N-amyl-3,6-dibromocarbazole | 875797-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-amyl-3,6-dibromocarbazole
• 英文别名: 3,6-dibromo-9-pentylcarbazole；3,6-Dibromo-9-pentyl-9H-carbazole
• CAS: 875797-70-9
• 化学式: C₁₇H₁₇Br₂N
• 分子量: 395.137
• InChiKey: FOIMSKBENXBQTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-amyl-3,6-dibromocarbazole 在 bis-triphenylphosphine-palladium(II) chloride sodium hydroxide 、 copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 44.0h， 生成 3,6-bis[2-(4-carbonylphenyl)ethynyl]-9-pentylcarbazole
  参考文献：
  名称：

  Design of high efficiency for two-photon polymerization initiator: combination of radical stabilization and large two-photon cross-section achieved by N-benzyl 3,6-bis(phenylethynyl)carbazole derivatives

  摘要：

  我们设计并合成了新型 A-π-D-π-A V 型 3,6 双(苯乙炔基)咔唑发色团，作为双光子聚合（TPP）引发剂，将大的双光子吸收截面与促进自由基形成相结合。9-苄基-3,6-双（4-硝基苯乙炔基）咔唑（4d）在 800 纳米附近有很强的双光子吸收，并表现出很高的双光子聚合引发灵敏度，在浓度为 0.18 摩尔% 时的阈值功率为 0.8 毫瓦，远低于苯齐尔的阈值功率 6.37 毫瓦。TPP 的相应激光照射强度阈值为 3.0 × 107 mJ cm-2。4d 的最低负载量为 0.012 mol%，阈值功率为 3.2 mW。

  DOI：

  10.1039/b616792f
• 作为产物：
  描述：

  9-pentyl-9H-carbazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 以78%的产率得到N-amyl-3,6-dibromocarbazole
  参考文献：
  名称：

  Development in synthesis and electrochemical properties of thienyl derivatives of carbazole

  摘要：

  A convenient and higher yielding synthetic route to N-alkyl-bis(thiophene)- and N-alkyl-bis(ethylenedioxythiophene) carbazole derivatives is reported and their aggregation, and electrochemical properties are characterized. The key step in the synthesis of this group of compounds has been the Stille-type coupling reaction between the N-alkyldibromocarbazole and tin derivatives of thiophene or ethylenedioxythiophene, as the best way for preparation of conjugated N-alkylcarbazole derivatives. For this group of compounds we also present an electrochemical polymerization effect. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.142

文献信息

• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Yokoyama Norimasa

  公开号：US20120205642A1

  公开（公告）日：2012-08-16

  A high-efficiency, high-durability organic electroluminescent device, particularly a phosphorescent organic electroluminescent device is provided by using an organic compound of excellent characteristics that exhibits excellent hole-injecting/transporting performance and has high triplet exciton confining capability with an electron blocking ability, and that has high stability in the thin-film state and high luminous efficiency. The organic electroluminescent device includes a pair of electrodes, and a plurality of organic layers sandwiched between the pair of electrodes and including a phosphorescent light-emitting material-containing light emitting layer and a hole transport layer, wherein a compound of the following general formula (1) having a carbazole ring structure is used as a constituent material of the hole transport layer.

  使用具有出色特性的有机化合物作为空穴注入/输运性能出色且具有高三重激子限制能力和电子阻挡能力的有机磷光电致发光器件，从而提供高效、高耐久性的有机电致发光器件。该有机化合物在薄膜状态下具有高稳定性和高发光效率。该有机电致发光器件包括一对电极，以及夹在电极对之间的多个有机层，包括含有磷光发射材料的发光层和空穴输运层，其中使用具有咔唑环结构的以下通式（1）化合物作为空穴输运层的组成材料。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2492985A1

  公开（公告）日：2012-08-29

  A high-efficiency, high-durability organic electroluminescent device, particularly a phosphorescent organic electroluminescent device is provided by using an organic compound of excellent characteristics that exhibits excellent hole-injecting/transporting performance and has high triplet exciton confining capability with an electron blocking ability, and that has high stability in the thin-film state and high luminous efficiency. The organic electroluminescent device includes a pair of electrodes, and a plurality of organic layers sandwiched between the pair of electrodes and including a light emitting layer and an electron blocking layer, wherein a compound of the following general formula (1) having a carbazole ring structure is used as a constituent material of the electron blocking layer and the light emitting layer.

  一种高效率、高耐久性的有机电致发光器件，特别是一种磷光有机电致发光器件，是通过使用一种特性优异的有机化合物来实现的，该化合物具有优异的空穴注入/传输性能，并具有高三重激子约束能力和电子阻断能力，在薄膜状态下具有高稳定性和高发光效率。 该有机电致发光器件包括一对电极和夹在这对电极之间的多个有机层，有机层包括发光层和电子阻挡层，其中具有咔唑环结构的下式（1）化合物被用作电子阻挡层和发光层的组成材料。
• COMPOUND WITH CARBAZOLE RING STRUCTURE AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Hodogaya Chemical Co., Ltd.

  公开号：EP2589591A1

  公开（公告）日：2013-05-08

  There is provided an organic compound of excellent characteristics that exhibits excellent hole-injecting/transporting performance and has high triplet exciton confining capability with an electron blocking ability, and that has high stability in the thin-film state and high luminous efficiency. The compound is used to provide a high-efficiency, high-durability organic electroluminescent device, particularly a phosphorescent organic electroluminescent device. The present invention is a compound of the following general formula having a carbazole ring structure. The compound is used as a constituent material of at least one organic layer in an organic electroluminescent device that includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes.

  本发明提供了一种特性优异的有机化合物，该化合物具有优异的空穴注入/传输性能、高三重激子约束能力和电子阻断能力，并且在薄膜状态下具有高稳定性和高发光效率。该化合物可用于提供高效率、高持久性的有机电致发光器件，特别是磷光有机电致发光器件。 本发明是一种具有咔唑环结构的下式通式化合物。该化合物可用作有机电致发光器件中至少一个有机层的组成材料，该器件包括一对电极和夹在这对电极之间的一个或多个有机层。
• COMPOUND HAVING CARBAZOLE RING STRUCTURE, AND ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Yokoyama Norimasa

  公开号：US20130112950A1

  公开（公告）日：2013-05-09

  There is provided an organic compound of excellent characteristics that exhibits excellent hole-injecting/transporting performance and has high triplet exciton confining capability with an electron blocking ability, and that has high stability in the thin-film state and high luminous efficiency. The compound is used to provide a high-efficiency, high-durability organic electroluminescent device, particularly a phosphorescent organic electroluminescent device. The present invention is a compound of the following general formula having a carbazole ring structure. The compound is used as a constituent material of at least one organic layer in an organic electroluminescent device that includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes.
• US9306175B2
  申请人：——

  公开号：US9306175B2

  公开（公告）日：2016-04-05