N-(1-Nonyldecyl)perylene-3,4-dicarboximide | 165261-28-9

• 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-(1-Nonyldecyl)perylene-3,4-dicarboximide
• 英文别名: N-(1-nonyldecyl)-3,4-perylenedicarboximide；N-(1-nonyldecyl)-3,4-perylene dicarboxylic imide；16-nonadecan-10-yl-16-azahexacyclo[12.6.2.12,6.011,21.018,22.010,23]tricosa-1(21),2,4,6(23),7,9,11,13,18(22),19-decaene-15,17-dione
• CAS: 165261-28-9
• 化学式: C₄₁H₄₉NO₂
• 分子量: 587.846
• InChiKey: RJGMDDHDAIXDKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  44
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1-Nonyldecyl)perylene-3,4-dicarboximide 在 硫酸 、 溴 、 碘 、 potassium hydroxide 作用下， 以 叔丁醇 为溶剂， 生成 9-bromoperylene-3,4-dicarboxylic anhydride
  参考文献：
  名称：

  Controlling UV/vis Absorption and Stokes Shifts in Highly Fluorescent Chromophores by Molecular Dynamics in Targeted Construction of Dyads

  摘要：

  Perylenedicarboximides were interlinked in their free pen-position to form dyads where the UV/vis absorptivity was amplified by exciton effects and the strong fluorescence bathochromically shifted by molecular dynamics. Applications of this type of dye with such increased Stokes shifts were discussed.

  DOI：

  10.1021/jo301417p
• 作为产物：
  描述：

  N-(10-nonadecyl)-3,4,9,10-perylenetetracarboxylic acid 3,4-anhydride-9,10-imide 在 3-甲基吡啶 、 铜 作用下， 生成 N-(1-Nonyldecyl)perylene-3,4-dicarboximide
  参考文献：
  名称：

  Controlling UV/vis Absorption and Stokes Shifts in Highly Fluorescent Chromophores by Molecular Dynamics in Targeted Construction of Dyads

  摘要：

  Perylenedicarboximides were interlinked in their free pen-position to form dyads where the UV/vis absorptivity was amplified by exciton effects and the strong fluorescence bathochromically shifted by molecular dynamics. Applications of this type of dye with such increased Stokes shifts were discussed.

  DOI：

  10.1021/jo301417p

文献信息

• Process for preparing perylene-3,4-dicarboxylic acid derivatives, the
  申请人：Ciba-Geigy Corporation

  公开号：US05650513A1

  公开（公告）日：1997-07-22

  Reacting the industrially readily available perylene-3,4,9,10-tetracarboxylic dianhydride (3) with specific primary amines in the presence of water gives perylene-3,4-dicarboxylic bisimides (2). Their hydrolysis affords the perylene-3,4-dicarboxylic anhydride on a preparative scale, and this anhydride is reacted with any primary amines to give likewise the corresponding imides 2. Condensation of the anhydride with diamines results in novel types of dyes, namely perylene-3,4-dicarboxamidines which have very good fastness properties. Also claimed are specific perylene-3,4-dicarboxylic diesters, perylene-3,4-dicarboxylic ester amides, perylene-3,4-dicarboxamidines and perylene-3,4-dicarbonyl derivatives, processes for preparing these compounds and their use. The compounds according to the invention are suitable, for example, as colorants for the mass coloration of high-molecular-weight organic material, for use in security printing, as fluorescent dyes for machine-readable markings, as laser dyes, and for preparing non-impact printing toners, color filters, organic photoreceptors, electroluminescence and photoluminescence elements or sun collectors and in specific substituted compounds are also suitable for use as rheology improvers.

  在工业上易得的苝-3,4,9,10-四羧酐（3）与特定的一级胺在水的存在下反应，生成苝-3,4-二羧酰双亚胺（2）。它们的水解产生苝-3,4-二羧酸酐，这种酐在制备规模上与任何一级胺反应，同样产生相应的亚酰胺2。酐与二胺的缩合反应产生新型染料，即苝-3,4-二羧酰胺，具有非常良好的耐久性。还声明了特定的苝-3,4-二羧酸二酯、苝-3,4-二羧酸酯酰胺、苝-3,4-二羧酰胺和苝-3,4-二羰基衍生物，以及制备这些化合物和它们的用途的方法。根据本发明的化合物，例如适用于高分子有机材料的质量着色剂，用于安全印刷，作为机器可读标记的荧光染料，激光染料，以及用于制备非冲击打印色调剂、彩色滤光片、有机光感受器、电致发光和光致发光元件或太阳能收集器，以及特定的取代化合物也适用于用作流变性改进剂。
• Core-Extended Terrylenetetracarboxdiimides – Novel, Strongly Red Fluorescent Broadband Absorbers
  作者：Heinz Langhals、Simon Poxleitner

  DOI：10.1002/ejoc.200701058

  日期：2008.2

  Strongly red fluorescent and broadband absorbing benzoterrylenehexacarboxtriimide (8) and yellow fluorescent dibenzoterryleneoctacarboxtetraimide (9) were prepared by the Diels–Alder reaction of readily soluble terrylenetetracarboxdiimides and subsequent condensation with primary amines. Applications such as for solar energy systems are discussed.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  强红色荧光和宽带吸收苯并三甲苯六羧基三亚胺 (8) 和黄色荧光二苯并三亚甲基四羧基四亚胺 (9) 是通过易溶的三亚甲基四羧基二亚胺的 Diels-Alder 反应和随后与伯胺缩合制备的。讨论了太阳能系统等应用。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
• [EN] BENZOTERRYLENE DERIVATIVES<br/>[FR] DÉRIVÉS BENZOTERRYLÈNE
  申请人：SABIC INNOVATIVE PLASTICS IP

  公开号：WO2009027952A1

  公开（公告）日：2009-03-05

  A benzoterrylene of Formula (I) wherein at least one of the pairs R4-R5, R6-R7, R10-R11, and R12-R13 is a ring structure selected from the group consisting of Formulas (A), (B), and (C) wherein Y1 through Y4 are each independently selected from O and NR16; and R1 through R16 are as disclosed herein. The benzoterrylenes are useful as lightfast colorants with high fluorescence quantum yields. Also disclosed are methods of making and using the benzoterrylenes.

  公式（I）中的苯并四苯乙烯，其中R4-R5，R6-R7，R10-R11和R12-R13中至少有一对是从以下组中选择的环结构，该组由公式（A），（B）和（C）组成，其中Y1至Y4各自独立地选自O和NR16；以及R1至R16如此披露。苯并四苯乙烯可用作具有高荧光量子产率的耐光性着色剂。还披露了制备和使用苯并四苯乙烯的方法。
• BENZOTERRYLENE DERIVATIVES
  申请人：Langhals Heinz

  公开号：US20090056793A1

  公开（公告）日：2009-03-05

  A benzoterrylene of Formula (I): wherein at least one of the pairs R 4 -R 5 , R 6 -R 7 , R 10 -R 11 , and R 12 -R 13 is a ring structure selected from the group consisting of Formulas A, B, and C: wherein Y 1 through Y 4 are each independently selected from O and NR 16 ; and R 1 through R 16 are as disclosed herein. The benzoterrylenes are useful as lightfast colorants with high fluorescence quantum yields. Also disclosed are methods of making and using the benzoterrylenes.

  公式（I）的苯并四苯乙烯：其中至少一对R4-R5、R6-R7、R10-R11和R12-R13中的一个是从公式A、B和C组成的环结构中选择的：其中Y1到Y4各自独立地选择O和NR16；而R1到R16如此披露。苯并四苯乙烯可用作具有高荧光量子产率的耐光色料。还披露了制备和使用苯并四苯乙烯的方法。
• Feiler, Leonhard; Langhals, Heinz; Polborn, Kurt, Liebigs Annalen, 1995, # 7, p. 1229 - 1244
  作者：Feiler, Leonhard、Langhals, Heinz、Polborn, Kurt

  DOI：——

  日期：——