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Autoensamblaje excepcionalmente de largo alcance del hexa-peri-hexabenzocoroneno con sustitutos de alquilo de cola de
Wojciech Pisula1, Marcel Kastler, Daniel Wasserfallen
1Max-Planck Institut für Polymerforschung, 55128 Mainz, Germany.
Journal of the American Chemical Society
|July 1, 2004
Resumen
Las cadenas laterales voluminosas en las moléculas de hexa-peri-hexabenzocoroneno alteraron significativamente la autoagregación, reduciendo las temperaturas de transición y mejorando la solubilidad. Este material discótico columnar exhibe una formación esférica única y superestructuras alineadas, prometedoras para aplicaciones en dispositivos electrónicos.
Área de la Ciencia:
- Ciencia de los materiales Ciencia de los materiales.
- Química orgánica es la química orgánica.
- Química supramolecular de las moléculas.
Sus antecedentes:
- Los derivados de hexa-peri-hexabenzocoroneno (HHC) son conocidos por su potencial en dispositivos electrónicos debido a sus propiedades de autoensamblaje.
- Controlar el comportamiento de autoagregación de las moléculas discóticas es crucial para afinar sus propiedades materiales.
Objetivo del estudio:
- Para investigar el impacto de las cadenas laterales voluminosas de 2-decyltetradecyl en el comportamiento térmico y de autoagregación del hexa-peri-hexabenzocoronene.
- Explorar el potencial del HHC modificado para aplicaciones en dispositivos electrónicos.
Principales métodos:
- Síntesis de HHC sustituido por cadenas laterales voluminosas de 2-decyltetradecyl.
- Microscopía de luz polarizada para observar la cristalización y la formación de esferulita.
- Diseminación de rayos X de ángulo ancho 2D (2D-WAXS) para analizar la estructura supramolecular.
- Calorimetría de barrido diferencial (DSC) para determinar propiedades térmicas como la temperatura de isotropization.
Principales resultados:
- Las voluminosas cadenas laterales redujeron drásticamente la temperatura de isotropicidad y aumentaron la solubilidad en comparación con el HHC no sustituido.
- La autoagregación excepcional de largo alcance condujo a la formación de esferulitos durante la cristalización.
- La cristalización de la zona indujo un autoensamblaje macroscópico, formando superestructuras columnares alineadas.
Conclusiones:
- La sustitución por cadenas laterales voluminosas modula efectivamente las propiedades térmicas y de autoagregación de HHC.
- Las superestructuras columnares alineadas observadas y la mayor solubilidad hacen de este material disco muy prometedor para la electrónica orgánica.
- Este estudio presenta propiedades novedosas para los materiales discóticos columnares, abriendo nuevas vías para aplicaciones de dispositivos.
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