Solubility, thermal and photoluminescence properties of triphenyl imidazole-containing polyimides

Abstract

In this paper, three kinds of triphenyl imidazole-containing diamines including 2-phenyl-4,5-bis(4-(4-amino-2-trifluoromethylphenoxy)phenyl)imidazole (PBAI), 2-(4-methylphenyl)-4,5-bis(4-(4-amino-2-trifluoromethyl phenoxy)phenyl)imidazole (MPBAI) and 2-(4-trifluoromethylphenyl)-4,5-bis(4-(4-amino-2-trifluoromethylphenoxy)phenyl)imidazole (TFPBAI) were synthesized. Then, a series of polyimide (PI) films were prepared by the solution polymerization of the three diamines and various dianhydrides, such as 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA), 1,2,4,5-pyromellitic dianhydride (PMDA) and 1,2,3,4-cyclobutanetetracarboxylic dianhydride (CBDA), followed by thermal imidization. The effects of chemical structures on the solubilities and thermal, optical and electrochemical properties of polyimides were explored. All the polyimides exhibited higher glass transition temperatures around 300 °C and excellent solubilities in common polar solvents. The polyimide films derived from CBDA or 6FDA showed better optical properties with light color and transparent characteristics. The fluorescence test showed that the photoluminescence color of CBDA-based polyimide films is in the blue range in the CIE 1931 spectrum, while the polyimide film based on PMDA and 6FDA presented black or weak yellow light. However, all these polyimides in solution exhibited similar blue luminescence. Electrochemical tests indicated that the HOMO and LUMO values of these films were around −6.5 and −3.6 eV, and the energy gap difference was about 3.0 eV. Therefore, the triphenyl imidazole-containing polyimides exhibit comprehensive performance, which will be expected as a new kind of functional material for certain application in the optical and optoelectronics fields.