Preparación de nanopartículas híbridas grafeno-polímero
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2019-07-09
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Jaén: Universidad de Jaén
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[ES] En este trabajo exploramos dos rutas sintéticas para la posible obtención de de moléculas anfifílicas en las que un núcleo aromático constituido por varios ciclos fusionados se encuentra enlazado a cadenas de PEG. Estas moléculas anfifílicas se emplearían en solubilizar materiales grafénicos para mejorar su solubilidad y poder emplearlos en terapias fototérmicas.
Las rutas sintéticas planteadas aprovechan la química de los derivados de s-tetrazina, tanto su síntesis como su reactividad como diazadienófilo en reacciones tándem de tipo Diels-Alder/retro-Diels-Alder (DA/rDA). Los puntos críticos de estas rutas son las reacciones DA/rDA de derivados de 3,6-difeniltetrazina con difenilacetileno, debido al elevado impedimento estérico entre los reactantes. Sin embargo, el calentamiento con microondas ha permitido poder ejecutar estas reacciones, si bien con rendimientos modestos.
Así hemos conseguido abrir una vía para la preparación de anfífilos para los que se espera capacidad para enlazarse de forma no-covalente y solubilizar materiales grafénicos en medio acuoso
[EN] In this work we explore two synthetic routes to prepare amphiphilic molecules based on aromatic cores connected to polyethyleneglycol chains. These amphipiles would be useful to help solubilization of graphene-type materia Is to be employed in photothermal therapies. For that we exploit the chemistry of s-tetrazines, including its synthesis and reactivity as diazadienes in tandem Diels-Alder/retro-Diels-Alder (DA/rDA) reactions. The critica! points in these synthetic routes were the DA/rDA reactions between diphenyltetrazines and diphenylacetylene dueto the large steric hindrance arising between the reactants. However, microwave assisted heating enabled the progress of that reactions, though modest yields were achieved. In this way, we were a ble to open a new synthetic route to prepare amphiphilic molecules, for which a good capacity to non-covalently functionalize graphene-like sheets, with the resulting solubilization in aqueous media, is expecte
[EN] In this work we explore two synthetic routes to prepare amphiphilic molecules based on aromatic cores connected to polyethyleneglycol chains. These amphipiles would be useful to help solubilization of graphene-type materia Is to be employed in photothermal therapies. For that we exploit the chemistry of s-tetrazines, including its synthesis and reactivity as diazadienes in tandem Diels-Alder/retro-Diels-Alder (DA/rDA) reactions. The critica! points in these synthetic routes were the DA/rDA reactions between diphenyltetrazines and diphenylacetylene dueto the large steric hindrance arising between the reactants. However, microwave assisted heating enabled the progress of that reactions, though modest yields were achieved. In this way, we were a ble to open a new synthetic route to prepare amphiphilic molecules, for which a good capacity to non-covalently functionalize graphene-like sheets, with the resulting solubilization in aqueous media, is expecte