4-phenyl-5H-indeno[1,2-d]pyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-phenyl-5H-indeno[1,2-d]pyrimidine
• 化学式: C₁₇H₁₂N₂
• 分子量: 244.296
• InChiKey: IOAYYZTUGLZKJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-phenyl-5H-indeno[1,2-d]pyrimidine 在 chromium(VI) oxide 、 溶剂黄146 作用下， 以56%的产率得到4-phenyl-indeno[1,2-d]pyrimidin-5-one
  参考文献：
  名称：

  Synthesis and Monoamine Oxidase Inhibitory Activity of New Pyridazine-, Pyrimidine- and 1,2,4-Triazine-Containing Tricyclic Derivatives

  摘要：

  A number of condensed azines, mostly belonging to the families of indeno-fused pyridazines (1), pyrimidines (13), and 12,4-triazines (4, 5), were synthesized and evaluated in vitro as monoamine oxidase (MAO) A and B inhibitors. Most of them showed higher inhibition potency toward MAO-B, the most effective one being 3-(3-nitrophenyl)-9H-indeno[1,2-e] [1,2,4]triazin-9-one (4c), which displayed an IC50 value of 80 nM and proved to be I 0-fold more potent than its [2,1-e] fusion isomer 5. Replacing the 3-phenyl group of the known indeno[12-c]pyridazin-5-one MAO-B inhibitors with a flexible phenoxymethyl group enhanced the inhibitory potency. The inhibition data highlighted the importance of the aza-heterocyclic scaffold in affecting the MAO isoform selectivity. The 3-phenyl derivatives with type 1, 4, and 5 scaffolds were inhibitors of MAO-B with little or no MAO-A effect, whereas 2- or 3-phenyl derivatives of type 2 and 3 pyrimidine-containing fusion isomers inhibited both isoenzymes with a structure-dependent preference toward MAOA.

  DOI：

  10.1021/jm070728r
• 作为产物：
  描述：

  苯基锂 、 5H-茚并[1,2-d]嘧啶 以 四氢呋喃 、 二丁醚 为溶剂， 反应 24.0h， 以9%的产率得到4-phenyl-5H-indeno[1,2-d]pyrimidine
  参考文献：
  名称：

  유기 금속 이리듐 착체, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치

  摘要：

  这项发明提供了一种新物质，即具有良好的发光效率和耐热性，并显示黄色发光的有机金属铱配合物。该配合物含有铱和配位体，其中配位体具有5H-吲哚[1,2-d]嘧啶骨架和在5H-吲哚[1,2-d]嘧啶骨架的4位上结合的芳基基团，5H-吲哚[1,2-d]嘧啶骨架的3位和芳基基团分别以以下通式（G1）表示的结构与铱相结合的有机金属铱配合物。（在通式（G1）中，Ar表示取代或未取代的含有6到13个碳原子的芳基基团，R〜R分别独立地表示氢，或者取代或未取代的含有1到6个碳原子的烷基）。

  公开号：

  KR20160038781A

文献信息

• Light-Emitting Element, Display Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170025615A1

  公开（公告）日：2017-01-26

  Provided is a light-emitting element including a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than that of the second organic compound. The HOMO level of the first organic compound is lower than that of the second organic compound. The LUMO level of the guest material is higher than that of the first organic compound. The HOMO level of the guest material is higher than that of the second organic compound. An energy difference between the LUMO level and the HOMO level of the guest material is larger than an energy difference between the LUMO level of the first organic compound and the HOMO level of the second organic compound. The guest material can convert triplet excitation energy into light emission. The combination of first organic compound and the second organic compound can form an exciplex.

  提供的是一个包括第一有机化合物、第二有机化合物和客体材料的发光元件。第一有机化合物的LUMO能级低于第二有机化合物的LUMO能级。第一有机化合物的HOMO能级低于第二有机化合物的HOMO能级。客体材料的LUMO能级高于第一有机化合物的LUMO能级。客体材料的HOMO能级高于第二有机化合物的HOMO能级。客体材料的LUMO能级和HOMO能级之间的能量差大于第一有机化合物的LUMO能级和第二有机化合物的HOMO能级之间的能量差。客体材料可以将三重激发能量转化为光发射。第一有机化合物和第二有机化合物的组合可以形成一个激基复合物。
• Organometallic Complex, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20160293863A1

  公开（公告）日：2016-10-06

  As a novel substance having a novel skeleton, an organometallic complex with high emission efficiency is provided. The organometallic complex includes a metal and a ligand. The metal is iridium or platinum. The ligand includes a 5H-pyrimido[5,4-b]indole skeleton and an aryl group bonded to the 4-position of the 5H-pyrimido[5,4-b]indole skeleton. The 3-position of the 5H-pyrimido[5,4-b]indole skeleton and the aryl group are bonded to the metal. In the formula, M represents iridium or platinum. In addition, Ar represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and each of R 1 to R 6 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms.

  作为具有新颖骨架的新型物质，提供了一种具有高发射效率的有机金属配合物。该有机金属配合物包括金属和配体。金属为铱或铂。配体包括5H-嘧啶并[5,4-b]吲哚骨架和连接到5H-嘧啶并[5,4-b]吲哚骨架的4位的芳基基团。5H-嘧啶并[5,4-b]吲哚骨架的3位和芳基基团与金属结合。在公式中，M代表铱或铂。此外，Ar代表具有6到13个碳原子的取代或未取代的芳基基团，每个R1到R6独立地代表氢，具有1到6个碳原子的取代或未取代的烷基基团，或具有6到10个碳原子的取代或未取代的芳基基团。
• Organometallic Iridium Complex, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20160093817A1

  公开（公告）日：2016-03-31

  An organometallic iridium complex having high emission efficiency and high heat resistance and emitting yellow light is provided as a novel substance. The organometallic iridium complex includes iridium and a ligand and includes a structure represented by General Formula (G1). The ligand includes a 5H-indeno[1,2-d]pyrimidine skeleton and an aryl group bonded to the 4-position of the 5H-indeno[1,2-d]pyrimidine skeleton. The 3-position of the 5H-indeno[1,2-d]pyrimidine skeleton and the aryl group are bonded to the iridium. In the formula, Ar represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and each of R 1 to R 7 independently represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

  提供了一种具有高发射效率和高耐热性并发出黄光的有机金属铱配合物作为新物质。该有机金属铱配合物包括铱和配体，并包括由通式（G1）表示的结构。配体包括一个5H-吲哚并[1,2-d]嘧啶骨架和与5H-吲哚并[1,2-d]嘧啶骨架的4位键合的芳基基团。5H-吲哚并[1,2-d]嘧啶骨架的3位和芳基基团与铱键合。在公式中，Ar表示具有6到13个碳原子的取代或未取代的芳基基团，每个R1到R7独立地表示氢或具有1到6个碳原子的取代或未取代的烷基基团。
• Organic Electroluminescent Materials and Devices
  申请人：Universal Display Corporation

  公开号：US20170069857A1

  公开（公告）日：2017-03-09

  This invention discloses oligosilane compounds. These compounds can be used in OLEDs.

  这项发明揭示了寡硅烷化合物。这些化合物可以用于有机发光二极管（OLEDs）。
• 유기 금속 이리듐 착체, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치
  申请人：SEMICONDUCTOR ENERGY LABORATORY CO., LTD. 가부시키가이샤 한도오따이 에네루기 켄큐쇼(519980839048)

  公开号：KR20160038781A

  公开（公告）日：2016-04-07

  본 발명은 신규 물질로서 발광 효율 및 내열성이 양호하고, 황색 발광을 나타내는 유기 금속 이리듐 착체를 제공한다. 이리듐과 배위자를 갖고, 배위자는 5H-인데노[1,2-d]피리미딘 골격과, 5H-인데노[1,2-d]피리미딘 골격의 4위치에서 결합하는 아릴기를 갖고, 5H-인데노[1,2-d]피리미딘 골격의 3위치 및 아릴기는 각각 이리듐과 결합한 하기 일반식(G1)으로 나타내어지는 구조를 포함하는 유기 금속 이리듐 착체이다. (일반식(G1)에서 Ar은 치환 또는 비치환된 탄소수 6∼13의 아릴기를 나타내고, R∼R은 각각 독립적으로 수소, 또는 치환 또는 비치환된 탄소수 1∼6의 알킬기를 나타냄)

  这项发明提供了一种新物质，即具有良好的发光效率和耐热性，并显示黄色发光的有机金属铱配合物。该配合物含有铱和配位体，其中配位体具有5H-吲哚[1,2-d]嘧啶骨架和在5H-吲哚[1,2-d]嘧啶骨架的4位上结合的芳基基团，5H-吲哚[1,2-d]嘧啶骨架的3位和芳基基团分别以以下通式（G1）表示的结构与铱相结合的有机金属铱配合物。（在通式（G1）中，Ar表示取代或未取代的含有6到13个碳原子的芳基基团，R〜R分别独立地表示氢，或者取代或未取代的含有1到6个碳原子的烷基）。