Thiophene pyrenyl derivatives for the supramolecular processability of single-walled carbon nanotubes in thin film heterojunction

Abstract

A major problem for the use of single-wall carbon nanotubes (SWCNTs) in electronic devices relates to their poor processability. Chemical modification inevitably introduces defects in the nanotube lattice, resulting in a loss of electronic properties. In this contest, we report on a supramolecular approach with the aim of increasing the dispersion of SWCNTs in solution and in organic semiconductor matrices by ensuring the optoelectronic properties. In particular, new pyrenyl derivatives of thiophene have been synthesized and used to improve the solubility of SWCNTs for electron transfer in thin film heterojunction with poly(3-hexylthiophene) (P3HT) as donor system. Photoinduced electron transfer to SWCNTs has been demonstrated and the effect of different alkyl spacers, between the pyrene unit and the thiophene moiety, has revealed to play a key role. Electron transfer has been maximized by the compound with a spacer coplanar with the pyrene moiety due to the reduced separation between P3HT and SWCNTs.