1-[4,14-Bis(3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one | 1592574-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 1-[4,14-Bis(3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one
• 英文别名: 1-[4,14-bis(3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one
• CAS: 1592574-47-4
• 化学式: C₄₈H₆₄OS₅
• 分子量: 817.366
• InChiKey: QKEOGULOOAGSQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21
• 重原子数：
  54
• 可旋转键数：
  27
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  158
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[4,14-Bis(3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到1-[4,14-Bis(5-bromo-3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one
  参考文献：
  名称：

  Benzotrithiophene Copolymers: Influence of Molecular Packing and Energy Levels on Charge Carrier Mobility

  摘要：

  The planar benzotrithiophene unit (BTT) was incorporated into four different donor polymers, and by systematically changing the nature and positioning of the solubilizing alkyl side chains along the conjugated backbone, the polymers' frontier energy levels and optoelectronic properties were controlled. Reducing the steric hindrance along the polymer backbone lead to strong interchain aggregation and highly ordered thin films, achieving hole mobilities of 0.04 cm2/(V s) in organic thin film transistors. In an attempt to increase the polymer's processability and reduce chain aggregation, steric hindrance between alkyl side chains was exploited. As a result of the increased solubility, the film forming properties of the polymer could be improved, but at the cost of reduced hole mobilities in OFET devices, due to the lack of long-range order in the polymer films.

  DOI：

  10.1021/ma500163u
• 作为产物：
  描述：

  5-hexadecanoylbenzo[1,2-b:3,4-b':5,6-d'']trithiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 Aliquat 336 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 1-[4,14-Bis(3-hexylthiophen-2-yl)-3,8,15-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,13-hexaen-9-yl]hexadecan-1-one
  参考文献：
  名称：

  Benzotrithiophene Copolymers: Influence of Molecular Packing and Energy Levels on Charge Carrier Mobility

  摘要：

  The planar benzotrithiophene unit (BTT) was incorporated into four different donor polymers, and by systematically changing the nature and positioning of the solubilizing alkyl side chains along the conjugated backbone, the polymers' frontier energy levels and optoelectronic properties were controlled. Reducing the steric hindrance along the polymer backbone lead to strong interchain aggregation and highly ordered thin films, achieving hole mobilities of 0.04 cm2/(V s) in organic thin film transistors. In an attempt to increase the polymer's processability and reduce chain aggregation, steric hindrance between alkyl side chains was exploited. As a result of the increased solubility, the film forming properties of the polymer could be improved, but at the cost of reduced hole mobilities in OFET devices, due to the lack of long-range order in the polymer films.

  DOI：

  10.1021/ma500163u

文献信息

• Benzotrithiophene Copolymers: Influence of Molecular Packing and Energy Levels on Charge Carrier Mobility
  作者：Bob C. Schroeder、Stephan Rossbauer、R. Joseph Kline、Laure Biniek、Scott E. Watkins、Thomas D. Anthopoulos、Iain McCulloch、Christian B. Nielsen

  DOI：10.1021/ma500163u

  日期：2014.5.13

  The planar benzotrithiophene unit (BTT) was incorporated into four different donor polymers, and by systematically changing the nature and positioning of the solubilizing alkyl side chains along the conjugated backbone, the polymers' frontier energy levels and optoelectronic properties were controlled. Reducing the steric hindrance along the polymer backbone lead to strong interchain aggregation and highly ordered thin films, achieving hole mobilities of 0.04 cm2/(V s) in organic thin film transistors. In an attempt to increase the polymer's processability and reduce chain aggregation, steric hindrance between alkyl side chains was exploited. As a result of the increased solubility, the film forming properties of the polymer could be improved, but at the cost of reduced hole mobilities in OFET devices, due to the lack of long-range order in the polymer films.