N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxdiimide | 185552-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxdiimide
• 英文别名: 11,14,22,26-Tetrakis(4-tert-butylphenoxy)-7,18-dipropyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone；11,14,22,26-tetrakis(4-tert-butylphenoxy)-7,18-dipropyl-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(22),2(26),3,5(25),9,11,13,15,20,23-decaene-6,8,17,19-tetrone
• CAS: 185552-14-1
• 化学式: C₇₀H₇₀N₂O₈
• 分子量: 1067.33
• InChiKey: FAZXTNZNAOPPBV-UHFFFAOYSA-N

物化性质

• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  18.3
• 重原子数：
  80
• 可旋转键数：
  16
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxdiimide 在 水 、 potassium hydroxide 作用下， 以 异丙醇 为溶剂， 反应 12.0h， 以78%的产率得到1,6,7,12-四叔丁基苯氧基苝-3,4,9,10-四甲酸二酐
  参考文献：
  名称：

  Synthesis of perylene-bridged bis(dibenzo-24-crown-8) and its assembly behavior with a fullerene-based secondary dibenzylammonium salt

  摘要：

  本文报告了通过伯胺基二苯并-24-冠醚-8 与 3,4,9,10- 过烯四羧酸二酐的缩合反应合成过烯桥双冠醚的过程。通过 1H NMR 和荧光实验证明，制备出了车轮上有一个过烯分子、车轴中间有一个富勒烯单元的假紫杉烷。随后的研究表明，可以通过交替加入 KPF6 和 18-冠醚-6，根据过烯的荧光强度变化来控制假轴烷的形成和解离。

  DOI：

  10.1007/s11426-010-4066-0
• 作为产物：
  描述：

  2,9-二丙基-蒽并2,1,9-def:6,5,10-d'e'f'二异喹啉-1,3,8,10-四酮 在 磺酰氯 、 碘苯 、 碘 、 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 、 硝基苯 为溶剂， 反应 26.0h， 生成 N,N'-bis-n-propyl-1,6,7,12-tetrakis(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxdiimide
  参考文献：
  名称：

  Synthesis and Optical Properties ofn-Type Polymers Containing Perylene Moieties

  摘要：

  Three n-type polymers, Ppe01, Ppe02, and Ppe03, containing both perylene moieties and fluorine atoms were synthesized. The synthesiszed polymeric perylene derivatives with good compatibility for solution processes were chosen as new acceptor candidates for substitution of C-60 derivatives in poly(3-hexylthiophene)-based organic photovoltaic application, by considering the results based on good thermal stability, high electron affinity ranging from 3.81 to 3.96 eV, absorption property in visible region, and effective photoluminescence quenching in the blend films with P3HT. The potential of the synthesized perylene polymers was investigated by measuring the current-voltage property of the polymeric P3HT: Ppe01 OPV device.

  DOI：

  10.1080/15421406.2010.497101

文献信息

• Synthesis of perylene-bridged bis(dibenzo-24-crown-8) and its assembly behavior with a fullerene-based secondary dibenzylammonium salt
  作者：HaiQing Yao、HengYi Zhang、Min Han、ZhiJun Ding、ZhiJun Zhang、Yu Liu

  DOI：10.1007/s11426-010-4066-0

  日期：2010.9

  This paper reports the synthesis of a perylene-bridged bis(crown ether) through the condensation reaction between primary amine-armed dibenzo-24-crown-8 and 3,4,9,10-perylenetetracarboxylic dianhydride. Pseudorotaxane with a perylene moiety at the wheel and a fullerene unit in the middle of the axle was prepared, which was evidenced by 1H NMR and fluorescence experiments. Subsequent investigations show that the formation and disassociation of the pseudorotaxane can be controlled by the alternating addition of KPF6 and 18-crown-6, following the change of the florescence intensity of perylene.

  本文报告了通过伯胺基二苯并-24-冠醚-8 与 3,4,9,10- 过烯四羧酸二酐的缩合反应合成过烯桥双冠醚的过程。通过 1H NMR 和荧光实验证明，制备出了车轮上有一个过烯分子、车轴中间有一个富勒烯单元的假紫杉烷。随后的研究表明，可以通过交替加入 KPF6 和 18-冠醚-6，根据过烯的荧光强度变化来控制假轴烷的形成和解离。
• Synthesis and Optical Properties of<i>n</i>-Type Polymers Containing Perylene Moieties
  作者：Ki-Soo Kim、Seonju Jeong、Cham Kim、Hoyoung Kim、Yu Suk Yang、Jae Hong Kim、Younghwan Kwon、Weon-Pil Tai、Yoon Soo Han

  DOI：10.1080/15421406.2010.497101

  日期：2010.10.18

  Three n-type polymers, Ppe01, Ppe02, and Ppe03, containing both perylene moieties and fluorine atoms were synthesized. The synthesiszed polymeric perylene derivatives with good compatibility for solution processes were chosen as new acceptor candidates for substitution of C-60 derivatives in poly(3-hexylthiophene)-based organic photovoltaic application, by considering the results based on good thermal stability, high electron affinity ranging from 3.81 to 3.96 eV, absorption property in visible region, and effective photoluminescence quenching in the blend films with P3HT. The potential of the synthesized perylene polymers was investigated by measuring the current-voltage property of the polymeric P3HT: Ppe01 OPV device.