N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide) | 73528-90-2

• 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(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)
• 英文别名: bis-(N,N-diethylaminoethyl)perylene-3,4,9,10-tetracarboxylic diimide；7,18-Bis[2-(diethylamino)ethyl]-7,18-diazaheptacyclo[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: 73528-90-2
• 化学式: C₃₆H₃₆N₄O₄
• 分子量: 588.706
• InChiKey: OEKFNMHPLCJDPC-UHFFFAOYSA-N

物化性质

• 熔点：
  >360 °C
• 沸点：
  763.9±50.0 °C(predicted)
• 密度：
  1.325±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide) 在 盐酸 作用下， 以 水 为溶剂， 生成 2,9-bis-(2-diethylamino-ethyl)-anthra[2,1,9-def;6,5,10-d'e'f']diisoquinoline-1,3,8,10-tetraone; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  A novel thin film polarizer from photocurable non-aqueous lyotropic chromonic liquid crystal solutions

  摘要：

  我们报告了一种新型薄膜偏振器，采用光固化的线性染色液晶（LCLC）溶液制成。通过将25-35wt%的基础染料溶解在酸性单体（丙烯酸）溶液中，制备了一种基于有机的光固化溶液，具有线性液晶相。在紫外线照射后的剪切涂层膜表现出最高的偏振效率，P = 95.2%。与传统的水基技术相比，这种新方法提供了许多优势，比如出色的涂层加工性、高热稳定性、良好的溶剂耐受性、中等的表面硬度，以及对各种基材，特别是塑料基材的优良附着力。

  DOI：

  10.1039/c0jm03882b
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 、 N,N-二乙基乙二胺 反应 26.0h， 以98%的产率得到N,N'-bis(2-(N'',N''-diethylamino)ethyl)perylene-3,4:9,10-bis(dicarboximide)
  参考文献：
  名称：

  A novel thin film polarizer from photocurable non-aqueous lyotropic chromonic liquid crystal solutions

  摘要：

  我们报告了一种新型薄膜偏振器，采用光固化的线性染色液晶（LCLC）溶液制成。通过将25-35wt%的基础染料溶解在酸性单体（丙烯酸）溶液中，制备了一种基于有机的光固化溶液，具有线性液晶相。在紫外线照射后的剪切涂层膜表现出最高的偏振效率，P = 95.2%。与传统的水基技术相比，这种新方法提供了许多优势，比如出色的涂层加工性、高热稳定性、良好的溶剂耐受性、中等的表面硬度，以及对各种基材，特别是塑料基材的优良附着力。

  DOI：

  10.1039/c0jm03882b

文献信息

• Synthesis and Studies of the Properties of a Liquid-Crystalline Quaterrylenebis(dicarboximide) by ¹H NMR and UV−vis Spectroscopies
  作者：Suk-Wah Tam-Chang、Wonewoo Seo、Isaac K. Iverson

  DOI：10.1021/jo030342y

  日期：2004.4.1

  The synthesis of an ionic quaterrylenebis(dicarboximide) 1a, a long-wavelength absorbing mesogen, is described. When compared with its analogue 2a, an ionic perylenebis(dicarboximide), the aromatic protons of 1a exchange with deuterium of concentrated D2SO4 at a dramatically faster rate. In addition, stronger aggregation in aqueous media was observed for 1a.

  描述了长波长吸收性液晶元离子性四亚甲基二（二甲叉酰亚胺）1a的合成。当与其类似物2a（离子per双（二苯甲酰亚胺））比较时，1a的芳族质子与浓缩D 2 SO 4的氘交换的速度大大加快。另外，在水性介质中观察到更强的聚集1a。
• Template-guided organization of chromonic liquid crystals into micropatterned anisotropic organic solids
  作者：Suk-Wah Tam-Chang、Jennifer Helbley、Travis D. Carson、Wonewoo Seo、Isaac K. Iverson

  DOI：10.1039/b508220j

  日期：——

  We have developed an approach to generate micropatterns of anisotropic organic materials which exploits the self-organization, driven by π-stacking and hydrophobic interactions, of an ionic perylenebis(dicarboximide) 1 in aqueous solutions.

  我们开发了一种方法，可以在水溶液中利用离子类苯并二羧酰亚胺1的自组织现象，生成具有各向异性有机材料的微米图案，该自组织是由π-堆叠和疏水相互作用驱动的。
• Host–Guest Interactions Derived Multilayer Perylene Diimide Thin Film Constructed on a Scaffolding Porphyrin Monolayer
  作者：Mengyuan Zhu、Gyan H Aryal、Nan Zhang、Hong Zhang、Xiaoye Su、Russell Schmehl、Xue Liu、Jin Hu、Jiang Wei、Janarthanan Jayawickramarajah

  DOI：10.1021/la504297w

  日期：2015.1.13

  The development of methods to grow well-ordered chromophore thin films on solid substrates is of importance because such surface-associated arrays have potential applications in the generation of functional electronic and optical materials and devices. In this article, we demonstrate a straightforward layer-by-layer (LBL) supramolecular deposition strategy to prepare numerous layers (up to 19) of functionalized perylene diimide (PDI) chromophores built upon a covalent scaffolding multivalent porphyrin monolayer. Our thin film formation strategy employs water as the immersion solvent and exploits the beta-cyclodextrin-adamantane host-guest couple in addition to PDI based aromatic stacking. Within the resultant film the porphyrin scaffold is oriented close to parallel to the glass substrate while the PDI chromophores are aligned closer to the surface normal. Together, the porphyrin monolayer and the multi-PDI layers exhibit a large absorption bandwidth in the visible spectrum. Importantly, because a self-assembly strategy was utilized, when a single monolayer of PDI is deposited on the porphyrin scaffolding layer, this PDI monolayer can be readily disassembled by washing with DMF leading to the regeneration of the porphyrin monolayer. The PDI thin film can subsequently be regrown from the regenerated porphyrin surface. The reported LBL strategy will be of broad interest for researchers developing well-organized chromophoric films and materials due to its simplicity as well as the added advantage of being performed in sustainable and cost-effective aqueous media.
• Comparative pharmacological investigation of the cholinoreceptors of skeletal muscle of cat and rabbit
  作者：N. V. Khromov-Borisov、M. L. Indenbom、A. F. Danilov

  DOI：10.1007/bf00765904

  日期：1980.2
• MATERIALS AND METHODS FOR THE PREPARATION OF ANISOTROPICALLY-ORDERED SOLIDS
  申请人：Carson Travis D.

  公开号：US20100108959A1

  公开（公告）日：2010-05-06

  The invention provides materials and methods for making anisotropic solids which may be in the form of films, layers, shaped elements, and other shaped articles. The methods provide anisotropic solids without the need for rolling, rubbing, or stretching to impart orientational alignment of the molecules of the solid. The methods employ organic or organometallic compounds which are soluble orienting molecules. The solvent or solvent system must be sufficiently volatile to be removed without disruption of the molecular orientation. The soluble orienting molecules include those containing one or more hydrophilic and/or ionic groups and the solvent or solvent system can be a polar organic solvent or solvent system or an aqueous solvent or solvent system. The invention also provides novel compounds having quaterrylene, perylene and naphthalene ring systems carrying one or more hydrophilic and/or ionic groups. These novel compounds can exhibit useful absorption and fluorescence properties in solution and in the solid phase and can exhibit useful liquid crystalline properties.