4-bromo-2,6-difluoro-N,N-bis(2-methoxyphenyl)aniline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-bromo-2,6-difluoro-N,N-bis(2-methoxyphenyl)aniline
• 化学式: C₂₀H₁₆BrF₂NO₂
• 分子量: 420.253
• InChiKey: WLABCBLVLIJNJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-bromo-2,6-difluoro-N,N-bis(2-methoxyphenyl)aniline 在 N-溴代丁二酰亚胺(NBS) 、 三溴化硼 、 potassium carbonate 、 溶剂黄146 作用下， 以 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 3,7,11-tribromobenzo[5,6][1,4]oxazino[2,3,4-kl]phenoxazine
  参考文献：
  名称：

  Long-Lived Charge-Transfer State from B–N Frustrated Lewis Pairs Enchained in Supramolecular Copolymers

  摘要：

  The field of supramolecular polymers is rapidly expanding; however, the exploitation of these systems as functional materials is still elusive. To become competitive, supramolecular polymers must display microstructural order and the emergence of new properties upon copolymerization. To tackle this, a greater understanding of the relationship between monomers' design and polymer microstructure is required as well as a set of functional monomers that efficiently interact with one another to synergistically generate new properties upon copolymerization. Here, we present the first implementation of frustrated Lewis pairs into supramolecular copolymers. Two supramolecular copolymers based on p-conjugated O-bridged triphenylborane and two different triphenylamines display the formation of B-N pairs within the supramolecular chain. The remarkably long lifetime and the circularly polarized nature of the resulting photoluminescence emission highlight the possibility to obtain an intermolecular B-N charge transfer. These results are proposed to be the consequences of the enchainment of B-N frustrated Lewis pairs within 1D supramolecular aggregates. Although it is challenging to obtain a precise molecular picture of the copolymer microstructure, the formation of random blocklike copolymers could be deduced from a combination of optical spectroscopic techniques and theoretical simulation.

  DOI：

  10.1021/jacs.0c06921
• 作为产物：
  描述：

  2-碘苯甲醚 、 4-溴-2,6-二氟苯胺 在 铜 、 potassium carbonate 作用下， 以 邻二氯苯 为溶剂， 反应 110.0h， 以68%的产率得到4-bromo-2,6-difluoro-N,N-bis(2-methoxyphenyl)aniline
  参考文献：
  名称：

  空穴传输材料中准平面分子的顶部π堆积：在非晶膜中诱导各向异性载流子迁移。

  摘要：

  设计并合成了部分氧桥联的三芳基胺的二聚体作为空穴传输材料。X射线结构分析表明，这些化合物以结晶状态形成顶部π堆积聚集体。TRMC测量结果表明，在π堆积方向上诱导了高水平的各向异性电荷传输。出乎意料的是，即使在真空沉积的非晶膜中，这些化合物也保留了一些π堆叠的面，从而促进了面外载流子迁移。

  DOI：

  10.1002/anie.201400068

文献信息

• On-Top π-Stacking of Quasiplanar Molecules in Hole-Transporting Materials: Inducing Anisotropic Carrier Mobility in Amorphous Films
  作者：Atsushi Wakamiya、Hidetaka Nishimura、Tatsuya Fukushima、Furitsu Suzuki、Akinori Saeki、Shu Seki、Itaru Osaka、Takahiro Sasamori、Michihisa Murata、Yasujiro Murata、Hironori Kaji

  DOI：10.1002/anie.201400068

  日期：2014.6.2

  were designed and synthesized as hole‐transporting materials. X‐ray structural analyses revealed that these compounds form on‐top π‐stacking aggregates in the crystalline state. TRMC measurements showed that high levels of anisotropic charge transport were induced in the direction of the π‐stacking. Surprisingly, even in vacuum‐deposited amorphous films, these compounds retained some of the face‐on π‐stacking

  设计并合成了部分氧桥联的三芳基胺的二聚体作为空穴传输材料。X射线结构分析表明，这些化合物以结晶状态形成顶部π堆积聚集体。TRMC测量结果表明，在π堆积方向上诱导了高水平的各向异性电荷传输。出乎意料的是，即使在真空沉积的非晶膜中，这些化合物也保留了一些π堆叠的面，从而促进了面外载流子迁移。
• BICARBAZOLE COMPOUND, MATERIAL FOR ORGANIC LIGHT-EMITTING DEVICE INCLUDING BICARBAZOLE COMPOUND, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING BICARBAZOLE COMPOUND
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：US20170183360A1

  公开（公告）日：2017-06-29

  A bicarbazole compound represented by Formula 1: [Ar 1 ] n1 -(L 1 ) a1 -[Ar 2 ] n2 Formula 1 wherein in Formula 1, a1, Ar 1 , Ar 2 , L 1 , n1, and n2 are the same as described in the specification.

  一种由式子1表示的双咔唑化合物：[Ar1]n1-(L1)a1-[Ar2]n2式子1中，式子1中的a1，Ar1，Ar2，L1，n1和n2与说明书中描述的相同。
• 包含吡嗪并咪唑卡宾配体的炔基Au(I)有机配合物及其制备方法和应用
  申请人：中国科学院理化技术研究所

  公开号：CN115724860A

  公开（公告）日：2023-03-03

  本发明公开一种包含吡嗪并咪唑卡宾配体的炔基Au(I)有机配合物及其制备方法和应用。所述炔基Au(I)有机配合物如下式I所示，其中，R1、R2各自独立地选自烷基、烷基取代或未取代的芳基中的一种或多种；R1、R2相同或不同；R3选自苯基、芳香胺基、芳香醚基或芳香硼基中的一种或多种。该炔基Au配合物可呈现出TADF性质，可用于制备OLED器件或生物成像材料中，展现出较高的电致发光效率；
• Highly Efficient Au(I) Alkynyl Emitters: Thermally Activated Delayed Fluorescence and Solution‐Processed OLEDs
  作者：Fei‐Hu Yu、Xiu‐Fang Song、Guan‐Hao Liu、Xiaoyong Chang、Kai Li、Ying Wang、Ganglong Cui、Yong Chen

  DOI：10.1002/chem.202202439

  日期：2022.12

  A new alkynyl Au(I) carbene complex with tunable electronic structure shows high efficiency thermally activated fluorescence (TADF). Solution-processed OLEDs made with these complexes achieve high external quantum efficiencies (EQEs) of up to 20.4 %, manifesting the bright prospect of Au(I)-TADF emitters in OLEDs.

  一种具有可调电子结构的新型炔基 Au(I) 卡宾络合物显示出高效的热激活荧光 (TADF)。用这些配合物制成的溶液处理的 OLED 可实现高达 20.4% 的高外量子效率 (EQE)，展现了 Au(I)-TADF 发射体在 OLED 中的光明前景。
• Long‐Persistent Circularly Polarized Luminescence from a Host‐Guest System Regulated by the Multiple Roles of a Gold(I)‐Carbene Motif
  作者：Fei‐Hu Yu、Rui Jin、Xiaoyong Chang、Kai Li、Ganglong Cui、Yong Chen

  DOI：10.1002/anie.202312927

  日期：2023.11.13

  Doping a monovalent Au-carbene complex into a boron-embedded molecular host has resulted in a host–guest system showing long-persistent luminescence (LPL), thus illustrating that third-row transition metals can be used to achieve LPL. The introduction of a chiral unit on the guest molecule provides a simple approach to obtain circularly polarized LPL multifunctional materials.

  将一价金-卡宾配合物掺杂到硼嵌入的分子主体中，导致主客体系统表现出长余辉发光（LPL），从而说明第三行过渡金属可以用于实现LPL。在客体分子上引入手性单元为获得圆偏振LPL多功能材料提供了一种简单的方法。