Identifying lifetime as one of the key parameters responsible for the low brightness of lanthanide-based OLEDs.

OLEDs based on lanthanide complexes have decisive optical advantages but are hampered by low brightness. Despite the efforts to optimize several parameters such as quantum yield and charge carrier mobility, there seems to be another key parameter that hinders their performances. Experimental data are therefore collected for mixed-ligand europium complexes with bathophenanthroline and different classes of anionic ligands and screened to identify the key parameter responsible for this situation, which turns out to be the long lifetime of their excited states. A broad literature search supports this conclusion, showing that lanthanide complexes are inferior to other classes of OLED emitters of…

Relation between molecule ionization energy, film thickness and morphology of two indandione derivatives thin films

Abstract Nowadays most organic devices consist of thin (below 100 nm) layers. Information about the morphology and energy levels of thin films at such thickness is essential for the high efficiency devices. In this work we have investigated thin films of 2-(4-[N,N-dimethylamino]-benzylidene)-indene-1,3-dione (DMABI) and 2-(4-(bis(2-(trityloxy)ethyl)amino)benzylidene)-2H-indene-1,3-dione (DMABI-6Ph). DMABI-6Ph is the same DMABI molecule with attached bulky groups which assist formation of amorphous films from solutions. Polycrystalline structure was obtained for the DMABI thin films prepared by thermal evaporation in vacuum and amorphous structure for the DMABI-6Ph films prepared by spin-coa…

Influence of organic material and sample parameters on the surface potential in Kelvin probe measurements

Financial support provided by ERDF 1.1.1.1 activity project Nr. 1.1.1.1/16/A/046 “Application assessment of novel organic materials by prototyping of photonic devices” as well as Scientific Research Project for Students and Young Researchers Nr. SJZ2016/20 realized at the Institute of Solid State Physics, University of Latvia is greatly acknowledged.

Impact of the molecular structure of an indandione fragment containing azobenzene derivatives on the morphology and electrical properties of thin films

Abstract The solution casting method is low-cost processing method. Moreover, it is possible to prepare amorphous thin films by using this method, and thus, both optical quality and electrical properties could be improved in compare to polycrystalline films made by thermal evaporation in vacuum. Therefore, low-molecular-weight compounds that form amorphous structure from solution could be promising in organic electronics. In this work film morphology, molecule energy levels, and charge carrier mobility in thin films of indandione fragment containing azobenzene derivatives were studied. Deep charge carrier trapping states that drastically influenced charge carrier mobility were observed for …

Energy level determination in bulk heterojunction systems using photoemission yield spectroscopy: case of P3HT:PCBM

Financial support provided by Scientific Research Project for Students and Young Researchers Nr. SJZ2015/20 realized at the Institute of Solid State Physics, University of Latvia, is greatly acknowledged. This work has been supported by the Latvian State Research Program on Multifunctional Materials IMIS2. Jennifer Mann from Physical Electronics is greatly acknowledged for providing UPS data.

Energy structure and electro-optical properties of organic layers with carbazole derivative

Abstract Phosphorescent organic light emitting diodes are perspective in lighting technologies due to high efficient electroluminescence. Not only phosphorescent dyes but also host materials are important aspect to be considered in the devices where they are a problem for blue light emitting phosphorescent molecules. Carbazole derivative 3,6-di(9-carbazolyl)-9-(2-ethylhexyl)carbazole (TCz1) is a good candidate and has shown excellent results in thermally evaporated films. This paper presents the studies of electrical properties and energy structure in thin films of spin-coated TCz1 and thermally evaporated tris[2-(2,4-difluorophenyl)pyridine]iridium(III) (Ir(Fppy)3). The 0.46 eV difference …

Photovoltaic effect in bulk heterojunction system with glass forming indandione derivative DMABI-6Ph

The aim of the work is to evaluate possible use of 2-[[4-(bis(2-trityloxyethyl)amino)phenyl]methylene]indane-1,3-dione (DMABI-6Ph) as light absorbing material for solar cells. DMABI-6Ph is a perspective material due to its good photoelectrical, thermal and chemical properties. The main advantage of DMABI-6Ph is its ability to form amorphous films by wet-casting methods thus allowing using the compound in organic solar cells made from solution. For now most popular materials for solution processable solar cells are polymer P3HT and fullerene derivative PCBM, but lot of investigations are in the field of new low molecular weight materials to replace the polymer. Photoelectrical measurements w…

All-organic fast intersystem crossing assisted exciplexes exhibiting sub-microsecond thermally activated delayed fluorescence

A novel strategy is presented towards acquisition of exciplex systems exhibiting thermally activated delayed fluorescence (TADF) with a high reverse intersystem crossing (RISC) rate (exceeding 107 s−1). This approach involves constructing exciplex donor–acceptor molecular pairs, where the acceptor molecule possesses the ability to undergo fast and efficient intersystem crossing (ISC). With the use of 6-cyano-9-phenylpurine (PCP) acceptor and carbazole-based donor molecules, exciplexes were obtained, where the excitation is contained on PCP and undergoes fast ISC to form a local excited triplet state (3LEA). The controlled excitation transfer to the 3LEA level provides an optimal reverse int…

On the development of a new approach to the design of lanthanide-based materials for solution-processed OLEDs

The targeted design of lanthanide-based emitters for solution-processed organic light-emitting diodes (OLEDs) resulted in obtaining an NIR OLED with one of the highest efficiencies among ytterbium-based solution-processed OLEDs (30 μW W-1). The design was aimed at the combination of high luminescence efficiency with solubility and charge carrier mobility. The latter was achieved thanks to the introduction of the purposefully selected neutral ligands, which combine electron mobility and the ability to sensitize lanthanide luminescence. Besides, the HOMO and LUMO energies and charge carrier mobility of solution-processed thin films of coordination compounds were measured experimentally for th…

Tribovoltaic Device Based on the W/WO3 Schottky Junction Operating through Hot Carrier Extraction

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…

Energy level determination of purine containing blue light emitting organic compounds

Organic light emitting diodes (OLED) have found their applications in the mobile and TV screens. Till now the commercially available diodes are made by expensive thermal evaporation in a vacuum. The costs of OLED fabrication could be decreased by applying low-cost wet casting methods, for example, spin-coating. In this work, we have studied a group of blue light emitting purine derivatives which could potentially be used in OLEDs. The advantage of these compounds is their ability to form amorphous thin films from solutions. All the thin films were prepared by the spincoating method from chloroform solution on ITO glass. The position of hole and electron transport energy levels is important …

Study of the P3HT/PCBM interface using photoemission yield spectroscopy

Photogeneration efficiency and charge carrier extraction from active layer are the parameters that determine the efficiency of organic photovoltaics (OPVs). Devices made of organic materials often consist of thin (up to 100nm) layers. At this thickness different interface effects become more pronounced. The electron affinity and ionization energy shift can affect the charge carrier transport across metal-organic interface which can affect the performance of the entire device. In the case of multilayer OPVs, energy level compatibility at the organic-organic interface is as important. Photoemission yield spectroscopy was used for organic-organic interface study by ionization energy measuremen…

Photoelectrical properties of indandione fragment containing azobenzene compounds

Organic materials are becoming more popular due to their potential application in electronics. Low molecular weight materials possible produce from solution are in special consideration. It gives the possibility to avoid both thermal evaporation in vacuum, and use of polymers in thin film preparation process. Indandione fragment containing azobenzene compounds are one of such materials. These compounds are good candidates for use in design of novel molecular electronic devices due to their possibility to form amorphous structure from solution thus allowing developing flexible, small size systems with low production costs. In this work three indandione fragment containing azobenzene compound…

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…

Solution processable 2-(trityloxy)ethyl and tert-butyl group containing amorphous molecular glasses of pyranylidene derivatives with light-emitting and amplified spontaneous emission properties

Abstract Small organic molecules with incorporated 4 H -pyran-4-ylidene (pyranylidene) fragment as the π-conjugation system which bonds the electron acceptor fragment (A) with electron donor part (D) in the molecule – also well known as derivatives of 4-(dicyano-methylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran ( DCM ) laser dye-have attracted considerable attention of scientists as potential new generation materials for organic photonics and molecular electronics due to their low-cost fabrication possibility, flexibility and low-weight. Six glassy derivatives of 4 H -pyran-4-ylidene (pyranylidene) with attached bulky 2-(trityloxy)ethyl and tert -butyl groups are described in this re…

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…

CCDC 2089888: Experimental Crystal Structure Determination

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CCDC 2089887: Experimental Crystal Structure Determination

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CCDC 2089886: Experimental Crystal Structure Determination

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CCDC 2089885: Experimental Crystal Structure Determination

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CCDC 1988182: Experimental Crystal Structure Determination

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