N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE | 4081-35-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE
• 英文别名: N,N'-hexamethylene bis(salicylideneamine)；N,N'-hexamethylenebis(salicylideneimine)；N,N'-hexamethylenebis(salicylaldimine)；2,2'-[1,6-hexanediylbis(nitrilomethylidyne)]bisphenol；N,N'-1,6-Hexamethylen-bis-salicylaldimin
• CAS: 4081-35-0
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: DXVHKINVBJRBGQ-YHARCJFQSA-N

物化性质

• 熔点：
  68-69 °C(lit.)
• 沸点：
  505.0±45.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.18
• 氢给体数：
  2.0
• 氢受体数：
  4.0

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2925290090
• 安全说明：
  S26,S37/39

反应信息

• 作为反应物：
  描述：

  N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE 生成 (6Z)-6-[[6-[[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]hexylamino]methylidene]cyclohexa-2,4-dien-1-one
  参考文献：
  名称：

  Zhao, Jianzhang; Zhao, Bing; Xua, Weiqing, Journal of Chemical Research - Part S, 2003, # 5, p. 292 - 293

  摘要：

  DOI：
• 作为产物：
  描述：

  (6Z)-6-[[6-[[(Z)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]hexylamino]methylidene]cyclohexa-2,4-dien-1-one 生成 N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE
  参考文献：
  名称：

  Zhao, Jianzhang; Zhao, Bing; Xua, Weiqing, Journal of Chemical Research - Part S, 2003, # 5, p. 292 - 293

  摘要：

  DOI：

文献信息

• PHOSPHORUS-BASED OXAZINE COMPOUNDS AND PREPARATION METHOD OF THE SAME
  申请人：Lin Ching-Hsuan

  公开号：US20090171120A1

  公开（公告）日：2009-07-02

  The present invention provides phosphorus-based oxazine compounds and the preparation method thereof. The phosphorus-based oxazine compounds of the present invention can provide better fire-resistant characteristics, while the preparation method for the phosphorus-based oxazine compound of the present invention can offer high yields and/or high purity phosphorus-based oxazine compounds.

  本发明提供了基于磷的噁啉化合物及其制备方法。本发明的基于磷的噁啉化合物可以提供更好的耐火特性，而本发明的基于磷的噁啉化合物的制备方法可以提供高产率和/或高纯度的基于磷的噁啉化合物。
• Functionalized Salen ligands linking with non-conjugated bridges: unique and colorful aggregation-induced emission, mechanism, and applications
  作者：Jinghui Cheng、Yuanxi Li、Rui Sun、Jiaoyan Liu、Fei Gou、Xiangge Zhou、Haifeng Xiang、Jin Liu

  DOI：10.1039/c5tc02555a

  日期：——

  salicylaldehyde-based bis-Schiff bases, linking with different non-conjugated alkyl bridges ((CH2)n, n = 2–9, 12; cyclohexyl) and containing different electron-accepting (–NO2, –F, and –Cl), electron-donating (–OMe, –OH, and –NEt2), or sterically hindering (–t-butyl) substituents or a π-extended system (naphthalene ring) have been designed and synthesized. The photophysical properties of these Salen ligands can be

  一系列新颖，简单和多彩的Salen配体（56个样品），基于水杨醛的双席夫碱，与不同的非共轭烷基桥（（CH 2）n，n = 2–9，12;环己基）连接包含不同的电子接受基（-NO 2，-F和-Cl），供电子基（-OMe，-OH和-NEt 2）或空间上受阻的（-叔丁基）取代基或π扩展系统（萘环）已经被设计和合成。这些Salen配体的光物理性质可以通过引入侧官能取代基，π扩展系统和中心N来很好地调节。-烷基链桥。它们包含一个小的π共轭体系，但显示出强烈的蓝，绿和红色聚集诱导发射（AIE），具有大的斯托克斯位移（最大162 nm）和高的荧光量子产率（最大为0.44和0.75 in），这是不寻常的。水和固体）。结合其AIE的优势以及良好的稳定性和生物相容性，Salen配体可潜在地用于机械荧光致变色（晶体缺陷诱导发射）和活细胞成像。此外，研究了它们的化学结构和AIE性能之间的内在联系，这为AIE活性染料的设计提供了明确的见识。
• Effects of diamine bridge length and substituents on the spectral properties of N,N ′-bis(α-substituted salicylidene)diamines in solution
  作者：Toshio Kawasaki、Toshihide Kamata、Hirobumi Ushijima、Mitsuhiro Kanakubo、Shigeo Murata、Fujio Mizukami、Yuki Fujii、Yoshiharu Usui

  DOI：10.1039/a807902a

  日期：——

  Absorption and fluorescence spectra of thirteen N,N′-bis(α-substituted salicylidene)diamines in solution were investigated with the intention of investigating the role of the substituent and diamine bridge length on their optical properties. The fluorescence efficiency was improved by an increase in the electron-donating property of the substituents on the azomethine carbon accompanied by an increase of the n→π* transition absorption. However, the effect did not occur for the substituents on the azomethine nitrogen, in which no drastic changes in fluorescence efficiency could be observed. Through the investigation of the diamine bridge length effects, it was found that a diamine Schiff base seems to form neither an inter- nor an intramolecular dimer with any peculiar fluorescence in the solution even if it has a long methylene bridge. It was also suggested that the diamine Schiff base has a third fluorescence species in the excited state, which might be a pre-keto form, the existence of which is strongly affected by the hydrogen bond strength between the hydroxy and azomethine groups.

  研究了 13 种 N,Nâ²-双（δ-取代水杨基）二胺在溶液中的吸收光谱和荧光光谱，旨在探讨取代基和二胺桥长度对其光学性质的影响。偶氮亚甲基碳上取代基的电子负载特性增加，同时 nâÏ* 过渡吸收增加，从而提高了荧光效率。然而，偶氮甲基氮上的取代基并没有产生这种效果，其荧光效率没有发生剧烈变化。通过对二胺桥长度效应的研究发现，二胺席夫碱即使具有较长的亚甲基桥，在溶液中似乎也不会形成具有特殊荧光的分子间或分子内二聚物。研究还发现，二胺席夫碱在激发态下有第三种荧光，可能是一种前酮形式，它的存在受到羟基和偶氮甲基之间氢键强度的强烈影响。
• Process for the preparation of alkylene glycols
  申请人：Van Hal W. Jaap

  公开号：US20070066856A1

  公开（公告）日：2007-03-22

  Disclosed is a process for the preparation of alkylene glycols from the corresponding alkylene oxide, such as ethylene glycol from ethylene oxide, in the presence of water, a catalyst and, optionally, carbon dioxide. The catalyst is a SALEN-type compound which contains an amino group and an oxy or hydroxy group connected by a hydrocarbon, such as an alkyl or an alkylaryl. The SALEN-type compounds may be Schiff bases, i.e., a condensate product of a primary amine with an aldehyde, ketone or an alcohol. The SALEN-type compound may be a mono or bis compound and may be complexed with a Group 4-14 metal, such as aluminum, tin, vanadium, chromium, manganese, iron, cobalt or platinum.

  本发明揭示了一种从相应的氧化烷基环氧化物制备烷基二醇的方法，例如从环氧乙烷制备乙二醇，在水、催化剂和必要时二氧化碳的存在下进行。催化剂是一种含有氨基和氧基或羟基的SALEN型化合物，它们由碳氢化合物（例如烷基或烷基芳基）连接。SALEN型化合物可以是Schiff碱，即一种由一种主要胺与醛、酮或醇的缩合产物。SALEN型化合物可以是单体或双体化合物，并可以与第4-14族金属（例如铝、锡、钒、铬、锰、铁、钴或铂）形成配合物。
• Design of postmetallocene Schiff base-like catalytic systems for polymerization of olefins: XII. Synthesis of tetradentate bis-salicylaldehyde imine ligands
  作者：I. I. Oleinik、I. V. Oleinik、S. S. Ivanchev、G. A. Tolstikov

  DOI：10.1134/s1070428009040101

  日期：2009.4

  Reactions of salicylaldehyde, 3-tert-butylsalicylaldehyde, and 3,5-di-tert-butylsalicylaldehyde with 1,4-diaminobutane, 1,6-diaminohexane, 4,4'-diaminodiphenylmethane, 4,4'-diamino-3,3',5,5'-tetramethyldiphenylmethane, 4,4'-diamino-5,5'-dicyclopentyl-3,3'-dimethyldiphenylmethane, 4,4'-diamino-5,5'-dicyclohexyl-3,3'-dimethyldiphenylmethane, bis(4-aminophenyl) sulfone, o,o'- and p,p'-diaminodiphenyl ethers, 1,4-bis(4-aminophenoxy)benzene, 2,2-bis[4-(4-aminophenoxy)phenyl]propane, and 4,4aEuro(3)-diamino-p-terphenyl gave a series of the corresponding Schiff bases which can be used as tetradentate ligands for the synthesis of titanium and zirconium complexes.

表征谱图