3,6-diiodoquinoline | 405313-57-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,6-diiodoquinoline
• CAS: 405313-57-7
• 化学式: C₉H₅I₂N
• 分子量: 380.954
• InChiKey: FTRYGOLEWMCXID-UHFFFAOYSA-N

物化性质

• 沸点：
  397.6±22.0 °C(Predicted)
• 密度：
  2.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,6-diiodoquinoline 在 Pd(PPh₃)Cl₂ 哌啶 、 copper(l) iodide 作用下， 生成 3,6-Bis-(2-methoxy-phenylethynyl)-quinoline
  参考文献：
  名称：

  Quinoline-Containing, Conjugated Poly(aryleneethynylene)s:  Novel Metal and H⁺-Responsive Materials

  摘要：

  We describe the synthesis of novel copolymers containing quinoline, benzene, and alkyne groups by a Pd-catalyzed Heck-Cassar-Sonogashira-Hagihara reaction. Direct iodination of quinoline by a mixture of iodine, potassium periodate, and sulfuric acid in chloroform gives 3,6-diiodoquinoline. 3,6-Diiodoquinoline was coupled to 1,4-diethynyl-2,5-bis(2-ethylhexyl)benzene, and 3,6-diethynylquinoline was coupled to 1,4-diiodo-2,5-bis(2-ethylhexyloxy)benzene. The polymers formed in good-to-excellent yields with a degree of polymerization (P-n) ranging from 11 to 95 and polydispersities (M-w/M-n) from 1.8 to 3.3. Their optical properties (i.e., absorption and emission) were shown to be dramatically dependent upon the presence of protons and to a lesser extent metal cations. The change in fluorescence upon protonation is different for the alkyl- and alkoxy-substituted polymer. In the alkyl case bright yellow fluorescence is observed upon protonation, while for the alkoxy case the polymer's fluorescence is quenched upon addition of acid at polymer concentrations > 0.1 mg L-1.

  DOI：

  10.1021/ma0116654
• 作为产物：
  描述：

  喹啉 在 potassium metaperiodate 、 硫酸 、 碘 作用下， 以 氯仿 为溶剂， 生成 3,6-diiodoquinoline
  参考文献：
  名称：

  Quinoline-Containing, Conjugated Poly(aryleneethynylene)s:  Novel Metal and H⁺-Responsive Materials

  摘要：

  We describe the synthesis of novel copolymers containing quinoline, benzene, and alkyne groups by a Pd-catalyzed Heck-Cassar-Sonogashira-Hagihara reaction. Direct iodination of quinoline by a mixture of iodine, potassium periodate, and sulfuric acid in chloroform gives 3,6-diiodoquinoline. 3,6-Diiodoquinoline was coupled to 1,4-diethynyl-2,5-bis(2-ethylhexyl)benzene, and 3,6-diethynylquinoline was coupled to 1,4-diiodo-2,5-bis(2-ethylhexyloxy)benzene. The polymers formed in good-to-excellent yields with a degree of polymerization (P-n) ranging from 11 to 95 and polydispersities (M-w/M-n) from 1.8 to 3.3. Their optical properties (i.e., absorption and emission) were shown to be dramatically dependent upon the presence of protons and to a lesser extent metal cations. The change in fluorescence upon protonation is different for the alkyl- and alkoxy-substituted polymer. In the alkyl case bright yellow fluorescence is observed upon protonation, while for the alkoxy case the polymer's fluorescence is quenched upon addition of acid at polymer concentrations > 0.1 mg L-1.

  DOI：

  10.1021/ma0116654

文献信息

• AMINE-BASED COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20180226579A1

  公开（公告）日：2018-08-09

  An amine-based compound and an organic light-emitting device including the same are provided. The organic light-emitting device may include: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer and at least one of the amine-based compound.

  提供了一种基于胺的化合物以及包括该化合物的有机发光器件。该有机发光器件可能包括：第一电极；面向第一电极的第二电极；以及位于第一电极和第二电极之间的有机层，该有机层包括发射层和至少一种基于胺的化合物。
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20170133599A1

  公开（公告）日：2017-05-11

  An organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; an emission layer between the first electrode and the second electrode; and a hole transport region between the first electrode and the emission layer, wherein the emission layer includes a first compound represented by Formula 1, and the hole transport region includes a second compound represented by Formula 2: