Artículo
Abstract:
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. © 2010 Elsevier Ltd. All rights reserved.
Registro:
| Documento: | Artículo |
| Título: | Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate |
| Autor: | Edelsztein, V.C.; Burton, G.; Di Chenna, P.H. |
| Filiación: | Departamento de Química Orgánica and UMYMFOR (CONICET-FCEN), Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellon 2, C1428EGA Buenos Aires, Argentina |
| Palabras clave: | Organogel; Silica nanotubes; Steroid; Template; nanotube; silane derivative; silicate; silicon dioxide; steroid; tetraethoxysilane; article; chemical analysis; chemical structure; hydrogen bond; polymerization; priority journal; silylation; synthesis |
| Año: | 2010 |
| Volumen: | 66 |
| Número: | 12 |
| Página de inicio: | 2162 |
| Página de fin: | 2167 |
| DOI: | http://dx.doi.org/10.1016/j.tet.2010.01.065 |
| Título revista: | Tetrahedron |
| Título revista abreviado: | Tetrahedron |
| ISSN: | 00404020 |
| CODEN: | TETRA |
| CAS: | silicate, 12627-13-3; silicon dioxide, 10279-57-9, 14464-46-1, 14808-60-7, 15468-32-3, 60676-86-0, 7631-86-9 |
| Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v66_n12_p2162_Edelsztein |
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Citas:
---------- APA ----------
Edelsztein, V.C., Burton, G. & Di Chenna, P.H. (2010) . Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate. Tetrahedron, 66(12), 2162-2167.http://dx.doi.org/10.1016/j.tet.2010.01.065
---------- CHICAGO ----------
Edelsztein, V.C., Burton, G., Di Chenna, P.H. "Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate" . Tetrahedron 66, no. 12 (2010) : 2162-2167.http://dx.doi.org/10.1016/j.tet.2010.01.065
---------- MLA ----------
Edelsztein, V.C., Burton, G., Di Chenna, P.H. "Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate" . Tetrahedron, vol. 66, no. 12, 2010, pp. 2162-2167.http://dx.doi.org/10.1016/j.tet.2010.01.065
---------- VANCOUVER ----------
Edelsztein, V.C., Burton, G., Di Chenna, P.H. Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate. Tetrahedron. 2010;66(12):2162-2167.http://dx.doi.org/10.1016/j.tet.2010.01.065
