1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic acid dianhydride | 530086-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic acid dianhydride
• 英文别名: 1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic dianhydride；perylene-3,4:9,10-tetracarboxylic acid bisanhydride；tetra-p-butoxyphenoxyperylene bisanhydride；11,14,22,26-Tetrakis(4-butoxyphenoxy)-7,18-dioxaheptacyclo[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: 530086-49-8
• 化学式: C₆₄H₅₆O₁₄
• 分子量: 1049.14
• InChiKey: OWLMLWDWTJVETB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  78
• 可旋转键数：
  24
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  161
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4-氨基吡啶 、 1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic acid dianhydride 在 zinc diacetate 作用下， 以 喹啉 为溶剂， 反应 16.0h， 以54%的产率得到N,N'-di(4-pyridyl)-1,6,7,12-tetra(4-butyloxyphenoxy)perylene-3,4:9,10-tetracarboxylic acid bisimide
  参考文献：
  名称：

  二茂铁功能化苝双酰亚胺桥接配体与 Pt(II) 角与电化学活性分子方块的自组装

  摘要：

  二茂铁基取代的 N，N'-二（4-吡啶基）苝双酰亚胺配体已通过羟基苯氧基 - 苝双酰亚胺与二茂铁基羧酸的偶联反应合成。通过金属超分子自组装，由苝双吡啶基酰亚胺配体和 [Pt(dppp)][(OTf)(2)] (dppp = 1,3-双（二苯基膦基）丙烷；OTf = 三氟甲磺酸盐）高产率。孤立的金属超分子方块的特点是元素分析、(1)H、(31)P[(1)H] 核磁共振和紫外/可见光谱。通过循环伏安法和光谱电化学研究配体和方块的电化学性质。结果表明，二茂铁单元的氧化还原行为受方形上层结构的影响。此外，用单电子氧化剂五氯锑酸铊对游离配体和相应分子方块的氧化还原滴定表明，这些结构中的二茂铁基团可能被这种氧化剂完全氧化，分子方块中二茂铁基团氧化产生的高电荷物质会导致由于明显的库仑排斥而组装。

  DOI：

  10.1021/ja029648x
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 在 磺酰氯 、 碘苯 、 碘 、 potassium carbonate 、 potassium hydroxide 作用下， 以 N-甲基吡咯烷酮 、 丙醇 、 水 、 硝基苯 、 异丙醇 为溶剂， 反应 62.0h， 生成 1,6,7,12-tetrakis(4-n-butyloxyphenoxy)perylene-3,4,9,10-tetracarboxylic acid dianhydride
  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

• Formation of insoluble perylenetetracarboxylic diimide films by electro- or photo-crosslinking of pyrrole units
  作者：Heung Cho Ko、Suk-ho Kim、Woonghyun Choi、Bongjin Moon、Hoosung Lee

  DOI：10.1039/b513847g

  日期：——

  Perylenetetracarboxylic diimide derivatives bearing 2- or 4-peripheral pyrrole pendants could be efficiently crosslinked to form an insoluble film either by electropolymerization or visible light induced oxidative photopolymerization of the pyrrole units.

  带有2-或4-吡咯侧链的吡咯烷二酰亚胺衍生物可通过吡咯单元的电聚或可见光诱导氧化光聚合，有效地交联形成不溶性薄膜。
• Energy transfer in multichromophoric self-assembled molecular squaresDedicated to Professor Waldemar Adam on the occasion of his 65th birthday
  作者：Frank Würthner、Armin Sautter

  DOI：10.1039/b208582h

  日期：2003.1.13

  Metal-ion directed self-assembly afforded well-defined molecular squares with a mass of 12 kDa incorporating four perylene bisimide and sixteen pyrene chromophores organized in a circular way. Energy transfer from the pyrene to the perylene dye manifold is investigated by emission and excitation spectroscopy.

  金属离子定向自组装提供了质量良好的分子方阵，其质量为12 kDa，其中包含以环状方式排列的四个per双酰亚胺和十六个pyr发色团。通过发射和激发光谱研究了从the到the染料歧管的能量转移。
• 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.
• Self-Assembly of Ferrocene-Functionalized Perylene Bisimide Bridging Ligands with Pt(II) Corner to Electrochemically Active Molecular Squares
  作者：Chang-Cheng You、Frank Würthner

  DOI：10.1021/ja029648x

  日期：2003.8.1

  Ferrocenyl-substituted N,N'-di(4-pyridyl)perylene bisimide ligands have been synthesized by the coupling reaction of hydroxyphenoxy-perylene bisimides with ferrocenyl carboxylic acids. By means of metallosupramolecular self-assembly, hitherto unprecedented multiredox active dendritic molecular squares with 16 ferrocene groups positioned in the bridging ligands are prepared from the perylene bispyridyl imide ligands

  二茂铁基取代的 N，N'-二（4-吡啶基）苝双酰亚胺配体已通过羟基苯氧基 - 苝双酰亚胺与二茂铁基羧酸的偶联反应合成。通过金属超分子自组装，由苝双吡啶基酰亚胺配体和 [Pt(dppp)][(OTf)(2)] (dppp = 1,3-双（二苯基膦基）丙烷；OTf = 三氟甲磺酸盐）高产率。孤立的金属超分子方块的特点是元素分析、(1)H、(31)P[(1)H] 核磁共振和紫外/可见光谱。通过循环伏安法和光谱电化学研究配体和方块的电化学性质。结果表明，二茂铁单元的氧化还原行为受方形上层结构的影响。此外，用单电子氧化剂五氯锑酸铊对游离配体和相应分子方块的氧化还原滴定表明，这些结构中的二茂铁基团可能被这种氧化剂完全氧化，分子方块中二茂铁基团氧化产生的高电荷物质会导致由于明显的库仑排斥而组装。