(3-(octyloxy)phenyl)magnesium bromide | 937703-96-3

• 英文名称: (3-(octyloxy)phenyl)magnesium bromide
• 英文别名: (3-octyloxybenzene)magnesiumbromide
• CAS: 937703-96-3
• 化学式: C₁₄H₂₁BrMgO
• 分子量: 309.529
• InChiKey: ORFSBNDNFCSRAB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  17.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3-(octyloxy)phenyl)magnesium bromide 在 溶剂黄146 、 copper(I) bromide 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 5,8-dibromo-6-fluoro-2,3-bis(3-(octyloxy)phenyl)quinoxaline
  参考文献：
  名称：

  Synthesis and photovoltaic properties of an alternating polymer based fluorene and fluorine substituted quinoxaline derivatives

  摘要：

  An alternating polymer (PFOFTQx) with 9,9-dioctylfluorene (FO) as electron-rich unit and fluorine substituted quinoxaline (FTQx) as electron-withdrawing unit was synthesized and characterized. PFOFTQx showed similar absorption property with that of the counterpart polymer without fluorine atom (synthesized APFO-15). However, the low-lying highest occupied molecular orbit (HOMO) energy level of PFOFTQx was -5.37 eV, about 0.07 eV smaller than that of synthesized APFO-15. In order to study the photovoltaic properties of the materials, polymer solar cells (PSCs) were fabricated with PFOFTQx as donor blended with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) as acceptor. The power conversion efficiency (PCE) of PSC was 1.77% with a high open-circuit voltage (V-oc) of 0.90 V for an optimized PFOFTQx:PC61BM weight ratio of 1:5, in comparison with that of synthesized APFO-15-based device (PCE of 1.60% with V-oc of 0.77 V). This study indicated that fluorine substituted quinoxaline-based polymers would be promising material with a higher V-oc for the application in polymer solar cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2013.07.015

文献信息

• Carbon-Based Leaving Group in Substitution Reactions: Functionalization of sp³-Hybridized Quaternary and Tertiary Benzylic Carbon Centers
  作者：Stuart J. Mahoney、Tiantong Lou、Ganna Bondarenko、Eric Fillion

  DOI：10.1021/ol301442z

  日期：2012.7.6

  Lewis acid promoted substitution reactions employing Meldrum’s acid and 5-methyl Meldrum’s acid as carbon-based leaving groups are described which transform unstrained quaternary and tertiary benzylic Csp3–Csp3 bonds into Csp3–X bonds (X = C, H, N). Importantly, this reaction has a broad scope in terms of both suitable substrates and nucleophiles with good to excellent yields obtained (typically >90%)

  描述了路易斯酸促进的取代反应，该反应使用Meldrum酸和5-甲基Meldrum酸作为碳基离去基团，可将未应变的季铵和叔苄基C sp 3 –C sp 3键转变为C sp 3 –X键（X = C，H ，N）。重要的是，就合适的底物和亲核试剂而言，该反应具有广泛的范围，并具有良好至优异的产率（通常＞ 90％）。
• Synthesis and Characterization of Pyrido[3,4-<i>b</i>]pyrazine-Based Low-Bandgap Copolymers for Bulk Heterojunction Solar Cells
  作者：Mao-Chuan Yuan、Mao-Yuan Chiu、Chien-Ming Chiang、Kung-Hwa Wei

  DOI：10.1021/ma100522a

  日期：2010.8.10

  We have used Stille polycondensation to prepare a series of low-bandgap copolymers, P1−P4, by conjugating the electron-accepting pyrido[3,4-b]pyrazine (PP) moieties with the electron-rich benzo[1,2-b:3,4-b′]dithiophene (BDT) or cyclopentadithiophene (CPDT) units. P1 and P3 are based on PP and BDT units while P2 and P4 are based on PP and CPDT units. All of these polymers exhibited excellent thermal

  我们已经使用的Stille缩聚制备出一系列低带隙共聚物，P1 - P4，通过缀合电子接受吡啶并[3,4 b ]吡嗪（PP）与富电子-苯并部分[1,2- b：3,4- b ']二噻吩（BDT）或环戊二噻吩（CPDT）单元。P1和P3基于PP和BDT单位，而P2和P4基于PP和CPDT单位。所有这些聚合物均表现出出色的热稳定性和足够的能量补偿，分别用于通过热重分析和循环伏安法进行有效的电荷转移和解离。通过使用两个不同的电子给体能力不同的供体，可以将聚合物的带隙调节在1.46-1.60 eV的范围内。三组分共聚物P3和P4分别结合了噻吩和联噻吩链段，被广泛吸收，覆盖了350至800 nm的太阳光谱。的共混物的形态P3和P4与[6,6] -苯基-C 70 -丁酸甲酯（PC 70BM）比P1和P2更均匀；此外，掺有P3和P4混合物的设备表现出优异的性能。包含P4：PC 70 BM共混物的活性层可产生最佳的设备性能。短路电流为10
• A copolymer based on benzo[1,2-b:4,5-b′]dithiophene and quinoxaline derivative for photovoltaic application
  作者：Haimei Wu、Bo Qu、Zhiyuan Cong、Hongli Liu、Di Tian、Bowen Gao、Zhongwei An、Chao Gao、Lixin Xiao、Zhijian Chen、Huanhuan Liu、Qihuang Gong、Wei Wei

  DOI：10.1016/j.reactfunctpolym.2012.07.006

  日期：2012.11

  A D-A-D copolymer (PBDTQx) with a bandgap of 1.78 eV, containing alkoxy-substituted benzo[1,2-b:4,5-b']dithiophene (BDT) as donor and quinoxaline derivative (Qx) as acceptor, was synthesized by Stille coupling reaction. In order to study the photovoltaic property of PBDTQx, polymer solar cells (PSCs) were fabricated with PBDTQx as the electron donor blended with [6,6]-phenyl-C61-butyric acid methyl ester (PC61 BM) as the electron acceptor. The power conversion efficiency (PCE) of PSC was 1.01% for an optimized PBDTQx: PC61 BM ratio of 1:5, under the illumination of AM 1.5, 100 mW/cm(2). The results indicated that PBDTQx was a promising donor candidate in the application of polymer solar cells. (C) 2012 Elsevier Ltd. All rights reserved.