N-propyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide | 70654-98-7

• 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-propyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide
• 英文别名: perylene-3,4,9,10-tetracarboxylic acid monoanhydride mono(n-propyl)imide；perylene-3,4,9,19-tetracarboxylic acid monoanhydride mono(n-propyl)imide；N-propyl-3,4:9,10-perylenetetracarboxylic acid monoanhydride monoimide；N-Propyl-3,4:9,10-perylentetracarbonyl-monoanhydrid-monoimid；1,3-dioxo-2-propyl-2,3-dihydro-1H-benzo[5,10]anthra[2,1,9-def]isoquinoline-8,9-dicarboxylic acid anhydride；9-propyl-isochromeno[4',5',6':6,5,10]anthra[2,1,9-def]isoquinoline-1,3,8,10-tetraone；18-Propyl-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: 70654-98-7
• 化学式: C₂₇H₁₅NO₅
• 分子量: 433.42
• InChiKey: YEVSOSRRNSKBCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  722.4±33.0 °C(Predicted)
• 密度：
  1.567±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  33
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.11
• 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-propyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide 在 氢氧化钾 作用下， 反应 18.0h， 以64%的产率得到N-propyl-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：

  2,9-二丙基-蒽并2,1,9-def:6,5,10-d'e'f'二异喹啉-1,3,8,10-四酮 在 硫酸 作用下， 反应 4.0h， 以31%的产率得到N-propyl-3,4:9,10-perylenetetracarboxylic monoanhydride monoimide
  参考文献：
  名称：

  苝羧酸衍生物的合成和反应。七、N,N'-二烷基-3,4 : 9,10-苝双(二甲酰亚胺)与硫酸的水解

  摘要：

  N,N'-二烷基-3,4 : 9,10-苝双（二甲酰亚胺）（烷基 = CH3、CH2CH3、CH2CH2CH3 和 CH2CH2CH2CH3）在 180–200 °C 下用硫酸水解得到 N-烷基-3， 4：9,10-苝四甲酸酐单酰亚胺(烷基＝CH 3 、CH 2 CH 3 、CH 2 CH 2 CH 3 和CH 2 CH 2 CH 2 CH 3 )。反应动力学通过光谱测定。

  DOI：

  10.1246/bcsj.54.1269

文献信息

• Vibrational spectra and thin solid films of a bi(propylperylenediimide)
  作者：S. Rodriguez-llorente、R. Aroca、J. Duff

  DOI：10.1039/a803180k

  日期：——

  The synthesis, the fabrication of thin solid films and the optical spectra of a member of a new series of bis-perylene materials—the bi(propylperylenediimide),N′,N′″-dipropyl-N,N″-bi[perylene-3,4:9,10-bis(dicarboximide)] (Pr2)—are reported. The objective of the present research effort is to provide the fundamental spectroscopic characterization of the ground electronic state and the methods for the fabrication of submicron thin solid films of these new materials which are being tested for performing elementary electrical functions of electronic devices. Pr2 is a high molecular weight perylene dye and the molecular organization formed in vacuum evaporated nanometric films is one of the key elements determining the electrical and optical properties of thin solid films. The spectroscopic techniques used in the study of fundamental vibrational modes were transmission and reflection–absorption infrared spectroscopy (RAIRS). The inelastic scattering was investigated using out-of-resonance excitation (FT-Raman), resonance Raman scattering (RRS) and surface-enhanced resonance Raman scattering (SERRS) on silver island films. The vibrational assignment of characteristic wavenumbers was assisted with semi-empirical quantum mechanical calculations.

  报告了一种新的双过烯系列材料--双（丙基过烯二酰亚胺）、N′,N′″-二丙基-N,N″-双[过烯-3,4:9,10-双（二甲酰亚胺）]（Pr2）的合成、固体薄膜的制造和光学光谱。本研究工作的目标是提供基态电子的基本光谱特性，以及制造这些新材料亚微米固体薄膜的方法，这些薄膜正在进行测试，以实现电子设备的基本电气功能。Pr2 是一种高分子量的苝染料，在真空蒸发纳米薄膜中形成的分子组织是决定固体薄膜电气和光学特性的关键因素之一。研究基本振动模式时使用的光谱技术是透射和反射吸收红外光谱（RAIRS）。利用共振外激发（FT-Raman）、共振拉曼散射（RRS）和表面增强共振拉曼散射（SERRS）对银岛薄膜的非弹性散射进行了研究。半经验量子力学计算帮助确定了特征波数的振动分配。
• 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.
• Infrared and Raman spectra of thin solid films of 1,2-bis(propylimido perylene) ethane
  作者：Santiago Rodrı́guez-Llorente、Ricardo Aroca、James Duff

  DOI：10.1016/s1386-1425(98)00238-8

  日期：1999.5

  The synthesis, the fabrication of thin solid films, the vibrational spectra and the surface-enhanced resonance Raman scattering (SERRS) of a member of a new series of bisperylene materials: 1,2-bis(propylimido perylene) ethane (Pr(2)et) are reported. The objective of the present work was to study the fabrication of submicron evaporated thin solid films of this high molecular weight perylene dye. Transmission and reflection-absorption infrared spectroscopy were used to determine the molecular organisation of the vacuum evaporated nanometric films formed on dielectric and metallic substrates. The electronic absorption and emission spectra are discussed. The vibrational assignment of characteristic wavenumbers is proposed based on experimental data and aided with semi-empirical quantum chemical calculations. The SERRS allows the observation of vibrational fundamentals as well as combinations and overtones. (C) 1999 Elsevier Science B.V. All rights reserved.
• NAGAO YUKINORI; ISHIKAWA NARUMI; TANABE YORIKO; MISONO TAKAHISA, NIXON KAGAKU KAJSI, NIRRON KAGAKU KAISNI, J. CHEM. SOS. JAR., CHEM. AND I+
  作者：NAGAO YUKINORI、 ISHIKAWA NARUMI、 TANABE YORIKO、 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：——