N-(1-octylnonyl)perylene-3,4:9,10-tetracarboxylic-3,4-anhydride-9,10-imide | 162109-59-3

• 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: N-(1-octylnonyl)perylene-3,4:9,10-tetracarboxylic-3,4-anhydride-9,10-imide
• 英文别名: N-(1-octylnonyl)-perylene-3,4:9,10-tetracarboxylic acid-3,4-anhydride-9,10-carboximide；N-(1-octylnonyl)perylene-3,4,9,10-tetracarboxy-3,4-anhydride-9-10-imide；N-(1-octylnonyl)perylene-3,4,9,10-tetracarboxylic acid 3,4-anhydride-9,10-imide；N-(1-nonyldecyl)perylene-3,4,9,10-tetracarboxylic acid 3,4-anhydride 9,10-imide；18-Heptadecan-9-yl-7-oxa-18-azaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 162109-59-3
• 化学式: C₄₁H₄₃NO₅
• 分子量: 629.796
• InChiKey: DZGSDEAWYRQPPD-UHFFFAOYSA-N

物化性质

• 沸点：
  791.8±33.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(1-octylnonyl)perylene-3,4:9,10-tetracarboxylic-3,4-anhydride-9,10-imide 在 咪唑 、 一水合肼 作用下， 反应 1.0h， 以46%的产率得到N-amino-N'-(1-octylnonyl)perylene-3,4:9,10-tetracarboxylic-bisimide
  参考文献：
  名称：

  The Identification of Carbonyl Compounds by Fluorescence: A Novel Carbonyl-Derivatizing Reagent

  摘要：

  DOI：

  10.1002/(sici)1521-3765(19981102)4:11<2110::aid-chem2110>3.0.co;2-j
• 作为产物：
  描述：

  N,N'-bis(1-octylnonyl)perylene-3,4,9,10-bis(dicarboximide) 在 水 、 potassium hydroxide 作用下， 以 叔丁醇 为溶剂， 生成 N-(1-octylnonyl)perylene-3,4:9,10-tetracarboxylic-3,4-anhydride-9,10-imide
  参考文献：
  名称：

  Perylene diimide functionalized polynorbornene: a macromolecular scaffold for supramolecular self-assembly

  摘要：

  我们合成了一种聚合物，并对其进行了表征，这种聚合物由聚降冰片烯骨架和过二亚氨基（PDI）悬垂基团组成。这种聚合物表现出分子内自组装成分子聚集体的特性，可通过溶剂质量进行控制。在能很好溶解聚合物主链的介质中，PDI 发色团自组装成沿聚合物主链排列的特征性 H 型聚集体。相反，在不能很好溶解聚合物的溶剂介质中，聚降冰片烯主干会塌缩成球状构象，阻止 PDI 发色团的聚集，从而显示出类似单体的光物理特性。我们在各种条件下记录了聚合物的光物理，包括寿命和相对量子产率。此外，我们还利用弱耦合 H-聚集模型来量化聚合物结构的激子带宽，并证明聚合物薄膜可以保持与完全溶解聚合物相同的发色团聚集形态。

  DOI：

  10.1039/c3tc31861c

文献信息

• Polyimide Dendrimers Containing Multiple Electron Donor-Acceptor Units and Their Unique Photophysical Properties
  作者：Francesca M. Toma、Fausto Puntoriero、Toan V. Pho、Marcello La Rosa、Young-Si Jun、Bertrand J. Tremolet de Villers、James Pavlovich、Galen D. Stucky、Sebastiano Campagna、Fred Wudl

  DOI：10.1002/anie.201501298

  日期：2015.6.1

  high‐yielding synthesis of a series of polyimide dendrimers, including decacyclene‐ and perylene‐containing dendrimer D6, in which two types of polyimide dyes are present, is reported. In these constructs, the branching unit is represented by trisphenylamine, and the solubilizing chains by N‐9‐heptadecanyl‐substituted perylene diimides. The photophysical properties of the dendrimers have been studied by absorption

  据报道，一系列包含两种类型的聚酰亚胺染料的聚酰亚胺树枝状聚合物，包括含有十环戊烯和per的树枝状聚合物D6，都得到了高产。在这些结构中，支链单元由三苯胺代表，增溶链由N -9-十七碳烯基取代的per二酰亚胺代表。通过吸收，稳态和时间分辨发射光谱以及泵浦探针瞬态吸收光谱研究了树枝状聚合物的光物理性质。在可见光激发后，飞秒时标上会形成光感应电荷分离（CS）状态。特别是在D6中，可以形成两个不同的CS状态，涉及不同的亚基，它们以不同的寿命（约10–100 ps）独立衰减。
• Persistent Fluorescence of Perylene Dyes by Steric Inhibition of Aggregation
  作者：Heinz Langhals、Rami Ismael、Oktay Yürük

  DOI：10.1016/s0040-4020(00)00452-x

  日期：2000.7

  The control of the self-organisation of dye molecules in solution by bulky peripheral groups has been demonstrated. Consequently, fluorescent dyes could be prepared with a persistent fluorescence, even at very high concentrations because of a complete suppression of aggregation. Fluorescence quantum yields of unity were found. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Langhals, Heinz; Sprenger, Sylvia; Brandherm, Marie-Theres, Liebigs Annalen, 1995, # 3, p. 481 - 486
  作者：Langhals, Heinz、Sprenger, Sylvia、Brandherm, Marie-Theres

  DOI：——

  日期：——
• Synthesis of Conjugated Fluorene-<i>alt</i>-thiophene Polymers with Pendant Perylenediimide Units
  作者：Rafael Gómez、Carlos Seoane、José L. Segura

  DOI：10.1021/jo100816j

  日期：2010.8.6

  In this article we present the synthesis, characterization, electrochemical, optical, and preliminary photophysical investigation of two novel poly(fluorene-alt-thiophene) conjugated polymers endowed with pendant perylenediimide electron acceptor units. We show a route to the synthesis of easily functionalizable monomers paving the way to the preparation of a variety of functionalized polymers with different properties and applications and reflecting the versatility of this synthetic methodology.
• Synthesis and Characterization of Molecular Dyads Containing a Carbazolyl Based-Donor and Perylenediimide Based-Acceptor
  作者：Ki Won Lee、Myung Hee Kim、Min Ju Cho、Kyung Hwan Kim、Tae Wan Lee、Dong Hoon Choi

  DOI：10.1080/15421400902939546

  日期：2009.6.18

  New molecular dyads containing perylenediimide (PTCDI) as an electron acceptor and carbazolyl derivative as an electron donor have been successfully synthesized. Cyclic voltammetry and absorption spectroscopy show that both electroactive units preserve their intrinsic nature, whereas photophysical investigations display a efficient fluorescence quenching. The molecular dyads such as 4 and 5 exhibited unique electronic energy levels to facilitate the photoinduced electron transfer process.