B←N-Incorporated Dibenzo-azaacene with Selective Near-Infrared Absorption and Visible Transparency.

Abstract

Organic compounds with selective near-infrared absorption and visible transparency are very desirable for fabrication of transparent/semitransparent optoelectronic devices. Herein, we develop a molecule with selective near-infrared absorption property, QBNA-O, in which four B←N units are incorporated to the core and two benzodioxin groups are introduced at the termini of the dibenzo-azaacene skeleton. QBNA-O exhibits a small optical gap of 1.39 eV due to the strong electron-donating benzodioxin groups and the strong electron-withdrawing B←N units. In toluene solution, QBNA-O shows a strong absorption peak at 856 nm with the full width at half maximum (FWHM) of only 41 nm as well as very weak absorption in the visible range from 380 nm to 760 nm. Thin films of QBNA-O exhibit the average visible transparency (AVT) of 78 % at the thickness of 205 nm and 90 % at the thickness of 45 nm. Solution-processed organic field-effect transistors (OFETs) of QBNA-O display ambipolar transporting behavior with the electron mobility of 0.52 cm2 V-1 s-1 and the hole mobility of 0.013 cm2 V-1 s-1 together with excellent air-stability. The selective NIR absorbing property and excellent charge transporting property imply that QBNA-O can be used to fabricate transparent organic optoelectronic devices.