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Molecules 2013, 18(2), 1502-1527; doi:10.3390/molecules18021502

Synthesis and Characterization of Novel Dendrons Bearing Amino-Nitro-Substituted Azobenzene Units and Oligo(ethylene glycol) Spacers: Thermal, Optical Properties, Langmuir Blodgett Films and Liquid-Crystalline Behaviour

1
Instituto de Investigaciones en Materiales, Universidad Nacional Autónoma de México, Ciudad Universitaria, C.P. 04510 D.F., Mexico
2
Instituto de Ciencias Nucleares, Universidad Nacional Autónoma de México, Ciudad Universitaria, C.P. 04510 D.F., Mexico
*
Author to whom correspondence should be addressed.
Received: 6 December 2012 / Revised: 28 December 2012 / Accepted: 18 January 2013 / Published: 25 January 2013
(This article belongs to the Section Molecular Diversity)
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Abstract

In this work, we report the synthesis and characterization of a novel series of first and second generation Fréchet type dendrons bearing amino-nitro substituted azobenzene units and tetra(ethylene glycol) spacers. These compounds were fully characterized by FTIR, 1H and 13C-NMR spectroscopies, and their molecular weights were determined by MALDI-TOF-MS. The thermal properties of the obtained dendrons were studied by TGA and DSC and their optical properties by absorption spectroscopy in solution and cast film. Molecular calculations were performed in order to determine the optimized geometries of these molecules in different environments. Besides, Langmuir and Langmuir Blodgett films were prepared with the first generation dendrons that were shown to be amphiphilic. Finally, some of the dendrons showed a liquid crystalline behaviour, which was studied by light polarized microscopy as a function of the temperature in order to determine the transition temperatures and the structure of the mesophase.
Keywords: dendron; azobenzene; optical properties; liquid crystals; Langmuir-Blodgett films dendron; azobenzene; optical properties; liquid crystals; Langmuir-Blodgett films
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Ortíz-Palacios, J.; Rodríguez-Alba, E.; Avelar, M.; Martínez, A.; Carreón-Castro, M.P.; Rivera, E. Synthesis and Characterization of Novel Dendrons Bearing Amino-Nitro-Substituted Azobenzene Units and Oligo(ethylene glycol) Spacers: Thermal, Optical Properties, Langmuir Blodgett Films and Liquid-Crystalline Behaviour. Molecules 2013, 18, 1502-1527.

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