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Las estructuras orgánicas covalentes cristalinas vinculadas a la dioxina de las reacciones irreversibles

Bing Zhang¹, Mufeng Wei¹, Haiyan Mao²

¹Department of Chemistry , University of California-Berkeley ; Materials Sciences Division, Lawrence Berkeley National Laboratory; Kavli Energy NanoSciences Institute at Berkeley, and Berkeley Global Science Institute, Berkeley , California 94720 , United States.

Journal of the American Chemical Society

|September 25, 2018

Resumen

Se sintetizaron nuevos marcos orgánicos covalentes (COF) utilizando reacciones de sustitución aromática nucleófila irreversibles. Estos COF estables y porosos, denominados COF-316 y COF-318, permiten modificaciones post-sintéticas avanzadas.

Área de la Ciencia:

Ciencias de los materiales
Química orgánica
Nanotecnología

Sus antecedentes:

Las estructuras orgánicas covalentes (COF) son polímeros porosos cristalinos con propiedades sintonizables.
La síntesis tradicional de COF a menudo se basa en reacciones de condensación reversibles, lo que limita su estabilidad química.
El desarrollo de FOC robustos con funcionalidades accesibles es crucial para las aplicaciones avanzadas.

Objetivo del estudio:

Para sintetizar nuevos marcos orgánicos covalentes 2D (COF) utilizando reacciones irreversibles.
Investigar la estabilidad química y la porosidad de los COF sintetizados.
Demostrar el potencial para la modificación post-sintética de estos marcos robustos.

Principales métodos:

Reacciones de sustitución aromática nucleofílica (S_NAr) utilizadas entre el 2,3,6,7,10,11-hexahidroxitrifenileno (HHTP) triangular y el tetrafluoroftalonitrilo (TFPN) lineal o el 2,3,5,6-tetrafluoro-4-piridinacarbonitrilo (TFPC).
Se han formado COFs cristalinos 2D, COF-316 y COF-318, unidos por enlaces de 1,4-dioxina.
Modificaciones post-sintéticas realizadas en el COF-316 en condiciones adversas.

Principales resultados:

Con éxito sintetizó COF-316 y COF-318 a través de reacciones irreversibles S_NAr.
Los COF ligados a la 1,4-dioxina resultantes muestran una alta estabilidad química en condiciones ácidas y básicas.
Se ha demostrado la porosidad permanente y la viabilidad de las modificaciones post-sintéticas para introducir nuevas funcionalidades.

Conclusiones:

Las reacciones irreversibles de S_NAr proporcionan una vía robusta para sintetizar COF estables.
COF-316 y COF-318 poseen estabilidad química inherente y porosidad permanente.
Estos nuevos COF ofrecen una plataforma versátil para el diseño y las aplicaciones de materiales avanzados a través de la funcionalidad post-sintética.

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