Langmuir-Blodgett Thin Films of Diketopyrrolopyrrole-Based Amphiphiles

ACS Appl Mater Interfaces. 2018 Apr 11;10(14):11995-12004. doi: 10.1021/acsami.7b18239. Epub 2018 Mar 30.

Abstract

We report on two π-conjugated donor-acceptor-donor (D-A-D) molecules of amphiphilic nature, aiming to promote intermolecular ordering and carrier mobility in organic electronic devices. Diketopyrrolopyrrole was selected as the acceptor moiety that was disubstituted with nonpolar and polar functional groups, thereby providing the amphiphilic structures. This structural design resulted in materials with a strong intermolecular order in the solid state, which was confirmed by differential scanning calorimetry and polarized optical microscopy. Langmuir-Blodgett (LB) films of ordered mono- and multilayers were transferred onto glass and silicon substrates, with layer quality, coverage, and intermolecular order controlled by layer compression pressure on the LB trough. Organic field-effect transistors and organic photovoltaics devices with active layers consisting of the amphiphilic conjugated D-A-D-type molecules were constructed to demonstrate that the LB technique is an effective layer-by-layer deposition approach to fabricate self-assembled, ordered thin films.

Keywords: Langmuir−Blodgett; amphiphilic molecules; diketopyrrolopyrrole; donor−acceptor−donor molecules; layer-by-layer deposition; monolayer; organic field-effect transistor.