- Study on new quinacridone derivatives with enhanced third-order nonlinear optical properties
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Seven new quinacridone derivatives were designed and synthesized. The relationship between molecular structure and nonlinear optical properties was studied by cyclic voltammetry, DFT calculation and Z-scan. By introducing strong electron donating groups at the two sides of the quinacridone, and then introducing a strong electron withdrawing group dicyanoethylene group, the band gap of the molecule can be effectively reduced, and the intramolecular charge transfer can be promoted. The results shown that the HOMO/LUMO band gaps of the target compounds are all reduced, and QA-F has the best third-order nonlinear optical performance, and its γ (γ = 5.32 × 10?33 esu) is 4.38 times that of QA-1 (γ = 1.21 × 10?33 esu).
- Cui, Yanhong,Jia, Jianhong,Liang, Guanqiu,Sha, Yangcheng,She, Yuanbin,Yu, Guoyi,Zhou, Chunsong
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Read Online
- 2,2,2-trifluoroacetophenone-based D-π-A type photoinitiators for radical and cationic photopolymerizations under near-UV and visible LEDs
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Two D-π-A-type 2,2,2-trifluoroacetophenone derivatives, namely, 4′-(4-(N,N-diphenyl)amino-phenyl)-phenyl-2,2,2-trifluoroacetophenone (PI-Ben) and 4′-(4-(7-(N,N-diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)-phenyl-2,2,2-trifluoroacetophenone (PI-Flu), are developed as high-performance photoinitiators combined with an amine or an iodonium salt for both the free-radical polymerization of acrylates and the cationic polymerization of epoxides and vinyl ether upon exposure to near-UV and visible light-emitting diodes (LEDs; e.g., 365, 385, 405, and 450 nm). The photochemical mechanisms are investigated by UV-Vis spectra, molecular-orbital calculations, fluorescence, cyclic voltammetry, photolysis, and electron-spin-resonance spin-trapping techniques. Compared with 2,2,2-trifluoroacetophenone, both photoinitiators exhibit larger redshift of the absorption spectra and higher molar-extinction coefficients. PI-Ben and PI-Flu themselves can produce free radicals to initiate the polymerization of acrylate without any added hydrogen donor. These novel D-π-A type trifluoroacetophenone-based photoinitiating systems exhibit good efficiencies (acrylate conversion = 48%-66%; epoxide conversion = 85%-95%; LEDs at 365-450 nm exposure) even in low-concentration initiators (0.5%, w/w) and very low curing light intensities (1-2 mW cm-2).
- Jin, Ming,Yu, Man,Zhang, Yuan,Wan, Decheng,Pu, Hongting
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Read Online
- One/two-photon-sensitive photoacid generators based on benzene oligomer-containing D-π-A-type aryl dialkylsulfonium salts
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Novel sulfonium-based D-π-A photoacid generators (PAGs) with a benzene oligomer (from one to four) as a π-conjugated system that are highly photosensitive in the near-ultraviolet region (365 nm) were prepared. The maximum absorption and molar extinction coefficients of the PAGs redshifted and enhanced with the increasing length of the conjugated systems. The quantum yields of PAGs were high (three of them were over 0.6) and improved by adjusting the number of the phenyl rings. The quantum chemical calculation results proved that the molecular configuration and nature of the frontier orbitals are crucial factors which affect PAG performance. Photopolymerization kinetic results demonstrated that these sulfonium-based PAGs were highly efficient cationic photoinitiators, and the i-line sensitivities were evaluated based on the photolithographic performance of the PAG-containing SU-8 resins. In addition, the two-photon absorption cross sections (δ700 nm > 400 GM) matched the requirements needed in the 3D fabrication of polymer microstructures.
- Jin, Ming,Wu, Xingyu,Xie, Jianchao,Malval, Jean Pierre,Wan, Decheng
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Read Online
- Aromatic amine derivative organic electroluminescent material and device thereof
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The invention discloses an aromatic amine derivative organic electroluminescent material and a device thereof. The compound is an aromatic amine substituted pyrene compound, and a longer arylene group or heteroarylene group and other structures are introduced among one arylamine and pyrene to prolong the molecular length of the luminescent material. The compound can be used as a luminescent material in an organic electroluminescent device. These novel compounds provide better device performance, such as light emission efficiency and external quantum efficiency. An electroluminescent device and a compound formulation are also disclosed.
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Paragraph 0117; 0124-0126
(2021/09/29)
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- Terphenyl backbone-based donor-π-acceptor dyads: Geometric isomer effects on intramolecular charge transfer
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The molecular geometry effects of ortho, meta, and para-terphenyl based donor-π-acceptor (D-π-A) dyads on intramolecular charge transfer (ICT) were studied to investigate structure-ICT relationships. Terphenyl based D-π-A dyads were prepared by two-step palladium catalyzed, Suzuki-Miyaura coupling reactions, in which triphenylamine (TPA) was used as the electron donor and 1,2-diphenyl-benzimidazole (IMI) as the electron acceptor. The photophysical and electrochemical properties of terphenyl backbone-based ortho (O), meta (M), and para (P) dyads were compared. In steady state absorption spectra, a red-shift of CT band was observed in the order O M P, which was attributed to terphenyl isomer conjugation effects and agreed well with density functional theory (DFT) based calculations. In particular, the emission spectra of the three terphenyl D-π-A dyads produced showed similar emission maxima at ~475 nm and a bathochromic shift property was observed in order to increase the solvent polarity, indicating the ICT process. From Lippert-Mataga plots, excited-state dipole moment changes (Δμ) were estimated to be 31.5 Debye (D) for O, 62.9 D for M, and 51.5 D for P. For M isomer, a large Δμ and the markedly reduced quantum yield was shown, as well as photo-induced electron transfer (PET) was expected in the excited state, but no radical species were observed by femtosecond transient absorption (TA) measurements. Based on experimental results, we conclude that all three terphenyl based D-π-A dyads, including non-conjugated ortho- and meta-terphenyl dyads, exhibit partial charge transfer rather than unit-electron transfer.
- Kim, Min-Ji,Ahn, Mina,Shim, Jun Ho,Wee, Kyung-Ryang
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p. 3370 - 3378
(2020/02/25)
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- Benzophenanthrene derivative and organic light-emitting device thereof
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The invention provides a benzophenanthrene derivative and an organic light-emitting device thereof, and relates to the technical field of organic photoelectric materials. The provided benzophenanthrene derivative has excellent hole transport performance and high heat resistance stability, needle holes cannot be formed in a formed film easily and the formed film cannot be aged or deform easily, thefilm is applied to the organic light-emitting device as a hole transport material, the light-emitting efficiency of the device can be improved, the service life of the device is prolonged, and furthermore, the driving voltage of the device can be reduced. The provided benzophenanthrene derivative can further serve as a covering layer, and thus, the light-emitting efficiency of the device is improved.
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Paragraph 0078-0080
(2019/03/15)
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- Organic electroluminescent material and OLED (organic electroluminescent device) comprising same
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The invention provides an organic electroluminescent material and an OLED (organic electroluminescent device) comprising the same. The structural formula of the organic electroluminescent material isshown in the description. Compared with a monoamine structure containing adamantly, a diamine structure contained in the material has higher HOMO energy and hole mobility and can show higher efficiency and longer service life than a device made of a monoamine material. The OLED comprising the organic electroluminescent material has lower driving voltage, higher luminous efficiency and longer service life.
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Paragraph 0040; 0046; 0047
(2019/10/01)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND A ELECTRONIC DEVICE THEREOF
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The present invention relates to a compound for an organic electronic element, an organic electronic element using the same, and an electronic device thereof and, more specifically, to a novel compound comprising O atom heterocycles capable of improving luminous efficiency, stability, and service life of an element, an organic electronic element using the same, and an electronic device thereof.
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Paragraph 0187; 0192-0194
(2019/12/31)
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- Triarylamine derivative and organic light emitting device thereof
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The invention discloses a triarylamine derivative and an organic luminescent device thereof. The organic light emitting device comprises a cathode, an anode and one or more organic layers, the one ormore organic layers are located between the cathode and the anode, and at least one of the organic layers contains the triarylamine derivative. The triarylamine derivative has a large conjugated system, so the triarylamine derivative has a high hole mobility and a hole transport performance; the triarylamine derivative also has good thermal stability and good solubility, so the film formation of the material is facilitated; and the organic light emitting device using the triarylamine derivative an organic layer has a high luminous efficiency, a high light emission brightness and a long servicelife.
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Paragraph 0048; 0049; 0050
(2018/05/16)
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- Aromatic amine derivative and organic electroluminescent device thereof
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The invention discloses an aromatic amine derivative and an organic electroluminescent device thereof, which relate to the technical field of an organic photoelectric material. The aromatic amine derivative of the present invention is an electron-rich system and has a large conjugated structure, has high hole mobility, and exhibits good hole transmission properties. The aromatic amine derivative of the present invention has a large conjugated structure due to introduction of large volume groups, effectively improves the glass transition temperature and thermal stability of the material, and isfavorable for material film formation. The organic electroluminescent device of the present invention comprises an anode, a cathode and one or more organic layers, the organic layer is located between the anode and the cathode, and at least one of the organic layers contains the aromatic amine derivative. The organic electroluminescent device has lower driving voltage, higher luminous efficiencyand luminous luminance, and has a longer service life.
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Paragraph 0080; 0091-0093
(2019/01/04)
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- Carbonyl compound with diphenylbenzidine as conjugate main body structure as well as preparation method and application of carbonyl compound
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The invention relates to the technical field of new material organic chemicals, in particular to a carbonyl group-containing novel photoinitiator with diphenylbenzidine as a conjugate main body structure, shown as a formula (I), a chemical preparation process technology of the carbonyl group-containing novel photoinitiator, use of the carbonyl group-containing novel photoinitiator as a radiation curing photoinitiator, a radiation curing formula product of the carbonyl group-containing novel photoinitiator and particularly application use of the carbonyl group-containing novel photoinitiator invarious places of photocureable coatings, printing ink or the like. The formula (I) is described in the following description.
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Paragraph 0058; 0059; 0063; 0064
(2018/10/04)
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- Dipolar NLO Chromophores Bearing Diazine Rings as π-Conjugated Linkers
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The synthesis of a series of push-pull derivatives bearing triphenylamine electron-donating group, cyclopenta[c]thiophen-4,6-dione electron acceptor and various π-linkers including (hetero)aromatic fragments is reported. All target chromophores with systematically varied π-linker structure were further investigated by electrochemistry, absorption measurements, and EFISH experiments in conjunction with DFT calculations. Based on electrochemical and photophysical measurements, when a polarizable 2,5-thienylene moiety is embedded into the chromophore π-backbone the highest intramolecular charge transfer (ICT) is observed. Benzene, pyrimidine, and pyridazine derivatives exhibit lower polarizability and extent of the ICT across these π-linkers. The elongation of the π-conjugated system via additional ethenylene linker results in a significant reduction of the HOMO-LUMO gap and an enhancement of the NLO response. Whereas it does not significantly influence electrochemical and linear optical properties, the orientation of the pyrimidine ring seems to be a key parameter on the μβ value due to significant variation of the dipolar moment (μ) value. In 2a and 2c, pyrimidine is oriented to behave as an acceptor and thus generate dipolar molecule with μ above 5 D, whereas in 2b and 2d ground state dipole moment is significantly reduced. This study seems to indicate a high aromaticity of pyrimidine and pyridazine derivatives, close to the benzene analogues and significantly higher than thiophene analogues.
- Klikar, Milan,Le Poul, Pascal,Ru?i?ka, Ale?,Pytela, Old?ich,Barsella, Alberto,Dorkenoo, Kokou D.,Robin-Le Guen, Fran?oise,Bure?, Filip,Achelle, Sylvain
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p. 9435 - 9451
(2017/09/23)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT COMPRISING THE SAME, AND ELECTRONIC DEVICE THEREOF
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Provided are a compound of Formula 1 and an organic electric element comprising a first electrode, a second electrode, and an organic material layer formed between the first electrode and the second electrode, and electronic device comprising the organic electric element, wherein the driving voltage of the organic electronic device can be lowered, and the luminous efficiency and life span can be improved by comprising the compound represented by Formula 1 in the organic material layer.
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Paragraph 0177; 0178; 0189; 0190
(2017/10/18)
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- An electroluminescent compound and an electroluminescent device comprising the same
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The present invention relates to an organic light emitting compound adopted to an organic electroluminescent device. The organic light emitting compound is represented by chemical formula 1 or chemical formula 2. In the case of adopting the organic light emitting compound as a phosphorescence host compound in a hole transport functional layer or a luminous layer, an organic electroluminescent device having excellent luminous characteristics such as operating voltage, brightness, long lifespan, etc.
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Paragraph 0289-0291; 0793-0795
(2016/10/10)
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- DISPLAY DEVICE USING A COMPOSITION FOR ORGANIC ELECTRONIC ELEMENT, AND AN ORGANIC ELECTRONIC ELEMENT THEREOF
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The present invention provides an organic electronic element, a display device, and an electronic device comprising the same. The organic electronic element has improved light-emitting efficiency, stability and lifespan properties by using a composition consisting of two or more compounds which have different structures as a hole transport layer.(110) Substrate(120) Positive electrode(130) Hole injection layer(140) Hole transport layer(141) Buffer layer(150) Light emitting layer(151) Light-emitting assisting layer(160) Electron transport layer(170) Electron injection layer(180) Negative electrodeCOPYRIGHT KIPO 2016
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Paragraph 0333; 0334-0337
(2016/10/09)
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- Diazene sulphonate as a cross-linking agent for polymers with pendant triarylamine hole-conducting units
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Diazene sulphonates are readily available compounds which are soluble in water and polar solvents. They strongly absorb the UV-VIS light and they decompose under UV irradiation via radical or ionic intermediates. These properties render them valuable, e.g. for analytical purposes and for photo-printing. In this presentation, it will be demonstrated that polymers with a pendant diazene sulphonate function as cross-linking agents and with pendant aromatic amines as hole-transporters can be considered as useful materials for organic light-emitting device (OLED) technology.
- Baranovicova, Eva,Stasko, Andrej,Nuyken, Oskar
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p. 1238 - 1252
(2016/07/06)
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- Highly-efficient hybrid white organic light-emitting diodes based on a high radiative exciton ratio deep-blue emitter with improved concentration of phosphorescent dopant
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An improved concentration of phosphorescent dopant for highly-efficient hybrid white organic light-emitting diodes based on a high radiative exciton ratio (80%) deep-blue emitter has been developed. The high radiative exciton ratio for the deep-blue emitter was found to be the transfer from the higher triplet (T5) to the lowest singlet state (S1) by a "hot-exciton" process. Notably, when the concentration of Ir(2-phq)3 is up to 0.9 wt%, the OLED still exhibited white emission with a maximum total EQE, CE and PE of 22.3%, 53.7 cd A-1 and 60.2 lm W-1, respectively. The exciton transfer mechanism in a high concentration of phosphorescent dopant was also discussed. The studies provide a way to obtain high performance F/P hybrid WOLEDs with a simple architecture and improved doping concentration. This journal is
- Ouyang, Xinhua,Li, Xiang-Long,Bai, Yongqi,Mi, Dongbo,Ge, Ziyi,Su, Shi-Jian
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p. 32298 - 32306
(2015/04/27)
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- Organic light emitting host materials
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Polyphenylene compounds such as compounds represented by Formulas 1-28 may be used in electronic devices such as organic light-emitting devices. For example, the compounds may be used as host material in an emissive layer.
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Page/Page column 67; 68; 69; 70; 71; 72; 75; 76
(2015/11/09)
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- NOVEL COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING SAME
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A compound of the present invention has: an HOMO energy level facilitating hole injection; a high LUMO energy level capable of blocking electrons; and excellent hole transport characteristics. When applied to a hole injection layer or a hole transport layer of an organic light emitting device, the compound enables the organic light emitting device to have stability and durability resulted from excellent low voltages, high efficiency, and high Tg.COPYRIGHT KIPO 2015
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Paragraph 0119-0121
(2016/10/17)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING THE SAME
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Of a specific structure novel aromatic amine derivatives, and at least a light-emitting layer between a cathode and an anode including 1 layer or an organic thin film composed of one layer interposed in an organic electroluminescent element, said organic thin film least 1 layer, hole transport layer in particular said aromatic amine derivatives by itself or as a component of a mixture by, whether or not result in crystallization of molecules, organic electroluminescent device corresponding to a predetermined liquid crystal and, tube having a long lifetime in organic electroluminescent device with high.
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Paragraph 0326-0328; 0331-0332
(2016/10/17)
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- Linkage effects of linear D-π-A-π-D type diketopyrrolopyrrole- triphenylamine based solution-processable organic small molecule photovoltaic materials
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Four novel D-π-A-π-D-type small molecules (SMs) were synthesized and their π-linkage effects were investigated. Among them, SM2 with vinylene as the π-linkage exhibited better molecular coplanarity, reaching a relatively higher power conversion efficiency (PCE) of 3.76%. SM3 and SM4 with acetylene and acrylonitrile as π-linkages exhibited relatively higher open-circuit voltages (VOC) of 0.93 V and 0.90 V, respectively, owing to their deep-lying HOMO levels. These results gave an important guide for developing new materials in solution-processed small molecule solar cells.
- Ji, Changyan,Yin, Lunxiang,Wang, Lihui,Jia, Tao,Meng, Shixiang,Sun, Yingji,Li, Yanqin
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p. 4019 - 4026
(2014/05/20)
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- A multifunctional phosphine oxide-diphenylamine hybrid compound as a high performance deep-blue fluorescent emitter and green phosphorescent host
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A novel phosphine oxide-diphenylamine hybrid compound POA was designed and synthesized with the aim of developing new multifunctional blue fluorophores. POA is the first kind of compound that can be used as a high-efficiency deep-blue emitter (5.4% EQE) and a host to fabricate high-performance green phosphorescent OLEDs (18.1% EQE).
- Liu, Xiao-Ke,Zheng, Cai-Jun,Lo, Ming-Fai,Xiao, Jing,Lee, Chun-Sing,Fung, Man-Keung,Zhang, Xiao-Hong
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supporting information
p. 2027 - 2029
(2014/03/21)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT COMPRISING SAME
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An aromatic amine derivative represented by the following formula (1), wherein at least one of Ar1 to Ar3 is represented by the following formula (2), wherein X1 to X3 are independently a nitrogen atom or CR2, provided that two of X1 to X3 are a nitrogen atom and X1 and X3 are not simultaneously a nitrogen atom.
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Paragraph 0110
(2013/05/22)
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- Influence of the benzo[d]thiazole-derived π-bridges on the optical and photovoltaic performance of D-π-A dyes
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New metal-free organic sensitizers containing a benzo[d]thiazole or phenyl unit as the π-conjugated system, a triphenylamine as an electron donor, and a cyanoacrylic acid moiety as an electron acceptor were synthesized and used for dye-sensitized solar cells. Photophysical and electrochemical properties of these dyes were investigated, and their performances as sensitizers in solar cells were measured. The introduction of a benzo[d]thiazole unit into the molecular structure resulted in a high incident photon-to-current conversion efficiency (more than 70%) from 340 nm to 600 nm. One solar cell containing a benzo[d]thiazole unit, produced a η of 5.85% (JSC = 10.63 mA cm-2, VOC = 0.72 V, and ff = 0.77) under 100 mW cm -2 simulated AM 1.5 G solar irradiation.
- Ci, Zhenhua,Yu, Xiaoqiang,Bao, Ming,Wang, Chaolei,Ma, Tingli
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p. 619 - 625
(2013/03/14)
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- Highly efficient and solution-processed iridium complex for single-layer yellow electrophosphorescent diodes
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A novel electrophosphorescent material based on a biscyclometalated iridium(iii) complex of the N,N-diphenyl-4′′-(1-phenyl-1H-benzo[d] imidazol-2-yl)-[1,1′:4′,1′′-terphenyl]-4-amine ligand, named Ir(TPABPBI)2(acac), has been synthesized and its application in organic light emitting devices (OLEDs) was studied. Highly efficient, solution-processed, single-layer, electrophosphorescent diodes utilizing the complex have been prepared and characterized. In these devices, the high triplet energy poly(9-vinylcarbazole) (PVK) is used as a host polymer doped with 2-(4-biphenylyl)-5-(4-tert-butyl-phenyl)-1,3,4-oxadiazole (PBD) employed for electron transport. When the doping concentration of Ir(TPABPBI) 2(acac) is up to 4%, devices with a current efficiency of 30.0 cd A-1 corresponding to an EQE of 15% can thus be achieved, along with the Commission de l'Eclairage 1931 chromaticity coordinates of (0.507, 0.486). More importantly, the yellow phosphorescence can be achieved without the generation of excimer emission. Such devices exhibit a very broad and featureless peak at ca. 568 nm with a wide full spectral width at half maximum (FWHM) of 83 nm. These results render Ir(TPABPBI)2(acac) a promising organic phosphor for applications in yellow OLEDs, especially for large-area, highly efficient and cheap yellow PhOLEDs.
- Ouyang, Xinhua,Chen, Dongcheng,Zeng, Shuiming,Zhang, Xingye,Su, Shijian,Ge, Ziyi
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p. 23005 - 23011
(2013/01/15)
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- EMISSIVE ARYL-HETEROARYL COMPOUNDS
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Disclosed herein are compounds represented by Formula 1, wherein R1, Ar1, X, Ar2, Ar3, and Het are described herein. Compositions and light-emitting devices related thereto are also disclosed.
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Page/Page column 47-48
(2011/02/24)
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- AROMATIC AMINE DERIVATIVE, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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Provided are an organic electroluminescence device that not only provides high efficiency but also has a long lifetime, and an aromatic amine derivative that realizes the device. The organic electroluminescence device includes an aromatic amine derivative, including at least one substituent A having dibenzofuran and at least one substituent B selected from groups each having dibenzofuran or carbazole, in a molecule thereof, in which the substituent A and the substituent B include groups different from each other, and the substituent A and the substituent B are bonded to the same nitrogen atom, or different nitrogen atoms, in the molecule. The molecules of the aromatic amine derivative hardly crystallize, which improves a yield in the production of the organic electroluminescence device. In the organic electroluminescence device, including an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between a cathode and an anode, the aromatic amine derivative is contained in at least one layer, particularly a hole transport layer, in the organic thin film layer.
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Page/Page column 73
(2011/10/04)
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- AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT
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Provided are a long-lifetime organic electroluminescence device which can be fabricated in an improved yield owing to suppressed crystallization of molecules, and an aromatic amine derivative that realizes the device, i.e. , a novel aromatic amine derivative having a specific structure. Specifically provided are an organic electroluminescence device, including an organic thin film layer formed of one or more layers including at least a light emitting layer, the organic thin film layer being interposed between a cathode and an anode, and an aromatic amine derivative for at least one layer of the organic thin film layer, in particular, a hole transporting layer, the derivative having at least one such structure that a substituent in which two or more specific heterocycles are linked to each other, in particular, a substituent in which two or more specific heterocycles are linked through an aryl group is bonded to an amine through an aryl group.
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Page/Page column 25-26; 37
(2012/01/11)
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- EMISSIVE ARYL-HETEROARYL COMPOUNDS
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Disclosed herein are compounds represented by Formula 1, wherein R1, Ar1, X, Ar2, Ara, and Het are described herein. Compositions and light-emitting devices related thereto are also disclosed.
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- Efficient intramolecular charge transfer in oligoyne-linked donor-π-acceptor molecules
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Studies are reported on a series of triphenylamine-(C≡C)n-2,5-diphenyl-1,3,4-oxadiazole dyad molecules (n = 1-4, 1, 2, 3 and 4, respectively) and the related triphenylamineC6H4-(C≡C)3-oxadiazole dyad 5. The oligoyne-linked D-π-A (D = electron donor, A = electron acceptor) dyad systems have been synthesised by palladium-catalysed cross-coupling of terminal alkynyl and butadiynyl synthons with the corresponding bromoalkynyl moieties. Cyclic voltammetric studies reveal a reduction in the HOMO-LUMO gap in the series of compounds 1-4 as the oligoyne chain length increases, which is consistent with extended conjugation through the elongated bridges. Photophysical studies provide new insights into conjugative effects in oligoyne molecular wires. In non-polar solvents the emission from these dyad systems has two different origins; a locally excited (LE) state, which is responsible for a π*-→π fluorescence, and an intramolecular charge transfer (ICT) state, which produces charge-transfer emission. In polar solvents the LE state emission vanishes and only ICT emission is observed. This emission displays strong solvatochromism and analysis according to the Lippert-Mataga-Oshika formalism shows significant ICT for all the luminescent compounds with high efficiency even for the longer more conjugated systems. The excited-state properties of the dyads in non-polar solvents vary with the extent of conjugation. For more conjugated systems a fast non-radiative route dominates the excitedstate decay and follows the Engelman-Jortner energy gap law. The data suggest that the non-radiative decay is driven by the weak coupling limit.
- Palsson, Lars-Olof,Wang, Changsheng,Batsanov, Andrei S.,King, Simon M.,Beeby, Andrew,Monkman, Andrew P.,Bryce, Martin R.
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supporting information; experimental part
p. 1470 - 1479
(2010/06/17)
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- AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
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Provided are an organic electroluminescent device including an aromatic amine derivative formed of a specific structure having a thiophene structure and an organic thin film layer interposed between a cathode and an anode and formed of one layer or a plurality of layers including at least a light emitting layer, in which at least one layer of the organic thin film contains the aromatic amine derivative alone or as a component of a mixture, the organic electroluminescent device in which molecules hardly crystallize, and which decreases a driving voltage, can be produced with improved yields upon the production of the organic electroluminescent device, and has a long lifetime, and an aromatic amine derivative realizing the organic electroluminescent device.
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Page/Page column 48
(2010/05/13)
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- DYE COMPOUND AND DYE-SENSITIZED SOLAR CELL
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A dye compound is described, which is expressed by formula (I): wherein A1, A2 and A3 each independently represent a substituted or unsubstituted 1,4-phenylene or 2,5-thiophene group, and B1 and B2 each independently represent a substituted or unsubstituted aryl group. The dye compound is suitably used as a dye sensitizer in a dye sensitized solar cell (DSSC).
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Page/Page column 5
(2010/04/23)
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- Dye-sensitized solar cell utilizing organic dyads containing triarylene conjugates
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A series of organic dipolar compounds containing a donor (D), a bridge (B), and an acceptor (A), forming a D-B-A type of dyads, were synthesized by convenient methods and were utilized successfully on dye-sensitized solar cells. The central bridges were made of three linearly connected arylene groups, i.e., phenylenes or thiophenylenes. The donor groups were aromatic amines, i.e., either a diphenylamine or a naphthylphenylamine group. The acceptor group was a cyanoacrylic acid, which can be anchored onto the surface of TiO2 in a photovoltaic device. These devices performed remarkably well, with a typical quantum efficiency of 5-7%, and optimal incident photon to current conversion efficiency (IPCE) exceeding 80%. The devices made with a naphthylphenylamine donor group performed slightly better than those made with a diphenylamine donor group. Compounds containing a phenylene-thiophenylene-phenylene bridge group performed better than those with other kinds of triarylene linkages. Their photochemical behaviors were analyzed by using time-dependent density functional theory (TDDFT) models with the B3LYP functional.
- Chang, Yuan Jay,Chow, Tahsin J.
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experimental part
p. 4726 - 4734
(2009/10/09)
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- Triaryl linked donor acceptor dyads for high-performance dye-sensitized solar cells
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The effect of changing substituents of organic dyes for their performance on dye-sensitized solar cells (DSSCs) is examined. These dyes consist of an aromatic amine donor group, a cyanoacrylic acid acceptor group, and a triaryl spacer group, while they ar
- Chang, Yuan Jay,Chow, Tahsin J.
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experimental part
p. 9626 - 9632
(2009/12/28)
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- CARBAZOLE DERIVATIVE, AND LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE USING CARBAZOLE DERIVATIVE
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To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independenly 0 or 1.
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Page/Page column 205-206
(2009/07/17)
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- TRIARYLAMINE DERIVATIVE, LIGHT-EMITTING SUBSTANCE, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE
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A triarylamine derivative represented by a general formula (G1) given below is provided. Note that in the formula, Ar represents either a substituted or unsubstituted phenyl group or a substituted or unsubstituted biphenyl group; α represents a substituted or unsubstituted naphthyl group; β represents either hydrogen or a substituted or unsubstituted naphthyl group; n and m each independently represent 1 or 2; and R1 to R8 each independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, or a phenyl group.
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Page/Page column 92-93
(2009/12/23)
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- AROMATIC AMINE DERIVATIVES AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
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The present invention provides a novel aromatic amine derivative having a specific structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers including at least a light emitting layer is interposed between a cathode and an anode, wherein at least one layer in the above organic thin film layer, particularly a hole injecting layer contains the aromatic amine derivative described above in the form of a single component or a mixed component. Use of the aromatic amine derivative described above materialize an organic electroluminescence device which reduces an operating voltage and makes molecules less liable to be crystallized and which enhances a yield in producing the organic EL device and has a long lifetime.
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Page/Page column 53
(2008/12/04)
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- Aromatic amine derivative and organic electroluminescence device using same
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An aromatic amine compound having a specific structure, the following organic electroluminescence device and the noble aromatic amine compounds enable for realizing the device are provided. The device, which comprises at least one organic thin film layer comprising a light emitting layer sandwiched between a pair of electrode consisting of an anode and a cathode, wherein at least one of the organic thin film layers comprises the aromatic amine derivative singly or as its mixture component, exhibits various luminescent hue and has high heat resistance, a long lifetime, high luminance and high current efficiency. In particular, the device exhibits low decay of luminance based on driving it.
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Page/Page column 14
(2008/06/13)
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- Aromatic triamine compound and organic electroluminescence device using the same
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Provided are an aromatic triamine compound of a specific structure having at least one terphenyl structure and an organic electroluminescence device in which an organic thin film layer comprising a single layer or plural layers having at least a luminescent layer is interposed between a cathode and an anode, wherein at least one layer of the above organic thin film layers contains the aromatic triamine compound described above in the form of a single component or a mixed component, and provided are the organic electroluminescence device having a high luminous efficiency and a long life and the novel aromatic triamine compound for materializing the same.
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- AROMATIC TRIAMINE COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING SAME
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Disclosed is an aromatic triamine compound of specific structure having at least one terphenyl structure. Also disclosed is an organic electroluminescent device wherein an organic thin film composed of one or more layers including at least a light-emitting layer is interposed between a cathode and an anode, and at least one layer in the organic thin film contains the aromatic triamine compound by itself or as a component of a mixture. Such an organic electroluminescent device has high luminous efficiency and long life, and the above-mentioned aromatic triamine compound enables to realize such an organic electroluminescent device.
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Page/Page column 60-62
(2008/06/13)
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- Synthesis and characterization of photo-cross-linkable hole-conducting polymers
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The synthesis and characterization of side-chain polymers functionalized with hole-transporting units and photo-cross-linkable groups, which can be used for solution-based preparation of multilayer organic light-emitting devices (OLEDs), are discussed. The concept deals with triarylamine and oxetane-functionalized styrenes, which are copolymerized by radical polymerization. Four different types of hole-transporting monomers were combined with one cross-linkable monomer in two different ratios, yielding two groups of each four polymers (P1A...P4A and P1B...P4B). The polymers were investigated by NMR spectroscopy, molecular weights were determined by GPC with light scattering, and the thermal properties were measured with differential scanning calorimetry (DSC). Optical characterization by UV-vis and fluorescence spectroscopy was performed. Electrochemical and cross-linking characteristics of the copolymers were investigated to proove this strategy's potential in application for modern multilayer polymer OLEDs. Finally, hole-only devices were prepared for evaluation of the semiconductive performance of the materials.
- Bacher, Erwin,Bayerl, Michael,Rudati, Paula,Reckefuss, Nina,Mueller, C.David,Meerholz, Klaus,Nuyken, Oskar
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p. 1640 - 1647
(2007/10/03)
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- Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes
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Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenylamino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.
- Li, Zhong Hui,Wong, Man Shing,Tao, Ye,D'Iorio, Marie
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p. 921 - 927
(2007/10/03)
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