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Los perfluoroalquilfullerenos térmicamente estables con el patrón de pirámide pentagonal: C60 (C2F5) 4O, C60 (CF3) 4O
Ivan E Kareev1, Natalia B Shustova, Igor V Kuvychko
1Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka 142432, Russia.
Journal of the American Chemical Society
|September 14, 2006
Resumen
Los nuevos derivados de fullereno, incluidos el C60) y el CF3) y los dos epoxidos, presentan estructuras únicas y una mayor estabilidad térmica. Estos hallazgos demuestran la estabilidad cinética del patrón de adición de la pirámide sesgada-pentagonal (SPP) a altas temperaturas.
Área de la Ciencia:
- Ciencia de los materiales Ciencia de los materiales.
- Química orgánica es la química orgánica.
- Nanotecnología La nanotecnología es la nanotecnología.
Sus antecedentes:
- Los fullerenos, particularmente el C60, son alótropos de carbono con propiedades electrónicas y estructurales únicas.
- La funcionalización de los fullerenos con grupos perfluoroalquilo (R(f)) puede modificar sus propiedades y estabilidad.
- El patrón de adición de la pirámide pentagonal (SPP) es un motivo conocido en la química de los fullerenos.
Objetivo del estudio:
- Para investigar la reacción a alta temperatura del C60) con el trifluoroiodometano (CF3) I y el pentafluoroetil yoduro (C2) F5) I).
- Caracterizar los nuevos derivados de fullereno, incluidos los isómeros y los epoxidos, formados en estas condiciones.
- Evaluar la estabilidad térmica y las características estructurales de estos nuevos compuestos, particularmente aquellos con el patrón de adición SPP.
Principales métodos:
- Reacciones a alta temperatura de C(60) con CF(3) I y C(2) F(5) I.
- Caracterización mediante espectrometría de masas, cálculos químicos cuánticos DFT, Raman, visible y espectroscopia de RMN (19) F.
- Difracción de rayos X monocristalino para la determinación estructural de los derivados del epoxido.
Principales resultados:
- Síntesis de un isómero C(60) ((CF(3)) ((6) con un patrón de adición C(s) -C(60) X(6) SPP.
- Formación de dos derivados de epóxido, C(s) -C(60) -CF(3)) -4) O y C(s) -C(60) -C(2) -F(5) -4) O, con variaciones en el patrón de SPP.
- El compuesto C ((s) -C ((60) ((CF ((3)) ((6) exhibe un enlace C-C estéricamente obstaculizado (1.60 Å) y un raro espectro de RMN de intercambio no rápido (19) F.
- Los epoxidos son los primeros derivados de poli (perfluoroalquilo) fullereno con sustituyentes exohédricos no fluorados y son estables a temperaturas elevadas.
- El patrón de adición de SPP demuestra estabilidad cinética a temperaturas superiores a 400 °C.
Conclusiones:
- El patrón de adición SPP en los derivados del fullereno es estable a altas temperaturas (>400 °C).
- Los sustitutos de perfluoroalquilo pueden mejorar la estabilidad térmica de los derivados del fullereno.
- Los compuestos sintetizados representan nuevas estructuras de fullereno con aplicaciones potenciales en la ciencia de los materiales.
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