- Functional material based on stable chemical structure
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The invention relates to functional materials based on stable chemical structures. A series of novel donor - acceptor type TADF activated emitters have been designed, which are intended to develop stable OLED. with enhanced operational stability and improved color purity that can be used in full color displays and lighting applications.
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- Novel benzothiadiazine 1,1-dioxide based bipolar host materials for efficient red phosphorescent organic light emitting diodes
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In this work, three novel bipolar host materials TPA-SA, 3CBZ-SA and 4CBZ-SA have been designed and synthesized by incorporating triphenyl amine and carbazole as donor and benzothiadiazine 1,1-dioxide as an acceptor. These molecules exhibit moderately high triplet energies and bipolar carrier transport characteristics (ambipolarity) which is useful for the exothermic energy transfer to the dopants and also for the balanced carrier injection/transport in the emissive layers. These materials exhibited good performances in PhOLEDs and furnished external quantum efficiency in the range of 10.0–15.0%. Notably, a red phosphorescent device using TPA-SA as the host doped with Ir(pq)2(acac) exhibited a maximum EQE, power efficiency and current efficiency of 15.0%, 16.0 lm/W, and 25.3 cd A?1, respectively.
- Lade, Jatin,Lee, Nian-Yun,Patil, Bhausaheb,Deshpande, Yogita Y.,Pownthurai,Hsieh, Chung-An,Pingale, Subhash S.,Chen, Li-Yin,Chaskar, Atul
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- Carbazole/triphenylamine-cyanobenzimidazole hybrid bipolar host materials for green phosphorescent organic light-emitting diodes
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With a view to attain balanced charge flux for higher device performance of PhOLEDs, we have used carbazole/triphenyl amine as hole transporting moiety and cyano along with benzimidazole as electron transporting core in 3-Cbz-ImdCN, 4-Cbz-ImdCN and TPA-Im
- Patil, Bhausaheb,Lade, Jatin,Chiou, Shian-Sung,Cheng, Yen-Chia,Jadhav, Yogesh,Chetti, Prabhakar,Chang, Chih-Hao,Chaskar, Atul
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- New carbazole-based organic dyes with various acceptors for dye-sensitized solar cells: Synthesis, characterization, DSSCs fabrications and DFT study
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The molecular configuration, synthesis and characterization of (E)-3-(6-bromo-9-phenyl-9H-carbazol-3-yl)acrylic acid (BPA), (E)-3-(6bromo-9-phenyl-9H-carbazol-3-yl)-2-cyanoacrylic acid (BPCA) and (E)-N′-((6-bromo-9-phenyl-9H-carbazol-3-yl)methylene)-2-cyanoacetohydrazide (BPCH) configured D-π-A sensitizers and the sensitizers are used in DSSCs. Dye molecules are described by FT-IR, NMR and UV-Vis analysis. The study shows that the non-planar structure of BPA, BPCA and BPCH can effectively slow down the aggregation and conjugation of the dye. Computed vibrational modes are compared with observed bands. The Frontier molecular orbital (FMO) and molecular electrostatic potential (MEP) have also been calculated using DFT-B3LYP/6-311++G(d,p) basis set. Physical-chemical parameters have also been analyzed using density functional theory. The most excellent DSSC performance in photovoltaic characterization is demonstrated by the dye molecules.
- Saravana Kumaran,Prakasam,Vennila,Parveen Banu,Venkatesh
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p. 1541 - 1550
(2021/07/02)
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- COMPOUND FOR ORGANIC OPTOELECTRONIC DEVICE, COMPOSITION FOR ORGANIC OPTOELECTRONIC DEVICE AND ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE
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The present invention relates to: a compound for an organic optoelectronic device, which is represented by chemical formula 1; a composition for an organic optoelectronic device; and an organic optoelectronic device and a display device to which the compound and composition are applied. The details of the chemical formula 1 are as defined in the specification. One embodiment provides the compound for the organic optoelectronic device, which can realize the organic optoelectronic device having high efficiency and long lifetime.
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- Data encryption-decryption based on crystal-induced emission enhancement (CIEE) properties of barbituric acid derivatives
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Two barbituric acid derivatives of the similar color and fluorescence have been synthesized with aggregation induced emission (AIE) behaviour. Among them, CB-Ph exhibits crystallization-induced emission enhancement (CIEE) induced by ethanol. Molecular dynamics simulations show that the conformation of CB-Ph in the aggregated state is propeller-like, which prevents strong interaction between molecules and is beneficial to produce CIEE effect. Under the stimulation of dichloromethane (DCM), the solid CB-Ph changes from crystalline to amorphous, resultantly, the emission color of CB-Ph changes from yellow (554 nm) to orange (590 nm) and the emission intensity decreases by 91%. Furthermore, it was found that the emission color and intensity of CB-Ph can be restored by fumigation with ethanol. The crystalline state and amorphous state of CB-Ph can be converted into each other by the treatment with DCM and ethanol. CB-Me takes similar molecule structure to CB-Ph and shows the same emission wavelength with CB-Ph. However, it shows no change in emission color or intensity by the treatment with DCM or ethanol. Based on these two compounds, a new data encryption-decryption techniques developed, in which based on CIEE effect of CB-Ph is used as password ink due to CIEE effect and CB-Me is used as camouflage material without CIEE property.
- Cui, Yuezhi,Tao, Furong,Xu, Zhen,Yu, William W.,Zhang, Datong,Zhang, Hanjun
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- Cyanophenylcarbazole isomers exhibiting different UV and visible light excitable room temperature phosphorescence
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Pure organic luminophores with room temperature phosphorescence (RTP) have been attracting much attention due to their potential applications and academic importance. The development of such materials with visible light-excitability and the understanding of the structure-property relationship are highly desirable. In the current work, the five structural isomers of cyano-substituted phenylcarbazoles with cyano at the para-, meta-, and ortho-position of the phenyl ring (PCN, MCN and OCN) and the 2- and 3-position of the carbazole ring (2CN, 3CN) are systematically designed and synthesized. These crystals all have RTP activity under 365 nm UV and 400-460 nm visible light excitation but exhibit different RTP intensities and lifetimes. The crystal packing analysis and quantum chemical calculations as well as low temperature phosphorescence measurements indicate that cyano substitution can greatly enhance intermolecular CH?N and CH?π interactions and increase inter-system crossing probability, but the structural isomerism can significantly affect the oxygen quenching effect on RTP. Moreover, 2CN and 3CN crystals with H-aggregation are more favorable for the visible-light excitable RTP. These findings indicate that structural isomerism can tune the crystal packing modes and the visible-light excitable RTP as well as the existence of the direct triplet state population from the ground state.
- Wang, Yanhui,Zhang, Zhenzhen,Liu, Linxi,Yuan, Shou,Ma, Jie,Liu, Danfeng,Xue, Shanfeng,Sun, Qikun,Yang, Wenjun
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supporting information
p. 9671 - 9677
(2019/08/20)
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- CARBAZOLE DERIVATIVES AND ORGANIC LIGHT EMITTING DIODE USING THE SAME
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The present invention relates to a carbazole derivative which is represented by chemical formula 1. The present invention further relates to a coating composition containing the carbazole derivative, an organic light-emitting device using the same, and a
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Paragraph 0314-0315; 0324-0325
(2017/07/23)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND ELECTRONIC DEVICE THEREOF
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Disclosed is an organic electronic element including the compound or the composition as a material for a hole injection layer or a hole transport layer. By using a material including deuterium, with a high driving characteristic and a long life span, it is possible to reduce a driving voltage, and increase a luminous efficiency and a device life span in an organic electro-luminescence element.
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- With aggregation inducing phosphorescent emission characteristic of the cationic iridium complex and application
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The invention relates to cationic iridium (III) complexes with an aggregation induced phosphorescence emission characteristic, and an application thereof, and concretely relates to cationic iridium (III) complexes based on 1,3,4-oxadiazole derivatives as an N^N auxiliary ligand. The structural general formula of the cationic iridium (III) complexes is represented by formula (I) shown in the specification. Ar in the formula (I) represents carbazole or substituted carbazole. The above materials have the advantages of simple synthesis steps, mild synthesis conditions, very weak even no luminescence in a solution and enhanced luminescence being triplet state emission in an aggregation state. The materials are expected to become commercialized potential organic optoelectronic functional materials.
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- Carbazole-containing push-pull chromophore with viscosity and polarity sensitive emissions: Synthesis and photophysical properties
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Carbazole based D-π-A extended styryl dyes with intramolecular charge transfer characteristics were synthesized. The intramolecular charge transfers of these D-π-A extended styryls have been examined with the study of photophysical properties like absorption, emission and quantum yield in various solvents of different polarities. All the dyes demonstrated positive solvatochromism. They showed largely improved photophysical properties and large Stokes shifts due to twist geometry. Oscillator strengths and transition state dipole moments have been studied to understand charge transfer within the molecules. The fluorescence molecular rotors properties of the series of extended styryls have been evaluated. The dyes having good charge transfer characteristics showed better FMR properties. Sensitivity of the fluorescence emission towards solvent polarity and viscosity has been investigated using fluorescence emission spectra.
- Telore, Rahul D.,Sekar, Nagaiyan
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- Ternary donor-acceptor phosphine oxide hosts with peculiar high energy gap for efficient blue electroluminescence
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Ternary donor (D)-acceptor (A)-acceptor (A) molecules are commonly considered as low triplet (T1) energy systems for specific applications. In this work, exception to this behavior was observed in a triangle-shaped D-A-A molecule PCImbPO with unusually high triplet energy of 3.0 eV. Profiting from the enhanced D-A electronic coupling, electron injecting and transporting ability of PCImbPO was dramatically improved with negligible influences on its highest occupied molecular orbital (HOMO) characteristics. Its particular T1 configuration adjustment further gives rise to the separated frontier MO and T1 locations, beneficial to suppress quenching effects. By utilizing PCImbPO as host in blue phosphorescent organic light-emitting diodes (PHOLEDs) and thermally activated delayed fluorescence devices, impressively high external quantum efficiency of 22% and 12% were achieved, respectively. This work established a new understanding of high-energy-gap complicated D-A systems.
- Sun, Mingzhi,Zhu, Liping,Kan, Wenjing,Wei, Ying,Ma, Dongge,Fan, Xuefeng,Huang, Wei,Xu, Hui
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p. 9469 - 9478
(2015/09/15)
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- High-efficiency deep blue fluorescent emitters based on phenanthro[9,10-d]imidazole substituted carbazole and their applications in organic light emitting diodes
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A series of highly efficient deep blue emitters comprising of carbazole and phenanthro[9,10-d]imidazole moieties are designed and synthesized. These compounds present deep blue emission, narrow FWHM, high quantum yields, high thermal and morphological stabilities. Among them, the design strategy of 2:1 ratio of phenanthro[9,10-d]imidazole and carbazole unit affords M2 with more balanced carrier injection and transporting properties. OLEDs using M2 as emitting layer is observed to deliver a truly deep blue CIE of y 3is attained with a maximum current efficiency of 33.35 cd A-1, a power efficiency of 22.99 lm W-1and a maximum external quantum efficiency of 9.47%. When doped with an orange fluorescent material, upon careful tuning the doping proportion, the two-emitting-component white OLED is successfully fabricated with a maximum current efficiency of 5.53 cd A-1and CIE coordinates of (0.313, 0.305). Both the non-doped and doped devices exhibited high operational stability with negligible efficiency roll-off over the broad current density range.
- Gao, Zhao,Wang, Zhiming,Shan, Tong,Liu, Yulong,Shen, Fangzhong,Pan, Yuyu,Zhang, Huanhuan,He, Xin,Lu, Ping,Yang, Bing,Ma, Yuguang
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p. 2667 - 2676
(2014/12/10)
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- High-efficiency deep blue fluorescent emitters based on phenanthro[9,10-d]imidazole substituted carbazole and their applications in organic light emitting diodes
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A series of highly efficient deep blue emitters comprising of carbazole and phenanthro[9,10-d]imidazole moieties are designed and synthesized. These compounds present deep blue emission, narrow FWHM, high quantum yields, high thermal and morphological stabilities. Among them, the design strategy of 2:1 ratio of phenanthro[9,10-d]imidazole and carbazole unit affords M2 with more balanced carrier injection and transporting properties. OLEDs using M2 as emitting layer is observed to deliver a truly deep blue CIE ofy 3 is attained with a maximum current efficiency of 33.35 cd A-1, a power efficiency of 22.99 lm W-1 and a maximum external quantum efficiency of 9.47%. When doped with an orange fluorescent material, upon careful tuning the doping proportion, the twoemitting-component white OLED is successfully fabricated with a maximum current efficiency of 5.53 cd A-1 and CIE coordinates of (0.313, 0.305). Both the non-doped and doped devices exhibited high operational stability with negligible efficiency roll-off over the broad current density range.
- Gao, Zhao,Wang, Zhiming,Shan, Tong,Liu, Yulong,Shen, Fangzhong,Pan, Yuyu,Zhang, Huanhuan,He, Xin,Lu, Ping,Yang, Bing,Ma, Yuguang
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p. 2667 - 2676
(2015/01/09)
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- Photophysical properties of 3-[2-(N-phenylcarbazolyl)benzoxazol-5-yl] alanine derivatives-experimental and theoretical studies
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Solvatochromic probes are often used in biophysical studies to obtain information about polarity of the microenvironment. As there is not much natural fluorophores with such properties, there is still need for new synthetic compounds such as 3-(2-benzoxaz
- Guzow, Katarzyna,Czerwinska, Marlena,Ceszlak, Agnieszka,Kozarzewska, Marta,Szabelski, Mariusz,Czaplewski, Cezary,Lukaszewicz, Anna,Kubicki, Aleksander A.,Wiczk, Wieslaw
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p. 284 - 297
(2013/08/24)
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- Iridium complexes containing 2-aryl-benzothiazole ligands: Color tuning and application in high-performance organic light-emitting diodes
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Three 2-aryl-benzothiazole chromophores were designed and synthesized for use as major cyclometalating ligands of iridium complexes, in which the aryl groups were N-phenyl-3-carbazolyl, 2-(9,9-dioctyl)fluorenyl and N-phenyl-2-carbazolyl. The homoleptic tris-cyclometalated and heteroleptic bis-cyclometalated iridium complexes, 1-5, were synthesized using these ligands. By adjusting the chemical structures and then the electronic state of these complexes, we were able to continuously tune the phosphorescence from yellow to saturated red with peak wavelengths in the order of 1 -1, 48.2 lm W-1, and 23.0% with CIE (0.46, 0.53), which represent the highest efficiencies for yellow OLEDs up to now. Furthermore, 1 was used to fabricate two-element white OLEDs in combination with a blue phosphor and high efficiencies of 57.9 cd A-1 and 21.9% were achieved, which are among the best efficiencies for two-emitting-component white OLEDs reported so far. The Royal Society of Chemistry 2013.
- Li, Jiuyan,Wang, Renjie,Yang, Ruixia,Zhou, Wei,Wang, Xin
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p. 4171 - 4179
(2013/08/15)
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- 9-phenylcarbazole-based hydrazone twin compounds as P-type organic semiconductors
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Hole transporting glass-forming low-molar-mass hydrazones containing 9-phenylcarbazole moiety were synthesized and characterized by NMR-, infrared- and mass spectrometries. The thermal, optical and photoelectrical properties of the synthesized compounds a
- Lygaitis, Ramunas,Grazulevicius, Juozas Vidas,Jankauskas, Vygintas
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experimental part
p. 182 - 191
(2011/10/05)
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- A novel class of photo- and electroactive polymers containing oxadiazole and amine moieties in a side chain
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A new class of photo- and electroactive polymer materials showing an liquid-crystalline (LC) phase were designed and synthesized: four kinds of polymers with both oxadiazole and arylamine moieties as carrier-transporting groups in the side chain. Among th
- Mochizuki, Hiroyuki,Hasui, Takahiro,Kawamoto, Masuki,Ikeda, Tomiki,Adachi, Chihaya,Taniguchi, Yoshio,Shirota, Yasuhiko
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p. 3457 - 3464
(2007/10/03)
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- High hole mobilities in carbazole-based glass-forming hydrazones
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The properties of a series of carbazole-based dihydrazones are reported. The dependence of their thermal and glass-forming properties on their chemical structure is discussed. The hydrazones having phenyl substituents at the N atom of the hydrazine moiety form glasses and their amorphous films on the glass or polyester substrates can be prepared by casting from solutions. The ionization potentials of the synthesized hydrazones measured by the electron photoemission technique range from 5.24 to 5.50 eV. Hole drift mobilities of some newly synthesized carbazole-based dihydrazones appproach 10-2 cm2 V-1 s-1 at an electric field of 6.4 × 105 V cm-1, at 22 °C.
- Ostrauskaite, Jolita,Voska, Viktoras,Antulis, Jacek,Gaidelis, Valentas,Jankauskas, Vygintas,Grazulevicius, Juozas V.
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p. 3469 - 3474
(2007/10/03)
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