1056451-44-5Relevant academic research and scientific papers
Improved luminance and external quantum efficiency of red and white organic light-emitting diodes with iridium(III) complexes with phenyl-substituted 2-phenylpyridine as a second cyclometalated ligand
Kim, Hee Un,Jang, Jae-Ho,Song, Wook,Jung, Byung Jun,Lee, Jun Yeob,Hwang, Do-Hoon
, p. 12107 - 12115 (2015)
Two novel red Ir(iii) complexes, (PQ)2Ir(Pppy) and (DMPQ)2Ir(Pppy), based on 2-phenylquinoline (PQ) and 2-(3,5-dimethylphenyl)quinoline (DMPQ) as cyclometalating ligands and 2-[4-(phenyl)phenyl]pyridine (Pppy) as a second cyclometalated ligand were synthesized for use in phosphorescent organic light-emitting diodes (OLEDs). The photoluminescence (PL) of (PQ)2Ir(Pppy) and (DMPQ)2Ir(Pppy) produces red emissions with maximum emission peaks at 602 and 615 nm, respectively. The highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels of (PQ)2Ir(Pppy) and (DMPQ)2Ir(Pppy) were -5.15/-2.97 and -5.13/-2.96 eV, respectively. Red phosphorescent organic light-emitting devices were fabricated based on (PQ)2Ir(Pppy) or (DMPQ)2Ir(Pppy) as red dopants: ITO (50 nm)/PEDOT:PSS (40 nm)/NPB (20 nm)/TCTA (10 nm)/TCTA:TPBi:red dopant (25 nm, 10%)/TPBI (35 nm)/LiF (1 nm)/Al (200 nm). (PQ)2Ir(Pppy) and (DMPQ)2Ir(Pppy) exhibited a very broad full width at half maximum (FWHM) at around 100 nm in electroluminescent (EL) devices, which makes it suitable for fabricating white OLEDs with high colour quality. Among the these devices, the device fabricated by (DMPQ)2Ir(Pppy) of higher PL quantum yields (Φpl) than that of (PQ)2Ir(Pppy) showed an EL emission peak at 617 nm and a maximum external quantum efficiency (EQEmax) of 19.2%. Moreover, a white OLED prepared from (DMPQ)2Ir(Pppy) with FIrpic and Ir(ppy)3 gave the best performance, with an EQEmax of 21.9%, maximum power efficiency of 24.8 lm W-1, luminous efficiency of 40.2 cd A-1, and Commission Internationale de L'Eclairage coordinates of (0.39,0.41) at a luminance of 1000 cd m-2.
Iridium-Mediated Arylation of Quinoline via the Cleavage of Carbon-Carbon and Carbon-Nitrogen Bonds of 1,3-Dimesitylimidazol-2-ylidene
Sakurai, Shun,Tobisu, Mamoru
, p. 2834 - 2838 (2019)
The iridium-mediated direct arylation of quinoline using an NHC ligand is reported. This reaction proceeds via cleavage of the carbon-carbon and carbon-nitrogen bonds of the NHC ligand and a carbon-hydrogen bond of quinoline.
Kinetic Resolution of 2,2-Disubstituted Dihydroquinolines through Chiral Phosphoric Acid-Catalyzed C6-Selective Asymmetric Halogenations
Chen, Yunrong,He, Yu-Peng,Liu, Wei,Tao, Houchao,Yang, Xiaoyu,Zhao, Fei,Zhu, Chaofan
supporting information, p. 4104 - 4108 (2021/06/27)
A novel kinetic resolution of 2,2-disubstituted dihydroquinolines was achieved by regioselective asymmetric halogenations enabled by chiral phosphoric acid catalysis. A series of dihydroquinolines bearing 2,2-disubstitutions were well-tolerated in these reactions, generating both the recovered dihydroquinolines and C-6-brominated products with high enantioselectivities, with s-factors up to 149. In addition, this kinetic resolution protocol is also applicable for 2,2-disubstituted tetrahydroquinoline and asymmetric iodonation reaction.
Preparation of 2-Arylquinolines from 2-Arylethyl Bromides and Aromatic Nitriles with Magnesium and N -Iodosuccinimide
Naruto, Hiroki,Togo, Hideo
, p. 1122 - 1130 (2020/04/01)
Treatment of 2-arylethylmagnesium bromides, prepared from 2-arylethyl bromides and magnesium, with aromatic nitriles, followed by reaction with water and then with N -iodosuccinimide under irradiation with a tungsten lamp, gave the corresponding 2-arylquinolines in good to moderate yields under transition-metal-free conditions. 2-Alkylquinolines could be also obtained in moderate yields by the same procedure with 2-arylethyl bromides, magnesium, aliphatic nitriles bearing a secondary alkyl group, and N -iodosuccinimide.
Arylquinoline derivative synthesis method
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Paragraph 0033-0036, (2019/11/29)
The invention belongs to the technical field of organic synthesis, and specifically relates to an arylquinoline derivative synthesis method, wherein the synthesis of arylquinoline derivatives with diversified structures is achieved through palladium-catalyzed continuous carbon-carbon/carbon-nitrogen bond construction, and specifically a 2-arylquinoline derivative is prepared by using a compound (E)-3-(2-aniline)acrylonitrile and arylboronic acid as raw materials under a palladium catalyst system. According to the present invention, the method has characteristics of wide raw material source oreasy preparation, simple operation, controllable selectivity, high yield, mild conditions and wide applicability.
Pd-Catalyzed Tandem Reaction of 2-Aminostyryl Nitriles with Arylboronic Acids: Synthesis of 2-Arylquinolines
Xu, Tong,Shao, Yinlin,Dai, Ling,Yu, Shulin,Cheng, Tianxing,Chen, Jiuxi
, p. 13604 - 13614 (2019/10/16)
A novel palladium-catalyzed protocol for the synthesis of 2-arylquinolines via tandem reaction of 2-aminostyryl nitriles with arylboronic acids has been developed with good functional group tolerance. The presented approach offers a new synthetic pathway toward the core structures of 2-arylquinolines compared to classical condensation reaction of (E)-2-aminostyryl aryl ketones. Moreover, the present synthetic route could be readily scaled up to gram quantity without difficulty. Preliminary mechanistic experiments showed that this transformation involves a nucleophilic addition of aryl palladium species to the nitrile to generate an aryl ketone intermediate followed by an intramolecular cyclization and dehydration to quinoline ring.
Red phosphorescent compound and organic electroluminescent device using same
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Paragraph 0060-0063, (2020/01/03)
The invention discloses a red phosphorescent compound and an organic electroluminescent device using the same. In the organic electroluminescent device comprising an anode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer and a cathode which are sequentially deposited, a phosphorescent compound as shown in a followingformula I can be used as a dopant of the light emitting layer, wherein R1, R2, R3, R4, R5 and R6 are independently selected from one of H, C1-C6 alkyls and C5-C8 cycloalkyls. The red phosphorescent material is high in efficiency, high in color purity and narrow in spectral effect.
Two ionic iridium phosphorescent complexes and preparation method therefor
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Paragraph 0010; 0026-0028, (2017/09/01)
The invention discloses two novel ionic iridium phosphorescent complexes and a preparation method therefor. The two novel ionic iridium phosphorescent complexes are obtained in a mixed solution of dichloromethane and methanol in a manner of taking 2-(3,5-
Palladium-Catalyzed Allylic C-H Oxidative Annulation for Assembly of Functionalized 2-Substituted Quinoline Derivatives
Li, Chunsheng,Li, Jianxiao,An, Yanni,Peng, Jianwen,Wu, Wanqing,Jiang, Huanfeng
, p. 12189 - 12196 (2016/12/23)
An efficient and practical palladium-catalyzed aerobic oxidative approach to afford functionalized 2-substituted quinolines in moderate to good yields from readily available allylbenzenes with aniline is developed. The present annulation process has high functional-group tolerance and high atom economy, making it a valuable and practical method in synthetic and medicinal chemistry. Moreover, this transformation is supposed to proceed through oxidation of allylic C-H functionalization to form C-C and C-N bonds in one pot.
PHOSPHORESCENT MATERIAL
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Paragraph 0085; 0086, (2016/10/09)
PROBLEM TO BE SOLVED: To provide phosphorescent materials and devices having high efficiency and stability, narrow spectrum, and improved processability. SOLUTION: Compounds have formula (I), wherein: M is a metal having an atomic weight higher than 40; A
