9-(10-溴癸基)咔唑 | 86658-71-1

• 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
• 中文名称: 9-(10-溴癸基)咔唑
• 英文名称: N-(10-bromodecyl)-carbazole
• 英文别名: 9-(10-bromodecyl)-9H-carbazole；9-(10-bromodecyl)carbazole
• CAS: 86658-71-1
• 化学式: C₂₂H₂₈BrN
• 分子量: 386.375
• InChiKey: JVIDHOZDZAITRF-UHFFFAOYSA-N

物化性质

• 沸点：
  502.4±32.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  4,4'-二羟基二苯甲酮 、 9-(10-溴癸基)咔唑 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以42%的产率得到
  参考文献：
  名称：

  Synthesis and properties of a new class of aggregation-induced enhanced emission compounds: Intense blue light emitting triphenylethylene derivatives

  摘要：

  A new series of fluorescent carbazole derivatives bearing linear alkyl chains with aggregation-enhanced emission properties have been synthesized. The compounds were fully characterized by elemental analysis, mass spectrometry and nuclear magnetic resonance spectroscopy. The compounds have high decomposition temperatures of 310-361 degrees C and exhibit intense blue fluorescence with maximum emission wavelengths at 445-473 nm. All the compounds emit weakly in solutions, but become strong emitters in the aggregated state and the photoluminescence intensity values increase up to 14 fold. An emitting device was fabricated using one of the compounds in the emitting layer which exhibits good electroluminescent performance with a blue emission color (lambda = 478 nm), a turn-on voltage of 3.6 V and a maximum luminance of 1463 cd/m(2). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.07.002
• 作为产物：
  描述：

  咔唑 、 1,10-二溴癸烷 在 sodium hydride 作用下， 生成 9-(10-溴癸基)咔唑
  参考文献：
  名称：

  水溶液中烷基咔唑磺酸盐的荧光探针研究

  摘要：

  检查了胶束溶液中9-烷基咔唑磺酸钠和ω-咔唑-9-烷基链烷磺酸钠（烷基= C 10 H 21或C 12 H 25）的荧光探针性质，并确定了它们的准分子形成。

  DOI：

  10.1039/c39830000099

文献信息

• Combined phase transfer catalysis and ultrasound to enhance tandem alkylation of azo dyes
  作者：Xiang Li、Jie Wang、Richard Mason、Xiu R Bu、Joycelyn Harrison

  DOI：10.1016/s0040-4020(02)00331-9

  日期：2002.5

  Ultrasound has been found to enhance N-substitution against elimination in the reaction of carbazole-containing bromides 3 with a Disperse Orange 3 derivative 2 under PTC condition. Upon using combined PTC and ultrasound conditions, a series of bifunctional molecules 1 have been prepared to possess charge-transporting agents and nonlinear optical chromophores in 2:1 ratio.

  已经发现，在PTC条件下，在含咔唑的溴化物3与分散橙3衍生物2的反应中，超声波增强了N-取代抵抗消除。在结合使用PTC和超声条件的情况下，已准备了一系列双功能分子1，使其具有电荷传输剂和非线性光学发色团，其比率为2：1。
• Phase transfer catalysis and ultrasound in tandem alkylation of azo dyes for bifunctional molecules
  作者：Xiang Li、Javier Santos、Xiu R Bu

  DOI：10.1016/s0040-4039(00)00589-x

  日期：2000.5

  Ultrasound has been found to enhance N-substitution against elimination in the reaction of carbazole-containing bromide with disperse orange 3 derivative under PTC conditions.

  已经发现，在PTC条件下，在含咔唑的溴化物与分散的橙3衍生物的反应中，超声波增强了N-取代，从而消除了消除。
• High-Efficiency Red-Light Emission from Polyfluorenes Grafted with Cyclometalated Iridium Complexes and Charge Transport Moiety
  作者：Xiwen Chen、Jin-Long Liao、Yongmin Liang、M. O. Ahmed、Hao-En Tseng、Show-An Chen

  DOI：10.1021/ja0211151

  日期：2003.1.1

  We report a new route for the design of electroluminescent polymers by grafting high-efficiency phosphorescent organometallic complexes as dopants and charge transport moieties onto alky side chains of fully conjugated polymers for polymer light-emitting diodes (PLED) with single layer/single polymers. The polymer system studied involves polyfluorene (PF) as the base conjugated polymer, carbazole (Cz)

  我们报告了一种设计电致发光聚合物的新途径，通过将作为掺杂剂和电荷传输部分的高效磷光有机金属络合物接枝到具有单层/单聚合物的聚合物发光二极管 (PLED) 的全共轭聚合物的烷基侧链上。所研究的聚合物体系包括聚芴 (PF) 作为基础共轭聚合物，咔唑 (Cz) 作为电荷传输部分和通过与 PF 主链形成电复合物而产生绿色发射源，以及作为磷光的环金属化铱 (Ir) 配合物掺杂剂。除了来自PF主链的能量从绿色Ir配合物或芴主链和侧链咔唑部分之间形成的电复合物转移到红色Ir配合物之外，还可以显着提高器件性能，
• Isomeric [2]Rotaxanes and Unidirectional [2]Pseudorotaxane Composed of α-Cyclodextrin and Aliphatic Chain-Linked Carbazole-viologen Compounds
  作者：Joon Woo Park、Hyun Jung Song

  DOI：10.1021/ol048079q

  日期：2004.12.1

  DMF gives two isomeric [2]rotaxanes, 2a and 2b, while alpha-CD and 1-(N-carbazole)-10-[4-(1-methyl-4-pyridnino)-1-pyridinio]decane 3 in water form mostly a unidirectional [2]pseudorotaxane having the same alpha-CD orientation as 2b. Structures were elucidated from 1H NMR and circular dichroism spectra. The orientational specificity of alpha-CD in the 3/alpha-CD [2]pseudorotaxane is due to the slow dethreading

  [结构：见正文]用3,5-二甲氧基苄基溴将1-（N-咔唑）-10- [4-（4-吡啶基）-1-吡啶基]癸烷的α-环糊精（α-CD）配合物封端DMF产生两种异构的[2]轮烷，2a和2b，而α-CD和1-（N-咔唑）-10- [4-（1-甲基-4-吡啶基）-1-吡啶基]癸烷3呈水形式大多数是单向[2]伪轮烷，其α-CD取向与2b相同。从1 H NMR和圆二色性光谱阐明了结构。3 /α-CD[2]假轮烷中α-CD的定向特异性是由于2b型异构体的慢脱线速率所致。
• Self-Aggregation Behavior of Fluorescent Carbazole-Tailed Imidazolium Ionic Liquids in Aqueous Solutions
  作者：Bin Dong、Yan’an Gao、Yijin Su、Liqiang Zheng、Jingkun Xu、Tohru Inoue

  DOI：10.1021/jp908136f

  日期：2010.1.14

  um bromide [carbazoleCnmim]Br (n = 6, 10, and 12), that incorporate a fluorescent carbazole moiety at the terminal of the hydrocarbon chain, were designed and synthesized. Their surface activity, aggregation behavior, and thermodynamics of micelle formation in aqueous solutions were systematically investigated by surface tension, electrical conductivity, and 1H NMR spectroscopy. The incorporation of

  三种两亲咪唑离子液体（IL），即1- [ n-（N-咔唑）烷基] -3-甲基咪唑溴化物[carbazoleC n mim] Br（n = 6、10和12），在其上结合了一个荧光咔唑部分设计并合成了烃链末端。通过表面张力，电导率和1 H NMR光谱系统地研究了它们的表面活性，聚集行为和在水溶液中形成胶束的热力学。庞大的咔唑基团的引入导致[咔唑C nmim] Br分子在空气-水界面处。由于咔唑基团的结合而增强的疏水性和π-π相互作用均导致较低的临界胶束浓度（cmc）和较高的胶束聚集数，反映出所设计的咔唑尾咪唑类IL具有形成胶束的强大能力。 。的分析1 1 H NMR谱表明，咔唑部分可与烷基链的中间亚甲基重叠。两亲性咔唑尾的咪唑类ILs表现出强而稳定的荧光特性，表明它们在表面化学和光化学的结合领域中的潜在应用。