spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane], 2,6-bis(5-perfluorohexylcarbonylthien-2-yl) | 847774-77-0

• 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: spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane], 2,6-bis(5-perfluorohexylcarbonylthien-2-yl)
• 英文别名: 2,6-bis-(5-perfluorohexylcarbonylthien-2-yl)-spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane]；2,2,3,3,4,4,5,5,6,6,7,7,7-Tridecafluoro-1-[5-[10'-[5-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl)thiophen-2-yl]spiro[1,3-dioxolane-2,7'-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene]-4'-yl]thiophen-2-yl]heptan-1-one；2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoro-1-[5-[10'-[5-(2,2,3,3,4,4,5,5,6,6,7,7,7-tridecafluoroheptanoyl)thiophen-2-yl]spiro[1,3-dioxolane-2,7'-3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene]-4'-yl]thiophen-2-yl]heptan-1-one
• CAS: 847774-77-0
• 化学式: C₃₃H₁₀F₂₆O₄S₄
• 分子量: 1092.66
• InChiKey: VSWFGKCEZLCKKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  67
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane], 2,6-bis(5-perfluorohexylcarbonylthien-2-yl) 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 以60%的产率得到2,7-[bis-(5-perfluorohexylcarbonylthien-2-yl)]-4H-cyclopenta[2,1-b:3,4-b']dithiophen-4-one
  参考文献：
  名称：

  Organic Thin-Film Transistors Based on Carbonyl-Functionalized Quaterthiophenes:  High Mobility N-Channel Semiconductors and Ambipolar Transport

  摘要：

  New carbonyl-functionalized quaterthiophenes, 5, 5' ''-diheptanoyl-2,2':5',2' ':5' ',2' ''-quaterthiophene (DHCO-4T), 5, 5' ''-diperfluorohexylcarbonyl-2,2':5',2' ':5' ',2' ''-quaterthiophene (DFHCO-4T), and 2,7-[bis-(5-perfluorohexylcarbonylthien-2-yl)]-4H-cyclopenta[2,1-b:3,4-b']-dithiophen-4-one (DFHCO-4TCO) have been synthesized and characterized. Field-effect transistors fabricated with these materials exhibit high electron mobilities both in a vacuum (up to 0.6 cm2 V-1 s-1) and in air (up to 0.02 cm2 V-1 s-1) and very high Ion:Ioff currents ratios (>107). DHCO-4T is the first organic material exhibiting excellent ambipolar transport (mue/muh up to 0.1/0.01 cm2 V-1 s-1, (Ion:Ioff)e/(Ion:Ioff)h up to 107/108 for the same device) over a broad range of deposition temperatures. These materials are therefore promising for organic complementary circuits.

  DOI：

  10.1021/ja045124g
• 作为产物：
  描述：

  perfluorohexyl-(5-bromothien-2-yl)methanol 、 spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane], 2,6-bis(tri-n-butylstannyl) 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.25h， 以81.04%的产率得到spiro[4H-cyclopenta[2,1-b:3,4-b']dithiophene-4,2'-[1,3]dioxolane], 2,6-bis(5-perfluorohexylcarbonylthien-2-yl)
  参考文献：
  名称：

  WO2007/50049

  摘要：

  公开号：

文献信息

• WO2007/50049
  申请人：——

  公开号：——

  公开（公告）日：——
• Organic Thin-Film Transistors Based on Carbonyl-Functionalized Quaterthiophenes:  High Mobility N-Channel Semiconductors and Ambipolar Transport
  作者：Myung-Han Yoon、Sara A. DiBenedetto、Antonio Facchetti、Tobin J. Marks

  DOI：10.1021/ja045124g

  日期：2005.2.1

  New carbonyl-functionalized quaterthiophenes, 5, 5' ''-diheptanoyl-2,2':5',2' ':5' ',2' ''-quaterthiophene (DHCO-4T), 5, 5' ''-diperfluorohexylcarbonyl-2,2':5',2' ':5' ',2' ''-quaterthiophene (DFHCO-4T), and 2,7-[bis-(5-perfluorohexylcarbonylthien-2-yl)]-4H-cyclopenta[2,1-b:3,4-b']-dithiophen-4-one (DFHCO-4TCO) have been synthesized and characterized. Field-effect transistors fabricated with these materials exhibit high electron mobilities both in a vacuum (up to 0.6 cm2 V-1 s-1) and in air (up to 0.02 cm2 V-1 s-1) and very high Ion:Ioff currents ratios (>107). DHCO-4T is the first organic material exhibiting excellent ambipolar transport (mue/muh up to 0.1/0.01 cm2 V-1 s-1, (Ion:Ioff)e/(Ion:Ioff)h up to 107/108 for the same device) over a broad range of deposition temperatures. These materials are therefore promising for organic complementary circuits.