Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate
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 f...
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| Formato: | Capítulo de libro |
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2010
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| Acceso en línea: | Registro en Scopus DOI Handle Registro en la Biblioteca Digital |
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| 003 | AR-BaUEN | ||
| 005 | 20230518203749.0 | ||
| 008 | 190411s2010 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-76749143687 | |
| 024 | 7 | |2 cas |a silicate, 12627-13-3; silicon dioxide, 10279-57-9, 14464-46-1, 14808-60-7, 15468-32-3, 60676-86-0, 7631-86-9 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a TETRA | ||
| 100 | 1 | |a Edelsztein, V.C. | |
| 245 | 1 | 0 | |a Self-assembly of a silylated steroid-based organogelator and its use as template for the in situ sol-gel polymerization of tetraethyl orthosilicate |
| 260 | |c 2010 | ||
| 270 | 1 | 0 | |m Di Chenna, P.H.; 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; email: dichenna@qo.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
| 504 | |a Dastidar, P., (2008) Chem. Soc. Rev., 37, p. 2699 | ||
| 504 | |a Llusar, M., Sanchez, C., (2008) Chem. Mater., 20, p. 782 | ||
| 504 | |a Fujita, N., Shinkai, S., (2006) Molecular Gels: Materials with Self-assembled Fibrillar Networks, pp. 553-575. , Weiss R.G., and Terech P. (Eds), Springer, The Netherlands Chapter 15 | ||
| 504 | |a Sugiyasu, K., Fujita, N., Shinkai, S., (2004) Angew. Chem., Int. Ed., 43, p. 1229 | ||
| 504 | |a Kawano, S., Fujita, N., Shinkai, S., (2003) Chem. Commun., p. 1352 | ||
| 504 | |a Huang, X., Weiss, R.G., (2007) Tetrahedron, 63, p. 7375 | ||
| 504 | |a Huang, P., Terech, P., Raghavan, S.R., Weiss, R.G., (2005) J. Am. Chem. Soc., 127, p. 4336 | ||
| 504 | |a Jiang, Q., Wang, Y., Weng, J., Liu, L., Zhou, Z., Zhang, Q., Chen, H., Yang, W., (2009) Curr. Nanosci., 5, p. 245 | ||
| 504 | |a Durán, F.J., Ghini, A.A., Coirini, H., Burton, G., (2006) Tetrahedron, 62, p. 4762 | ||
| 504 | |a Nicoletti, D., Ghini, A.A., Brachet-Cota, A.L., Burton, G., (1995) J. Chem. Soc., Perkin Trans. 1, p. 1089 | ||
| 504 | |a De Armas, P., Concepción, J.L., Francisco, C.G., Hernandez, R., Salazar, J.A., Suárez, E., (1989) J. Chem. Soc., Perkin Trans. 1, p. 405 | ||
| 504 | |a Hirst, A.R., Coates, I.A., Boucheteau, T.R., Miravet, J.F., Escuder, B., Castelletto, V., Hamley, I.W., Smith, D.K., (2008) J. Am. Chem. Soc., 130, p. 9113 | ||
| 504 | |a Xue, M., Gao, D., Liu, K., Peng, J., Fang, Y., (2009) Tetrahedron, 65, p. 3369 | ||
| 504 | |a Yoshikawa, I., Yanagi, S., Yamaji, Y., Araki, K., (2007) Tetrahedron, 63, p. 7474 | ||
| 504 | |a Joselevich, M., Ghini, A.A., Burton, G., (2003) Org. Biomol. Chem., p. 939 | ||
| 520 | 3 | |a 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. |l eng | |
| 536 | |a Detalles de la financiación: Agencia Nacional de Promoción Científica y Tecnológica, PICT2006-765 | ||
| 536 | |a Detalles de la financiación: Universidad de Buenos Aires, X-614 | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas | ||
| 536 | |a Detalles de la financiación: This work was supported by grants from Universidad de Buenos Aires (X-614), CONICET (Argentina), and Agencia Nacional de Promoción Científica y Tecnológica (PICT2006-765). | ||
| 593 | |a 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 | ||
| 690 | 1 | 0 | |a ORGANOGEL |
| 690 | 1 | 0 | |a SILICA NANOTUBES |
| 690 | 1 | 0 | |a STEROID |
| 690 | 1 | 0 | |a TEMPLATE |
| 690 | 1 | 0 | |a NANOTUBE |
| 690 | 1 | 0 | |a SILANE DERIVATIVE |
| 690 | 1 | 0 | |a SILICATE |
| 690 | 1 | 0 | |a SILICON DIOXIDE |
| 690 | 1 | 0 | |a STEROID |
| 690 | 1 | 0 | |a TETRAETHOXYSILANE |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CHEMICAL ANALYSIS |
| 690 | 1 | 0 | |a CHEMICAL STRUCTURE |
| 690 | 1 | 0 | |a HYDROGEN BOND |
| 690 | 1 | 0 | |a POLYMERIZATION |
| 690 | 1 | 0 | |a PRIORITY JOURNAL |
| 690 | 1 | 0 | |a SILYLATION |
| 690 | 1 | 0 | |a SYNTHESIS |
| 700 | 1 | |a Burton, G. | |
| 700 | 1 | |a Di Chenna, P.H. | |
| 773 | 0 | |d 2010 |g v. 66 |h pp. 2162-2167 |k n. 12 |p Tetrahedron |x 00404020 |w (AR-BaUEN)CENRE-45 |t Tetrahedron | |
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| 856 | 4 | 0 | |u https://doi.org/10.1016/j.tet.2010.01.065 |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_00404020_v66_n12_p2162_Edelsztein |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404020_v66_n12_p2162_Edelsztein |y Registro en la Biblioteca Digital |
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