perylene-3,4-anhydride-9,10-hexylimide | 78151-55-0

• 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: perylene-3,4-anhydride-9,10-hexylimide
• 英文别名: N-(hexyl)-3,4,9,10-perylenetetracarboxylic-3,4-anhydride-9,10-imide；N-hexylperylene-3,4:9,10-tetracarboxylic acid 3,4-anhydride 9,10-imide；18-Hexyl-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: 78151-55-0
• 化学式: C₃₀H₂₁NO₅
• 分子量: 475.5
• InChiKey: XARSHWJMBQBCHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  perylene-3,4-anhydride-9,10-hexylimide 在 氢氧化钾 作用下， 反应 18.0h， 以70%的产率得到N-hexyl-3,4-perylenedicarboximide
  参考文献：
  名称：

  苝羧酸衍生物的合成和反应。X. N-烷基-3,4-苝二甲酰亚胺的合成

  摘要：

  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。

  DOI：

  10.1246/bcsj.54.1575
• 作为产物：
  描述：

  3,4,9,10-苝四羧酸二酐 、 正己胺 以 甲醇 、 水 为溶剂， 以59.5 %的产率得到perylene-3,4-anhydride-9,10-hexylimide
  参考文献：
  名称：

  “先到先得”和中心到平面到螺旋分层手性感应中的阈值效应

  摘要：

  已显示具有苝二酰亚胺系链的柱 [5] 芳烃衍生物在非极性有机溶剂中形成聚集体，在与阳离子氨基酸乙酯络合时经历中心到平面到螺旋手性转移。手性转移仅在手性诱导剂超过阈值浓度时发生，观察到高达 3.67×10 -2的显着g abs值。

  DOI：

  10.1002/anie.202302232

文献信息

• 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.
• Synthesis and enhanced electron transfer of supramolecular nano-composite containing dendritic dye and surface-modified ZnO nano-rods
  作者：Chien-Min Lin、Ming-Shiou Li、Atul Kumar Dwivedi、Hong-Cheu Lin

  DOI：10.1016/j.dyepig.2018.04.052

  日期：2018.10

  Supramolecular nano-composites 15T5N/ZnOx-PNH containing enhanced compatibilities of dendritic dye 15T5N and surface-modified nano-rod ZnOx-PNH were developed in this study. The physical properties of supramolecular nano-composites have been well investigated by theoretical calculation and various measurements, including UV visible, PL, TEM, TCSPC, FT-IR, and CV. H-bonded nano-composite 15T5N/ZnO30-PNH possessed the saturated quenched fiuorscence as dendritic dye 15T5N complexed with surface-modified nano-rod ZnO30-PNH. In contrast to nano-rod mixture 15T5N/ZnO (without surface-modification), more widened visible absorption band to promote more efficient photo-induced charge separation phenomenon was observed in supramolecular nano-composite 15T5N/ZnO30-PNH. Compared with surfactant T-PNH, less efficient electron transfer of surfactant T-PC6 was observed in TCSPC and PL measurements because of the steric hindrance of long alkyl chains (-C6H13) attached to surfactant T-PC6. Therefore, the triple H-bonds between dendritic dye 15T5N and surface-modified nano-rod ZnO30-PNH are verified to result in the desirable effective electron transfer in supramolecular nano-composite 15T5N/ZnO30-PNH.
• NAGAO YUKINORI; MISONO TAKAHISA, BULL. CHEM. SOC. JAP., 1981, 54, NO 4, 1191-1194
  作者：NAGAO YUKINORI、 MISONO TAKAHISA

  DOI：——

  日期：——
• NAGAO YUKINORI; MISONO TAKAHISA, BULL. CHEM. SOC. JAP., 1981, 54, NO 5, 1575-1576
  作者：NAGAO YUKINORI、 MISONO TAKAHISA

  DOI：——

  日期：——