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Gels 2016, 2(1), 7; doi:10.3390/gels2010007

Supramolecular Assembly of pH-Sensitive Triphenylene Derived π-Gelators and Their Application as Molecular Template for the Preparation of Silica Nanotubes

1
UMYMFOR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, pabellón 2, C. Universitaria, CABA, C1428EGA Buenos Aires, Argentina
2
INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, pabellón 2, C. Universitaria, CABA, C1428EGA Buenos Aires, Argentina
3
CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, pabellón 2, C. Universitaria, CABA, C1428EGA Buenos Aires, Argentina
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editor: David Díaz Díaz
Received: 3 December 2015 / Revised: 14 January 2016 / Accepted: 22 January 2016 / Published: 1 February 2016
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Abstract

The gelation properties and mode of self-assembly of six asymmetrical hexaether triphenylene derivatives mono-functionalized with carboxylic and primary amine groups were investigated. The presence of a carboxylic and amine group attached to the triphenylene core generated stable, thermo- and pH-sensitive supramolecular π-organogels with a reversible response to both stimuli. In order to understand the gelation process, we studied the effect of the spacer length and found a different gelation scope for the acid and basic derivatives that accounts for a different supramolecular self-assembly. The presence of the basic group on the amino derivatives was used to guide and catalyze the templated in situ sol-gel polymerization of TEOS and allowed us, under controlled hydrolytic conditions, to prepare an entangled fibrillar network of silica nanotubes. View Full-Text
Keywords: pH-sensitive; triphenylene; π-gelators; functional gels; organogels; supramolecular gels pH-sensitive; triphenylene; π-gelators; functional gels; organogels; supramolecular gels
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Muñoz Resta, I.; Manzano, V.E.; Cecchi, F.; Spagnuolo, C.C.; Cukiernik, F.D.; Di Chenna, P.H. Supramolecular Assembly of pH-Sensitive Triphenylene Derived π-Gelators and Their Application as Molecular Template for the Preparation of Silica Nanotubes. Gels 2016, 2, 7.

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