2-(3-(3,5-difluorophenyl)-1H-1,2,4-triazol-5-yl)pyridine | 1001635-69-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(3-(3,5-difluorophenyl)-1H-1,2,4-triazol-5-yl)pyridine
• 英文别名: 2-(5-(3,5-difluorophenyl)-2H-1,2,4-triazol-3-yl)pyridine；2-[3-(3,5-difluorophenyl)-1H-1,2,4-triazol-5-yl]pyridine
• CAS: 1001635-69-3
• 化学式: C₁₃H₈F₂N₄
• 分子量: 258.23
• InChiKey: IKSIDUSFANAWJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-(3,5-difluorophenyl)-1H-1,2,4-triazol-5-yl)pyridine 、 [Ir-(2-(4-tert-butylphenyl)-1-phenyl-1H-benzo[d]-imidazole)₂Cl]₂ 以 乙醇 、 二氯甲烷 为溶剂， 反应 12.0h， 以70%的产率得到
  参考文献：
  名称：

  Ir(III) Phosphors Modified with Fluorine Atoms in Pyridine-1,2,4-triazolyl Ligands for Efficient OLEDs Possessing Low-Efficiency Roll-off

  摘要：

  Five neutral heteroleptic Ir(III) complexes 1-5 using the same cyclometalated ligand and different pyridine-1,2,4-triazolyl derivatives as ancillary ligands with fluorine substituents attached, were rationally designed and prepared. Their photophysical, electrochemical, and thermal properties were studied, and theoretical calculations were performed to understand the emission behaviors as well. Introducing fluorine atoms has little effect on the photophysical and thermal properties, but the performances of the resulting devices can be fine-tuned. Among them, a heavy doping level device employing a phosphor with five fluorine atoms delivers superior device efficiencies with eta(c) = 32.6 cd A(-1) and eta(p) = 27.6 lm W-1, respectively, which is higher than those of other counterparts. Importantly, such a device exhibits almost negligible roll-off in luminance efficiency. Despite nondoped devices achieving good EL performance, more fluorine atoms lead to a relatively higher efficiency roll-off. The results suggest that rational incorporation of fluorine atoms into the ancillary ligands can significantly improve the performance of devices with features of high efficiency and small roll-off

  DOI：

  10.1021/acs.organomet.6b00753
• 作为产物：
  描述：

  2-氰基吡啶 在 sodium carbonate 、 肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 2-(3-(3,5-difluorophenyl)-1H-1,2,4-triazol-5-yl)pyridine
  参考文献：
  名称：

  Ir(III) Phosphors Modified with Fluorine Atoms in Pyridine-1,2,4-triazolyl Ligands for Efficient OLEDs Possessing Low-Efficiency Roll-off

  摘要：

  Five neutral heteroleptic Ir(III) complexes 1-5 using the same cyclometalated ligand and different pyridine-1,2,4-triazolyl derivatives as ancillary ligands with fluorine substituents attached, were rationally designed and prepared. Their photophysical, electrochemical, and thermal properties were studied, and theoretical calculations were performed to understand the emission behaviors as well. Introducing fluorine atoms has little effect on the photophysical and thermal properties, but the performances of the resulting devices can be fine-tuned. Among them, a heavy doping level device employing a phosphor with five fluorine atoms delivers superior device efficiencies with eta(c) = 32.6 cd A(-1) and eta(p) = 27.6 lm W-1, respectively, which is higher than those of other counterparts. Importantly, such a device exhibits almost negligible roll-off in luminance efficiency. Despite nondoped devices achieving good EL performance, more fluorine atoms lead to a relatively higher efficiency roll-off. The results suggest that rational incorporation of fluorine atoms into the ancillary ligands can significantly improve the performance of devices with features of high efficiency and small roll-off

  DOI：

  10.1021/acs.organomet.6b00753

文献信息

• Neutral Mononuclear Copper(I) Complexes: Synthesis, Crystal Structures, and Photophysical Properties
  作者：Yinghui Sun、Vincent Lemaur、Juan I. Beltrán、Jérôme Cornil、Jianwen Huang、Juntong Zhu、Yun Wang、Roland Fröhlich、Haibo Wang、Lin Jiang、Guifu Zou

  DOI：10.1021/acs.inorgchem.6b00101

  日期：2016.6.20

  Neutral green-emitting four-coordinate Cu(I) complexes with general formula POPCu(NN), where POP = bis[2-(diphenylphosphino)phenyl]ether and NN = substituted 2-pyridine-1,2,4-triazole ligands, were synthesized. The crystal structures of (POPCuMeCN)+(PF6)− (1), POPCuPhPtp (2a, PhPtp = 2-(5-phenyl-2H-[1,2,4]triazol-3-yl)-pyridine), and POPCu(3,5-2FPhPtp) (2d, 3,5-2FPhPtp = 2-(5-(3,5-difluorophenyl)-2H-1

  具有通式POPCu（NN）的中性绿色发射四坐标Cu（I）配合物，其中POP =双[2-（二苯基膦基）苯基]醚，NN =取代的2-吡啶-1,2,4-三唑配体，被合成。（POPCuMeCN）+（PF 6）-（1），POPCuPhPtp（2a，PhPtp = 2-（5-苯基-2 H- [1,2,4]三唑-3-基）-吡啶）的晶体结构，和POPCu（3,5-2FPhPtp）（2d，3,5-2FPhPtp = 2-（5-（3,5-二氟苯基）-2 H通过单晶X射线衍射分析来确定-（1,2,4-三唑-3-基）吡啶）。通过紫外可见光谱，稳态光谱和时间分辨光谱法检查了配合物的电子和光物理性质。在室温下，在溶液中观察到微弱的发射，而在固态时，所有配合物均显示出强烈的绿色发射，量子产率高达0.54。电子和光物理性质进一步得到在（随时间变化）密度泛函理论水平上进行的计算的支持。还测试了一种配合物作为电致发光器件中的掺杂剂。
• Blue-Emitting Iridium Complexes with Substituted 1,2,4-Triazole Ligands:  Synthesis, Photophysics, and Devices
  作者：Enrico Orselli、Gregg S. Kottas、Asgeir E. Konradsson、Paolo Coppo、Roland Fröhlich、Luisa De Cola、Addy van Dijken、Michael Büchel、Herbert Börner

  DOI：10.1021/ic701110p

  日期：2007.12.1

  Neutral heteroleptic mononuclear iridium(III) complexes with (2,4-difluoro)phenylpyridine and different pyridine1,2,4-triazole ligands were synthesized and fully characterized. We investigated the effects of substituents in the 5-position of the triazole ring on the photophysical and electrochemical behavior. Increasing the electron-withdrawing capabilities generally leads to a lowering of the HOMO level with a consequent slight widening of the HOMO-LUMO gap and a blue shift in emission. The complexes reported exhibit high emission quantum yields and long luminescent lifetimes, typical of iridium(III) complexes, and most of them show reversible redox processes in solution. Also, many of the complexes reported here have been obtained as single crystals suitable for X-ray crystallography. Two of the complexes were further tested as phosphorescent dyes in OLED devices and showed high external quantum efficiencies (similar to 7%) and color points better than the "standard" for blue iridium(III) bis[(4,6-difluorophenyl)pyridinato-N,C(2')]picolinate (FIrpic). We also report the full electrochemical investigation of Flrpic in different solvents.
• LIGHT EMITTING CU(I) COMPLEXES
  申请人：UDC Ireland Limited

  公开号：EP2170911B1

  公开（公告）日：2018-11-28
• LIGHT EMITTING CU (I) COMPLEXES
  申请人：De Cola Luisa

  公开号：US20100252820A1

  公开（公告）日：2010-10-07

  Electroneutral metal complexes of the formula L Cu A, wherein L stands for an, especially bidentate, neutral ligand and A stands for an, especially bidentate, monoanionic ligand binding to Cu by at least one heteroatom selected from N, P, S; or wherein the ligands L and A with the above features are interconnected by at least one chemical bond to form one common tetradentate ligand; or protonated or alkylated forms or salts thereof show good light emitting efficiency in electroluminescent applications.
• US8440826B2
  申请人：——

  公开号：US8440826B2

  公开（公告）日：2013-05-14