Polyketanils: Preparation of π-Conjugated Polymer Bases from p-dibenzoylbenzene with Various Diamines. Protonation with DL-Camphor-10-sulfonic Acid

Abstract

New luminescent materials - aromatic polyketanils (PKs) containing p-phenylene and biphenylene linkages in the backbone and electron-donating side-group substitutions have been synthesized via melt polycondensation (180°C, 24 h). Their structures were confirmed by elemental and spectral Fourier transform infrared, 13Cand 1H NMR, and ultraviolet-visible (UV-vis) analysis. All the PKs were solution-processable and thermally stable, making them potential candidate materials for applications in microelectronics and aerospace. These ketanil polymers showed high thermal stability and well-defined glass transition temperatures ( Tg). The temperature at which the polymers lose 10% of their weight ( T10) ranged from 420 to 520°C. Depending on the polymer structure, PKs showed Tg values in the range of 133 to 244°C. Moreover, the polymers emit either blue radiation or green radiation depending on the mutual presence of conjugated and saturated chain segments. The HOMO/LUMO energy gap of the polymers was in the range of 2.74-2.19 eV. The photoluminescence properties of the PKs after protonation with DL-camphor-10-sulfonic acid (CSA) were tested. The structure formation of (PKs)1(CSA)2 complexes are discussed on the basis of 1HNMRspectroscopy.