- A single 2-(2′-hydroxyphenyl)benzothiazole derivative can achieve pure white-light emission
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The synthesis and photophysics of two novel 2-(2′-hydroxyphenyl)- benzothiazole (HBT) derivatives are presented. The electron-withdrawing trifluoromethyl (CF3) group in compound 1 facilitates the deprotonation of the phenolic hydroxy group. Well-resolved triple fluorescence from the enol, keto, and phenolic anion, which ranges from 350 to 600 nm, was detected for 1 in ethanol, which marks the first time triple fluorescence from an excited-state intramolecular proton transfer (ESIPT) molecule has been reported. Both triphenylamine and CF3 were introduced into derivative 2. Intramolecular charge transfer and the "red-edge effect" resulted in the bathochromic shift of dual fluorescence of 2. Triple fluorescence was also observed for 2 in ethanol. In mixed acetonitrile and ethanol, pure white-light emission with CIE coordinates of (0.33, 0.33) and a quantum yield of 0.25 was achieved for 2. This work provides a new avenue for the rational design of an ESIPT molecule to achieve white-light generation under mild conditions.
- Cheng, Jinling,Liu, Di,Bao, Lijun,Xu, Kai,Yang, Yang,Han, Keli
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Read Online
- An AIE active monoimidazolium skeleton: High selectivity and fluorescence turn-on for H2PO4- in acetonitrile and ClO 4- in water
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We disclose herein a monoimidazolium skeleton 1 with an aggregation-induced emission (AIE) characteristic. This fluorogenic skeleton exhibited high selectivity and fluorescence turn-on for H2PO4- in acetonitrile and ClO4- in water. the Partner Organisations 2014.
- Gao, Chao,Gao, Ge,Lan, Jingbo,You, Jingsong
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Read Online
- Synergy between twisted conformation and effective intermolecular interactions: Strategy for efficient mechanochromic luminogens with high contrast
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A strategy towards efficient mechanochromic luminogens with high contrast is developed. The twisted propeller-like conformations and effective intermolecular interactions not only endow the luminogens with AIE characteristics and high efficiency in the crystalline state, but also render them to undergo conformational planarization and disruption in intermolecular interactions upon mechanical stimuli, resulting in remarkable changes in emission wavelength and efficiency. Copyright
- Yuan, Wang Zhang,Tan, Yeqiang,Gong, Yongyang,Lu, Ping,Lam, Jacky W. Y.,Shen, Xiao Yuan,Feng, Cunfang,Sung, Herman H-Y.,Lu, Yawei,Williams, Ian D.,Sun, Jing Zhi,Zhang, Yongming,Tang, Ben Zhong
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Read Online
- Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption
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Copper(II)-catalyzed C-H/C-H coupling of dipolar 2-H-benzothiazoles end-capped with triphenylamine moieties affords highly fluorescent 2,2′-bibenzothiazoles with quadrupolar (D-π-A-π-D) architecture displaying large two-photon absorption (TPA) cross sections (543-1252 GM) in the near-infrared region. The notably higher TPA performance as compared to quadrupolar π-systems with a widely used 2,2′-bipyridine core, along with the ease of the synthesis and chelating N^N ability, makes the title biheteroaryl platform an attractive building block for a large scope of functional dyes exploiting nonlinear optical phenomena.
- Fakis, Mihalis,Georgiou, Dimitris,Gyepes, Róbert,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Smolí?ek, Maro?
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supporting information
p. 5512 - 5517
(2021/07/31)
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- Arylamine organic electroluminescent compound and preparation method thereof, and organic electroluminescent device
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The invention discloses an arylamine organic electroluminescent compound. The arylamine organic electroluminescent compound is characterized in that a constitutional formula of the compound is as described in the invention. A preparation method for the co
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Paragraph 0052; 0060; 0061; 0118; 0126; 0127
(2021/07/01)
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- 1,2,4-thiadiazole compound, preparation method and application thereof
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The invention discloses a 1,2,4-thiadiazole compound, a preparation method and an application thereof. The 1,2,4-thiadiazole compound used as a light emitting layer material of an OLED device is capable of obviously promoting the performances of the device, such as luminous intensity, current efficiency, power efficiency, external quantum efficiency and chroma and is capable of prolonging the service life of the device.
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- 1,2,4-thiadiazole compound, preparation method and application thereof
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The invention discloses a 1,2,4-thiadiazole compound, a preparation method and an application thereof. The 1,2,4-thiadiazole compound used as a light emitting layer material of an OLED device is capable of obviously promoting the performances of the device, such as luminous intensity, current efficiency, power efficiency, external quantum efficiency and chroma and is capable of prolonging the service life of the device.
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- Highly efficient dual-core derivatives with EQEs as high as 8.38% at high brightness for OLED blue emitters
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Three blue fluorescent materials were newly synthesized by attaching triphenylamine side groups at their ortho, meta, and para positions to a dual core moiety of anthracene and pyrene, two chromophores with good luminous efficiency; these three materials were 2-(6-(10-(2-(diphenylamino)phenyl)anthracen-9-yl)pyren-1-yl)-N,N-diphenylaniline (o-TPA-AP-TPA), 3-(6-(10-(3-(diphenylamino)phenyl)anthracen-9-yl)pyren-1-yl)-N,N-diphenylaniline (m-TPA-AP-TPA), and 4-(6-(10-(4-(diphenylamino)phenyl)anthracen-9-yl)pyren-1-yl)-N,N-diphenylaniline (p-TPA-AP-TPA), respectively. The optical, thermal, and electroluminescence (EL) properties of the synthesized materials were measured. All three materials were found to be real blue emitters in the solution state and display high PLQY values. A device doped with p-TPA-AP-TPA displayed a very high efficiency of 9.14 cd A-1 and an EQE of 8.38% at a high luminance of 5000 cd m-2.
- Kang, Seokwoo,Jung, Hyocheol,Lee, Hayoon,Park, Sunwoo,Kim, Joonghan,Park, Jongwook
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p. 14709 - 14716
(2019/12/06)
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- New compounds and organic light-emitting diode including the same
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PURPOSE: A compound is provided to improve luminous efficiency and to make low voltage operation possible when applied to an organic electroluminescence device by having low driving voltage and excellent luminous efficiency. CONSTITUTION: A compound is represented by chemical formula 1. In chemical formula 1, each R is selected from hydrogen, deuterium, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C7-30 alkyl, substituted or unsubstituted C3-30 cycloalkyl, substituted or unsubstituted C5-30 cycloalkenyl, substituted or unsubstituted C1-30 alkoxy, substituted or unsubstituted C6-30 aryloxy, substituted or unsubstituted C1-30 alkylthioxy, substituted or unsubstituted C5-30 arylthioxy, substituted or unsubstituted C1-30 alkylamine, substituted or unsubstituted C5-30 arylamine, substituted or unsubstituted C5-50 aryl, substituted or unsubstituted C3-50 heteroaryl, substituted or unsubstituted silicon, substituted or unsubstituted boron, substituted or unsubstituted silane, carbonyl, phosphoryl, amino, nitrile, hydroxy, nitro, halogen, amide, and ester.
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Paragraph 0200-0206; 0314; 0321-0326
(2019/08/30)
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- Pyrimido-isoindole derivative and organic light-emitting device with same
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The invention discloses a pyrimido-isoindole derivative and an organic light-emitting device with the same. The organic light-emitting device comprises a cathode, an anode and one or a plurality of organic matter layers. The organic matter layers are positioned between the cathode and the anode, and at least one of the organic matter layers comprises the pyrimido-isoindole derivative. The pyrimido-isoindole derivative and the organic light-emitting device have the advantages that the pyrimido-isoindole derivative has large conjugation systems and is high in hole mobility and good in hole transport performance; the pyrimido-isoindole derivative is good in heat stability and solubility and favorable for material film formation; the organic light-emitting device with the pyrimido-isoindole derivative used as the corresponding organic matter layer only requires low driving voltages and is high in light-emitting efficiency and light-emitting brightness and long in service life.
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Paragraph 0053; 0057-0059
(2018/03/09)
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- Imidazopyrrole derivative and organic light-emitting device using same
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The invention provides an imidazopyrrole derivative and an organic light-emitting device using the same, and belongs to the technical field of organic light-emitting materials. Through introduction offused ring-type rigid and dense structures, the obtained imidazopyrrole derivative is high in heat stability and good in film-forming property; the imidazopyrrole derivative can be used for preparingthe organic light-emitting device, especially as a hole transport material in the organic light-emitting device; the organic light-emitting device has the advantages of high efficiency and long service life, and is superior to the existing common OLED (organic light-emitting diode) device. The obtained imidazopyrrole derivative has a good application effect in the OLED device and has a good industrialization prospect.
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Paragraph 0060
(2018/03/25)
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- Phenanthroimidazole derivative and organic light-emitting device thereof
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The invention provides a phenanthroimidazole derivative and an organic light-emitting device thereof, and belongs to the technical field of organic light-emitting materials. According to the phenanthroimidazole derivative, a condensed-ring-type rigid and dense structure is introduced, so that the phenanthroimidazole derivative obtained by a preparation method disclosed by the invention has high heat stability and good film forming performance, can be used for preparing an organic light-emitting device, especially can be used as a hole transmission material in the organic light-emitting device,exerts the advantages of high efficiency and long service life, and is superior to existing common OLED devices. The phenanthroimidazole derivative has a good application effect in an OLED light-emitting device and has a good industrialization prospect.
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Paragraph 0060; 0062
(2018/05/01)
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- Organic luminescence compound and organic luminescence device thereof
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The invention discloses an organic luminescence compound and an organic luminescence device thereof, and relates to the technical field of an organic photoelectric material. A conjugated system of theorganic luminescence compound is great, so that higher hole mobility is realized; good hole transmission performance is shown. In addition, the organic luminescence compound provided by the inventionalso has good thermal stability and solubility; the film forming of the material is facilitated. The organic luminescence device using the organic luminescence material as an organic matter layer hasthe advantages that the driving voltage is lower; the luminescence efficiency and luminescence brightness are high; the service life is longer.
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Paragraph 0067-0069
(2018/05/16)
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- Triarylated amine derivative and organic light emitting device thereof
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The invention provides a triarylated amine derivative and an organic light emitting device thereof and belongs to the technical field organic light emitting materials. Due to introduction of condensednucleus rigid and dense structures, the triarylated amine derivative provided by the invention is high in thermal stability and good in filming property, can be used for preparing organic light emitting devices, and particularly used as a hole-transport material in the organic light emitting devices, and thus the organic light emitting devices have the advantages of high efficiency and long service lives and are superior to conventional common OLED (Organic Light Emitting Diode) devices. The triarylated amine derivative provided by the invention has good application effects in OLED devices and has good industrialization prospects.
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Paragraph 0059; 0060; 0062
(2018/03/26)
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- Triarylated amine derivative based on imidazo pyrrole and organic light-emitting device of triarylated amine derivative
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The invention provides a triarylated amine derivative based on imidazo pyrrole and an organic light-emitting device of the triarylated amine derivative, belonging to the technical field of organic light-emitting materials. By introducing a rigid and dense structure of a condensed ring, the triarylated amine derivative of the imidazo pyrrole has high thermal stability and good film-forming property, and can be used for preparing the organic light-emitting device, above all, as a hole-transport material in the organic light-emitting device, the triarylated amine derivative has the advantages ofhigh efficiency and long service life, and is superior to a current frequently-used OLED (organic light-emitting diode) device. The obtained triarylated amine derivative based on the imidazo pyrrole has a good application effect in the OLED light-emitting device, and has a good industrialization prospect.
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Paragraph 0058; 0060
(2018/03/24)
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- A fluorene derivative and organic light-emitting device (by machine translation)
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The invention discloses a fluorene derivatives and organic light-emitting device, relates to organic photoelectric material technical field. The invention of fluorene derivatives conjugated system is relatively large, so it has higher hole mobility, and exhibits a good hole transmission performance, in addition the invention of fluorene derivatives also has good thermal stability and solubility, beneficial material into a film; the application of the fluorene derivatives as the organic matter layer of the organic light emitting device, with a relatively low driving voltage, high luminous efficiency and the luminous brightness, and has a long service life. (by machine translation)
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- Benzopyrimidine derivative and organic luminescent device thereof
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The invention discloses benzopyrimidine derivative and an organic luminescent device thereof. The organic luminescent device disclosed by the invention comprises a negative pole, a positive pole and one or a plurality of organic matter layers, wherein the organic matter layers are arranged between the negative pole and the positive pole, and at least one organic matter layer contains the benzopyrimidine derivative disclosed by the invention. The benzopyrimidine derivative disclosed by the invention has the advantages of larger conjugated system, higher hole mobility and better hole transfer performance. In addition, the benzopyrimidine derivative disclosed by the invention further has better thermal stability and solubility and is favorable for film formation of materials. As the benzopyrimidine derivative disclosed by the invention can be used as the organic luminescent device of the organic matter layer, the benzopyrimidine derivative has the advantages of lower driving voltage, higher luminous efficiency and luminous brightness and longer service life.
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- 2,6-bis(diarylaminophenyl)benzene and derivatives thereof as hole-transport compounds in organic light-emitting devices
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Compounds according to Formulas 1-33 may be useful in electronic devices such as light-emitting devices. For example, they may be used as hole-transport materials.
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Page/Page column 54; 55; 56
(2017/03/14)
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- With piezochromic characteristic ion iridium complex and its preparation method and application
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The invention relates to an ionic type iridium complex with piezochromic characteristic as well as a preparation method and application thereof and in particular relates to an ionic type iridium complex (III) based on 1,3,4-oxadiazole N^N auxiliary ligand, wherein a structural formula of the ionic type iridium complex is shown as a formula (I) or a formula (II) in the specification. Synthesis steps of the ionic type iridium complex are simple, synthesis conditions are mild, and luminescence of an organic luminophor in a solid state is changed by virtue of external factors of heat, light, electricity, pressure and the like, wherein the phenomenon that the luminescence of the solid organic luminophor is changed by adopting a pressure or mechanical grinding manner is called as a piezochromic phenomenon. A piezochromic material has unique emitting colour changing and reversing properties, so that the ionic type iridium complex has great potential in application of record, data storage, sensors and the like.
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Paragraph 0054; 0056
(2017/06/30)
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- A thiadiazole compound, a compound for a light-emitting element, light-emitting element, the light emitting device, the authentication device and electronic device
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PROBLEM TO BE SOLVED: To provide a thiadiazole compound, a compound for light-emitting elements, and a light-emitting element capable of emitting light in the near-infrared region and having high efficiency and long life, and a light-emitting device, an authentication device, and an electronic device having the light-emitting element.SOLUTION: The thiadiazole compound is represented by the following formula (1), wherein Xs each independently represent a hydrogen atom or a functional group, and a ring may be formed by adjacent two or more Xs.
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Paragraph 0111
(2017/07/23)
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- Highly efficient dual anthracene core derivatives through optimizing side groups for blue emission
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TP-AA-TPB, TP-AA-TPB, TPB-AA-TPB, TP-AA-DPA, TP-AA-TPA, and TPB-AA-TPA were synthesized using a 9,9'-bianthracene (AA core). Through a systematic side group change, we optimized the dual-core chromophore system and investigated the relationship between the core and the side groups. The ultraviolet-visible (UV-Vis) absorption of the six materials showed an intrinsic absorption peaks of anthracene in the range of 360 nm–410 nm and photoluminescence (PL) emission in the blue region. The minimum decomposition temperatures (Td) was 425 °C, the minimum melting temperatures (Tm) was 335 °C, and the minimum glass transition temperatures (Tg) was 176 °C. We achieved excellent overall electroluminescence (EL) efficiency in non-doped OLED devices using the six synthesized materials as emitting layer (EML). TPB-AA-TPA synthesized through size and polarity optimization of the side groups on the AA core had a current efficiency of 8.97 cd/A, power efficiency of 4.43 lm/W, external quantum efficiency (EQE) of 6.37%, and Commission Internationale de L'Eclairage coordinates (CIE) of (0.14, 0.19). TPB-AA-TPA also maintained blue emission and realized the highest EL efficiency among the six synthesized materials.
- Lee, Hayoon,Jo, Minjin,Yang, Garam,Jung, Hyocheol,Kang, Seokwoo,Park, Jongwook
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- Highly solvatochromic fluorescence of anthraquinone dyes based on triphenylamines
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Five donor-acceptor anthraquinone dyes based on phenylamine/triphenylamines with different substituted groups were synthesized by Suzuki reaction in good yields, and the photophysical properties were studied in organic solvents with different polarity. The title dyes exhibited remarkable solvatochromic fluorescence (>190 nm emission shift in polar media), which was derived from intramolecular charge transfer (ICT) character that revealed by DFT/TD-DFT calculation. And large Stokes shifts (210–306 nm) were observed in different organic solvents, along with rich color changes from blue to green, yellow, orange and even purple-red. The Stokes shifts were linearly dependent on the solvent polarity function ET(30). Interestingly, it was found from the single-crystal X-ray diffraction analysis that dye 3 displayed two different interleaved channel structures, which was seldom seen in organic compounds and could be used as host for complexation potentially. Electrochemical characterization suggested that the different substituted phenylamine groups attached to anthraquinone unit could lead to tunable potentials and energy levels.
- Li, Yanxia,Tan, Tingfeng,Wang, Shirong,Xiao, Yin,Li, Xianggao
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p. 262 - 270
(2017/06/05)
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- DELAYED FLUORESCENCE COMPOUND, AND ORGANIC LIGHT EMITTING DIODE AND DISPLAY DEVICE USING THE SAME
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Discussed is a delayed fluorescence compound including a first electron donor moiety of indolo-[3,2,1-j,k]carbazole; a second electron donor moiety selected from indolo-[3,2,1-j,k]carbazole, carbazole or triphenylamine; and an electron acceptor moiety selected from dibenzothiophene sulfone or diphenyl sulfone, wherein the first and second electron donor moieties are combined to the electron acceptor moiety, and the electron acceptor moiety is combined to a first position or a para-position of the first electron donor moiety.
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Paragraph 0124; 0125; 0126; 0127; 200-203
(2016/10/09)
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- Solution-processable, star-shaped bipolar tetraphenylethene derivatives for the fabrication of efficient nondoped OLEDs
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Organic light-emitting diodes (OLEDs) based on solution-processable small molecules are attracting intense attention, as such technology combines the merits of low-cost solution processability of polymers and finely defined structural uniformity of small
- Chen, Long,Zhang, Chongyang,Lin, Gengwei,Nie, Han,Luo, Wenwen,Zhuang, Zeyan,Ding, Siyang,Hu, Rongrong,Su, Shi-Jian,Huang, Fei,Qin, Anjun,Zhao, Zujin,Tang, Ben Zhong
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p. 2775 - 2783
(2016/04/26)
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- COMPOUND FOR ORGANIC ELECTRIC ELEMENT, ORGANIC ELECTRIC ELEMENT COMPRISING THE SAME AND ELECTRONIC DEVICE THEREOF
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The present invention refers to formula 1 a fullerene derivative is denoted by chemical. under public affairs number. In addition, electrode number 1, number 2 electrode and said number 1 electrode and organic including organic layer between the number 2
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Paragraph 0205; 0208-0210
(2017/01/26)
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- COMPOUNDS FOR ORGANIC OPTOELECTRONIC DEVICE AND ORGANIC OPTOELECTRONIC DEVICE INCLUDING THE SAME
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Provided are a compound for an organic optoelectronic device represented by chemical formula 1, and an organic optoelectronic device comprising the same. In chemical formula 1, each of Ar^1 and Ar^2 is independently a substituted or unsubstituted C6 to C20 aryl group, or Ar^1 and Ar^2 are linked to form an N-containing heterocycle. Each of Ar^3 and Ar^4 is independently a substituted or unsubstituted C6 to C20 aryl group, and R is a C6 to C30 arylene group or a C6 to C30 arylene group substituted by a C1 to C10 alkyl group.COPYRIGHT KIPO 2016
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Paragraph 0088-0092
(2017/01/05)
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- THIADIAZOLE COMPOUND, COMPOUND FOR LIGHT EMITTING ELEMENT, LIGHT EMITTING ELEMENT, LIGHT EMITTING DEVICE, AUTHENTICATION DEVICE AND ELECTRONIC APPARATUS
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PROBLEM TO BE SOLVED: To provide an efficient and long-life thiadiazole compound which emits light in the near-infrared region, and a light emitting element or the like prepared using the same. SOLUTION: A light emitting element 1 comprises an anode 3, a cathode 9, and a light emission layer 6 provided between the anode 3 and the cathode 9, wherein the light emission layer 6 comprises a thiadiazole compound represented by formula (1) and a compound of formula IRH-1. In the formula (1), A is H, an alkyl group or the like, and in the formula IRH-1, n is a natural number of 1-12 and R is H, alkyl or the like. COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0176-0178
(2016/10/08)
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- Highly efficient emitters of ultra-deep-blue light made from chrysene chromophores
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Chrysene, which has a wide band gap, was selected as an emission core to develop and study new materials that emit ultra-deep-blue light with high efficiency. Six compounds introducing various side groups were designed and synthesized: 6,12-bis(3′,5′-diph
- Shin, Hwangyu,Jung, Hyocheol,Kim, Beomjin,Lee, Jaehyun,Moon, Jiwon,Kim, Joonghan,Park, Jongwook
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supporting information
p. 3833 - 3842
(2016/05/24)
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- Space charge transfer compounds and the use of the compound of the organic light-emitting diode and the display device (by machine translation)
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The present invention relates to space charge transfer compounds and the use of the compound of the organic light-emitting diode and the display device, the space charge transfer compound comprises: naphthalene nucleus ; selected from diphenylenimine and phenyl carbazole electron donor portion; and is selected from pyridine, diazine, triazole and phenyl-and-dizole electron acceptor portion, wherein the electron donor portion and the electron acceptor moieties are bonded to the linker after benzene of states the naphthalene nucleus 1 and 8 bit. (by machine translation)
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Paragraph 0245; 0246; 0247
(2016/10/08)
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- Compound
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Disclosed is a novel organic semiconductor material which has a twisted quaterphenylene skeleton as a central unit and simultaneously possesses a skeleton having an electron-transporting property and a skeleton having a hole-transporting property at the terminals of the quaterphenylene skeleton. Specifically, the organic semiconductor material has a [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group, and one of the terminals of the [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group is bonded to a skeleton having an electron-transporting property such as a benzoxazole group or an oxadiazole group. A skeleton having a hole-transporting property such as diarylamino group is introduced at the other terminal. This structure allows the formation of a compound having a bipolar property, a high molecular weight, an excellent thermal stability, a large band gap, and high triplet excitation energy.
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Paragraph 0522-0524
(2016/10/09)
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- COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF
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Provided in the present invention are a novel compound which can improve light emitting efficiency, stability, and life, an organic electronic element using the same, and an electronic device thereof. The organic electronic element is characterized by comprising a first electrode; a second electrode; and an organic substance layer located between the first electrode and the second electrode, wherein the compound is contained in the organic substance layer. The organic electronic element is characterized by having the compound contained in at least one layer among a hole injection layer, a hole transfer layer, an light emitting auxiliary layer, or a light emitting layer of an organic substance layer.(140) Hole transfer layer(141) Buffer layer(150) Light emitting layer(151) Auxiliary light emitting layer(160) Electron transfer layer(170) Electron injection layer(180) Negative electrode(130) Hole injection layer(120) Positive electrode(110) SubstrateCOPYRIGHT KIPO 2015
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- HOST COMPOUNDS AND ORGANIC LIGHT EMITTING DIODE DEVICES COMPRISING THE SAME
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A host compound according to an embodiment of the present invention is characterized by being represented by chemical formula 1. Here, X and Y are independently composed of substituted or unsubstituted aryl group or substituted or unsubstituted aryl amine. An organic light emitting diode device is characterized by including at least one organic film formed between a positive electrode and a negative electrode, wherein the organic film includes the host compound.COPYRIGHT KIPO 2015
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- Triphenylamine-based π-conjugated dendrimers: Convenient synthesis, easy solution processability, and good hole-transporting properties
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Two, third-generation triphenylamine-based dendrimers (DT1 and DT2) were prepared through a simple convergent approach by using a combination of versatile carbon-carbon formation reactions. It is found that the π-linkages connecting the periphery into the core have a pronounced effect on the properties of the material. The introduction of CC bonds in the periphery improves the photophysical behavior and optical qualities of the films in comparison with their introduction in the core of the dendrimer. Both dendrimers exhibit high Tgs (above 240 °C) and high-lying HOMO energy levels of ~5.2 eV. As the hole-transporting layer fabricated through a facile solution process, DT2 can endow an Alq3 based multi-layer OLED device with a maximum brightness of 5020 cd m-2, and a maximum current efficiency of 2.36 cd A-1.
- Li, Zhong'An,Ye, Tenglin,Tang, Sun,Wang, Can,Ma, Dongge,Li, Zhen
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p. 2016 - 2023
(2015/04/27)
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- Metal-Free Tetrathienoacene Sensitizers for High-Performance Dye-Sensitized Solar Cells
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A new series of metal-free organic chromophores (TPA-TTAR-A (1), TPA-T-TTAR-A (2), TPA-TTAR-T-A (3), and TPA-T-TTAR-T-A (4)) are synthesized for application in dye-sensitized solar cells (DSSC) based on a donor-π-bridge-acceptor (D-π-A) design. Here a simple triphenylamine (TPA) moiety serves as the electron donor, a cyanoacrylic acid as the electron acceptor and anchoring group, and a novel tetrathienoacene (TTA) as the π-bridge unit. Because of the extensively conjugated TTA π-bridge, these dyes exhibit high extinction coefficients (4.5-5.2 × 104 M-1 cm-1). By strategically inserting a thiophene spacer on the donor or acceptor side of the molecules, the electronic structures of these TTA-based dyes can be readily tuned. Furthermore, addition of a thiophene spacer has a significant influence on the dye orientation and self-assembly modality on TiO2 surfaces. The insertion of a thiophene between the π-bridge and the cyanoacrylic acid anchoring group in TPA-TTAR-T-A (dye 3) promotes more vertical dye orientation and denser packing on TiO2 (molecular footprint = 79 ?2), thus enabling optimal dye loading. Using dye 3, a DSSC power conversion efficiency (PCE) of 10.1% with Voc = 0.833 V, Jsc = 16.5 mA/cm2, and FF = 70.0% is achieved, among the highest reported to date for metal-free organic DSSC sensitizers using an I-/I3- redox shuttle. Photophysical measurements on dye-grafted TiO2 films reveal that the additional thiophene unit in dye 3 enhances the electron injection efficiency, in agreement with the high quantum efficiency. (Graph Presented)
- Zhou, Nanjia,Prabakaran, Kumaresan,Lee, Byunghong,Chang, Sheng Hsiung,Harutyunyan, Boris,Guo, Peijun,Butler, Melanie R.,Timalsina, Amod,Bedzyk, Michael J.,Ratner, Mark A.,Vegiraju, Sureshraju,Yau, Shuehlin,Wu, Chun-Guey,Chang, Robert P. H.,Facchetti, Antonio,Chen, Ming-Chou,Marks, Tobin J.
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supporting information
p. 4414 - 4423
(2015/04/14)
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- Novel organic dyes with anchoring group of quinoxaline-2, 3-diol and the application in dye-sensitized solar cells
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Two organic quinoxaline dyes (WQ-1 and WQ-2) with a structure of quinoxaline-2, 3-diol as the electron withdrawing and anchoring group were synthesized and applied in the dye-sensitized solar cells. Fourier transform infrared spectroscopy and two other re
- Wang, Lei,Yang, Xichuan,Wang, Xiuna,Sun, Licheng
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p. 581 - 587
(2015/03/18)
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- Electronic device
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PROBLEM TO BE SOLVED: To provide a thiadiazole compound, a compound for light-emitting elements, and a light-emitting element capable of emitting light in the near-infrared region and having high efficiency and long life, and a light-emitting device, an authentication device, and an electronic device having the light-emitting element. SOLUTION: A light-emitting element 1 comprises an anode 3, a cathode 9, and a light-emitting layer 6 provided between the anode 3 and the cathode 9. The light-emitting layer 6 is configured to contain a compound represented by formula (1) and a compound represented by formula IRH-1. In the formula (1), A and B each represent an aryl group, an arylamino group or triarylamine. In the formula IRH-1, n represents a natural number of 1 to 12; and each R is a substituent or a functional group, and represents an aryl group or an arylamino group which may have H, an alkyl group or a substituent. COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0092; 0096
(2016/10/09)
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- Rapid and structurally diverse synthesis of multi-substituted β-keto amide derivatives based on a dioxinone scaffold
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A sequential diversification approach for the synthesis of various multi-substituted β-keto amide derivatives based on a simple and readily available dioxinone scaffold was developed. The process involves: (1) nucleophilic addition of the scaffold to an aldehyde, and a subsequent one-pot dehydration; (2) palladium-catalysed cross-coupling of the scaffold with either an arylboronic acid pinacol ester, or CO and an aliphatic amine; and (3) nucleophilic addition of either an aliphatic amine or an arylamine, or a hetero-Diels-Alder reaction of isocyanate/isothiocyanate, with an acylketene generated in situ from the dioxinone scaffold. Multi-substituted β-keto amides were synthesized in a sequential four-component coupling process based on a dioxinone scaffold.
- Fuse, Shinichiro,Yoshida, Hayato,Oosumi, Kazuya,Takahashi, Takashi
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supporting information
p. 4854 - 4860
(2014/08/05)
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- Synthesis, characterization, and electroluminescent properties of iridium(III) 2-phenylpyridine-type complexes containing trifluoromethyl substituents and various main-group moieties
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New heteroleptic cyclometalated iridium(III) 2-phenylpyridine-type complexes with trifluoromethyl substituents and various main-group moieties were synthesized and their photophysical, electrochemical, and electroluminescent (EL) properties studied. The emission color can be tuned by a facile derivatization of the phenyl moiety of 2-phenylpyridine with various main-group moieties, and we have prepared new yellowish-green to orange triplet emitters with enhanced charge injection/charge transporting features, which can furnish attractive EL performance in phosphorescent organic light-emitting devices (OLEDs). Attempts were also made to fabricate two-color white-light OLEDs based on a combination of fluorescent blue and phosphorescent orange emitters.
- Ho, Cheuk-Lam,Lam, Ching-Shan,Sun, Ning,Ma, Dongge,Liu, Li,Yu, Zhen-Qiang,Xue, Liqin,Lin, Zhenyang,Li, Hua,Lo, Yih Hsing,Wong, Wai-Yeung
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p. 999 - 1014
(2014/08/18)
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- Optimizing the photovoltaic performance of thiocyanate-free ruthenium photosensitizers by structural modification of C^N cyclometalating ligand in dye-sensitized solar cells
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Five new thiocyanate-free ruthenium(II) complexes with different electron-donating functionalized cyclometalating ligands C^N were synthesized, characterized and applied as photosensitizers in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and density functional theory (DFT) calculations have been carried out on these dyes. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (Td) of around 330 °C. The DSSC device using the Ru(II) dye with the 9-tolylcarbazole chromophore exhibited the highest power conversion efficiency (η) up to 3.39%, with a short-circuit photocurrent density (Jsc) of 8.06 mA cm-2, an open-circuit photovoltage (Voc) of 0.62 V and a high fill factor (ff) of 0.68 under illumination of an AM 1.5 solar cell simulator.
- Siu, Chi-Ho,Ho, Cheuk-Lam,He, Jian,Chen, Tao,Majumda, Poulomi,Zhao, Jianzhang,Li, Hua,Wong, Wai-Yeung
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- Synthesis and characterization of highly stable and efficient star-molecules
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A series of well-defined star-shaped molecules have been synthesized by Pd-catalyzed Suzuki cross-coupling starting from very simple reactants with 1,3,5-trisubstituted benzene, 2,4,6-trisubstituted pyridine and trisubstituted phenylcarbazole as the backbones. These star-molecules are all soluble in common organic solvents and electrochemically stable with reversible cyclic voltammographs and high lying HOMOs. They exhibit excellent blue-fluorescence with quantum yield up to 0.87 and high glass transition temperatures. These molecules offer potential as pure blue-light emitting, hole-transport or host materials for optoelectronic applications.
- Huang, Hai-Fang,Xu, Shi-Hua,He, Yan-Bo,Zhu, Cai-Cai,Fan, He-Liang,Zhou, Xue-Hua,Gao, Xi-Cun,Dai, Yan-Feng
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p. 705 - 713
(2013/03/13)
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- Thiocyanate-free ruthenium(II) cyclometalated complexes containing uncommon thiazole and benzothiazole chromophores for dye-sensitized solar cells
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Four novel thiocyanate-free ruthenium(II) complexes based on thiazole and benzothiazole cyclometalating ligands were synthesized, characterized and applied in dye-sensitized solar cells (DSSCs). Their photophysical, electrochemical, thermal and photovoltaic properties have been investigated and the experimental results can be correlated well with the computational results obtained by density functional theory (DFT) calculations. Based on the DFT results, the HOMO of the complexes is localized on the electron-donating carbazole or triphenylamine unit whereas the LUMO mainly lies on 4,4′-dicarboxyl-2,2′-bipyridine. These dyes exhibit good thermal stability with the onset decomposition temperature at 5% weight-loss (T d) over 360 C. For the DSSC device using the dye with the benzothiazole/carbazole-based cyclometalating ligand, the power conversion efficiency (η) can reach up to 2.98%, with a short-circuit photocurrent density (Jsc) of 6.25 mA cm-2, an open-circuit photovoltage (Voc) of 0.659 V and a high fill factor (ff) of 0.724 under illumination of an AM 1.5 solar cell simulator.
- Siu, Chi-Ho,Ho, Cheuk-Lam,He, Jian,Chen, Tao,Cui, Xiaoneng,Zhao, Jianzhang,Wong, Wai-Yeung
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- Efficient organic dyes containing dibenzo heterocycles as conjugated linker part for dye-sensitized solar cells
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Six new organic dyes, TBS1-TBS6, have been synthesized and characterized by optical, electrochemical, and theoretical studies. Among these dyes, DSSCs based on a dye containing N-hexylcarbazole and furan moieties (TBS4) showed the best performance, with light-to-electricity conversion efficiency up to 5.91% under AM 1.5 solar simulator, much higher than the reference dye TPS (4.24%). The high Voc contributed to the good performance for TBS4, which may be ascribed to the combined effects of twisted structure and hexyl chain. Additionally, for TBS4 based DSSCs, under optimized conditions, the light-to-electricity conversion efficiency was enhanced up to 7.09%. The results suggest that dibenzo heterocycles containing dyes are promising candidates for application in DSSCs.
- Cai, Shengyun,Hu, Xiaohao,Han, Jinlong,Zhang, Zhiyun,Li, Xin,Wang, Chengyou,Su, Jianhua
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supporting information
p. 1970 - 1977
(2013/03/14)
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- Photoluminescence, redox properties, and electrogenerated chemiluminescence of twisted 9,9′-bianthryls
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To study the dual emission (from locally excited and charge transfer states) of sterically crowded 9,9′-bianthryl (BAHO) and its 10,10′-disubstituted derivatives, namely, 10,10′-dibromo-9,9′- bianthryl (BABR), 10,10′-bis(p-tolylethynyl)-9,9′-bianthryl (BAET), and 10,10′-bis(N,N-diphenyl-4-anilino)-9,9′-bianthryl (BATA) in detail, we probed their photophysical, redox, and electrogenerated chemiluminescence (ECL) responses. Dual emission for all of the molecules was noticed in PL, whereas in ECL only charge transfer emission was observed over a variety of experimental conditions. The PL in nonpolar solvents is significantly influenced by added supporting electrolyte, yielding exclusively charge transfer emission as in ECL. The stability of ECL proved to depend largely on the nature of the substituent, with triarylamine and bromo groups imparting constant ECL intensity over more than 60 cycles.
- Natarajan, Palani,Schmittel, Michael
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p. 10383 - 10394
(2013/11/06)
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- Violet-blue-or pure-blue-emitting triphenylamine derivatives: Synthesis and properties
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We report the synthesis and optoelectronic properties of a series of nine triphenylamine derivatives. They were synthesized by Suzuki cross-coupling reactions and characterized by elemental analysis, nuclear magnetic resonance, ultraviolet visible absorpt
- Wu, Zhi-Ping,Liu, Gui-Jun,Zhu, Cai-Cai,Li, Zhi-Mei,Gao, Xi-Cun,Cao, Qian-Yong
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p. 1043 - 1047
(2013/11/06)
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- MONOAMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT ELEMENT USING SAME
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An organic electroluminescence device (1) includes: an anode (3); a cathode (4) being opposed to the anode (3); and an emitting layer (5) being provided between the anode (3) and the cathode (4). The emitting layer (5) includes a host material and a phosphorescent dopant material. The host material includes a monoamine derivative represented by a formula (1A) below. In the formula (1A), each of Ar1, Ar2 and Ar4 is a substituted or unsubstituted aryl group or heteroaryl group, Ar3 is a substituted or unsubstituted arylene group or heteroarylene group, n is an integer of 0 to 5, Ar3 may be mutually the same or different when n is 2 or more, and at least one of Ar1, Ar2 and Ar4 is a group derived from a fused aromatic hydrocarbon skeleton having 3 or more rings.
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Paragraph 0202; 0221
(2013/06/27)
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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 0103; 0104; 0105
(2013/05/22)
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- Thiazole-based metallophosphors of iridium with balanced carrier injection/transporting features and their two-colour WOLEDs fabricated by both vacuum deposition and solution processing-vacuum deposition hybrid strategy
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New phosphorescent iridium(iii) cyclometallated complexes bearing thiazole-based ligands (IrTZ1 and IrTZ2) have been developed. The functionalized organic ligands derived by combining the thiazolyl moiety and triphenylamino group have conferred not only favorable hole-injection/hole-transporting (HI/HT) features but also more balanced charge carrier injection/transporting traits to the as-prepared iridium(iii) metallophosphors. Owing to the unique electronic structures afforded by the ligand, the orange organic light-emitting devices (OLEDs) made from IrTZ1 can furnish peak external quantum efficiency (ηext) of 14.82%, luminance efficiency (ηL) of 39.97 cd A-1 and power efficiency (ηp) of 34.95 lm W-1. Inspired by its outstanding electroluminescence (EL) performance, the orange IrTZ1 phosphor complemented with a blue phosphor FIrpic was employed to fabricate highly efficient white organic light-emitting devices (WOLEDs) with a single emission layer. Despite their simple device configuration, the optimized WOLEDs can still maintain decent electroluminescence (EL) ability with ηext of 7.20%, ηL of 18.07 cd A-1 and ηp of 19.57 lm W-1. With the aim to simplify the fabrication process of multi-layered WOLEDs, two-component WOLEDs were obtained through a novel solution processing-vacuum deposition hybrid method with the doped blue fluorescent emission layer deposited by a solution process and the orange phosphorescent emission layer made by vacuum deposition. The WOLEDs prepared using such exploratory approach can show an attractive EL performance with ηext of 9.06%, ηL of 22.72 cd A-1 and ηp of 17.28 lm W-1. All these data have indicated not only the great potential of the orange phosphor in monochromatic and white OLEDs, but also the importance of the hybrid method for simplifying WOLED fabrication.
- Yang, Xiaolong,Zhao, Yongbiao,Zhang, Xinwen,Li, Rui,Dang, Jingshuang,Li, Yan,Zhou, Guijiang,Wu, Zhaoxin,Ma, Dongge,Wong, Wai-Yeung,Zhao, Xiang,Ren, Aimin,Wang, Lixiang,Hou, Xun
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supporting information
p. 7136 - 7148
(2013/01/13)
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- Novel multifunctional organic semiconductor materials based on 4,8-substituted 1,5-naphthyridine: Synthesis, single crystal structures, opto-electrical properties and quantum chemistry calculation
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A series of 4,8-substituted 1,5-naphthyridines (1a-1h) have been successfully synthesised by a Suzuki cross-coupling between 4,8-dibromo-1,5- naphthyridine (4) and the corresponding boronic acids (2a-2h) in the presence of catalytic palladium acetate in yields of 41.4-75.8% and have ben well characterized. They are thermally robust with high phase transition temperatures (above 186 °C). Compounds 1b, 1e and 1f crystallized in the monoclinic crystal system with the space groups P21/c, P21/c and P21/n, respectively. All of them show the lowest energy absorption bands (λmaxAbs: 294-320 nm), revealing low optical band gaps (2.77-3.79 eV). These materials emit blue fluorescence with λmaxEm ranging from 434-521 nm in dilute solution in dichloromethane and 400-501 nm in the solid state. 4,8-Substituted 1,5-naphthyridines 1a-1h have estimated electron affinities (EA) of (2.38-2.72 eV) suitable for electron-transport materials and ionization potentials (IP) of 4.85-5.04 eV facilitate excellent hole-injecting/hole-transport materials properties. Quantum chemical calculations using DFT B3LYP/6-31G* showed nearly identical the lowest unoccupied molecular orbitals (LUMO) of -2.39 to -2.19 eV and the highest occupied molecular orbitals (HOMO) of -5.33 to -6.84 eV. These results demonstrate the 4,8-substituted 1,5-naphthyridines 1a-1h with a simple architecture might be promising blue-emitting (or blue-green-emitting) materials, electron-transport materials and hole-injecting/hole-transport materials for applications for developing high-efficiency OLEDs.
- Wang, Kun-Yan,Chen, Chen,Liu, Jin-Fang,Wang, Qin,Chang, Jin,Zhu, Hong-Jun,Li, Chong
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p. 6693 - 6704
(2012/09/22)
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- Novel D-π-A type II organic sensitizers for dye sensitized solar cells
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Four organic donor-π-conjugated-acceptor (D-π-A) type II dyes with different thiophene linkers are reported for dye sensitized solar cells (DSSCs). For the first time, a donor (triphenylamine) was introduced in type II sensitizers, and 2-hydroxybenzonitrile as acceptor/anchoring moiety was covalently linked TiO2 particles. The dye LS203 in this series gives the best solar energy conversion efficiency of 3.4%, with Jsc = 7.4 mA cm-2, Voc = 0.67 V, FF = 0.69, the maximum IPCE value reaches 66.9%.
- Li, Shi-Feng,Yang, Xi-Chuan,Cheng, Ming,Zhao, Jiang-Hua,Wang, Yu,Sun, Li-Cheng
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supporting information; experimental part
p. 3425 - 3428
(2012/08/13)
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- Novel fluorescence dyes based on entirely new chromeno[4,3,2-de][1,6] naphthyridine framework
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A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing triphenylamine groups have been carefully designed and prepared in good yields using the Pd(0) catalyzed Suzuki couplings reactions. The relationship of photoluminescence property and structure of these compounds was systematically investigated via thermogravimetric analyzer, UV-vis, fluorescence and electrochemical analyzer. The HOMO and LUMO distributions of these compounds were calculated by density functional theory (DFT) (B3LYP; 6-31G*) method. These compounds exhibited high fluorescence quantum yields, desirable HOMO levels and high thermal stability, indicating that the combination of chromeno[4,3,2-de][1,6]naphthyridine and triphenylamine could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield.
- Wang, Hai-Ying,Shi, Jing-Jing,Wang, Chao,Zhang, Xiao-Xiao,Wan, Yu,Wu, Hui
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experimental part
p. 268 - 274
(2012/09/11)
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