9-(phenanthren-9-yl)-9H-carbazole

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 9-(phenanthren-9-yl)-9H-carbazole
• 英文别名: 9-Phenanthren-9-ylcarbazole
• 化学式: C₂₆H₁₇N
• 分子量: 343.428
• InChiKey: WRRPQWVQUNGENT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  9-(phenanthren-9-yl)-9H-carbazole 在 N-碘代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到3,6-diiodo-9-(phenanthren-9-yl)-9H-carbazole
  参考文献：
  名称：

  Photophysical Study of Blue, Green, and Orange-Red Light-Emitting Carbazoles

  摘要：

  Simple synthetic procedures have been developed to prepare suitably substituted stable carbazoles B1-B3, G1-G3, and R1-R3. These compounds emit blue, green, and orange-red light, respectively, and show a red-shifted emission in the solid state relative to that in solution. The extent of the shift is highly dependent on the nature and the positions of the substituents. A red-shift as high as 120 nm can be achieved by a suitable substitution, especially by N-substitution of carbazole. The presence of a carbaldehyde or malononitrile group on the carbazole moiety is found to quench fluorescence severely in solution and in the solid state, as indicated by low fluorescence quantum yields of B1 (phi(F) similar to 0.03), B3 (phi(F) similar to 0.04), and G1-G3 (phi(F) similar to 0.04-0.15). However, the effect is not the same for the fluorescence lifetime (tau(F) similar to 1-5.69 ns). The rate constants of radiative and nonradiative deactivation of B1-R3 have been found to be in the range of 6.40 x 10(6) to 9.50 x 10(8) and 1.38 x 10(8) to 9.84 x 10(8), respectively. Lowering the temperature from 25 to -10 degrees C causes a small but distinct red-shift in the emissions and a systematic increase in the phi(F) values of the blue and green emitters. Solvatochromism and concentration-dependent emissions of the compounds are also discussed.

  DOI：

  10.1021/jo9002757
• 作为产物：
  描述：

  咔唑 在 potassium phosphate 、 copper(l) iodide 、 1,10-菲罗啉 、 bis(η3-allyl-μ-chloropalladium(II)) 、 potassium tert-butylate 、 potassium hydrogencarbonate 、 三(邻甲基苯基)磷 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 50.0h， 生成 9-(phenanthren-9-yl)-9H-carbazole
  参考文献：
  名称：

  通过热/光化学过程控制的氨基（氧膦基）芳烃的脱氧膦官能化化学发散合成多环芳香族二芳胺和咔唑

  摘要：

  使用 KO t Bu/1,10-菲咯啉采用热或光化学控制工艺建立了多环芳香二芳基胺和咔唑的化学发散合成方法。合成过程涉及9-氨基-10-(氧膦基)菲的脱氧膦基化，这是通过区域选择性钯催化的氧膦基胺与2-碘联苯的直接[4 + 2]苯环化反应获得的。当在加热条件（～100℃）下进行脱氧膦化时，会产生9-氨基菲。然而，当反应在紫光（LED，λ max = 约 390 nm）照射下进行时，KO t Bu/1,10-菲咯啉促进单电子转移触发的脱氧膦化，然后环化，产生相应的π-膨胀咔唑。我们通过双脱氧膦环化成功合成了高度π扩容的二咔唑。此外，我们还介绍了通过脱膦酰化过程产生的一系列氨基化合物的光学性质。

  DOI：

  10.1021/acs.joc.4c00432

文献信息

• Composition of anti-reflective hardmask
  申请人：Choi Sang Jun

  公开号：US10189947B2

  公开（公告）日：2019-01-29

  An anti-reflective hardmask composition is provided. In an exemplary embodiment, the anti-reflective hardmask composition includes (a) a carbazole derivative polymer represented by the following Formula 1 or a polymer blend comprising the carbazole derivative polymer, and (b) an organic solvent:

  本发明提供了一种防反射硬面罩组合物。在一个示例性实施例中，防反射硬面罩组合物包括 (a) 下式 1 所代表的咔唑衍生物聚合物或包含该咔唑衍生物聚合物的聚合物混合物，以及 (b) 有机溶剂：
• Anti-reflective hardmask composition
  申请人：Choi Sang Jun

  公开号：US10858533B2

  公开（公告）日：2020-12-08

  An anti-reflective hardmask composition contains: (a) an arylcarbazole derivative polymer represented by the following Chemical Formula 1 or a polymer blend containing the same; and (b) an organic solvent in Chemical Formula 1, A1 and A2 are each independently a (C6-C40) aromatic aryl group and are the same as or different from each other, R is t-butyloxycarbonyl (t-BOC), ethoxyethyl, isopropyloxyethyl, or tetrahydropyranyl, X1 and X2 are each a polymerization linkage group derived from aldehyde or an aldehyde acetal monomer capable of being one-to-one polymerized with an arylcarbazole derivative and A2 in the presence of an acid catalyst, m/(m+n) is in a range of 0.05 to 0.8, and a weight average molecular weight (Mw) of an the polymer is in a range of 1,000 to 30,000.

  一种防反射硬面罩组合物含有：(a) 下述化学式 1 所代表的芳基咔唑衍生物聚合物或含 有该衍生物的聚合物混合物；以及 (b) 一种有机溶剂 在化学式 1 中，A1 和 A2 各自独立地是（C6-C40）芳基，且彼此相同或不同、 R 是叔丁氧羰基（t-BOC）、乙氧基乙基、异丙氧基乙基或四氢吡喃基、 X1 和 X2 分别是源自醛或醛缩醛单体的聚合连接基团，可与芳基咔唑衍生物和 A2 在酸催化剂存在下进行一对一聚合、 m/(m+n) 在 0.05 至 0.8 之间，以及 聚合物的重量平均分子量（Mw）在 1,000 至 30,000 之间。
• ORGANIC MULTICOLOR LIGHT-EMITTING APPARATUS
  申请人：SONY CORPORATION

  公开号：US20160276602A1

  公开（公告）日：2016-09-22

  An organic electroluminescence multicolor light-emitting apparatus including: a substrate; and a first light-emitting device and a second light-emitting device being arranged in parallel relative to the surface of the substrate; wherein the first light-emitting device includes, between an anode and a cathode, a first organic layer, a second organic layer and a third organic layer in this sequence from the anode side in a direction perpendicular to the surface of the substrate, the second light-emitting device includes, between an anode and a cathode, a second organic layer and a third organic layer in this sequence from the anode side in a direction perpendicular to the surface of the substrate, the first organic layer includes a first emitting dopant, the third organic layer includes a second emitting dopant, and the second organic layers independently comprise any one of compounds represented by the following formulas (1) to (6).
• Composition of Anti-Reflective Hardmask
  申请人：CHOI Sang Jun

  公开号：US20170198096A1

  公开（公告）日：2017-07-13

  An anti-reflective hardmask composition is provided. In an exemplary embodiment, the anti-reflective hardmask composition includes (a) a carbazole derivative polymer represented by the following Formula 1 or a polymer blend comprising the carbazole derivative polymer, and (b) an organic solvent:
• ANTI-REFLECTIVE HARDMASK COMPOSITION
  申请人：CHOI Sang Jun

  公开号：US20190309183A1

  公开（公告）日：2019-10-10

  An anti-reflective hardmask composition contains: (a) an arylcarbazole derivative polymer represented by the following Chemical Formula 1 or a polymer blend containing the same; and (b) an organic solvent.