2,8-dibromo-4,5,10,11-tetradodecylthieno[3′,2′:6,7][1]-benzothieno[3,2-b]thieno[3,2-g][1]benzothiophene | 1422013-26-0

• 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-4,5,10,11-tetradodecylthieno[3′,2′:6,7][1]-benzothieno[3,2-b]thieno[3,2-g][1]benzothiophene
• 英文别名: 7,18-Dibromo-3,4,14,15-tetradodecyl-8,11,19,22-tetrathiahexacyclo[10.10.0.02,10.05,9.013,21.016,20]docosa-1(12),2,4,6,9,13,15,17,20-nonaene；7,18-dibromo-3,4,14,15-tetradodecyl-8,11,19,22-tetrathiahexacyclo[10.10.0.02,10.05,9.013,21.016,20]docosa-1(12),2,4,6,9,13,15,17,20-nonaene
• CAS: 1422013-26-0
• 化学式: C₆₆H₁₀₂Br₂S₄
• 分子量: 1183.61
• InChiKey: KEGQEAZUTMJHJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  34.3
• 重原子数：
  72
• 可旋转键数：
  44
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,5,10,11-tetradodecylthieno[3′,2′:6,7][1]benzothieno[3,2-b]thieno[3,2-g][1]benzothiophene 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 以97%的产率得到2,8-dibromo-4,5,10,11-tetradodecylthieno[3′,2′:6,7][1]-benzothieno[3,2-b]thieno[3,2-g][1]benzothiophene
  参考文献：
  名称：

  New Fused Bis-Thienobenzothienothiophene Copolymers and Their Use in Organic Solar Cells and Transistors

  摘要：

  A new tetradodecyl-substituted DTBTBT donor unit is synthesized by a specific bis-annulation via Suzuki-Miyaura coupling and successfully incorporated into light absorbing electron donor copolymers for OPV and hole and electron transport OFET polymer devices. All copolymers (DTBTBT-co-benzothiadiazole (Bz), DTBTBT-co-thiophene (T) and DTBTBT-co-thienothiophene (TT)) show fully coplanar backbones and strong intermolecular interactions. The DTBTBT-Bz copolymer led to a deep HOMO level (-5.2 eV) and thus a large V-oc value of 0.92 V with PC71BM as electron acceptor and a PCE of 3.7% with a J(sc) of 6.78 mA/cm(2) could be obtained. A hole mobility of 0.1 cm(2)/(V s) has been observed for the highly coplanar and more crystalline DTBTBT-T copolymer.

  DOI：

  10.1021/ma302390z

文献信息

• New Fused Bis-Thienobenzothienothiophene Copolymers and Their Use in Organic Solar Cells and Transistors
  作者：Laure Biniek、Bob C. Schroeder、Jenny E. Donaghey、Nir Yaacobi-Gross、Raja Shahid Ashraf、Ying W. Soon、Christian B. Nielsen、James R. Durrant、Thomas D. Anthopoulos、Iain McCulloch

  DOI：10.1021/ma302390z

  日期：2013.2.12

  A new tetradodecyl-substituted DTBTBT donor unit is synthesized by a specific bis-annulation via Suzuki-Miyaura coupling and successfully incorporated into light absorbing electron donor copolymers for OPV and hole and electron transport OFET polymer devices. All copolymers (DTBTBT-co-benzothiadiazole (Bz), DTBTBT-co-thiophene (T) and DTBTBT-co-thienothiophene (TT)) show fully coplanar backbones and strong intermolecular interactions. The DTBTBT-Bz copolymer led to a deep HOMO level (-5.2 eV) and thus a large V-oc value of 0.92 V with PC71BM as electron acceptor and a PCE of 3.7% with a J(sc) of 6.78 mA/cm(2) could be obtained. A hole mobility of 0.1 cm(2)/(V s) has been observed for the highly coplanar and more crystalline DTBTBT-T copolymer.