9,9'-(6-phenyl-1,3,5-triazine-2,4-diyl)bis(9H-carbazole) | 1065663-44-6

• 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: 9,9'-(6-phenyl-1,3,5-triazine-2,4-diyl)bis(9H-carbazole)
• 英文别名: 9-(4-Carbazol-9-yl-6-phenyl-1,3,5-triazin-2-yl)carbazole
• CAS: 1065663-44-6
• 化学式: C₃₃H₂₁N₅
• 分子量: 487.563
• InChiKey: JDYQGNLHBOYNLH-UHFFFAOYSA-N

物化性质

• 熔点：
  274 °C
• 沸点：
  791.5±43.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  38
• 可旋转键数：
  3
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二氯-6-苯基-1,3,5-三嗪 、 咔唑 在 正丁基锂 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.0h， 以58%的产率得到9,9'-(6-phenyl-1,3,5-triazine-2,4-diyl)bis(9H-carbazole)
  参考文献：
  名称：

  Conjugated Asymmetric Donor-Substituted 1,3,5-Triazines: New Host Materials for Blue Phosphorescent Organic Light-Emitting Diodes

  摘要：

  AbstractConjugated asymmetric donor‐substituted 1,3,5‐triazines (ADTs) have been synthesized by nucleophilic substitution of organolithium catalyzed by [Pd(PPh3)4]. Theoretical and experimental investigations show that ADTs possess high solubility and thermostability, high fluorescent quantum yield (35 %), low HOMO (−6.0 eV) and LUMO (−2.8 eV), and high triplet energy (ET, 3.0 eV) according to the different substitution pattern of triazine. The application as host materials for blue PHOLEDs yielded a maximum current efficiency of 20.9 cd A−1, a maximum external quantum efficiency of 9.8 %, and a brightness of 9671 cd m−2 at 5.4 V, making ADTs good candidates for optoelectronic devices.

  DOI：

  10.1002/chem.201101118

文献信息

• ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：Universal Display Corporation

  公开号：US20190074449A1

  公开（公告）日：2019-03-07

  Compounds that are organic radicals that can have a dual function. The compounds can be fluorescent emitters that emit in the near-IR. The compounds can also facilitate reverse intersystem crossing (RISC) to convert triplet excitons in an OLED to singlet excited states to maximize utilization of generated excitons in the OLED and approach 100% internal quantum efficiency.

  这是一个有着双重功能的有机基团化合物。这些化合物可以是发射近红外光的荧光发射体。这些化合物也可以促进反交替系统穿越（RISC），将OLED中的三重激子转化为单重激发态，以最大化利用OLED中产生的激子并接近100％的内部量子效率。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：NIPPON STEEL Chemical & Material Co., Ltd.

  公开号：EP3605634A1

  公开（公告）日：2020-02-05

  Provided is a thermally activated delayed fluorescence-emitting organic EL element having a low driving voltage, high luminous efficiency, and a prolonged lifespan. The organic EL element contains one or more light-emitting layers between an anode and a cathode that face each other, and at least one light-emitting layer contains a host material composed of a carbazole compound represented by formula (1) and a thermally activated delayed fluorescence material composed of an indolocarbazole compound containing an indolocarbazole ring in its molecule. Here, L1 represents an aromatic group, and at least one R1 represents a carbazolyl group, and n is 1 or 2.

  本发明提供了一种热激活延迟荧光发光有机 EL 元件，它具有驱动电压低、发光效率高和寿命长的特点。该有机 EL 元件在相互面对的阳极和阴极之间包含一个或多个发光层，至少一个发光层包含由式（1）表示的咔唑化合物组成的主材料和由分子中含有吲哚咔唑环的吲哚咔唑化合物组成的热激活延迟荧光材料。这里，L1 代表芳香基团，至少一个 R1 代表咔唑基团，n 为 1 或 2。
• Organic electroluminescent element
  申请人：NIPPON STEEL CHEMICAL & MATERIAL CO., LTD.

  公开号：US11374178B2

  公开（公告）日：2022-06-28

  Provided is a thermally activated delayed fluorescence-emitting organic EL element having a low driving voltage, high luminous efficiency, and a prolonged lifespan. The organic EL element contains one or more light-emitting layers between an anode and a cathode that face each other, and at least one light-emitting layer contains a host material composed of a carbazole compound represented by formula (1) and a thermally activated delayed fluorescence material composed of an indolocarbazole compound containing an indolocarbazole ring in its molecule. Here, L1 represents an aromatic group, and at least one R1 represents a carbazolyl group, and n is 1 or 2.

  本发明提供了一种热激活延迟荧光发光有机 EL 元件，它具有驱动电压低、发光效率高和寿命长的特点。该有机 EL 元件在相互面对的阳极和阴极之间包含一个或多个发光层，至少一个发光层包含由式（1）表示的咔唑化合物组成的主材料和由分子中含有吲哚咔唑环的吲哚咔唑化合物组成的热激活延迟荧光材料。这里，L1 代表芳香基团，至少一个 R1 代表咔唑基团，n 为 1 或 2。
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：NIPPON STEEL Chemical & Material Co., Ltd.

  公开号：EP2138486B2

  公开（公告）日：2022-10-19
• COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：NIPPON STEEL Chemical & Material Co., Ltd.

  公开号：EP2141152B1

  公开（公告）日：2021-05-05