5,11-diethyl-5,11-dihydroindolo[3,2-b]carbazole | 106362-62-3

• 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: 5,11-diethyl-5,11-dihydroindolo[3,2-b]carbazole
• 英文别名: 5,11-diethylindolo[3,2-b]carbazole；Indolo(3,2-b)carbazole, 5,11-diethyl-5,11-dihydro-
• CAS: 106362-62-3
• 化学式: C₂₂H₂₀N₂
• 分子量: 312.414
• InChiKey: DTJBCJAGRDRIPG-UHFFFAOYSA-N

物化性质

• 熔点：
  277.5-278 °C(Solv: toluene (108-88-3))
• 沸点：
  537.8±46.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,11-diethyl-5,11-dihydroindolo[3,2-b]carbazole 在 硝酸 、 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以60%的产率得到5,11-diethyl-6,12-dinitro-5,11-dihydroindolo[3,2-b]carbazole
  参考文献：
  名称：

  5,11-二氢吲哚并[3,2-b]咔唑的硝化及其硝基取代衍生物的合成应用。

  摘要：

  已开发出一种新的通用方法，可通过乙酰硝酸酯双硝化6,12-二（杂）芳基取代的和6,12-未取代的5,11-二烷基-5,11-二氢吲哚[3,2-b]咔唑分别获得其2,8-二硝基和6,12-二硝基衍生物。在几种情况下，还观察到由相同的吲哚并[3,2-b]咔唑形成单硝基衍生物（在C-2或C-6处）。用锌粉和盐酸还原2-硝基和2,8-二硝基衍生物得到2-氨基-和2,8-二氨基取代的吲哚[3,2-b]咔唑，同时还原6,12-二硝基衍生物在相似的反应条件下，伴随着后者化合物的脱氮氢化为6,12-未取代的吲哚[3,2-b]咔唑。已证明仅在C-2处发生6,12-二硝基衍生物的甲酰化，这些化合物的溴化反应在吲哚[3,2-b]咔唑支架的C-2和C-8处都发生了。此外，已经通过与S-和N-亲核试剂反应改性了6,12-二硝基取代的吲哚[3,2-b]咔唑。值得注意的是，与吲哚或咔唑的钾盐仅引起一个硝基的取代不同，用硫醇钾处理6

  DOI：

  10.3762/bjoc.13.136
• 作为产物：
  描述：

  cyclohexane-1,4-dione bis(phenylhydrazone) 在 硫酸 、 potassium tert-butylate 、 溶剂黄146 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 3.5h， 生成 5,11-diethyl-5,11-dihydroindolo[3,2-b]carbazole
  参考文献：
  名称：

  5,11-Diethyl-6-formylindolo[3,2-b]carbazole: Crystal, Interaction with Protein and Theoretial Study

  摘要：

  In this work, 5, 11-diethyl-6-formylindolo[3,2-b]carbazole (DEFICZ) was crystallized in a monoclinic crystal system with the space group of P121/n1. Its spectral properties and potential interaction with protein including BSA and HSA were also studied correspondingly. The crystal structure was theoretically investigated using the density functional tight-binding method. In order to address the regioselective associated with the synthesis of DEFICZ, the B3LYP density functional theory (DFT) calculation has been carried out to estimate the relative stability of different active intermediates. In addition, time-dependent density functional theory method was used to unveil the origin of the absorption spectra of DEFICZ as observed experimenta.

  DOI：

  10.3987/com-18-13922

文献信息

• Dibenzo[2,3:5,6]pyrrolizino[1,7-bc]indolo[1,2,3-lm]carbazole: a new electron donor
  作者：Claude Niebel、Vladimir Lokshin、Amos Ben-Asuly、Wladimir Marine、Artak Karapetyan、Vladimir Khodorkovsky

  DOI：10.1039/c0nj00100g

  日期：——

  The new heterocyclic system, dibenzo[2,3:5,6]pyrrolizino[1,7-bc]indolo[1,2,3-lm]carbazole 3, which can be considered as a planar hybrid of carbazole and p-phenylenediamine, can readily be prepared from commercial precursors and possesses high thermal stability and strong electron donor properties comparable to tetra- and pentacene.

  新的杂环系统，二苯并[2,3:5,6]吡咯啉[1,7-bc]吲哚[1,2,3-lm]氮杂蒽3，可以被视为氮杂蒽和对苯二胺的平面杂化物，可以通过商业前体轻松制备，并具有与四烯和五烯相当的高热稳定性和强电子供体特性。
• COMPOSITION FOR ORGANIC OPTOELECTRONIC DEVICE, ORGANIC OPTOELECTRONIC DEVICE AND DISPLAY DEVICE
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20170092873A1

  公开（公告）日：2017-03-30

  A composition for an organic optoelectronic device includes at least one first compound represented by Chemical Formula 1, at least one second compound of a compound represented by Chemical Formula 2, and a compound consisting of a combination of a moiety represented by Chemical Formula 3 and a moiety represented by Chemical Formula 4, and at least one third compound represented by Chemical Formula 5, an organic optoelectronic device includes the same, and a display device includes the organic optoelectronic device. Chemical Formulae 1 to 5 are the same as described in the detailed description.

  一种用于有机光电器件的组合物包括至少一种由化学式1表示的第一化合物，至少一种由化学式2表示的化合物的第二化合物，由化学式3代表的基团和由化学式4代表的基团组合而成的化合物，至少一种由化学式5表示的第三化合物，有机光电器件包括相同的组合物，并且显示器件包括该有机光电器件。化学式1至5与详细说明中描述的相同。
• COMPOUND FOR ORGANIC OPTOELECTRIC DEVICE, COMPOSITION FOR ORGANIC OPTOELECTRIC DEVICE AND ORGANIC OPTOELECTRIC DEVICE AND DISPLAY DEVICE
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20180090690A1

  公开（公告）日：2018-03-29

  Disclosed are a compound for an organic optoelectric device represented by Chemical Formula 1, a composition for an organic optoelectric device, an organic optoelectric device including the same, and a display device. Details of Chemical Formula 1 are the same as those defined in the specification.

  公开了一种化学式1所代表的有机光电器件化合物，一种用于有机光电器件的组合物，包括该化合物的有机光电器件和显示装置。化学式1的详细信息与说明书中定义的相同。
• COMPOSITION FOR ORGANIC OPTOELECTRIC DEVICE, ORGANIC OPTOELECTRIC DEVICE AND DISPLAY DEVICE
  申请人：SAMSUNG SDI CO., LTD.

  公开号：US20170098778A1

  公开（公告）日：2017-04-06

  A composition for an organic optoelectronic device includes at least one first compound represented by Chemical Formula 1, at least one second compound of a compound represented by Chemical Formula 2 and a compound consisting of a combination of a moiety represented by Chemical Formula 3 and a moiety represented by Chemical Formula 4, and at least one third compound of a compound represented by Chemical Formula 5 and a compound consisting of a combination of a moiety represented by Chemical Formula 6 and a moiety represented by Chemical Formula 7, an organic optoelectronic device includes the same, and a display device includes the organic optoelectronic device. Chemical Formulae 1 to 7 are the same as described in the detailed description.

  一种有机光电器件的组成包括至少一种由化学式1表示的第一化合物，至少一种由化学式2表示的化合物的第二化合物和由化学式3表示的官能团和化学式4表示的官能团的组合物组成的化合物，以及至少一种由化学式5表示的化合物和由化学式6表示的官能团和化学式7表示的官能团的组合物组成的化合物，有机光电器件包括相同的物质，显示器件包括有机光电器件。化学式1至7与详细描述中描述的相同。
• COMPOUND FOR ORGANIC ELECTROLUMINESCENT ELEMENTS, AND ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：NIPPON STEEL & SUMIKIN CHEMICAL CO., LTD.

  公开号：US20150218191A1

  公开（公告）日：2015-08-06

  Provided are an organic EL device practically satisfactory in terms of its light-emitting characteristics, driving voltage, and durability, and a compound for an organic EL device to be used in the device. The organic EL device has a structure in which an anode, a plurality of organic layers including a light-emitting layer, and a cathode are laminated on a substrate, and the organic EL device contains an indolocarbazole compound in at least one organic layer selected from the light-emitting layer, a hole-transporting layer, an electron-transporting layer, a hole-blocking layer, and an electron-blocking layer. The indolocarbazole compound is a compound having, in a molecule thereof, at least one boron-containing group having such a structure that boron of the boron-containing group is bonded to an atom on a linking group bonded to a nitrogen atom of an indolocarbazole ring or to a carbon atom of the ring.

  提供了一种有机EL器件，其发光特性、驱动电压和耐久性在实际应用中令人满意，以及用于该器件的有机EL器件化合物。该有机EL器件的结构是在基板上层叠阳极、包括发光层在内的多个有机层和阴极，并且该有机EL器件在发光层、载流子传输层、电子传输层、阻挡孔层和阻挡电子层中的至少一层有机层中含有吲哚并咔唑化合物。该吲哚并咔唑化合物是一种分子中至少含有一个含硼基团的化合物，该硼基团的硼与连接基团上与吲哚并咔唑环的氮原子或环的碳原子结合。