Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
title_full_unstemmed Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
title_sort Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
dc.creator.none.fl_str_mv Edelsztein, Valeria Carolina
Burton, Gerardo
Di Chenna, Pablo Hector
author Edelsztein, Valeria Carolina
author_facet Edelsztein, Valeria Carolina
Burton, Gerardo
Di Chenna, Pablo Hector
author_role author
author2 Burton, Gerardo
Di Chenna, Pablo Hector
author2_role author
author
dc.subject.none.fl_str_mv Organogel
Silica Nanotubes
Steroid
Template
topic Organogel
Silica Nanotubes
Steroid
Template
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv In this paper we report the synthesis of a new steroid-based low-molecular weight organogelator, the analysis of the self-assembled fibrilar network (SAFIN) and its use as template for the preparation of SiO2 nanotubes. This novel steroidal organogelator has a unique structure among the well known family of steroid-based organogelators, the most important characteristic of this molecule is the presence of a silyl ether group at C-3 together with a 6β,19-oxo bridge. It was capable to gelate hydrocarbons and tetraethyl orthosilicate at very low concentrations (<1 wt %). An insight into the aggregation mechanism is provided revealing that complementary interaction between an α-oriented hydrogen bond donor and a β-oriented acceptor on the steroid skeleton is the driving force for the primary 1D self-assembly. The SAFIN was successfully used as template to grow silica nanotubes (external diameter: 40-60 nm, internal diameter: 7 nm and several micrometers length) through a catalyst-free in situ co-assembly polymerization process. Hydrogen bond or electrostatic interactions between the anionic silicate intermediate species and the SAFIN are proposed to be the driving force for templating.
Fil: Edelsztein, Valeria Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Burton, Gerardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
Fil: Di Chenna, Pablo Hector. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina
description In this paper we report the synthesis of a new steroid-based low-molecular weight organogelator, the analysis of the self-assembled fibrilar network (SAFIN) and its use as template for the preparation of SiO2 nanotubes. This novel steroidal organogelator has a unique structure among the well known family of steroid-based organogelators, the most important characteristic of this molecule is the presence of a silyl ether group at C-3 together with a 6β,19-oxo bridge. It was capable to gelate hydrocarbons and tetraethyl orthosilicate at very low concentrations (<1 wt %). An insight into the aggregation mechanism is provided revealing that complementary interaction between an α-oriented hydrogen bond donor and a β-oriented acceptor on the steroid skeleton is the driving force for the primary 1D self-assembly. The SAFIN was successfully used as template to grow silica nanotubes (external diameter: 40-60 nm, internal diameter: 7 nm and several micrometers length) through a catalyst-free in situ co-assembly polymerization process. Hydrogen bond or electrostatic interactions between the anionic silicate intermediate species and the SAFIN are proposed to be the driving force for templating.
publishDate 2010
dc.date.none.fl_str_mv 2010-03
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/11336/69495
Edelsztein, Valeria Carolina; Burton, Gerardo; Di Chenna, Pablo Hector; Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate; Pergamon-Elsevier Science Ltd; Tetrahedron; 66; 12; 3-2010; 2162-2167
0040-4020
CONICET Digital
CONICET
url http://hdl.handle.net/11336/69495
identifier_str_mv Edelsztein, Valeria Carolina; Burton, Gerardo; Di Chenna, Pablo Hector; Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate; Pergamon-Elsevier Science Ltd; Tetrahedron; 66; 12; 3-2010; 2162-2167
0040-4020
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tet.2010.01.065
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040402010001109
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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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