2-(1-methyl-3-phenyl-1H-1,2,4-triazol-5-yl)pyridine | 59190-08-8

• 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-(1-methyl-3-phenyl-1H-1,2,4-triazol-5-yl)pyridine
• 英文别名: 2-(2-methyl-5-phenyl-2H-[1,2,4]triazol-3-yl)-pyridine；1-methyl-3-phenyl-5-(pyridin-2-yl)-1,2,4-triazole；1-methyl-3-phenyl-5-(2-pyridyl)-1,2,4-triazole；1-Methyl-3-phenyl-5-(α-pyridyl)-1,2,4-triazol；2-(2-Methyl-5-phenyl-1,2,4-triazol-3-yl)pyridine
• CAS: 59190-08-8
• 化学式: C₁₄H₁₂N₄
• 分子量: 236.276
• InChiKey: DJNAIUMLMLMUIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1-methyl-3-phenyl-1H-1,2,4-triazol-5-yl)pyridine 、 ammonium hexafluorophosphate 、 (1-(2,4-difluorophenyl)-1H-pyrazole)₂Ir(μ-Cl)₂Ir(1-(2,4-difluorophenyl)-1H-pyrazole)₂ 以 乙二醇 、 甲醇 、 水 为溶剂， 反应 15.0h， 以81%的产率得到
  参考文献：
  名称：

  Influence of alkyl chain lengths on the properties of iridium(III)-based piezochromic luminescent dyes with triazole-pyridine type ancillary ligands

  摘要：

  To investigate the relationship between structures and piezochromic luminescence behavior and to develop excellent materials for efficient light-emitting electrochemical cells, a series of iridium(III) complexes with different length of alkyl chains have been designed and synthesized. The results show that all complexes exhibit not only naked-eye visible and reversible piezochromic behavior, but chain length-dependent emission properties: the shorter the alkyl chain is, the more remarkable mechano-chromic behavior and higher recrystallization temperature will be. In light of powder X-ray diffractometry and differential scanning calorimetric data, the interconversion between crystalline and amorphous states upon external stimuli is response for the present piezochromism. Additionally, these complexes show high quantum yields of 55-65% in neat films as well as excellent redox reversibility. Despite changed alkyl chains are introduced into these complexes, the negligible effect on emitting colors and excited-state characters of them in both solutions and neat films have been observed. Such photophysical properties are also interpreted with the help of theoretical calculations. Moreover, the theoretical results suggest that the intrinsic intramolecular pi-pi stacking confirmed by the crystal structures can effectively restrict the opening of the structures in metal-centered excited-state, demonstrating their stability. The structure property relationships and the results demonstrated here Will help researchers develop and design more promising iridium(III)-based piezochromic materials and attractive phosphors for optical devices. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.015
• 作为产物：
  描述：

  3-(2-吡啶基)-5-苯基-1,2,4-三唑 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.17h， 以66%的产率得到2-(1-methyl-3-phenyl-1H-1,2,4-triazol-5-yl)pyridine
  参考文献：
  名称：

  Influence of alkyl chain lengths on the properties of iridium(III)-based piezochromic luminescent dyes with triazole-pyridine type ancillary ligands

  摘要：

  To investigate the relationship between structures and piezochromic luminescence behavior and to develop excellent materials for efficient light-emitting electrochemical cells, a series of iridium(III) complexes with different length of alkyl chains have been designed and synthesized. The results show that all complexes exhibit not only naked-eye visible and reversible piezochromic behavior, but chain length-dependent emission properties: the shorter the alkyl chain is, the more remarkable mechano-chromic behavior and higher recrystallization temperature will be. In light of powder X-ray diffractometry and differential scanning calorimetric data, the interconversion between crystalline and amorphous states upon external stimuli is response for the present piezochromism. Additionally, these complexes show high quantum yields of 55-65% in neat films as well as excellent redox reversibility. Despite changed alkyl chains are introduced into these complexes, the negligible effect on emitting colors and excited-state characters of them in both solutions and neat films have been observed. Such photophysical properties are also interpreted with the help of theoretical calculations. Moreover, the theoretical results suggest that the intrinsic intramolecular pi-pi stacking confirmed by the crystal structures can effectively restrict the opening of the structures in metal-centered excited-state, demonstrating their stability. The structure property relationships and the results demonstrated here Will help researchers develop and design more promising iridium(III)-based piezochromic materials and attractive phosphors for optical devices. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.015

文献信息

• Diarylamino Substituted Metal Complexes
  申请人：Beers Scott

  公开号：US20140021447A1

  公开（公告）日：2014-01-23

  Heteroleptic complexes having at least one diarylamino or carbazole group, as shown in Formula (I), are provided: wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 each represent mono, di, tri, tetra, or penta substitutions or no substitution; wherein Z is a single bond connecting the two phenyl rings, or is absent, wherein when Z is absent, the positions on the phenyl rings may be substituted by R 5 or R 6 ; wherein any two adjacent substituents are optionally joined together to form a ring, which may be further substituted; wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 is independently selected from various substituents; and wherein m is 1 or 2. Devices, such as organic light emitting devices (OLEDs) that comprise phosphorescent light emitting materials are also provided.

  提供至少具有一个二芳胺基团或咔唑基团的异配位配合物，如公式(I)所示：其中R1、R2、R3、R4、R5和R6分别表示单、双、三、四或五个取代基或无取代基；其中Z是连接两个苯环的单键，或者不存在，当Z不存在时，苯环上的位置可能被R5或R6取代；其中任意两个相邻的取代基可以选择结合在一起形成一个环，该环可以进一步取代；其中R1、R2、R3、R4、R5和R6中的每一个都是独立选择的各种取代基；其中m为1或2。还提供包括磷光发射材料的器件，如有机发光器件（OLEDs）。
• MATERIALS WITH AZA-DIBENZOTHIOPHENE OR AZA-DIBENZOFURAN CORE FOR PHOLED
  申请人：Lin Chun

  公开号：US20100187984A1

  公开（公告）日：2010-07-29

  A new class of compounds containing aza-dibenzothiophene or aza-dibenzofuran are provided. The compounds may be used in organic light emitting devices giving improved stability, improved efficiency, long lifetime and low operational voltage. In particular, the compounds may be used as the host material of an emissive layer having a host and an emissive dopant, or as a material in an enhancement layer.

  提供了一类新的化合物，其中包含aza-二苯并噻吩或aza-二苯并呋喃。这些化合物可以用于有机发光器件，具有改善的稳定性、效率提高、长寿命和低操作电压。特别是，这些化合物可以用作具有主机和发射掺杂物的发射层的主机材料，或者用作增强层中的材料。
• ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：Universal Display Corporation

  公开号：US20160233423A1

  公开（公告）日：2016-08-11

  Compounds having a structure according to Formula I, G 1 -L 1 -G 2 , or Formula V, are described. In Formula I, G 1 and G 2 independently have a structure of Formula II, In the structures of Formula I, II, and V, L 1 connects one of rings A1-A4 of G 1 to one of rings A1-A4 of G 2 ; L 1 is selected from a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO 2 , SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof; each ring A1, A2, A3, and A4, as well as R, R′R″, and R 1 to R 19 can be hydrogen or a variety of substituents, including a fused ring between adjacent substituents; and at least two adjacent R 1 to R 16 on the same ring are Formulations and devices, such as an OLEDs, that include the compound of Formula I or V are also described.

  本文描述了具有结构公式I，G1-L1-G2或公式V的化合物。在公式I中，G1和G2独立地具有公式II的结构，在公式I，II和V的结构中，L1连接G1的环A1-A4中的一个与G2的环A1-A4中的一个；L1从直接键，BR，NR，PR，O，S，Se，C═O，S═O，SO2，SiRR′，GeRR′，烷基，环烷基，芳基，杂环芳基和它们的组合中选择；每个环A1，A2，A3和A4，以及R，R′R″和R1至R19均可为氢或各种取代基，包括相邻取代基之间的融合环；同一环上至少有两个相邻的R1至R16为Formulation和设备，例如包括公式I或V的化合物的OLED也被描述。
• BICARBAZOLE CONTAINING COMPOUNDS
  申请人：Universal Display Corporation

  公开号：US20150021556A1

  公开（公告）日：2015-01-22

  The present disclosure generally relates to novel compounds containing carbazole and triazine with different number of phenyl units attached to its core. In particular, the disclosure relates to compositions and/or devices comprising these compounds as hosts for PHOLEDs.

  本公开涉及含有咔唑和三嗪的新化合物，其核心附有不同数量的苯基单元。具体而言，本公开涉及将这些化合物作为PHOLED的宿主的组合物和/或器件。
• HOST MATERIALS FOR OLED APPLICATION
  申请人：Universal Display Corporation

  公开号：US20140291638A1

  公开（公告）日：2014-10-02

  The present disclosure provides novel compounds containing dibenzo[fg,op]tetracene and larger all-benzenoid moiety that can be used as hosts for phosphorescent emitters providing low-voltage, high-efficiency and high-stability devices.

  本公开提供了含有二苯并[fg，op]四环和更大的全苯基基团的新型化合物，可用作荧光发射体的宿主，提供低电压、高效率和高稳定性的设备。