Effects of donor substituents on the conformational heterogeneity, photophysical, mechanochromic and electroluminescent properties of the donor-substituted fluorine-containing triphenylpyrimidines.

Three derivatives of fluorinated triphenylpyrimidine with the attached carbazole, phenothiazine, or acridan donor moieties are synthesized by Buchwald-Hartwig reactions. The impact of the donor units on emissive and other properties of the compounds is reported. The compounds exhibit excellent thermal stability, competitive photophysical phenomena such as room temperature phosphorescence (RTP) appearing when compounds are molecularly dispersed in the rigid polymer matrix and thermally activated delayed fluorescence (TADF).

Multifunctional derivatives of pyrimidine-5-carbonitrile and differently substituted carbazoles for doping-free sky-blue OLEDs and luminescent sensors of oxygen.

Introduction: Evolution of organic light-emitting diodes (OLEDs) reached the point, which allows to obtain maximum internal quantum efficiency of 100% partly using heavy-metal-free emitters exhibiting thermally activated delayed fluorescence (TADF). Such emitters are also predictively perfect candidates for new generation of optical sensors since triplet harvesting can be sensitive to different analytes (at least to oxygen). Although many organic TADF emitters have been reported so far as OLED emitters, the investigation of materials suitable for both OLEDs and optical sensors remains extremely rare.

Reversibly Switchable Phase-Dependent Emission of Quinoline and Phenothiazine Derivatives towards Applications in Optical Sensing and Information Multicoding.

Three new quinoline and di-tert-butyl phenothiazine isomeric derivatives were synthesized and characterized towards applications for oxygen sensing and optical information multicoding. The compounds with phenylene linker showed outstanding phase-dependent reversibility between ON/OFF states (low and high emission intensity, drastic shifting of emission colors, short- and long-lived fluorescence) in systematic grinding/fuming cycles, as required for multichannel memory devices based on optical information multicoding. The conformational diversity of the phenothiazine unit resulted in dual emission of the doped films implemented by the different luminescence mechanisms with peaks located at 414/530, 416/540, and 440/582 nm.

Exciplex energy transfer through spacer: White electroluminescence with enhanced stability based on cyan intermolecular and orange intramolecular thermally activated delayed fluorescence.

Capability of exciplex energy transfer through a spacer was investigated using three exciplex-forming solid mixtures which contained the well-known electron accepting 2,4,6-tris[3-(diphenylphosphinyl)phenyl]-1,3,5-triazine and appropriately designed bipolar cyanocarbazolyl-based derivatives functionalized by attachment of carbazolyl, acridanyl or phenyl units. These novel cyanocarbazolyl-based derivatives were used as both the spacer and exciplex-forming donor. Efficient organic light-emitting diodes with electroluminescence in cyan-yellow region and maximum external quantum efficiency of up to 7.

Towards blue AIE/AIEE: Synthesis and Applications in OLEDs of Tetra-/Triphenylethenyl Substituted 9,9-Dimethylacridine Derivatives.

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.