4-(bis(4-bromophenyl)amino)phenylboronic acid

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(bis(4-bromophenyl)amino)phenylboronic acid
• 英文别名: (4-(Bis(4-bromophenyl)amino)phenyl)boronic acid；[4-(4-bromo-N-(4-bromophenyl)anilino)phenyl]boronic acid
• 化学式: C₁₈H₁₄BBr₂NO₂
• 分子量: 446.934
• InChiKey: UUUAHCJEQLCAPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(bis(4-bromophenyl)amino)phenylboronic acid 在 双氧水 、 potassium carbonate 、 potassium hydroxide 作用下， 以 水 、 丁酮 为溶剂， 反应 23.0h， 生成 4,4'-二溴-4'-辛氧基三苯胺
  参考文献：
  名称：

  Synthesis and photovoltaic behaviors of benzothiadiazole- and triphenylamine-based alternating copolymers

  摘要：

  A series of donor-acceptor (D-A) alternating copolymers (P1, P2 and P3) with thiophene -benzothiadiazole-thiophene-triphenylamine main chain have been synthesized by Suzuki poly-condensation. P1, P2, and P3 possess medium optical band gaps of 1.99, 1.97 and 1.93 eV, respectively. Bulk heterojunction polymer solar cells (BHJ PSCs) with these polymers as donor and PC71BM as acceptor showed power conversion efficiency (PCE) in the range of 2.1-2.8%. The highest PCE of 2.8 % was achieved for P1 with short circuit current (J(SC),) of 7.8 mA/cm(2). This study offers a useful and important insight for designing triphenylamine derivative-based polymers used for efficient PSCs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2011.12.026
• 作为产物：
  描述：

  三(4-溴苯基)胺 在 正丁基锂 、 硼酸三甲酯 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 4-(bis(4-bromophenyl)amino)phenylboronic acid
  参考文献：
  名称：

  Toward High Molecular Weight Triphenylamine-Based Hyperbranched Polymers

  摘要：

  Two kinds of triphenylamine-containing AB(2) monomers carrying or not carrying flexible alkyl chains were synthesized and fully characterized. One-pot Suzuki polycondensation (SPC) was applied to polymerize these monomers to prepare hyperbranched polymers. Hyperbranched polymers from AB(2) monomer not carrying alkyl chains exhibited poor solubility in common organic solvents such as THF, chloroform, toluene, etc. The poor solubility of the hyperbranched polymers hampered their applications and the further modification of the end groups. The introduction of difunctional core molecules, such as 9,9-dioctylfluorene and 9,9-dioctylfluorene trimer, in the polymerization process controlled the molecular weight and forced the hyperbranched copolymers soluble in common organic solvents mentioned above, but high molecular weight polymers could not be obtained. SPC of the AB2 monomers carrying flexible alkyl chains afforded high molecular weight fluorene-triphenylamine (F-TPA) alternating hyperbranched copolymers, which are fully soluble in common organic solvents, and their peripheral bromo functional groups can be further modified. The structures of the hyperbranched polymers were fully characterized by NMR, GPC, and combustion analysis. Initial studies on the thermal and the optical properties of the hyperbranched polymers were also reported.

  DOI：

  10.1021/ma048648+

文献信息

• Toward High Molecular Weight Triphenylamine-Based Hyperbranched Polymers
  作者：Minghao Sun、Jing Li、Binsong Li、Yaqin Fu、Zhishan Bo

  DOI：10.1021/ma048648+

  日期：2005.4.1

  Two kinds of triphenylamine-containing AB(2) monomers carrying or not carrying flexible alkyl chains were synthesized and fully characterized. One-pot Suzuki polycondensation (SPC) was applied to polymerize these monomers to prepare hyperbranched polymers. Hyperbranched polymers from AB(2) monomer not carrying alkyl chains exhibited poor solubility in common organic solvents such as THF, chloroform, toluene, etc. The poor solubility of the hyperbranched polymers hampered their applications and the further modification of the end groups. The introduction of difunctional core molecules, such as 9,9-dioctylfluorene and 9,9-dioctylfluorene trimer, in the polymerization process controlled the molecular weight and forced the hyperbranched copolymers soluble in common organic solvents mentioned above, but high molecular weight polymers could not be obtained. SPC of the AB2 monomers carrying flexible alkyl chains afforded high molecular weight fluorene-triphenylamine (F-TPA) alternating hyperbranched copolymers, which are fully soluble in common organic solvents, and their peripheral bromo functional groups can be further modified. The structures of the hyperbranched polymers were fully characterized by NMR, GPC, and combustion analysis. Initial studies on the thermal and the optical properties of the hyperbranched polymers were also reported.
• Synthesis and photovoltaic behaviors of benzothiadiazole- and triphenylamine-based alternating copolymers
  作者：Ming Wang、Cuihong Li、Aifeng Lv、Zhaohui Wang、Zhishan Bo、Fengling Zhang

  DOI：10.1016/j.polymer.2011.12.026

  日期：2012.1

  A series of donor-acceptor (D-A) alternating copolymers (P1, P2 and P3) with thiophene -benzothiadiazole-thiophene-triphenylamine main chain have been synthesized by Suzuki poly-condensation. P1, P2, and P3 possess medium optical band gaps of 1.99, 1.97 and 1.93 eV, respectively. Bulk heterojunction polymer solar cells (BHJ PSCs) with these polymers as donor and PC71BM as acceptor showed power conversion efficiency (PCE) in the range of 2.1-2.8%. The highest PCE of 2.8 % was achieved for P1 with short circuit current (J(SC),) of 7.8 mA/cm(2). This study offers a useful and important insight for designing triphenylamine derivative-based polymers used for efficient PSCs. (C) 2011 Elsevier Ltd. All rights reserved.