| Abstract [eng] |
The dissertation is devoted to the design, synthesis, and investigation of the properties of the following. 1. Four new triphenylethene-based derivatives have been synthesized. Compounds exhibited aggregation induced emission enhancement, and their neat films demonstrated photoluminescence quantum yields of 16–29%. The solid films of the obtained compounds emitted blue light with the emission maxima in the range of 478–487 nm. The solid-state ionization potential and the electron affinity values of the compounds were in the range of 5.88–6.37 eV and 2.30–2.89 eV, respectively. The highest hole and electron drift mobilities reaching 3.07 × 10-3 cm2 /V and 4.2 × 10-3 cm2 /V, respectively, were observed in an electric field of 3.67 × 105 V/cm for the compound having 3,6- di-tert-butylcarbazole donor moiety and a phenylene linking bridge. All the compounds were used as fluorescent emitters in OLEDs. The highest external quantum efficiency of 2% was observed for devices based on emitters containing 9,9-dimethyl-9,10-dihydroacridine moieties. 2. Four new aromatic diamines have been synthesized, and the impact of the linking topology of the CF3 group has been investigated. Compounds containing 2,5-bis(trifluoromethyl)benzene moieties exhibited interactions between the π system of the central phenyl ring and the fluorine atom. The detected intermolecular interactions in 2,5-bis(trifluoromethyl)benzene substituted compounds led to a closer packing of molecules. Higher thermal temperatures, a lower ionization potential, and enhanced hole mobilities were detected for compounds containing 2,5- bis(trifluoromethyl)benzene moieties as compared to their counterparts containing 3,5-bis(trifluoromethyl)benzene moieties. 3. 3,6-Dimethoxy-9-(4-vinylphenyl)-9H-carbazole and 3,6-dimethoxy-9-(3- vinylphenyl)-9Hcarbazole monomers and their polymers have been synthesized. The RAFT polymerization of monomers with 2- (dodecylthiocarbonothioylthio)-2-methylpropionic acid as a chain-transfer agent proceeded in a living fashion affording polymers with a controlled molecular weight up to Mn = 20,000 and relatively low polydispersity (Đ<1.5). Thermal measurements revealed the obtained glass transition temperatures of polymers exceeding 160 °C. The PL of the films of the monomers and polymers revealed through-space thermally activated delay fluorescence or/and excimer emission. The synthesized polymers were tested as hole transporting materials and hosts in solution-processed OLEDs with an external quantum efficiency of 10.6%. 4. Five 9-(2-ethylhexyl)carbazole derivatives containing carbazole, phenothiazine, phenoxazine, acridane or dibenzazepine donor fragments have been synthesized. The ionization potential values of the vacuum-deposited films of compounds were in the range from 5.10 to 5.58 eV. The compounds demonstrated good charge transporting abilities with the hole mobility exceeding 10-4 cm2 /Vs at high electric fields. The derivatives, having carbazole and acridane moieties attached to 9-(2-ethylhexyl)carbazole, revealed ambipolar charge transporting properties. The synthesized compounds were investigated as hosts in red phosphorescent OLEDs; they demonstrated the maximum quantum efficiency of 12.61%. |