3,9-bis(N,N-bis(4-methylphenyl)amino)perylene | 227009-37-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3,9-bis(N,N-bis(4-methylphenyl)amino)perylene
• 英文别名: N~3~,N~3~,N~9~,N~9~-Tetrakis(4-methylphenyl)perylene-3,9-diamine；3-N,3-N,9-N,9-N-tetrakis(4-methylphenyl)perylene-3,9-diamine
• CAS: 227009-37-2
• 化学式: C₄₈H₃₈N₂
• 分子量: 642.843
• InChiKey: FELXDNIAAORFTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  50
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,9-二溴芘 、 4,4'-二甲基二苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 以83%的产率得到3,9-bis(N,N-bis(4-methylphenyl)amino)perylene
  参考文献：
  名称：

  3,9-双（p-（R）-二苯氨基）per的电子推挽效应及对发射色彩调节的约束。

  摘要：

  一系列基于ylene的供体-供体（DAD）化合物3,9-双（对-（R-）-二苯氨基）per（R：CN（2a），F（2b），H（2c），Me （2d）和OMe（2e））是使用3,9-二溴per与对-（R）-二苯胺合成的，并且关于电子推挽取代基效应，在DAD系统上进行了分子内电荷转移（ICT）被调查了。通过引入带有给电子或吸电子R基团的各种对-（R）-二苯胺衍生物，可以系统地控制DAD化合物的能带隙，并有效地将发射色从绿色调为红色。正如预期的那样，根据Hammett取代基常数（σp），观察到所有DAD化合物的稳态发射光谱以及受控的发射颜色。在利珀特-马塔加（Lippert-Mataga）地块中，观察到不同的电荷转移特性，这取决于电子的推挽取代，这表明从吸电子到供体取代，ICT特性逐渐提高。然而，例外地，CN-取代的2a的强吸电子基团与其他R基团化合物不相关。从实验数据和密度泛函理论计算中，我们

  DOI：

  10.1021/acs.joc.9b01849

文献信息

• Organic electroluminescent device
  申请人：——

  公开号：US20020028350A1

  公开（公告）日：2002-03-07

  There is provided an electroluminescent device including an anode, a cathode, and at least one organic layer sandwiched between the anode and the cathode, the organic layer including at least a red light emitting layer, the organic layer containing a compound represented with the chemical formula C1, alone or in combination: 1 wherein R 1 to R 4 each independently represents a hydrogen atom, a hydroxyl group, a substituted or unsubstituted amino group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted aralkyl group, wherein at least one of R 1 to R 4 is a di-aryl amino group represented with —NAr 1 Ar 2 where each of Ar 1 and Ar 2 independently indicates an aryl group having a carbon number of 6 to 20 both inclusive, wherein R 5 to R 12 each independently represents a hydrogen atom, a halogen atom, a hydroxyl group, a substituted or unsubstituted amino group, a nitro group, a cyano group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted alkoxycarbonyl group, or a carboxyl group, and wherein any two of R 1 to R 4 except diaryl amino group and R 5 to R 12 may form a ring.

  提供了一种电致发光装置，包括阳极、阴极和至少一个有机层，夹在阳极和阴极之间，有机层包括至少一个红色发光层，有机层含有一个化学式为C1的化合物，单独或组合使用：1其中，R1到R4各自独立表示氢原子、羟基、取代或未取代的氨基、硝基、取代或未取代的烷基、取代或未取代的烯基、取代或未取代的环烷基、取代或未取代的烷氧基、取代或未取代的芳香烃基、取代或未取代的芳香杂环基或取代或未取代的芳基烷基，其中R1到R4中至少一个是二芳基氨基，表示为—NAr1Ar2，其中Ar1和Ar2各自独立表示具有6到20个碳原子的芳基，其中，R5到R12各自独立表示氢原子、卤素原子、羟基、取代或未取代的氨基、硝基、氰基、取代或未取代的烷基、取代或未取代的烯基、取代或未取代的环烷基、取代或未取代的烷氧基、取代或未取代的芳香烃基、取代或未取代的芳香杂环基或取代或未取代的芳基烷基、取代或未取代的芳氧基、取代或未取代的烷氧羰基或羧基，其中，R1到R4中的任意两个（除二芳基氨基外）和R5到R12中的任意两个可形成环。
• ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP1347031A1

  公开（公告）日：2003-09-24

  In an organic electroluminescent element comprising an anode layer, an organic luminescent layer, an inorganic compound layer (or reductive dopant layer) and a cathode layer; the organic luminescent layer comprises an aromatic amine compound of a formula (1), and/or an aromatic amine compound of a formula (2) wherein A, B, and Ar1 to Ar6 are independently a C6-60 aromatic group which does not contain a styryl group nor an alkenyl group, at least one of A, Ar1, Ar2, or B, Ar3 to Ar6 contains at least three condensed aromatic rings, and p, q and r of a condensation number are an integer of 1 to 6. The element has significantly long half-life and high luminance even at low driving voltages.

  在一种有机电致发光元件中，包括阳极层、有机发光层、无机化合物层（或还原掺杂层）和阴极层；有机发光层包括式（1）的芳香胺化合物和/或式（2）的芳香胺化合物 其中 A、B 和 Ar1 至 Ar6 独立地为不含苯乙烯基也不含烯基的 C6-60 芳基，A、Ar1、Ar2 或 B、Ar3 至 Ar6 中至少有一个含有至少三个缩合芳环，缩合数 p、q 和 r 为 1 至 6 的整数。这种元素的半衰期明显较长，即使在低驱动电压下也有较高的亮度。
• Organic electroluminescent device having high luminance efficiency
  申请人：NEC Corporation

  公开号：US20020034654A1

  公开（公告）日：2002-03-21

  An organic EL device comprising an anode, a cathode, and one or more organic thin-film layers having a light-emitting layer sandwiched between the anode and the cathode, the organic thin-film layers including, either singly or as a mixture, a perylene compound represented by a general formula [1] or a benzoperylene compound represented by a general formula [2]. 1

  一种有机电致发光器件，包括阳极、阴极和一个或多个有机薄膜层，在阳极和阴极之间夹有一个发光层，有机薄膜层包括通式为[1]的苝化合物或通式为[2]的苯并苝化合物。 1
• Organic electric-field light-emitting element
  申请人：Arakane Takashi

  公开号：US20050244676A1

  公开（公告）日：2005-11-03

  In an organic electroluminescent element comprising an anode layer, an organic luminescent layer, an inorganic compound layer (or reductive dopant layer) and a cathode layer; the organic luminescent layer comprises an aromatic amine compound of a formula (1), and/or an aromatic amine compound of a formula (2) wherein A, B, and Ar 1 to Ar 6 are independently a C 6-60 aromatic group which does not contain a styryl group nor an alkenyl group, at least one of A, Ar 1 , Ar 2 , or B, Ar 3 to Ar 6 contains at least three condensed aromatic rings, and p, q and r of a condensation number are an integer of 1 to 6. The element has significantly long half-life and high luminance even at low driving voltages.

  在一种有机电致发光元件中，包括阳极层、有机发光层、无机化合物层（或还原掺杂层）和阴极层；有机发光层包括式（1）的芳香族胺化合物和/或式（2）的芳香族胺化合物 其中 A、B 和 Ar 1 至 Ar 6 独立地为 C 6-60 不含苯乙烯基或烯基的芳香基团，A、Ar 1 、Ar 2 或 B（Ar 3 到 Ar 6 至少含有三个缩合芳香环，且缩合数 p、q 和 r 为 1 至 6 的整数。这种元素的半衰期明显较长，即使在低驱动电压下也有较高的亮度。
• ORGANIC ELECTRIC-FIELD LIGHT-EMITTING ELEMENT
  申请人：ARAKANE Takashi

  公开号：US20100308315A1

  公开（公告）日：2010-12-09

  In an organic electroluminescent element comprising an anode layer, an organic luminescent layer, an inorganic compound layer (or reductive dopant layer) and a cathode layer; the organic luminescent layer comprises an aromatic amine compound of a formula (1), and/or an aromatic amine compound of a formula (2) wherein A, B, and Ar 1 to Ar 6 are independently a C 6-60 aromatic group which does not contain a styryl group nor an alkenyl group, at least one of A, Ar 1 , Ar 2 , or B, Ar 3 to Ar 6 contains at least three condensed aromatic rings, and p, q and r of a condensation number are an integer of 1 to 6. The element has significantly long half-life and high luminance even at low driving voltages.