3,5-bis(4-(9H-carbazol-9-yl)phenyl)-1,2,4-thiadiazole | 1567346-72-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,5-bis(4-(9H-carbazol-9-yl)phenyl)-1,2,4-thiadiazole
• 英文别名: 3,5-Bis(4-carbazol-9-ylphenyl)-1,2,4-thiadiazole
• CAS: 1567346-72-8
• 化学式: C₃₈H₂₄N₄S
• 分子量: 568.701
• InChiKey: PXIPWQBHESPMQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  43
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对溴碘苯 在 copper(l) iodide 、 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 61.0h， 生成 3,5-bis(4-(9H-carbazol-9-yl)phenyl)-1,2,4-thiadiazole
  参考文献：
  名称：

  1，2，4-噻二唑衍生物及其作为电致发光材料 的应用

  摘要：

  本发明涉及一类以1，2，4‑噻二唑电子传输基团为中心单元的有机电致发光材料的设计合成及其在有机电致发光器件(OLED)中的应用。该类材料以1，2，4‑噻二唑为核心，通过在1，2，4‑噻二唑的3，5位键联不同的电子或空穴传输基团，有效地解决了载流子平衡，从根本上实现高效率的激子复合，进而实现材料的高效率的发光和调节能级的结合。另外化合物的能级可以通过不对称结构加以调整，与常用主体材料中的电子传输基团（如恶二唑，1，3，5‑三唑）相比较，OLED器件在亮度，效率和玻璃化温度等方面都有显著提升，可广泛应用于有机电致发光领域。

  公开号：

  CN103588770B

文献信息

• Fluorescent organic light emitting elements having high efficiency
  申请人：BASF SE

  公开号：US10333078B2

  公开（公告）日：2019-06-25

  An organic light-emitting element which emits delayed fluorescence comprising specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives in the light-emitting layer, a light-emitting layer comprising the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives, specific specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives and an organic light emitting element comprising the specific 1,2,4-azole derivatives as well as a light emitting layer comprising the specific 1,2,4-azole derivatives; the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for electrophotographic photoreceptors, photoelectric converters, sensors, dye lasers, solar cell devices and organic light emitting elements, and the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for generating delayed fluorescence emission.

  具有延迟荧光发射的有机发光元件，包括在发光层中具体取代的1,2,4-三唑衍生物、1,2,4-噁二唑衍生物或1,2,4-噻二唑衍生物，以及包括具体取代的1,2,4-三唑衍生物、1,2,4-噁二唑衍生物或1,2,4-噻二唑衍生物的发光层，特定的具体取代的1,2,4-三唑衍生物、1,2,4-噁二唑衍生物和1,2,4-噻二唑衍生物以及包括特定的1,2,4-唑衍生物的有机发光元件，以及包括特定的1,2,4-唑衍生物的发光层；具体取代的1,2,4-三唑衍生物、1,2,4-噁二唑衍生物和1,2,4-噻二唑衍生物用于电子照相感光鼓、光电转换器、传感器、染料激光器、太阳能电池装置和有机发光元件，以及用于产生延迟荧光发射的具体取代的1,2,4-三唑衍生物、1,2,4-噁二唑衍生物和1,2,4-噻二唑衍生物的用途。
• Construction of High Tg Bipolar Host Materials with Balanced Electron–Hole Mobility Based on 1,2,4-Thiadiazole for Phosphorescent Organic Light-Emitting Diodes
  作者：Jiangjiang Jin、Wenzhi Zhang、Bo Wang、Guanyuan Mu、Peng Xu、Lei Wang、Hong Huang、Jiangshan Chen、Dongge Ma

  DOI：10.1021/cm403388s

  日期：2014.4.8

  A novel electron-transporting moiety, 1,2,4-thiadiazole, was first introduced to construct bipolar host molecules for phosphorescent organic light-emitting diodes (PhOLEDs). By incorporating 1,2,4-thiadiazole with typical hole-transporting carbazole moieties, a series of thiadiazole/carbazole hybrids, o-CzTHZ, m-CzTHZ, and p-CzTHZ, were synthesized. All the hybrids exhibit very high glass transition

  首先引入新的电子传输部分1,2,4-噻二唑来构建用于磷光有机发光二极管（PhOLED）的双极性主体分子。通过将1,2,4-噻二唑与典型的空穴传输咔唑基团结合，合成了一系列噻二唑/咔唑杂化物o -CzTHZ，m -CzTHZ和p -CzTHZ。所有杂种均表现出很高的玻璃化转变温度（T g≥167°C），并在膜中显示出良好的热稳定性和形态稳定性。而且，这些主体材料具有良好的双极电荷传输性能；这些双极型噻二唑/咔唑杂化物的电子迁移率和空穴迁移率可以通过简单地调节噻二唑和咔唑部分之间的键合模式来进行调节。最大外部量子效率（η EQE，最大值）在绿色PHOLED中与ö -CzTHZ，米-CzTHZ，和p -CzTHZ作为主机达到26.1％，24.0％，和22.9％，分别和它们的EQE分别为仍超过即使在10,000 cd / m 2的高亮度下也可达到20％。这项研究表明，1,2,4-噻二唑应该是双极性磷光主体的优良电子传输单元。
• Fluorescent Organic Light Emitting Elements Having High Efficiency
  申请人：BASF SE

  公开号：US20170309828A1

  公开（公告）日：2017-10-26

  An organic light-emitting element which emits delayed fluorescence comprising specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives in the light-emitting layer, a light-emitting layer comprising the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives, specific specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives and an organic light emitting element comprising the specific 1,2,4-azole derivatives as well as a light emitting layer comprising the specific 1,2,4-azole derivatives; the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for electrophotographic photoreceptors, photoelectric converters, sensors, dye lasers, solar cell devices and organic light emitting elements, and the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for generating delayed fluorescence emission.
• [EN] FLUORESCENT ORGANIC LIGHT EMITTING ELEMENTS HAVING HIGH EFFICIENCY<br/>[FR] ÉLÉMENTS ÉLECTROLUMINESCENTS ORGANIQUES FLUORESCENTS PRÉSENTANT UNE EFFICACITÉ ÉLEVÉE
  申请人：BASF SE

  公开号：WO2016046350A1

  公开（公告）日：2016-03-31

  An organic light-emitting element which emits delayed fluorescence comprising specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives in the light-emitting layer, a light-emitting layer comprising the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives, specific specifically substituted 1,2, 4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives and an organic light emitting element comprising the specific 1,2,4-azole derivatives as well as a light emitting layer comprising the specific 1,2,4-azole derivatives; the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for electrophotographic photoreceptors, photoelectric converters, sensors, dye lasers, solar cell devices and organic light emitting elements, and the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for generating delayed fluorescence emission.