N-amino-N'-(1-hexylheptyl)perylene-3,4:9,10-tetracarboxylic-bisimide | 207394-04-5

• 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-amino-N'-(1-hexylheptyl)perylene-3,4:9,10-tetracarboxylic-bisimide
• 英文别名: N-(1-hexylheptyl)-N'-(amino)perylene-3,4:9,10-tetracarboxylic bisimide；7-Amino-18-tridecan-7-yl-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: 207394-04-5
• 化学式: C₃₇H₃₇N₃O₄
• 分子量: 587.718
• InChiKey: BXEAOKRFKKWVJI-UHFFFAOYSA-N

物化性质

• 沸点：
  795.6±52.0 °C(Predicted)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-甲基-3戊烯-2-酮 、 N-amino-N'-(1-hexylheptyl)perylene-3,4:9,10-tetracarboxylic-bisimide 以 苯 为溶剂， 反应 24.0h， 以90%的产率得到N-(1-hexylheptyl)perylene-3,4:9,10-tetracarboxylic-3,4-(2-(4-methylpent-3-ene)imineimide)-9,10-imide
  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：

  (1-Hexylheptyl)-9-phenylanthra[2,1,9-def;6,5,10-d’e’f’]diisoquinoline-1,3,8,10-tetraone 在 一水合肼 作用下， 以 叔丁醇 为溶剂， 反应 20.0h， 生成 N-amino-N'-(1-hexylheptyl)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

文献信息

• Bichromophoric Perylene Derivatives: Energy Transfer from Non-Fluorescent Chromophores
  作者：Heinz Langhals、Sigrid Saulich

  DOI：10.1002/1521-3765(20021216)8:24<5630::aid-chem5630>3.0.co;2-z

  日期：2002.12.16

  The energy of excitation at non-fluorescent chromophores such as fluorenone and anthraquinone has been trapped by a fast energy transfer to the highly fluorescent perylene bisimides. To this end, anthraquinone, fluorenone and anthracene derivatives have been linked to the perylene bisimides by non-conjugating spacers and fluorescence quantum yield of such assemblies have been determined as a function

  在非荧光发色团（例如芴酮和蒽醌）处的激发能量已通过快速转移到高荧光per双酰亚胺中而被捕获。为此，蒽醌，芴酮和蒽衍生物已通过非共轭间隔基与per联双酰亚胺连接，并且已确定了此类组件的荧光量子产率与激发波长的关系。在这种组件中的能量转移受两个生色团的取向的强烈影响。这对于荧光开关的构造是令人感兴趣的。
• Axially Extended Perylene Dyes
  作者：Heinz Langhals、Tim Pust

  DOI：10.1002/ejoc.201000230

  日期：——

  Perylenecarboxylic anhydride imides were condensed with semicarbazide and thiosemicarbazide to obtain strongly red‐fluorescent triazolinone and triazolinthione derivatives, respectively, suitable for nucleophilic labelling. A Schönberg reaction of the latter with diazoalkanes allowed the synthesis of spirothiiranes.

  ylene甲酸酐酰亚胺与氨基脲和硫代氨基脲缩合，分别得到强红色荧光的三唑啉酮和三唑硫酮衍生物，适用于亲核标记。后者与重氮链烷烃的Schönberg反应允许合成螺并噻喃。
• One-Step Cascade Synthesis of <i>ortho</i>–<i>bay</i>-Imidazolo-Extended Perylene Biscarboximides (OBISIM) and Their Application as Broad-Spectrum Fluorescent Dyes
  作者：Heinz Langhals、Simon Kinzel、Andreas Obermeier

  DOI：10.1021/acs.joc.3c01694

  日期：2024.2.16

  A one-step synthesis of perylene dyes with lateral extension by condensed imidazoles in a cascade reaction of sodium amide and benzonitrile is described in which multiple extensions can be controlled by the reaction conditions. The extensions lead to bathochromic shifts in absorption and fluorescence while maintaining high fluorescence quantum yields. The condensed imidazole units cause additional

  描述了在氨基钠和苯甲腈的级联反应中通过缩合咪唑一步合成具有侧向延伸的苝染料，其中多次延伸可以通过反应条件控制。这些延伸导致吸收和荧光发生红移，同时保持高荧光量子产率。稠合的咪唑单元在减色可见光区域产生额外的吸收带，从而产生宽带吸收体。芳香系统的多重扩展使得光谱的近红外光谱方法成为可能。具有苝双甲酰亚胺的二元组的能量转移（荧光共振能量转移，FRET）非常有效，并且无论间隔基的长度和方向如何，都可以实现接近一致的量子产率。讨论了作为宽带吸收荧光染料的应用，例如在太阳能收集器中的应用。
• Intense Dyes through Chromophore-Chromophore Interactions: Bi- and Trichromophoric Perylene-3,4:9,10-bis(dicarboximide)s
  作者：Heinz Langhals、Wolfgang Jona

  DOI：10.1002/(sici)1521-3773(19980420)37:7<952::aid-anie952>3.0.co;2-4

  日期：1998.4.20

  Simple perylene dyes, which are known for their high extinction coefficients, are converted into intense and highly fluorescent (at ca. 540 nm) dyes such as 1 by a directed chromophore-chromophore coupling. Molar extinction coefficients of more than 400 000 L mol-1 cm-1 are attained. R = CH(C6 H13 )2 , CH(C7 H15 )2 , CH(C9 H19 )2 .
• The Identification of Carbonyl Compounds by Fluorescence: A Novel Carbonyl-Derivatizing Reagent
  作者：Heinz Langhals、Wolfgang Jona

  DOI：10.1002/(sici)1521-3765(19981102)4:11<2110::aid-chem2110>3.0.co;2-j

  日期：1998.11.2