[9,9-bis(2-ethylhexyl)-9H-thieno[3,2-b]thieno[2'',3'':4',5']thieno[2',3':4,5]germolo[2,3-d]thiene-2,7-diyl]bis(trimethylsilane) | 1421958-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: [9,9-bis(2-ethylhexyl)-9H-thieno[3,2-b]thieno[2'',3'':4',5']thieno[2',3':4,5]germolo[2,3-d]thiene-2,7-diyl]bis(trimethylsilane)
• 英文别名: [10,10-Bis(2-ethylhexyl)-14-trimethylsilyl-3,7,13,17-tetrathia-10-germapentacyclo[9.6.0.02,9.04,8.012,16]heptadeca-1(11),2(9),4(8),5,12(16),14-hexaen-6-yl]-trimethylsilane；[10,10-bis(2-ethylhexyl)-14-trimethylsilyl-3,7,13,17-tetrathia-10-germapentacyclo[9.6.0.02,9.04,8.012,16]heptadeca-1(11),2(9),4(8),5,12(16),14-hexaen-6-yl]-trimethylsilane
• CAS: 1421958-07-7
• 化学式: C₃₄H₅₄GeS₄Si₂
• 分子量: 719.828
• InChiKey: UIFRRPVHQRBIJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.31
• 重原子数：
  41
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  113
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [9,9-bis(2-ethylhexyl)-9H-thieno[3,2-b]thieno[2'',3'':4',5']thieno[2',3':4,5]germolo[2,3-d]thiene-2,7-diyl]bis(trimethylsilane) 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以67%的产率得到2,7-dibromo-9,9-bis(2-ethylhexyl)-9H-thieno[3,2-b]thieno[2'',3'':4',5']thieno[2',3':4,5]germolo[2,3-d]thiophene
  参考文献：
  名称：

  Fused Dithienogermolodithiophene Low Band Gap Polymers for High-Performance Organic Solar Cells without Processing Additives

  摘要：

  We report the synthesis of a novel ladder-type fused ring donor, dithienogermolodithiophene, in which two thieno[3,2-b]thiophene units are held coplanar by a bridging dialkyl germanium. Polymerization of this extended monomer with N-octylthienopyrrolodione by Stille polycondensation afforded a polymer, pDTTG-TPD, with an optical band gap of 1.75 eV combined with a high ionization potential. Bulk heterojunction solar cells based upon pDTTG-TPD:PC71BM blends afforded efficiencies up to 7.2% without the need for thermal annealing or processing additives.

  DOI：

  10.1021/ja311700u
• 作为产物：
  描述：

  噻吩并[3,2-b]噻吩 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 [9,9-bis(2-ethylhexyl)-9H-thieno[3,2-b]thieno[2'',3'':4',5']thieno[2',3':4,5]germolo[2,3-d]thiene-2,7-diyl]bis(trimethylsilane)
  参考文献：
  名称：

  Fused Dithienogermolodithiophene Low Band Gap Polymers for High-Performance Organic Solar Cells without Processing Additives

  摘要：

  We report the synthesis of a novel ladder-type fused ring donor, dithienogermolodithiophene, in which two thieno[3,2-b]thiophene units are held coplanar by a bridging dialkyl germanium. Polymerization of this extended monomer with N-octylthienopyrrolodione by Stille polycondensation afforded a polymer, pDTTG-TPD, with an optical band gap of 1.75 eV combined with a high ionization potential. Bulk heterojunction solar cells based upon pDTTG-TPD:PC71BM blends afforded efficiencies up to 7.2% without the need for thermal annealing or processing additives.

  DOI：

  10.1021/ja311700u