A tetrathiafulvalene-based electroactive covalent organic framework

Chemistry. 2014 Nov 3;20(45):14614-8. doi: 10.1002/chem.201405330. Epub 2014 Sep 29.

Abstract

Two-dimensional covalent organic frameworks (2D COFs) provide a unique platform for the molecular design of electronic and optoelectronic materials. Here, the synthesis and characterization of an electroactive COF containing the well-known tetrathiafulvalene (TTF) unit is reported. The TTF-COF crystallizes into 2D sheets with an eclipsed AA stacking motif, and shows high thermal stability and permanent porosity. The presence of TTF units endows the TTF-COF with electron-donating ability, which is characterized by cyclic voltammetry. In addition, the open frameworks of TTF-COF are amenable to doping with electron acceptors (e.g., iodine), and the conductivity of TTF-COF bulk samples can be improved by doping. Our results open up a reliable route for the preparation of well-ordered conjugated TTF polymers, which hold great potential for applications in fields from molecular electronics to energy storage.

Keywords: conducting materials; covalent organic frameworks; electron donor; microporous materials; tetrathiafulvalene.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzaldehydes / chemistry
  • Electrochemistry
  • Heterocyclic Compounds / chemistry*
  • Molecular Conformation
  • X-Ray Diffraction

Substances

  • Benzaldehydes
  • Heterocyclic Compounds
  • tetrathiafulvalene