2,8-dibromo-4,6-di-n-dodecylbenzo[2,1-b:3,4-b′:5,6-c′′]trithiophene | 1374873-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2,8-dibromo-4,6-di-n-dodecylbenzo[2,1-b:3,4-b′:5,6-c′′]trithiophene
• 英文别名: 2,8-dibromo-4,6-di(n-dodecyl)benzo[2,1-b:3,4-b':5,6-c'']trithiophene；4,14-Dibromo-8,10-didodecyl-3,9,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1(12),2(6),4,7,10,13-hexaene；4,14-dibromo-8,10-didodecyl-3,9,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1(12),2(6),4,7,10,13-hexaene
• CAS: 1374873-22-9
• 化学式: C₃₆H₅₂Br₂S₃
• 分子量: 740.815
• InChiKey: GZMHMRQUPNCMGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.2
• 重原子数：
  41
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,5′-dibromo-3,3′-bis(tetradec-1-ynyl)-2,2′-bithiophene 在 tris(triphenylphosphine)rhodium(l) chloride 、 sulfur 作用下， 以 苯 为溶剂， 生成 2,8-dibromo-4,6-di-n-dodecylbenzo[2,1-b:3,4-b′:5,6-c′′]trithiophene
  参考文献：
  名称：

  苯并三噻吩-二酮吡咯并吡咯-含供体-受体聚合物的合理设计，以改善载流子的运输

  摘要：

  合成了两种新的含苯并[2,1- b：3,4- b'：5,6- c'' ]三噻吩（BTT）作为供体和二酮吡咯并吡咯（DPP）作为受体的供体-受体聚合物，并将其应用于OFET中。通过调节聚合物的烷基取代基，可以观察到堆积顺序，薄膜排列和载流子传输方面的显着差异。在BTT处没有取代基的聚合物表现出的空穴迁移率比其中具有烷基链的空穴迁移率高两个数量级。

  DOI：

  10.1002/adma.201302052

文献信息

• Benzotrithiophene-Based Donor–Acceptor Copolymers with Distinct Supramolecular Organizations
  作者：Xin Guo、Sreenivasa Reddy Puniredd、Martin Baumgarten、Wojciech Pisula、Klaus Müllen

  DOI：10.1021/ja302957s

  日期：2012.5.23

  Two donor-acceptor copolymers, PI and P2, containing the novel donor component benzo[2,1-b:3,4-b':5,6-c '']trithiophene were synthesized. Both polymers show small pi-stacking distances (0.35 nm for P1 and 0.37 nm for P2) due to the use of the disklike-shaped donor unit. However, they exhibit remarkable differences in supramolecular organization, film microstructure, and transistor performance. Indeed, PI reveals a distinct supramolecular organization in the bulk in comparison to conventional conjugated polymers, including P2. Interestingly, no charge carrier transport was observed for PI in field-effect transistors, while P2 exhibited a hole mobility of up to 0.04 cm(2) V-1 s(-1). This variation in device behavior is attributed to the evidently different degree of curvature in the polymer backbone induced by the introduction of two additional thiophene units in P2.
• Rational Design of Benzotrithiophene-Diketopyrrolopyrrole-Containing Donor-Acceptor Polymers for Improved Charge Carrier Transport
  作者：Xin Guo、Sreenivasa Reddy Puniredd、Martin Baumgarten、Wojciech Pisula、Klaus Müllen

  DOI：10.1002/adma.201302052

  日期：2013.10.11

  Two new donor‐acceptor polymers containing benzo[2,1‐b:3,4‐b':5,6‐c'']trithiophene (BTT) as donor and diketopyrrolopyrrole (DPP) as acceptor are synthesized and applied in OFETs. By tuning the alkyl substituents of the polymers, a striking difference in packing order, thin‐film arrangement, and charge carrier transport is observed. The polymer without substituents at the BTT exhibits a hole mobility

  合成了两种新的含苯并[2,1- b：3,4- b'：5,6- c'' ]三噻吩（BTT）作为供体和二酮吡咯并吡咯（DPP）作为受体的供体-受体聚合物，并将其应用于OFET中。通过调节聚合物的烷基取代基，可以观察到堆积顺序，薄膜排列和载流子传输方面的显着差异。在BTT处没有取代基的聚合物表现出的空穴迁移率比其中具有烷基链的空穴迁移率高两个数量级。