9-(3-methoxyphenyl)-3,6-dibromo-9H-carbazole

• 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: 9-(3-methoxyphenyl)-3,6-dibromo-9H-carbazole
• 英文别名: 3,6-dibromo-9-(3-methoxyphenyl)carbazole
• 化学式: C₁₉H₁₃Br₂NO
• 分子量: 431.126
• InChiKey: GTVLPQMCDKDSLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-(3-methoxyphenyl)-3,6-dibromo-9H-carbazole 在 正丁基锂 、 双氧水 、 三溴化硼 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 C₄₂H₃₁NO₃P₂
  参考文献：
  名称：

  Synthesis, spectroscopy, and electrochemistry of ionic hosts for organic electronics

  摘要：

  We report on charge- and ion-transport ionic hosts made from an imidazolium-cation-modified aryl-1,2,4-triazole, phosphineoxide-carbazole, and phosphineoxide. The hosts are white solids that have short-wavelength absorption cut-off at <355 nm (high-energy optical gap of >28,200 cm(-1)) and that exhibit oxidation at <1.44 V and reduction at >(-2.75) V against ferrocene with a wide redox gap of >3.9 V. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.10.034
• 作为产物：
  描述：

  3,6-二溴咔唑 、 3-碘苯甲醚 在 copper(I) oxide 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 9-(3-methoxyphenyl)-3,6-dibromo-9H-carbazole
  参考文献：
  名称：

  Synthesis, spectroscopy, and electrochemistry of ionic hosts for organic electronics

  摘要：

  We report on charge- and ion-transport ionic hosts made from an imidazolium-cation-modified aryl-1,2,4-triazole, phosphineoxide-carbazole, and phosphineoxide. The hosts are white solids that have short-wavelength absorption cut-off at <355 nm (high-energy optical gap of >28,200 cm(-1)) and that exhibit oxidation at <1.44 V and reduction at >(-2.75) V against ferrocene with a wide redox gap of >3.9 V. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.10.034

文献信息

• ORGANIC LIGHT-EMITTING DIODES COMPRISING AT LEAST ONE DISILYL COMPOUND SELECTED FROM DISILYLCARBAZOLES, DISILYLDIBENZOFURANS, DISILYLDIBENZOTHIOPHENES, DISILYLDIBENZOPHOLES, DISILYLDIBENZOTHIOPHENE S-OXIDES AND DISILYLDIBENZOTHIOPHENE S,S-DIOXIDES
  申请人：Langer Nicolle

  公开号：US20110031477A1

  公开（公告）日：2011-02-10

  The present invention relates to an organic light-emitting diode comprising an anode An and a cathode Ka and a light-emitting layer E and if appropriate at least one further layer, where the light-emitting layer E and/or the at least one further layer comprises at least one compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, to a light-emitting layer comprising at least one of the aforementioned compounds, to the use of the aforementioned compounds as matrix material, hole/exciton blocker material, electron/exciton blocker material, hole injection material, electron injection material, hole conductor material and/or electron conductor material, and to a device selected from the group consisting of stationary visual display units, mobile visual display units and illumination units comprising at least one inventive organic light-emitting diode.

  本发明涉及一种有机发光二极管，包括阳极An和阴极Ka以及发光层E，如适当的至少一层，其中发光层E和/或至少一层包括至少一种选择自二硅基咔唑、二硅基二苯并呋喃、二硅基二苯并噻吩、二硅基二苯并磷杂环戊二烯、二硅基二苯并噻吩S-氧化物和二硅基二苯并噻吩S,S-二氧化物的化合物，至少包括上述化合物之一的发光层，使用上述化合物作为基质材料、空穴/激子阻挡材料、电子/激子阻挡材料、空穴注入材料、电子注入材料、空穴传导材料和/或电子传导材料，并选择自固定的视觉显示单元、移动的视觉显示单元和包括至少一个创新有机发光二极管的照明单元的设备。
• ORGANIC LIGHT-EMITTING DIODES COMPRISING CARBENE-TRANSITION METAL COMPLEX EMITTERS, AND AT LEAST ONE COMPOUND SELECTED FROM DISILYLCARBAZOLES, DISILYLDIBENZOFURANS, DISILYLDIBENZOTHIOPHENES, DISILYLDIBENZOPHOSPHOLES, DISILYLDIBENZOTHIOPHENE S-OXIDES AND DISILYLDIBENZOTHIOPHENE S,S-DIOXIDES
  申请人：Langer Nicolle

  公开号：US20100219403A1

  公开（公告）日：2010-09-02

  The present invention relates to an organic light-emitting diode comprising an anode An and a cathode Ka and a light-emitting layer E which is arranged between the anode An and the cathode Ka and comprises at least one carbene complex and if appropriate at least one further layer, where the light-emitting layer E and/or the at least one further layer comprises at least one compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, to a light-emitting layer comprising at least one of the aforementioned compounds and at least one carbene complex, to the use of the aforementioned compounds as matrix material, hole/exciton blocker material, electron/exciton blocker material, hole injection material, electron injection material, hole conductor material and/or electron conductor material, and to a device selected from the group consisting of stationary visual display units, mobile visual display units and illumination units comprising at least one inventive organic light-emitting diode; to selected disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, and to processes for their preparation.

  本发明涉及一种有机电致发光二极管，包括阳极An和阴极Ka以及位于阳极An和阴极Ka之间的发光层E，该发光层E包括至少一种卡宾配合物和必要时至少一种进一步层，其中发光层E和/或至少一种进一步层包括至少一种从二硅基咔唑，二硅基二苯并呋喃，二硅基二苯并噻吩，二硅基二苯基膦，二硅基二苯并噻吩S-氧化物和二硅基二苯并噻吩S，S-二氧化物中选择的化合物，以及包括至少一种上述化合物和至少一种卡宾配合物的发光层，将上述化合物用作基质材料、空穴/激子阻挡材料、电子/激子阻挡材料、空穴注入材料、电子注入材料、空穴导体材料和/或电子导体材料，并且选择从固定的视觉显示单元、移动的视觉显示单元和包括至少一种创新有机电致发光二极管的照明单元的设备，选择的二硅基咔唑，二硅基二苯并呋喃，二硅基二苯并噻吩，二硅基二苯基膦，二硅基二苯并噻吩S-氧化物和二硅基二苯并噻吩S，S-二氧化物，以及它们的制备方法。
• SILYL- AND HETEROATOM-SUBSTITUTED COMPOUNDS SELECTED FROM CARBAZOLES, DIBENZOFURANS, DIBENZOTHIOPHENES AND DIBENZOPHOSPHOLES, AND USE THEREOF IN ORGANIC ELECTRONICS
  申请人：Langer Nicolle

  公开号：US20120012821A1

  公开（公告）日：2012-01-19

  The present invention relates to silyl- and heteroatom-substituted compounds selected from carbazoles, dibenzofurans, dibenzothiophenes and disilylbenzophospholes of the formula (I) or (I*), to the use of the compounds of the formula (I) or (I*) in organic electronics applications, preferably in organic light-emitting diodes, to an organic light-emitting diode comprising at least one compound of the formula (I) or (I*), to a light-emitting layer comprising at least one compound of the formula (I) or (I*), to a blocking layer for holes/excitons comprising at least one compound of the formula (I) or (I*), and to an apparatus selected from the group consisting of stationary visual display units, mobile visual display units, illumination units, keyboards, items of clothing, furniture and wallpaper, comprising at least one inventive organic light-emitting diode.

  本发明涉及公式(I)或(I*)的卡巴唑，二苯并呋喃，二苯并噻吩和二硅基苯膦的硅基和杂原子取代化合物，以及该公式(I)或(I*)化合物在有机电子应用中的使用，优选在有机发光二极管中，涉及至少含有公式(I)或(I*)化合物的有机发光二极管，涉及至少含有公式(I)或(I*)化合物的发光层，涉及至少含有公式(I)或(I*)化合物的孔子/激子阻挡层，以及选择自固定视觉显示单元，移动视觉显示单元，照明单元，键盘，服装，家具和壁纸的装置，其中至少包括一种创新的有机发光二极管。
• Organic light-emitting diodes comprising carbene-transition metal complex emitter, and at least one compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene s-oxides and disilyldibe
  申请人：Langer Nicolle

  公开号：US08373159B2

  公开（公告）日：2013-02-12

  The present invention relates to an organic light-emitting diode comprising an anode An and a cathode Ka and a light-emitting layer E which is arranged between the anode An and the cathode Ka and comprises at least one carbene complex and if appropriate at least one further layer, where the light-emitting layer E and/or the at least one further layer comprises at least one compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, to a light-emitting layer comprising at least one of the aforementioned compounds and at least one carbene complex, to the use of the aforementioned compounds as matrix material, hole/exciton blocker material, electron/exciton blocker material, hole injection material, electron injection material, hole conductor material and/or electron conductor material, and to a device selected from the group consisting of stationary visual display units, mobile visual display units and illumination units comprising at least one inventive organic light-emitting diode; to selected disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, and to processes for their preparation.

  本发明涉及一种有机发光二极管，包括阳极An和阴极Ka以及位于阳极An和阴极Ka之间的发光层E，该发光层E包括至少一种卡宾配合物和必要时至少一种进一步层，其中发光层E和/或至少一种进一步层包括至少一种从二硅基咔唑，二硅基二苯并呋喃，二硅基二苯并噻吩，二硅基二苯基膦，二硅基二苯并噻吩S-氧化物和二硅基二苯并噻吩S，S-二氧化物中选择的化合物，以及至少一种卡宾配合物，以及所述化合物的使用作为基质材料，空穴/激子阻挡材料，电子/激子阻挡材料，空穴注入材料，电子注入材料，空穴导体材料和/或电子导体材料，以及选择的二硅基咔唑，二硅基二苯并呋喃，二硅基二苯并噻吩，二硅基二苯基膦，二硅基二苯并噻吩S-氧化物和二硅基二苯并噻吩S，S-二氧化物，以及它们的制备方法。此外，本发明还涉及选自固定视觉显示单元，移动视觉显示单元和包括至少一种创新有机发光二极管的照明单元的装置。
• Organic light-emitting diodes comprising at least one disilyl compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzopholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides
  申请人：Langer Nicolle

  公开号：US08697255B2

  公开（公告）日：2014-04-15

  The present invention relates to an organic light-emitting diode comprising an anode and a cathode Ka and a light-emitting layer E and if appropriate at least one further layer, where the light-emitting layer E and/or the at least one further layer comprises at least one compound selected from disilylcarbazoles, disilyldibenzofurans, disilyldibenzothiophenes, disilyldibenzophospholes, disilyldibenzothiophene S-oxides and disilyldibenzothiophene S,S-dioxides, to a light-emitting layer comprising at least one of the aforementioned compounds, to the use of the aforementioned compounds as matrix material, hole/exciton blocker material, electron/exciton blocker material, hole injection material, electron injection material, hole conductor material and/or electron conductor material, and to a device selected from the group consisting of stationary visual display units, mobile visual display units and illumination units comprising at least one inventive organic light-emitting diode.

  本发明涉及一种有机发光二极管，包括阳极和阴极Ka以及发光层E和必要时至少一层进一步的材料，其中发光层E和/或至少一层进一步的材料包括至少一种选自二硅基咔唑、二硅基二苯并呋喃、二硅基二苯并噻吩、二硅基二苯基膦、二硅基噻吩S-氧化物和二硅基噻吩S，S-二氧化物的化合物，以及至少一种前述化合物作为基质材料、空穴/激子阻挡材料、电子/激子阻挡材料、空穴注入材料、电子注入材料、空穴导体材料和/或电子导体材料的用途，以及选自固定式视觉显示单元、移动式视觉显示单元和至少包括一种本发明有机发光二极管的照明单元的装置。