dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate) | 1016264-04-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate)
• 英文别名: Methyl 5-bromo-2-[7-(4-bromo-2-methoxycarbonylphenyl)-9,9-didodecylfluoren-2-yl]benzoate
• CAS: 1016264-04-2
• 化学式: C₅₃H₆₈Br₂O₄
• 分子量: 928.929
• InChiKey: DCLGFPDUTXIBLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.7
• 重原子数：
  59
• 可旋转键数：
  28
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate) 在 硫酸 作用下， 以 水 为溶剂， 反应 3.0h， 以70%的产率得到2,10-dibromo-6,6'-didodecylbisindenofluorene-12,15-dione
  参考文献：
  名称：

  Synthesis and Characterization of Electron-Deficient and Highly Soluble (Bis)Indenofluorene Building Blocks for n-Type Semiconducting Polymers

  摘要：

  New electron-deficient and soluble indenofluorene-based and bisindenofluorene-based ladder-type building blocks embedding carbonyl and dicyanovinylene functionalities were synthesized, and their optical and electrochemical properties were characterized. These derivatives exhibit optical band gaps of 1.83 to 2.44 eV and low LUMO energies of -3.24 to -4.30 eV, representing a promising new building block class for n-type polymeric electronic materials.

  DOI：

  10.1021/ol8000574
• 作为产物：
  描述：

  2,7-双(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)-9,9-双(十二烷基)芴 、 5-溴-2-碘苯甲酸甲酯 在 四(三苯基膦)钯 、 Aliquat (at)366 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 72.0h， 以96%的产率得到dimethyl 6,6'-(9,9-didodecylfluorene-2,7-diyl)bis(3-bromobenzoate)
  参考文献：
  名称：

  Synthesis and Characterization of Electron-Deficient and Highly Soluble (Bis)Indenofluorene Building Blocks for n-Type Semiconducting Polymers

  摘要：

  New electron-deficient and soluble indenofluorene-based and bisindenofluorene-based ladder-type building blocks embedding carbonyl and dicyanovinylene functionalities were synthesized, and their optical and electrochemical properties were characterized. These derivatives exhibit optical band gaps of 1.83 to 2.44 eV and low LUMO energies of -3.24 to -4.30 eV, representing a promising new building block class for n-type polymeric electronic materials.

  DOI：

  10.1021/ol8000574

文献信息

• [EN] CONJUGATED MONOMERS AND POLYMERS AND PREPARATION AND USE THEREOF<br/>[FR] MONOMÈRES ET POLYMÈRES CONJUGUÉS, LEUR PRÉPARATION ET LEUR UTILISATION
  申请人：UNIV NORTHWESTERN

  公开号：WO2009017798A1

  公开（公告）日：2009-02-05

  Disclosed are new conjugated compounds (e.g., monomers and polymers) that include ladder-type moieties which can be used for preparing semiconducting materials. Such conjugated compounds can exhibit high n-type carrier mobility and/or good current modulation characteristics. Compounds of the present teachings also can exhibit ambipolar semiconducting activity. In addition, the compounds of the present teachings can possess certain processing advantages such as solution- processability and/or good stability in ambient conditions.

  本文披露了新的共轭化合物（例如，单体和聚合物），其中包括可以用于制备半导体材料的梯形结构基团。这种共轭化合物可以表现出高n型载流子迁移率和/或良好的电流调制特性。本文教导的化合物还可以表现出双极半导体活性。此外，本文教导的化合物可能具有某些加工优势，如溶液加工性能和/或在环境条件下的良好稳定性。
• Conjugated monomers and polymers and preparation and use thereof
  申请人：Marks Tobin J.

  公开号：US20090036643A1

  公开（公告）日：2009-02-05

  Disclosed are new conjugated compounds (e.g., monomers and polymers) that include ladder-type moieties which can be used for preparing semiconducting materials. Such conjugated compounds can exhibit high n-type carrier mobility and/or good current modulation characteristics. Compounds of the present teachings also can exhibit ambipolar semiconducting activity. In addition, the compounds of the present teachings can possess certain processing advantages such as solution-processability and/or good stability in ambient conditions.

  披露了包括阶梯型结构单元的新的共轭化合物（例如，单体和聚合物），可用于制备半导体材料。这种共轭化合物可以表现出高n型载流子迁移率和/或良好的电流调制特性。本教导的化合物还可以表现出双极半导体活性。此外，本教导的化合物可以具有某些加工优势，如可溶性加工性和/或在环境条件下良好的稳定性。
• CONJUGATED MONOMERS AND POLYMERS AND PREPARATION AND USE THEREOF
  申请人：Northwestern University

  公开号：EP2185496A1

  公开（公告）日：2010-05-19
• US7928249B2
  申请人：——

  公开号：US7928249B2

  公开（公告）日：2011-04-19
• USRE44304E1
  申请人：——

  公开号：USRE44304E1

  公开（公告）日：2013-06-18