2-benzhydrylnaphthylamine | 1515871-61-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-benzhydrylnaphthylamine
• 英文别名: 2-Benzhydrylnaphthalen-1-amine
• CAS: 1515871-61-0
• 化学式: C₂₃H₁₉N
• 分子量: 309.411
• InChiKey: LNMAQMPVESGCMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(mesitylimino)acenaphthylene-1-one 、 2-benzhydrylnaphthylamine 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以13.5%的产率得到1-(2-benzhydrylnaphthylimino)-2-(2,4,6-trimethylphenylimino)acenaphthylene
  参考文献：
  名称：

  Tailoring Polyethylenes by Nickel Complexes Bearing Modified 1-(2-Benzhydrylnaphthylimino)-2-phenyliminoacenaphthylene Derivatives

  摘要：

  A series of 1-(2-benzhydrylnaphthylimino)-2-phenyliminoacenaphthylene derivatives (L1-L5) was synthesized, characterized, and then reacted with (DME)NiBr2 to form the corresponding [1-(2-benzhydrylnaphthylimino)-2-phenyliminoacenaphthyl]nickel bromides (C1-C5). All nickel complexes were fully characterized by their FT-IR spectra and elemental analysis. The molecular structures of the representative complexes C1 and C4 were also determined by single-crystal X-ray diffraction. On activation with either methylaluminoxane (MAO) or diethylaluminum chloride (Et2AlCl), all title nickel complexes showed high activities toward ethylene polymerization; the resulting polyethylenes showed molecular weights higher than those obtained by using the nickel analogues bearing (2-benzhydrylnaphthylimino)pyridines and also had branches lower than those obtained by using other diiminoacenaphthylnickel analogues. Therefore, the modification of ligands could affect the catalytic behavior of their nickel complexes in order to tailor the molecular weights and branches of the resulting polyethylenes.

  DOI：

  10.1021/om5010226

文献信息

• 含有二苯甲基萘的氢化喹啉亚胺镍配合物催 化剂及其制备方法与应用
  申请人：中国科学院化学研究所

  公开号：CN106432075B

  公开（公告）日：2019-12-27

  本发明涉及一类含有二苯甲基萘的氢化喹啉亚胺镍配合物催化剂及其制备方法与应用。该类金属配合物用于催化乙烯聚合反应，表现出高的催化活性，可达到9.39×106g·mol‑1(Ni)·h‑1，同时得到高度支化的聚乙烯，并且该类配合物催化剂在较高温度下(50℃)仍可以保持较高的持久的活性，具有广泛的工业应用前景。
• Synthesis and characterization of 2-(2-benzhydrylnaphthyliminomethyl)pyridylnickel halides: formation of branched polyethylene
  作者：Erlin Yue、Qifeng Xing、Liping Zhang、Qisong Shi、Xiao-Ping Cao、Lin Wang、Carl Redshaw、Wen-Hua Sun

  DOI：10.1039/c3dt53205d

  日期：——

  thyl)pyridine derivatives (L1–L3) was prepared and used to synthesize the corresponding bis-ligated nickel(II) halide complexes (Ni1–Ni6) in good yield. The molecular structures of representative complexes, namely the bromide Ni3 and the chloride complex Ni6, were confirmed by single crystal X-ray diffraction, and revealed a distorted octahedral geometry at nickel. Upon activation with either methylaluminoxane

  制备了一系列的2-（2-苯甲酰基萘并甲基）吡啶衍生物（L1-L3），并用于高产率地合成相应的双连接卤化镍（II）配合物（Ni1-Ni6）。代表配合物，即溴化物的分子结构的Ni3和氯化物复合NI6，通过单晶X射线衍射确认，并且揭示在镍一扭曲的八面体几何形状。在用甲基铝氧烷（MAO）或改性甲基铝氧烷（MMAO）活化后，所有镍络合物预催化剂均显示出高活性（高达2.02×10 7 g（PE）mol -1（Ni）h -1）进行乙烯聚合，生产低分子量和窄分散性的支化聚乙烯。研究了反应参数和配体性质对标题镍配合物催化行为的影响。
• 2-(1-(2-Benzhydrylnaphthylimino)ethyl)pyridylnickel halides: synthesis, characterization, and ethylene polymerization behavior
  作者：Erlin Yue、Liping Zhang、Qifeng Xing、Xiao-Ping Cao、Xiang Hao、Carl Redshaw、Wen-Hua Sun

  DOI：10.1039/c3dt52234b

  日期：——

  all nickel complexes performed with high activities (up to 1.22 × 107 g (PE) mol−1 (Ni) h−1) towards ethylene polymerization; the obtained polyethylene possessed high branching, low molecular weight and narrow polydispersity, suggestive of a single-site active species. The effect of the polymerization parameters, including the nature of the ligands/halides on the catalytic performance is discussed.

  合成了一系列2-（1-（2-苯甲酰基萘并氨基）乙基）吡啶衍生物（L1-L3），并进行了充分表征。有机化合物在与卤化镍反应时起双齿配体的作用，从而提供两种镍配合物，即单核双连接的L 2 NiBr 2（Ni1-Ni3）或氯桥联的双核L 2 Ni 2 Cl 4（Ni4- Ni6）配合物。镍络合物得到了充分的表征，Ni2的单晶X射线衍射表明，镍的扭曲方锥几何形状包括两个配体的四个氮原子和一个溴化物。而对于Ni4，在镍上具有扭曲的八面体几何形状的中心对称二聚体是由一个配体的两个氮原子，两个桥连的氯化物和一个末端的氯化物以及来自甲醇（溶剂）的氧形成的。当用氯化二乙基铝（Et 2 AlCl）活化时，所有镍配合物对乙烯聚合均表现出高活性（高达1.22×10 7 g（PE）mol -1（Ni）h -1）；所得聚乙烯具有高支化，低分子量和窄的多分散性，暗示了单中心活性物质。讨论了聚合参数（包括配体/卤化物的性质）对催化性能的影响。
• Tailoring polyethylenes through constraining geometry of nickel complex: Synthesis, characterization and ethylene polymerization of 8-(2-benzhydrylnaphthylimino)-5,6,7-trihydroquinolylnickel halides
  作者：Erlin Yue、Yanning Zeng、Wenjuan Zhang、Fang Huang、Xiao-Ping Cao、Tongling Liang、Wen-Hua Sun

  DOI：10.1016/j.ica.2015.12.008

  日期：2016.3

  The newly prepared 8-(2-benzhydrylnaphthylimino)-5,6,7-trihydroquinoline derivatives (L1-L3) individually reacted with (DME) NiBr2 or NiCl2 to form their corresponding nickel bromide complexes (Ni1-Ni3) and nickel chloride complexes (Ni4-Ni6). These nickel complexes were fully characterized by FT-IR spectroscopy and elemental analysis as well as single crystal X-ray analysis. The representative molecular structures of Ni1 and Ni4, confirmed by single crystal X-ray diffraction, revealed a distorted octahedral geometry around nickel atom as the halo-bridged centro-symmetric dimers with formulae as L2Ni2X4 (X = Br, Ni1-Ni3; X = Cl, Ni4-Ni6). All nickel complexes, activated with either modified methylaluminoxane (MMAO) or diethylaluminiumchloride (Et2AlCl), exhibited high activities toward ethylene polymerization, producing branched polyethylene with low molecular weights. The obtained polyethylenes showed tail peaks in the high molecular weight portion according to the GPC curves due to the constrained geometry caused by the bulky 2-benzhydrylnaphthyl-substituted 8-arylimino-5,6,7-trihydroquinoline derivatives. (C) 2015 Elsevier B.V. All rights reserved.