0000000000056459
AUTHOR
Armands Ruduss
Carbene-metal complexes as molecular scaffolds for construction of through-space TADF emitters
Through-space charge transfer (CT) process is observed in Cu(I) carbene-metal-amide complexes, where conventional imidazole or imidazoline N-heterocyclic (NHC) carbene fragments act as inert linkers and CT proceeds between a metal-bound carbazole donor and a distantly situated carbene-bound phenylsulfonyl acceptor. The resulting electron transfer gives a rise to efficient thermally activated delayed fluorescence (TADF), characterized with high photoluminescence quantum yields (ΦPL up to 90 %) and radiative rates (kr) up to 3.32×105 s-1. TADF process is aided by fast reverse intersystem crossing (rISC) rates of up to 2.56×107 s-1. Such emitters can be considered as hybrids of two existing TA…
Synthesis and Photoelectrical Properties of 3-(Diphenylamino)Carbazolyl-Functionalized DMABI Derivatives
A modular approach was used in the synthesis of the 3-(diphenylamino)carbazolyl- functionalized 2-(4-(dimethylamino)benzylidene)-1H-indene-1,3(2H)-dione (DMABI) derivatives. For this purpose, carboxyl functional group was introduced into the framework of DMABI molecule. Additionally, a regioselective method for substitution of carbonyl group of DMABI with dicyanomethylene group was investigated and verified using the heteronuclear multiple bond correlation NMR spectra. Steglich esterification method was used to connect the 3‑(diphenylamino)carbazolyl moiety via an unconjugated spacer. The UV-Vis absorption spectra and molecular energy level data were obtained for the evaluation of the synth…
Effects of steric encumbrance of iridium( iii ) complex core on performance of solution-processed organic light emitting diodes
Iridium(iii) complexes are the most frequently applied commercialized green and red emitters for organic light emitting diode (OLED) displays. Throughout years a significant research effort has been devoted to modify these compounds, in order to make them suitable for cost-effective solution-processing techniques, such as inkjet printing. To achieve this, the inherent tendency of the complex molecules to form poorly emissive aggregates needs to be suppressed. In many cases this has been achieved by an encapsulation of the iridium(iii) complex core with dendritic structures, composed of either passive or charge-transporting fragments. In order to validate this approach, we acquired three str…
Synthesis and investigation of charge transport properties in adducts of hole transporting carbazole derivatives and push-pull azobenzenes
Abstract In order to investigate the viability of a material design for bulk heterojunction (BHJ) organic solar cells, where hole transporting group is bound to the donor moiety, we report the synthesis and charge transport characteristics of 3-(diphenylamino)carbazolyl-functionalized derivatives of 2-(4-((4-(dimethylamino)phenyl)diazenyl)benzylidene)-1H-indene-1,3-dione (DMAAzi) chromophore. Three different bounding configurations were examined in these adducts. Additionally, a trityl-functionalized derivative of DMAAzi was prepared and used for comparison purposes. All of the synthesized materials form thin amorphous films from volatile organic solvents and exhibit glass transition temper…
3,3'-Bicarbazole structural derivatives as charge transporting materials for use in OLED devices
In this study we report novel 3,3′-bicarbazole based charge transporting materials mainly designed for a use in systems containing phosphorescent iridium (III) complex emitters. A low-cost oxidative coupling reaction using FeCl3 was employed in the synthesis of 3,3′-bicarbazole compounds. Different derivatives of 3,3′-bicarbazole with 4-ethoxyphenyland ethyl- substituents at 9,9′- positions and (2,2-diphenylhydrazono)methyl- and 4-(dimethylamino)styryl- substituents at 6,6′- positions were synthesized. Obtained (2,2-diphenylhydrazono)methyl- derivatives exhibit glass transition temperatures that are sufficient for applications in electronic devices. Thin amorphous films of good optical qual…
Thiphenylmethane based structural fragments as building blocks towards solution-processable heteroleptic iridium(iii) complexes for OLED use
A novel structural approach to solution-processable heteroleptic iridium(III) complexes is presented. On the basis of 2-arylbenzo[d]thiazole cyclometalating main ligands and picolinic acid (pic) and acetylacetone (acac) ancillary ligands six new yellow or orange emitting materials were obtained using attached 1,1,1-triphenylmethylpentane substituents as aggregation preventing and solubility enhancing functional fragments. The obtained compounds show high photoluminescence quantum yield values in the range of 0.64 to 0.90. OLEDs with a spin-coated emissive layer were successfully prepared, with the highest achieved external quantum efficiency of 7.9%, current efficiency of 12.4 cd A−1 and po…