7-bromo-4-(4,4-dihexadecyl-6-(tributylstannyl)-4H-cyclopenta[1,2-b:5,4-b′]dithiophen-2-yl)[1,2,5]thiadiazolo[3,4-c]pyridine | 1334405-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 7-bromo-4-(4,4-dihexadecyl-6-(tributylstannyl)-4H-cyclopenta[1,2-b:5,4-b′]dithiophen-2-yl)[1,2,5]thiadiazolo[3,4-c]pyridine
• CAS: 1334405-69-4
• 化学式: C₅₈H₉₆BrN₃S₃Sn
• 分子量: 1130.23
• InChiKey: OQCQEUFXYXJFFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.7
• 重原子数：
  66
• 可旋转键数：
  41
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4,7-二溴-[1,2,5]噻二唑并[3,4-c]吡啶 、 (4,4-dihexadecyl-4H-cyclopenta[1,2-b:5,4-b′]dithiophene-2,6-diyl)bis(tributylstannane) 在 四(三苯基膦)钯 氮气 、 silica 、 N,N-diethylethanamine;hexane 、 正己烷 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以to give 268 mg of viscous purple oil的产率得到7-bromo-4-(4,4-dihexadecyl-6-(tributylstannyl)-4H-cyclopenta[1,2-b:5,4-b′]dithiophen-2-yl)[1,2,5]thiadiazolo[3,4-c]pyridine
  参考文献：
  名称：

  REGIOREGULAR PYRIDAL[2,1,3]THIADIAZOLE PI-CONJUGATED COPOLYMERS FOR ORGANIC SEMICONDUCTORS

  摘要：

  提供了一种区域选择性制备含吡啶化合物的方法。特别地，该方法包括将卤代功能化的吡啶并[2,1,3]噻二唑与有机锡功能化的环戊[2,1-b:3,4-b′]二硫苯或有机锡功能化的吲哚并[1,2-b:5,6-b′]二硫苯反应。还提供了一种制备聚合物的方法。该方法包括区域选择性地制备包含吡啶并[2,1,3]噻二唑单元的单体；并反应该单体以产生包含区域规则的共轭骨架部分的聚合物，其中该部分包含含有吡啶并[2,1,3]噻二唑单元的重复单元。还提供了一种包含区域规则的共轭骨架部分的聚合物和包含该聚合物的电子器件。

  公开号：

  US20120322966A1

文献信息

• REGIOREGULAR PYRIDAL[2,1,3]THIADIAZOLE PI-CONJUGATED COPOLYMERS FOR ORGANIC SEMICONDUCTORS
  申请人：BAZAN Guillermo C.

  公开号：US20120322966A1

  公开（公告）日：2012-12-20

  A method of regioselectively preparing a pyridine-containing compound is provided. In particular embodiments, the method includes reacting halogen-functionalized pyridal[2,1,3]thiadiazole with organotin-functionalized cyclopenta[2,1-b:3,4-b′]dithiophene or organotin-functionalized indaceno[1,2-b:5,6-b′]dithiophene. Also provided is a method of preparing a polymer. The method includes regioselectively preparing a monomer that includes a pyridal[2,1,3]thiadiazole unit; and reacting the monomer to produce a polymer that includes a regioregular conjugated backbone section, wherein the section includes a repeat unit containing the pyridal[2,1,3]thiadiazole unit. A polymer that includes a regioregular conjugated backbone section, and electronic devices that include the polymer, are also provided.

  提供了一种区域选择性制备含吡啶化合物的方法。特别地，该方法包括将卤代功能化的吡啶并[2,1,3]噻二唑与有机锡功能化的环戊[2,1-b:3,4-b′]二硫苯或有机锡功能化的吲哚并[1,2-b:5,6-b′]二硫苯反应。还提供了一种制备聚合物的方法。该方法包括区域选择性地制备包含吡啶并[2,1,3]噻二唑单元的单体；并反应该单体以产生包含区域规则的共轭骨架部分的聚合物，其中该部分包含含有吡啶并[2,1,3]噻二唑单元的重复单元。还提供了一种包含区域规则的共轭骨架部分的聚合物和包含该聚合物的电子器件。
• Regioregular Pyridal[2,1,3]thiadiazole π-Conjugated Copolymers
  作者：Lei Ying、Ben B. Y. Hsu、Hongmei Zhan、Gregory C. Welch、Peter Zalar、Louis A. Perez、Edward J. Kramer、Thuc-Quyen Nguyen、Alan J. Heeger、Wai-Yeung Wong、Guillermo C. Bazan

  DOI：10.1021/ja207543g

  日期：2011.11.23

  pi-Conjugated, narrow band gap copolymers containing pyridal[2,1,3]thiadiazole (PT) were synthesized via starting materials that prevent random incorporation of the PT heterocycles relative to the backbone vector. Two regioregular structures could be obtained: in one the PTs are oriented in the same direction, and in the other the orientation of the PTs alternates every other repeat unit. Compared to their regiorandom counterparts, the regioregular polymers exhibit a 2 orders of magnitude increase of the hole mobilites, from 0.005 to 0.6 cm(2) V-1 s(-1) as determined by field-effect transistor measurements.
• Regioregular pyridal[2,1,3]thiadiazole π-conjugated copolymers for organic semiconductors
  申请人：Bazan Guillermo C.

  公开号：US09293708B2

  公开（公告）日：2016-03-22

  A method of regioselectively preparing a pyridine-containing compound is provided. In particular embodiments, the method includes reacting halogen-functionalized pyridal[2,1,3]thiadiazole with organotin-functionalized cyclopenta[2,1-b:3,4-b′]dithiophene or organotin-functionalized indaceno[1,2-b:5,6-b′]dithiophene. Also provided is a method of preparing a polymer. The method includes regioselectively preparing a monomer that includes a pyridal[2,1,3]thiadiazole unit; and reacting the monomer to produce a polymer that includes a regioregular conjugated backbone section, wherein the section includes a repeat unit containing the pyridal[2,1,3]thiadiazole unit. A polymer that includes a regioregular conjugated backbone section, and electronic devices that include the polymer, are also provided.

  提供了一种区域选择性制备含吡啶化合物的方法。在特定实施例中，该方法包括将卤素功能化的吡啶[2,1,3]噻二唑与有机锡功能化的环戊[2,1-b:3,4-b']二硫噻吩或有机锡功能化的吲哚并[1,2-b:5,6-b']二硫噻吩反应。还提供了一种制备聚合物的方法。该方法包括区域选择性制备包含吡啶[2,1,3]噻二唑单元的单体，并将单体反应以产生包含区域富集的共轭骨架部分的聚合物，其中该部分包含重复单元，其中包含吡啶[2,1,3]噻二唑单元。还提供了包含区域富集的共轭骨架部分的聚合物和包含该聚合物的电子器件。