3,6-diethynyl-9-undecylcarbazole | 433974-36-8

• 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: 3,6-diethynyl-9-undecylcarbazole
• CAS: 433974-36-8
• 化学式: C₂₇H₃₁N
• 分子量: 369.55
• InChiKey: DFHRVHXNPFDRGT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 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：

  3,6-diethynyl-9-undecylcarbazole 、 4-苯甲酰-4`-溴联苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到(((9-undecyl-9H-carbazole-3,6-diyl)bis(ethyne-2,1-diyl))bis([1,1'-biphenyl]-4',4-diyl))bis(phenylmethanone)
  参考文献：
  名称：

  Engineering Solid-State Morphologies in Carbazole–Ethynylene Macrocycles

  摘要：

  We present a crystallographic study that systematically investigates the effects of the n-alkyl side-chain length on the crystal packing in shape-persistent macrocycles. The solid-state packing of carbazole-ethynylene-containing macrocycles is sensitive to the alkyl-chain length. In macrocycles containing n-alkyl side chains up to nine carbons in length, face-on aromatic. pi interactions predominate, while the addition of one carbon leads to a completely different packing arrangement. Macrocycles with C-10 or C-11 chains exhibit a novel packing motif wherein the alkyl chains intercalate between macrocycles, leading in one case to continuous solvent-filled channels. When crystals of the C-10 macrocycle are bathed in solvent, the included molecules exchange with the external solvent, and the alkyl chain disorder changes in response to changes in the guest volume in order to retain crystallinity. Powder X-ray diffraction data indicate that alkyl-macrocycle interactions in the longer chains "emulate" the distances typical of face-to-face pi interactions, leading to deceptive indicators of pi stacking.

  DOI：

  10.1021/ja204795q
• 作为产物：
  描述：

  9-undecyl-9H-carbazole 在 bis-triphenylphosphine-palladium(II) chloride 、 N-碘代丁二酰亚胺 、 copper(l) iodide 、 水 、 溶剂黄146 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 为溶剂， 生成 3,6-diethynyl-9-undecylcarbazole
  参考文献：
  名称：

  Engineering Solid-State Morphologies in Carbazole–Ethynylene Macrocycles

  摘要：

  We present a crystallographic study that systematically investigates the effects of the n-alkyl side-chain length on the crystal packing in shape-persistent macrocycles. The solid-state packing of carbazole-ethynylene-containing macrocycles is sensitive to the alkyl-chain length. In macrocycles containing n-alkyl side chains up to nine carbons in length, face-on aromatic. pi interactions predominate, while the addition of one carbon leads to a completely different packing arrangement. Macrocycles with C-10 or C-11 chains exhibit a novel packing motif wherein the alkyl chains intercalate between macrocycles, leading in one case to continuous solvent-filled channels. When crystals of the C-10 macrocycle are bathed in solvent, the included molecules exchange with the external solvent, and the alkyl chain disorder changes in response to changes in the guest volume in order to retain crystallinity. Powder X-ray diffraction data indicate that alkyl-macrocycle interactions in the longer chains "emulate" the distances typical of face-to-face pi interactions, leading to deceptive indicators of pi stacking.

  DOI：

  10.1021/ja204795q

文献信息

• Hyperbranched polymers
  申请人：——

  公开号：US20030225232A1

  公开（公告）日：2003-12-04

  A method for limiting the transmission of light through a material is disclosed. In the method, a layer composed of a hyperbranched polymer formed via a copolycyclotrimerization reaction is interposed between a light source and the material. Also provided is a method for emitting light comprising exciting the hyperbranched polymer. In addition, methods for limiting the transmission of light and for emitting light using hyperbranched polymers formed by homopolycyclotrimerization reactions are disclosed. A new class of hyperbranched polymers.produced by copolycyclotrimerization is also disclosed.

  本发明揭示了一种限制材料透过光线传输的方法。该方法在光源和材料之间插入由共聚环三聚反应形成的超支化聚合物层。同时提供了一种通过激发超支化聚合物来发射光的方法。此外，还揭示了使用由同聚环三聚反应形成的超支化聚合物限制光线传输和发射光的方法。还揭示了一种由共聚环三聚反应产生的新型超支化聚合物类。
• Simple Synthesis, Outstanding Thermal Stability, and Tunable Light-Emitting and Optical-Limiting Properties of Functional Hyperbranched Polyarylenes
  作者：Han Peng、Lin Cheng、Jingdong Luo、Kaitian Xu、Qunhui Sun、Yuping Dong、Fouad Salhi、Priscilla P. S. Lee、Junwu Chen、Ben Zhong Tang

  DOI：10.1021/ma020180s

  日期：2002.7.1
• US7659353B2
  申请人：——

  公开号：US7659353B2

  公开（公告）日：2010-02-09