1,2-di(2-ethylhexyloxy)-4-bromobenzene | 249919-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-di(2-ethylhexyloxy)-4-bromobenzene
• 英文别名: 1,2-bis(2-ethylhexyloxy)-4-bromobenzene；4-bromo-1,2-bis(2-ethylhexoxy)benzene
• CAS: 249919-48-0
• 化学式: C₂₂H₃₇BrO₂
• 分子量: 413.439
• InChiKey: WUEYJCMVXNCQHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  25
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-di(2-ethylhexyloxy)-4-bromobenzene 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 mercury(II) diacetate 、 potassium acetate 、 sodium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 49.0h， 生成 4',6'-bis(5-iodo-2-thienyl)-3,3'',4,4''-tetra(2-ethylhexyloxy)-1,1':3',1''-terphenyl
  参考文献：
  名称：

  通过悬垂噻吩的氧化环化可官能化的多环芳烃

  摘要：

  我们提出了通过氯化铁（III）介导的氧化环化从噻吩基前体获得大的含硫多环芳烃的一般策略。通过将噻吩基部分靠近相邻的芳烃，我们将氧化的中间体引导到受控的环化途径中，有效地抑制了聚合物的形成。利用这些环化化合物及其噻吩基前体，我们研究了聚 (2) 等聚合物的环化/聚合途径。这些芳香核内硫原子的 α 位未取代位置允许有效卤化和进一步功能化。作为示范，我们制备了一系列具有不同发色团芳构化程度的亚芳基-乙炔聚合物，并用它们来探索合成施加的刚性对聚合物光物理行为的影响。单体内的对称性和有效的共轭途径在决定光物理性质方面起着关键作用。我们观察到刚性的、芳香化的发色团通常通过降低荧光衰减的辐射率来增加激发态寿命。

  DOI：

  10.1021/ja0262636
• 作为产物：
  描述：

  溴代异辛烷 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,2-di(2-ethylhexyloxy)-4-bromobenzene
  参考文献：
  名称：

  通过悬垂噻吩的氧化环化可官能化的多环芳烃

  摘要：

  我们提出了通过氯化铁（III）介导的氧化环化从噻吩基前体获得大的含硫多环芳烃的一般策略。通过将噻吩基部分靠近相邻的芳烃，我们将氧化的中间体引导到受控的环化途径中，有效地抑制了聚合物的形成。利用这些环化化合物及其噻吩基前体，我们研究了聚 (2) 等聚合物的环化/聚合途径。这些芳香核内硫原子的 α 位未取代位置允许有效卤化和进一步功能化。作为示范，我们制备了一系列具有不同发色团芳构化程度的亚芳基-乙炔聚合物，并用它们来探索合成施加的刚性对聚合物光物理行为的影响。单体内的对称性和有效的共轭途径在决定光物理性质方面起着关键作用。我们观察到刚性的、芳香化的发色团通常通过降低荧光衰减的辐射率来增加激发态寿命。

  DOI：

  10.1021/ja0262636

文献信息

• [EN] COMPOUNDS CONTAINING A PENTALENE UNIT AND PROCESS FOR THEIR PREPARATION<br/>[FR] COMPOSÉS CONTENANT UNE UNITÉ PENTALÈNE ET PROCÉDÉ POUR LEUR PRÉPARATION
  申请人：ENI SPA

  公开号：WO2015015368A1

  公开（公告）日：2015-02-05

  Compound containing a pentalene unit having general formula (I) wherein R1 and R2, equal to or different from each other, are selected from: linear or branched C1-C20, preferably C2-C12, alkyl groups, saturated or unsaturated, optionally containing heteroatoms, cycloalkyl groups optionally substituted, linear or branched C1-C20, preferably C2-C12, alkoxyl groups, saturated or unsaturated, optionally substituted; or the groups R1 and R2 can be optionally bound to each other so as to form, together with the carbon atoms to which they are bound, a cycle or a polycyclic system containing from 3 to 14 carbon atoms, preferably from 4 to 6 carbon atoms, saturated, unsaturated, or aromatic, optionally containing one or more heteroatoms such as, for example, oxygen, sulfur, nitrogen, silicon, phosphorous, selenium; R3 is selected from aryl groups optionally substituted, heteroaryl groups optionally substituted; n is 0 or 1; with the proviso that: when n is 0, X represents a covalent bond and Y represents a sulfur atom (S); when n is 1, X is equal to Y, and represents a CH group, or a nitrogen atom (N). Said compound containing a pentalene unit, as such or after suitable functionalization and polymerization, can be advantageously used in the construction of photovoltaic devices (or solar devices) such as, for example, photovoltaic cells (or solar cells), photovoltaic modules (or solar modules), on both rigid and flexible supports. Said compound containing a pentalene unit can also be advantageously used as a constitutive unit of luminescent solar concentrators (LSCs). Furthermore, said compound containing a pentalene unit can be advantageously used as precursor of monomeric units in the preparation of semiconductor polymers.

  含有蒽环单元的化合物具有通式（I），其中R1和R2，相等或不同于彼此，选自：线性或支链的C1-C20，优选C2-C12，烷基基团，饱和或不饱和，可选地含有杂原子，环烷基基团可选地取代，线性或支链的C1-C20，优选C2-C12，烷氧基基团，饱和或不饱和，可选地取代；或基团R1和R2可以选择性地相互结合，以便与它们结合的碳原子一起形成，含有从3到14个碳原子，优选从4到6个碳原子的环或多环系统，饱和、不饱和或芳香族，可选地含有一个或多个杂原子，例如氧、硫、氮、硅、磷、硒；R3选自可选取代的芳基基团，可选取代的杂芳基基团；n为0或1；但条件是：当n为0时，X代表共价键，Y代表硫原子（S）；当n为1时，X等于Y，并代表一个CH基团或一个氮原子（N）。所述含有蒽环单元的化合物，本身或经适当功能化和聚合后，可有益地用于光伏器件（或太阳能器件）的构建，例如光伏电池（或太阳能电池）、光伏模块（或太阳能模块），可在刚性和柔性支撑上使用。所述含有蒽环单元的化合物还可有益地用作发光太阳能集中器（LSCs）的组成单元。此外，所述含有蒽环单元的化合物可有益地用作半导体聚合物的单体单元的前体。
• Emissive polymers and devices incorporating these polymers
  申请人：Massachusetts Institute of Technology

  公开号：US20030178607A1

  公开（公告）日：2003-09-25

  The present invention relates to a class of luminescent and conductive polymer compositions having chromophores, and particularly solid films of these compositions exhibiting increased luminescent lifetimes, quantum yields and amplified emissions. These desirable properties can be provided through polymers having rigid groups designed to prevent polymer reorganization, aggregation or &pgr;-stacking upon solidification. These polymers can also display an unusually high stability with respect to solvent and heat exposures. The invention also relates to a sensor and a method for sensing an analyte through the luminescent and conductive properties of these polymers. Analytes can be sensed by activation of a chromophore at a polymer surface. Analytes include aromatics, phosphate ester groups and in particular explosives and chemical warfare agents in a gaseous state. The present invention also relates to devices and methods for amplifying emissions by incorporating a polymer having an energy migration pathway and/or providing the polymer as a block co-polymer or as a multi-layer.

  本发明涉及一类具有色团的发光和导电聚合物组合物，特别是这些组合物的固体薄膜表现出增加的发光寿命、量子产率和放大的发射。通过具有刚性基团的聚合物，可以提供这些理想的性质，以防止聚合物在固化时重新组织、聚集或π-堆积。这些聚合物还可以显示出相对于溶剂和热暴露的异常高稳定性。本发明还涉及一种通过这些聚合物的发光和导电性质来感测分析物的传感器和方法。通过在聚合物表面激活色团，可以感测分析物。分析物包括芳香族、磷酸酯基团和特别是气态炸药和化学战剂。本发明还涉及通过将具有能量迁移通路的聚合物并入或将聚合物作为块共聚物或多层的装置和方法来放大发射。
• EMISSIVE POLYMERS AND DEVICES INCORPORATING THESE POLYMERS
  申请人：Swager Timothy M.

  公开号：US20110175035A1

  公开（公告）日：2011-07-21

  The present invention relates to a class of luminescent and conductive polymer compositions having chromophores, and particularly solid films of these compositions exhibiting increased luminescent lifetimes, quantum yields and amplified emissions. These desirable properties can be provided through polymers having rigid groups designed to prevent polymer reorganization, aggregation or π-stacking upon solidification. These polymers can also display an unusually high stability with respect to solvent and heat exposures. The invention also relates to a sensor and a method for sensing an analyte through the luminescent and conductive properties of these polymers. Analytes can be sensed by activation of a chromophore at a polymer surface. Analytes include aromatics, phosphate ester groups and in particular explosives and chemical warfare agents in a gaseous state. The present invention also relates to devices and methods for amplifying emissions by incorporating a polymer having an energy migration pathway and/or providing the polymer as a block co-polymer or as a multi-layer.

  本发明涉及一类具有色团的发光和导电聚合物组合物，特别是这些组合物的固体薄膜表现出增强的发光寿命、量子产率和放大的发射。这些理想的性质可以通过具有刚性基团的聚合物来实现，以防止聚合物在固化时重新组织、聚集或π-堆积。这些聚合物还可以表现出与溶剂和热暴露相关的非常高的稳定性。本发明还涉及一种传感器和一种通过这些聚合物的发光和导电性能来感测分析物的方法。通过激活聚合物表面的色团来感测分析物。分析物包括芳香族化合物、磷酸酯基团和特别是气态炸药和化学战剂。本发明还涉及通过将具有能量迁移途径的聚合物纳入到块共聚物或多层中来放大发射的装置和方法。
• COMPOUNDS CONTAINING A PENTALENE UNIT AND PROCESS FOR THEIR PREPARATION
  申请人：ENI S.P.A.

  公开号：US20160090371A1

  公开（公告）日：2016-03-31

  Compound containing a pentalene unit having general formula (I) wherein R 1 and R 2 , equal to or different from each other, are selected from: linear or branched C 1 -C 20 , preferably C 2 -C 12 , alkyl groups, saturated or unsaturated, optionally containing heteroatoms, cycloalkyl groups optionally substituted, linear or branched C 1 -C 20 , preferably C 2 -C 12 , alkoxyl groups, saturated or unsaturated, optionally substituted; or the groups R 1 and R 2 can be optionally bound to each other so as to form, together with the carbon atoms to which they are bound, a cycle or a polycyclic system containing from 3 to 14 carbon atoms, preferably from 4 to 6 carbon atoms, saturated, unsaturated, or aromatic, optionally containing one or more heteroatoms such as, for example, oxygen, sulfur, nitrogen, silicon, phosphorous, selenium; R 3 is selected from aryl groups optionally substituted, heteroaryl groups optionally substituted; n is 0 or 1; with the proviso that: when n is 0, X represents a covalent bond and Y represents a sulfur atom (S); when n is 1, X is equal to Y, and represents a CH group, or a nitrogen atom (N). Said compound containing a pentalene unit, as such or after suit able functionalization and polymerization, can be advantageously used in the construction of photovoltaic devices (or solar devices) such as, for example, photovoltaic cells (or solar cells), photovoltaic modules (or solar modules), on both rigid and flexible supports. Said compound containing a pentalene unit can also be advantageously used as a constitutive unit of luminescent solar concentrators (LSCs). Furthermore, said compound containing a pentalene unit can be advantageously used as precursor of monomeric units in the preparation of semiconductor polymers.

  含有五环戊二烯单元的化合物具有通式(I)，其中R1和R2，相等或不同，选择自：线性或支链的C1-C20，优选C2-C12，烷基，饱和或不饱和，可选含有杂原子，环烷基，可选取代，线性或支链的C1-C20，优选C2-C12，烷氧基，饱和或不饱和，可选取代；或R1和R2可以选择性地彼此结合，以便与它们结合的碳原子一起形成含有3至14个碳原子的环或多环系统，优选4至6个碳原子，饱和，不饱和或芳香，可选含有一个或多个杂原子，例如氧，硫，氮，硅，磷，硒; R3选择自可选取代的芳基或杂芳基; n为0或1; 前提是：当n为0时，X表示共价键，Y表示硫原子（S）; 当n为1时，X等于Y，并表示一个CH基团或一个氮原子（N）。该含有五环戊二烯单元的化合物，本身或经过适当的功能化和聚合后，可以优势地用于刚性和柔性支撑物上的光伏器件（或太阳能器件），例如光伏电池（或太阳电池），光伏模块（或太阳能模块）。该含有五环戊二烯单元的化合物还可以优势地用作发光太阳能集中器（LSCs）的组成单元。此外，该含有五环戊二烯单元的化合物可以优势地用作半导体聚合物的单体单位的前体。
• Synthesis of a Novel Ligand Containing Phenyl Pyridine
  作者：Mingxin Yu、Haiyan Fang、Youfeng Yue、Yenchun Chen、Showan Chen

  DOI：10.1080/00397910902923540

  日期：2009.12.15

  In this article, we provide a new, efficient route to synthesize 2-[3-(3,4-bis(2-ethylhexyloxy)phenyl]phenyl pyridine ligand from readily available starting materials. The target compound was obtained by a condensation reaction and Suzuki coupling reaction. Structures of compounds were demonstrated by 1H NMR, 13C NMR, and high-resolution mass spectrometry. The advantages of this synthetic route are simple operation, mild reaction conditions, and good yields.