ABSTRACT
Here, we report on three new triphenylamine-based enamines synthesized by condensation of an appropriate primary amine with 2,2-diphenylacetaldehyde and characterized by experimental techniques and density functional theory (DFT) computations. Experimental results allow highlighting attractive properties including solid-state ionization potential in the range of 5.33-5.69 eV in solid-state and hole mobilities exceeding 10-3 cm2/V·s, which are higher than those in spiro-OMeTAD at the same electric fields. DFT-based analysis points to the presence of several conformers close in energy at room temperature. The newly synthesized hole-transporting materials (HTMs) were used in perovskite solar cells and exhibited performances comparable to that of spiro-OMeTAD. The device containing one newly synthesized hole-transporting enamine was characterized by a power conversion efficiency of 18.4%. Our analysis indicates that the perovskite-HTM interface dominates the properties of perovskite solar cells. PL measurements indicate smaller efficiency for perovskite-to-new HTM hole transfer as compared to spiro-OMeTAD. Nevertheless, the comparable power conversion efficiencies and simple synthesis of the new compounds make them attractive candidates for utilization in perovskite solar cells.
ABSTRACT
Aiming to design blue fluorescent emitters with high photoluminescence quantum yields in solid-state, nitrogen-containing heteroaromatic 9,9-dimethylacridine was refined by tetraphenylethene and triphenylethene. Six tetra-/triphenylethene-substituted 9,9-dimethylacridines were synthesized by the Buchwald-Hartwig method with relatively high yields. Showing effects of substitution patterns, all emitters demonstrated high fluorescence quantum yields of 26-53% in non-doped films and 52-88% in doped films due to the aggregation induced/enhanced emission (AIE/AIEE) phenomena. In solid-state, the emitters emitted blue (451-481 nm) without doping and deep-blue (438-445 nm) with doping while greenish-yellow emission was detected for two compounds with additionally attached cyano-groups. The ionization potentials of the derivatives were found to be in the relatively wide range of 5.43-5.81 eV since cyano-groups were used in their design. Possible applications of the emitters were demonstrated in non-doped and doped organic light-emitting diodes with up to 2.3 % external quantum efficiencies for simple fluorescent devices. In the best case, deep-blue electroluminescence with chromaticity coordinates of (0.16, 0.10) was close to blue color standard (0.14, 0.08) of the National Television System Committee.