N,N'-Di-n-butylpyromellitic diimide | 13533-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N,N'-Di-n-butylpyromellitic diimide
• 英文别名: 2,6-dibutylpyrrolo[3,4-f]isoindole-1,3,5,7-tetrone
• CAS: 13533-11-4
• 化学式: C₁₈H₂₀N₂O₄
• 分子量: 328.368
• InChiKey: CGXKBONRPWMBMY-UHFFFAOYSA-N

物化性质

• 沸点：
  489.8±28.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-bis(ethoxy)pillar[5]arene 、 N,N'-Di-n-butylpyromellitic diimide 以 四氢呋喃 为溶剂， 反应 96.0h， 生成
  参考文献：
  名称：

  大环共晶体显示出卤代烷的气相致变色。

  摘要：

  有机共晶工程是制造多功能材料的一种有前途的方法。在这里，大环化学与共晶工程的结合为构建气相致变色材料提供了一种明智的策略。大环共晶体（MCC）由富含π电子的柱[5]芳烃（P5）和缺电子的均苯四酸二酰亚胺衍生物（PDI）制成，重量为10 g。P5-PDI的MCC由于形成电荷转移（CT）复合体而呈红色。除去溶剂后，用新的结构的白色结晶固体（P5-PDI α产生），它表现出对卤代烷烃的挥发性有机化合物（VOC）的选择性气相致变色反应，并伴随着颜色从白色变为红色或橙色的变化。粉末和单晶X射线衍射分析表明，颜色变化归因于气相触发的固态结构转变以形成CT共结晶。玻璃上的P5和PDI涂膜显示出可见的变色行为，具有良好的可逆性。

  DOI：

  10.1002/anie.202010802
• 作为产物：
  描述：

  均苯四甲酸二酐 、 正丁胺 以 N,N-二甲基甲酰胺 为溶剂， 生成 N,N'-Di-n-butylpyromellitic diimide
  参考文献：
  名称：

  Transient Absorption Spectra of Photoconductive Polyimides and Their Model Compound by Picosecond Pulse Radiolysis

  摘要：

  Transient absorption spectra of an aromatic polyimide, PI(PMDA/ODA), and a polyimide with an alicyclic diamine, PI(PMDA/DCHM), were determined in order to investigate the main active species in the photoconductivity of the polyimide films by picosecond pulse radiolysis method. A model compound, N,N'-di-n-butylpyromellitic diimide (DBPMDI), was utilized to investigate the active species of pyromellitic imide moieties in solutions of dichloromethane (DCM) and tetrahydrofuran (THF). In the aromatic polyimide film, the radical anions of the electron-accepting pyromellitic imide moieties at 660 and 720 nm and the radical. cation of diphenyl ether moieties at 550 nm were determined by electron transfer from the aromatic ring to imide moieties in the polymer backbone. In the polyimide film with the alicyclic diamine, by utilizing the model system, only the radical anions of pyromellitic imide moieties could be assumed at 660 and 720 nm as the active species in the photoconductivity of the polyimide film. These active species, such as radical cations or radical anions, are expected to be the charge carriers of holes or electrons under the applied electric field, and the transport of these charge carriers would result in the photoconductivity of the polyimide films.

  DOI：

  10.1021/jp963837i

文献信息

• An Expedient Synthesis of Mellitic Triimides
  作者：Kathryn G. Rose、Dina A. Jaber、Chenaimwoyo A. Gondo、Darren G. Hamilton

  DOI：10.1021/jo800185v

  日期：2008.5.1

  salts obtained from treatment of mellitic acid with 3 equiv of a primary amine yields trisubstituted mellitic triimides via dehydration and imide ring closure. This surprisingly simple synthetic approach is amenable to incorporation of alkyl, aryl, and amino acid ester substituents, thereby opening broad access to a family of C3-symmetric organic electron acceptors.

  通过用3当量的伯胺处理由偏苯四酸处理得到的固体铵盐，通过脱水和酰亚胺闭环产生三取代的偏苯三酸三酰亚胺。这种令人惊讶的简单合成方法适合于引入烷基，芳基和氨基酸酯取代基，从而为广泛使用C 3对称有机电子受体家族打开了大门。
• Novel rare earth fluorescent supramolecular polymeric assemblies constructed by orthogonal pillar[5]arene-based molecular recognition, Eu(<scp>iii</scp>)-coordination and π–π donor–acceptor interactions
  作者：Liqing Shangguan、Hao Xing、Julfikar Hassan Mondal、Bingbing Shi

  DOI：10.1039/c6cc08336f

  日期：——

  Here, a facile strategy is provided to prepare pillar[5]arene-based fluorescent supramolecular polymer assemblies by orthogonal Eu(III)-coordination and two non-interfering noncovalent interactions.

  在这里，提供了一种简便的策略，通过正交Eu（III）配位和两个无干扰的非共价相互作用来制备基于柱[5]芳烃的荧光超分子聚合物组件。
• Mellitic Triimides:  <i>C</i>₃-Symmetric, Three-Electron Acceptors for Supramolecular Chemistry
  作者：Kathryn A. McMenimen、Darren G. Hamilton

  DOI：10.1021/ja016043c

  日期：2001.7.1
• AWAD W. I.; ALI I. T., J. IRAQI CHEM. SOC., 1977, 2, NO 1, 39-51
  作者：AWAD W. I.、 ALI I. T.

  DOI：——

  日期：——
• Method for conditioning an organic polymeric material
  申请人：International Business Machines Corporation

  公开号：EP0374487B1

  公开（公告）日：1994-06-29