N,N′-bis(α-naphthyl)-N,N′-bis(4-aniline)biphenyldiamine | 1048641-18-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N′-bis(α-naphthyl)-N,N′-bis(4-aniline)biphenyldiamine
• 英文别名: N,N'-bis(4-aminophenyl)-N,N'-di-1-naphthalenyl-(1,1'-biphenyl)-4,4'-diamine；4-N-[4-[4-(4-amino-N-naphthalen-1-ylanilino)phenyl]phenyl]-4-N-naphthalen-1-ylbenzene-1,4-diamine
• CAS: 1048641-18-4
• 化学式: C₄₄H₃₄N₄
• 分子量: 618.781
• InChiKey: RQWIXOZOGVDYQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  48
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-噻吩甲酰氯 、 N,N′-bis(α-naphthyl)-N,N′-bis(4-aniline)biphenyldiamine 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 N,N'-bis(α-naphthyl)-N,N'-bis(4-anilino)biphenyldithiopheneamide
  参考文献：
  名称：

  含噻吩的三苯胺基共轭型芳香酰胺及其制备方 法和应用

  摘要：

  含噻吩的三苯胺基共轭型芳香酰胺及其制备方法和应用，本发明涉及电致变色材料及其制备方法，它为了解决现有酰胺类电致变色材料的合成复杂，热稳定性差和电变色响应灵敏度低的问题。本发明含噻吩的三苯胺基共轭型芳香酰胺的结构式为制备方法：一、将二胺单体和三乙胺溶于DMF有机溶剂中，得到混合液A；二、将α-噻吩酰氯溶于DMF有机溶剂中，得到混合液B，冰水浴下将混合液A和B混合，加热回流，得到反应液；三、过滤收集固相物，层析分离后重结晶。本发明所述的电致变色材料制备工艺简单，热稳定好，同时具有较好的电变色响应灵敏度和变色范围。

  公开号：

  CN104072474B
• 作为产物：
  描述：

  N,N′-bis(α-naphthyl)-N,N′-bis(4-nitro)biphenyldiamine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以100%的产率得到N,N′-bis(α-naphthyl)-N,N′-bis(4-aniline)biphenyldiamine
  参考文献：
  名称：

  含三芳基胺的近红外电致变色萘基聚酰亚胺：合成与电化学性能

  摘要：

  通过常规的两步聚合方法已经合成了一系列新颖的多色近红外（NIR）电致变色芳族聚酰亚胺（PI）。PI的结构通过傅立叶红外光谱（FTIR），1 H NMR光谱进行了表征，表明与所提出的结构一致。这些聚（酰胺酸）的固有粘度为0.75-0.84 dl / g。它们易于溶于许多有机溶剂，例如N-甲基-2-吡咯烷酮（NMP），二甲基乙酰胺（DMAc），N，N-二甲基甲酰胺（DMF）和二甲基亚砜（DMSO）。所有PI均显示出出色的热稳定性，即在氮气下超过480°C时有5％的重量损失。通过循环伏安法确定这些PI的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）的能级在-4.95至-5.00和-1.97至-2.01 eV的范围内（相对于真空度）该方法分别与量子化学计算的结果相吻合。所有获得的PI都显示出电致变色特性的稳定性，颜色从原来的淡黄色变为红色和蓝色。此外，PIs膜显示出较高的着色效率（CE），切换时间短和阳极电致变色行为。

  DOI：

  10.1016/j.electacta.2013.08.160

文献信息

• Tuning the bandgaps of polyazomethines containing triphenylamine by different linkage sites of dialdhyde monomers
  作者：Jiwei Cai、Haijun Niu、Cheng Wang、Lina Ma、Xuduo Bai、Wen Wang

  DOI：10.1016/j.electacta.2012.04.117

  日期：2012.8

  Two series of conjugated aromatic polyazomethines (PAMs) have been designed and obtained by solution polycondensation of N,N′-bis(4-aminophenyl)-N,N′-di-2-naphthalenyl-4-benzene diamine, N,N′-bis(4-aminophenyl)-N,N′-di-1-naphthalenyl-(1,1′-biphenhyl)-4,4′-diamine with different aromatic dialdehydes, namely terephthalaldehyde, 1,3-isophthalaldehyde, phthaldialdehyde, 4,4′-diformyltriphenylamine, 2,

  通过N，N'-双（4-氨基苯基）-N，N'-二-2-萘基-4-苯二胺，N，N'的溶液缩聚，设计并获得了两个系列的共轭芳族聚偶氮甲亚胺（PAM）。 -双（4-氨基苯基）-N，N'-二-1-萘基-（1,1'-联苯基）-4,4'-二胺与不同的芳族二醛，即对苯二甲醛，1,3-间苯二甲醛，邻苯二甲醛， 4,4'-二甲酰基三苯胺，2,5-噻吩二醛。聚合物的结构通过FTIR，1 H NMR谱表征，表明与所提出的结构一致。通过XRD技术测定，所有聚合物均为无定形，并在许多有机溶剂（如CHCl 3）中具有良好的溶解性，THF，N-甲基-2-吡咯烷酮（NMP）和N，N'-二甲基乙酰胺（DMAc），并且可以流延成坚韧而柔软的聚合物薄膜。PAM的形态已通过原子力显微镜（AFM）检测到，该表面显示出更多的平坦表面。 所有聚合物均显示出出色的热稳定性，即在氮气氛下超过515°C损失20 wt％。混合密度泛函理论（DF
• Near infrared electrochromic naphthalene-based polyimides containing triarylamine: Synthesis and electrochemical properties
  作者：Jiwei Cai、Lina Ma、Haijun Niu、Ping Zhao、Yongfu Lian、Wen Wang

  DOI：10.1016/j.electacta.2013.08.160

  日期：2013.12

  obtained PIs revealed stability of electrochromic characteristics, changing color from original yellowish to red and blue. In addition, the PIs films showed high coloration efficiency (CE), short switching time, and anodic electrochromic behavior. The properties prove that the PIs are multipurpose materials which will be subject of hole-transporting and electrochromic application in the near future.

  通过常规的两步聚合方法已经合成了一系列新颖的多色近红外（NIR）电致变色芳族聚酰亚胺（PI）。PI的结构通过傅立叶红外光谱（FTIR），1 H NMR光谱进行了表征，表明与所提出的结构一致。这些聚（酰胺酸）的固有粘度为0.75-0.84 dl / g。它们易于溶于许多有机溶剂，例如N-甲基-2-吡咯烷酮（NMP），二甲基乙酰胺（DMAc），N，N-二甲基甲酰胺（DMF）和二甲基亚砜（DMSO）。所有PI均显示出出色的热稳定性，即在氮气下超过480°C时有5％的重量损失。通过循环伏安法确定这些PI的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）的能级在-4.95至-5.00和-1.97至-2.01 eV的范围内（相对于真空度）该方法分别与量子化学计算的结果相吻合。所有获得的PI都显示出电致变色特性的稳定性，颜色从原来的淡黄色变为红色和蓝色。此外，PIs膜显示出较高的着色效率（CE），切换时间短和阳极电致变色行为。
• CHARGE-TRANSPORTING VARNISHES CONTAINING CHARGE-TRANSPORTING POLYMERS AND ORGANIC ELECTROLUMINESCENT DEVICES MADE BY USING THE SAME
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP1905804A1

  公开（公告）日：2008-04-02

  A charge-transporting varnish comprising a solution or dispersion of at least one charge-transporting polymer comprising repeating units represented by the general formula (1) in at least one solvent, wherein the polymer is at least one polymer selected from among polyimide precursors having number-average molecular weights of 1,000 to 100,000 and polyimides obtained by cyclodehydration of the precursors; a charge-transporting varnish comprising a solution or dispersion in at least one solvent of both a charge-transporting substance consisting of a charge-transporting oligoaniline derivative having a number-average molecular weight of 250 to 5,000 or a charge-transporting organic material consisting of the substance and a charge-receiving dopant and at least one charge-transporting polymer comprising repeating units represented by the general formula (1); charge-transporting thin films formed by using the varnishes; and organic electroluminescent devices provided with the thin films: (1) wherein Ar1 to Ar3 are each independently monovalent aryl; Ar4 to Ar7 are each independently divalent aryl; X1 and X2 are each independently a divalent organic group; X3 and X4 are each independently a single bond, -O-, -S-, -C(O)NH-, -NHC(O)-, imino which may be substituted with a monovalent hydrocarbon group, alkylene of 1 to 5 carbon atoms which may have a branched structure, or alkylenedioxo of 1 to 5 carbon atoms which may have a branched structure; n is 0 or a positive integer of 3 or below; and i and j are each independently 0 or 1.

  一种电荷传输清漆，包括至少一种由通式(1)代表的重复单元组成的电荷传输聚合物在至少一种溶剂中的溶液或分散液，其中该聚合物为至少一种选自平均分子量为1,000至100,000的聚酰亚胺前体和通过前体环脱水得到的聚酰亚胺的聚合物；电荷传输清漆，包括电荷传输物质在至少一种溶剂中的溶液或分散液，该电荷传输物质由平均分子量为 250 至 5000 的电荷传输低聚苯胺衍生物组成，或由该物质和电荷接收掺杂剂组成的电荷传输有机材料，以及至少一种电荷传输聚合物，该聚合物由通式(1)表示的重复单元组成；使用这些清漆形成的电荷传输薄膜；以及使用这些薄膜的有机电致发光器件：(1) 其中 Ar1 至 Ar3 各自独立地为一价芳基；Ar4 至 Ar7 各自独立地为二价芳基；X1 和 X2 各自独立地为二价有机基团；X3和X4各自独立地为单键、-O-、-S-、-C(O)NH-、-NHC(O)-、可被一价烃基取代的亚氨基、可具有支链结构的1至5个碳原子的亚烷基或可具有支链结构的1至5个碳原子的亚烷基二氧代；n为0或3或以下的正整数；以及i和j各自独立地为0或1。
• Charge-transporting varnish and organic electro-luminescent devices made by using the same
  申请人：Ono Go

  公开号：US20070187672A1

  公开（公告）日：2007-08-16

  A charge-transporting varnish containing either a charge-transporting substance consisting of a charge-transporting oligoaniline or a charge-transporting organic material consisting of the charge-transporting substance and a charge-accepting dopant and at least one polymer selected from among polyimides and polyimide precursors; and charge-transporting thin films and organic EL devices, made by using the varnish. The varnish can give thin films which little suffer from defects and have high uniformity and flatness and excellent mechanical strengths, heat resistance, and transparency. In particular, the varnish realizes excellent EL characteristics such as low driving voltage, high emission efficiency, and long service life, when used in organic EL devices.
• Charge-transporting varnishes containing charge-transporting polymers and organic electroluminescent devices made by using the same
  申请人：Ono Go

  公开号：US20090058269A1

  公开（公告）日：2009-03-05

  A charge-transporting varnish comprising a solution or dispersion of at least one charge-transporting polymer comprising repeating units represented by the general formula (1) in at least one solvent, wherein the polymer is at least one polymer selected from among polyimide precursors having number-average molecular weights of 1,000 to 100,000 and polyimides obtained by cyclodehydration of the precursors; a charge-transporting varnish comprising a solution or dispersion in at least one solvent of both a charge-transporting substance consisting of a charge-transporting oligoaniline derivative having a number-average molecular weight of 250 to 5,000 or a charge-transporting organic material consisting of the substance and a charge-receiving dopant and at least one charge-transporting polymer comprising repeating units represented by the general formula (1); charge-transporting thin films formed by using the varnishes; and organic electroluminescent devices provided with the thin films: (1) wherein Ar 1 to Ar 3 are each independently monovalent aryl; Ar 4 to Ar 7 are each independently divalent aryl; X 1 and X 2 are each independently a divalent organic group; X 3 and X 4 are each independently a single bond, —O—, —S—, —C(O)NH—, —NHC(O)—, imino which may be substituted with a monovalent hydrocarbon group, alkylene of 1 to 5 carbon atoms which may have a branched structure, or alkylenedioxo of 1 to 5 carbon atoms which may have a branched structure; n is 0 or a positive integer of 3 or below; and i and j are each independently 0 or 1.