N-pentyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide | 78151-54-9

• 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-pentyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide
• 英文别名: 18-Pentyl-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: 78151-54-9
• 化学式: C₂₉H₁₉NO₅
• 分子量: 461.474
• InChiKey: DUWRXYNTPBABSK-UHFFFAOYSA-N

物化性质

• 沸点：
  727.5±33.0 °C(Predicted)
• 密度：
  1.491±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 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-pentyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide 在 sodium 、 potassium carbonate 作用下， 反应 66.0h， 生成 9,10-N-(n-pentylimide)perylene-3,4,9,10-tetracarboxylic acid 3,4-bis-(3-hydroxypropyl) ester
  参考文献：
  名称：

  The synthesis of novel perylene-like dyes and their aggregation properties in Langmuir and Langmuir–Blodgett films

  摘要：

  The synthesis of novel perylene-like dyes with different length and molecular structure of terminal chains substituted to the main perylene core is described. The dyes are able to form compressible and stable monolayers at the air-water interface (Langmuir films), which can be easily transferred onto solid substrates (Langmuir-Blodgett films). In the Langmuir and Langmuir-Blodgett films, the dye molecules show tendency to creation of self-aggregates, both in the ground and excited electronic states. The influence of the molecular structure of the substituents on the aggregation properties is observed and discussed. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.03.032
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 、 1-氨基戊烷 以89%的产率得到
  参考文献：
  名称：

  NAGAO YUKINORI; MISONO TAKAHISA, BULL. CHEM. SOC. JAP., 1981, 54, NO 4, 1191-1194

  摘要：

  DOI：

文献信息

• Synthesis and Reactions of Perylenecarboxylic Acid Derivatives. X. Synthesis of<i>N</i>-Alkyl-3,4-perylenedicarboximide
  作者：Yukinori Nagao、Takahisa Misono

  DOI：10.1246/bcsj.54.1575

  日期：1981.5

  N-Alkyl-3,4-perylenedicarboximides (alkyl=methyl, ethyl, propyl, butyl, isobutyl, pentyl, hexyl, and octyl) were prepared by the decarboxylation of N-alkyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimides (same alkyls) in potassium hydroxide solution.

  N-烷基-3,4-苝二甲酰亚胺（烷基=甲基、乙基、丙基、丁基、异丁基、戊基、己基和辛基）是通过 N-烷基-3,4:9,10-苝四羧酸单酐单酰亚胺的脱羧反应制备的（相同的烷基）在氢氧化钾溶液中。
• Synthesis and Reactions of Perylenecarboxylic Acid Derivatives. VIII. Synthesis of<i>N</i>-Alkyl-3,4:9,10-Perylenetetracarboxylic Monoanhydride Monoimide
  作者：Yukinori Nagao、Takahisa Misono

  DOI：10.1246/bcsj.54.1191

  日期：1981.4

  The condensations of 3,4 : 9,10-perylenetetracarboxylic dianhydride with alkylamines (isobutyl-, pentyl-, hexyl-, and octylamines) were spectroscopically determined. Under all of the reaction conditions employed, N-alkyl-3,4 : 9,10-perylenetetracarboxylic monoanhydride monoimide (2a–d) (alkyl=a; isobutyl, b; pentyl, c; hexyl, d; octyl) were obtained. As the reaction proceeded, the yield of 2a–d increased at an initial stage but decreased gradually after reaching a maximum. This maximum yield of 2a–d was: 2a; 85–88%, 2b; 85–89%, 2c; 78–84%, 2d; 79–85%. The kinetics of the reaction were also examined.

  通过光谱测定3,4 : 9,10-苝四甲酸二酐与烷基胺（异丁基、戊基、己基和辛基胺）的缩合物。在所有反应条件下，均获得了N-烷基-3,4 : 9,10-苝四甲酸单酐单酰亚胺（2a–d）（烷基=a；异丁基、b；戊基、c；己基、d；辛基）。随着反应的进行，2a–d的产量在初始阶段增加，但在达到最大值后逐渐下降。2a–d的最大产量为：2a；85–88%，2b；85–89%，2c；78–84%，2d；79–
• Synthesis and Properties of Benzimidazole and Naphthoimidazole Derivatives of Perylenedicarboximide
  作者：Yukinori Nagao、Koji Tsuda、Kozo Kozawa、Tokiko Uchida

  DOI：10.3987/com-00-s(i)64

  日期：——

  Benzimidazole and naphthoimidazole derivatives of N-alkylperylene-dicarboximide were prepared by the condensation of N-alkyl-3,4:9,10-perylene-tetracarboxylic acid monoanhydride monoimide with o-phenylenediamine and diaminonaphthalenes. Properties of these derivatives as pigments were tested, and the thermal stability and solubility of these derivatives were also investigated.
• NAGAO YUKINORI; MISONO TAKAHISA, BULL. CHEM. SOC. JAP., 1981, 54, NO 5, 1575-1576
  作者：NAGAO YUKINORI、 MISONO TAKAHISA

  DOI：——

  日期：——
• NAGAO, YUKINORI;MISONO, TAKAHISA, DYES AND PIGM., 1984, 5, N 3, 171-188
  作者：NAGAO, YUKINORI、MISONO, TAKAHISA

  DOI：——

  日期：——