1,2-bis(decyloxy)-4,5-diaminobenzene | 190435-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-bis(decyloxy)-4,5-diaminobenzene
• 英文别名: 4,5-Didecoxybenzene-1,2-diamine；4,5-didecoxybenzene-1,2-diamine
• CAS: 190435-61-1
• 化学式: C₂₆H₄₈N₂O₂
• 分子量: 420.679
• InChiKey: BJFZNFCWBRTCCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  30
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  氯冉酸 、 1,2-bis(decyloxy)-4,5-diaminobenzene 以 乙醇 为溶剂， 反应 24.0h， 以75%的产率得到1,4-dichloro-7,8-bis(decyloxy)phenazine-2,3-diol
  参考文献：
  名称：

  Synthesis, Characterization, and Nonvolatile Ternary Memory Behavior of a Larger Heteroacene with Nine Linearly Fused Rings and Two Different Heteroatoms

  摘要：

  To achieve ultrahigh density memory devices with the capacity of 3(n) or larger, organic materials with multilevel stable states are highly desirable. Here, we reported a novel larger stable heteroacene, 2,3,13,14-tetradecyloxy-5,11,16,22-tetraaza-6,10,17,21-tetrachloro-7,9,18,20-tetraoxa-8,19-dicyanoenneacene (CDPzN), which has two different types of heteroatoms (O and N) and nine linearly fused rings. The sandwich-structure memory devices based on CDPzN exhibited excellent ternary memory behaviors with high ON2/ON1/OFF current ratios of 10(6.3)/10(4.3)/1 and good stability for these three states.

  DOI：

  10.1021/ja408208c
• 作为产物：
  描述：

  癸基溴 在 palladium 10% on activated carbon 、 硝酸 、 potassium carbonate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 97.0h， 生成 1,2-bis(decyloxy)-4,5-diaminobenzene
  参考文献：
  名称：

  Synthesis, Characterization, and Nonvolatile Ternary Memory Behavior of a Larger Heteroacene with Nine Linearly Fused Rings and Two Different Heteroatoms

  摘要：

  To achieve ultrahigh density memory devices with the capacity of 3(n) or larger, organic materials with multilevel stable states are highly desirable. Here, we reported a novel larger stable heteroacene, 2,3,13,14-tetradecyloxy-5,11,16,22-tetraaza-6,10,17,21-tetrachloro-7,9,18,20-tetraoxa-8,19-dicyanoenneacene (CDPzN), which has two different types of heteroatoms (O and N) and nine linearly fused rings. The sandwich-structure memory devices based on CDPzN exhibited excellent ternary memory behaviors with high ON2/ON1/OFF current ratios of 10(6.3)/10(4.3)/1 and good stability for these three states.

  DOI：

  10.1021/ja408208c

文献信息

• In Situ Synthesis of Hexakis(alkoxy)diquinoxalino[2,3-<i>a</i>:2‘,3‘-<i>c</i>]phenazines:  Mesogenic Phase Transition of the Electron-Deficient Discotic Compounds
  作者：Chi Wi Ong、Su-Chih Liao、Tsu Hsing Chang、Hsiu-Fu Hsu

  DOI：10.1021/jo035840l

  日期：2004.4.1

  2,3,8,9,14,15-Hexakis(alkoxy)diquinoxalino[2,3-a:2‘,3‘-c]phenazines with alkyl side chains varying from 6 to 12 carbon atoms were readily synthesized by the condensation of hexaketocyclohexane with the respective 1,2-bisalkoxy-4,5-diaminobenzene. Polarization microscopy and DSC studies showed all these compounds to exhibit a very wide mesophase range of over 150 °C. An interesting Dhd to Drd transition

  通过缩合反应很容易合成2,3,8,9,14,15-烷基侧链为6至12个碳原子的六（烷氧基）二喹喔啉[2,3- a：2'，3'- c ]吩嗪六酮环己烷与各自的1，2-双烷氧基-4，5-二氨基苯。偏振显微镜和DSC研究表明，所有这些化合物的中间相范围都超过150°C。通过X射线衍射测量确定，辛基衍生物3b观察到有趣的D hd到D rd跃迁。己基衍生物显示出三个还原电位，这表明HATN核保持了其电子不足的特性，并被认为适合作为n掺杂的盘状液晶材料。六个烷氧基链的合并并没有覆盖HATN核心的电子缺乏。
• Dibenzo[a,c]phenazine with six-long alkoxy chains to probe optimization of mesogenic behavior
  作者：Chi Wi Ong、Ja-Yi Hwang、Mei-Chun Tzeng、Su-Chih Liao、Hsiu-Fu Hsu、Tsu-Hsin Chang

  DOI：10.1039/b617827h

  日期：——

  New hexaalkoxydibenzo[a,c]phenazines (HDBPs) with six-carbon long chains have been prepared, and their mesogenic behavior investigated. The incorporation of six peripheral alkoxy groups onto the larger, dipolar core bearing nitrogen atoms showed interesting thermal properties. The crystal-to-mesophase transitions for the HDBPs (K–col) are similar to the triphenylenes, but the clearing temperatures (Col–I) are shifted upwards by approx. 60 °C. HDBP therefore possesses stable hexagonal mesophases in a fairly broad temperature range and form homeotropically aligned films.

  新合成的具有六碳长链的新型六烷氧基二苯并[a,c]吩嗪类化合物（HDBP），其液晶行为已被研究。通过将六个外围烷氧基团引入到具有氮原子的大偶极核心结构中，展现出有趣的温度特性。HDBP的晶体至液晶相转变（K–col）与三苯化合物相似，但其清亮点（Col–I）温度提高了约60°C。因此，HDBP具有在相当宽的温度范围内稳定的六方液晶相，并能形成垂直排列的薄膜。
• Synthesis and Magnetic Properties of Novel Azamacrocyclic LnIII, CuII, FeIII, and SrII Complexes and Conformational Analysis of the Ligands
  作者：Roxana Judele、Michael J. Dix、Sabine Laschat、Angelika Baro、Manfred Nimtz、Dirk Menzel、Joachim Schoenes、Klaus Doll、Gertrud Zwicknagl、Mark Niemeyer

  DOI：10.1002/zaac.200700394

  日期：2008.2

  calorimetry and optical polarizing microscopy of 1 · MXn did not reveal any mesomorphism. The magnetic susceptibility shows deviation from Curie-like behavior. Due to ligand field effects the effective magnetic moments are a function of the temperature. In order to obtain structural informations on the free ligand 1, which is synthetically not accessible, theoretical calculations were carried out. For the

  六烷氧基取代氮杂大环金属配合物1·MXn[MXn=FeCl3、CuCl2、SrCl2、Ln(NO3)3；Ln = La, Pr, Eu, Ho, Er] 使用 1,2-双烷氧基-4,5-二胺 3 和 4-烷氧基-吡啶-2,6-二甲醛 4 作为关键，通过收敛方法制备了具有不同链长的 Ln = La, Pr, Eu, Ho, Er]模板辅助环缩聚的构建块。金属络合物 1 MXn 被认为是潜在的金属异构体。然而，1·MXn 的差示扫描量热法和光学偏光显微镜未显示任何介晶现象。磁化率显示偏离居里行为。由于配体场效应，有效磁矩是温度的函数。为了获得合成上无法获得的游离配体 1 的结构信息，进行了理论计算。对于游离的氮杂大环 2a 和游离的六甲氧基取代的氮杂大环 1a，在密度泛函理论的水平上计算了红外光谱。考虑了平面和马鞍形构造。讨论了红外光谱，尤其是 C = N 振动对结构参数和电荷分布的依赖性。
• Synthesis, Structure, and Computational Studies of Soluble Conjugated Multidentate Macrocycles
  作者：Amanda J. Gallant、Joseph K.-H. Hui、Federico E. Zahariev、Yan Alexander Wang、Mark J. MacLachlan

  DOI：10.1021/jo050742g

  日期：2005.9.1

  Conjugated, shape-persistent macrocycles based on [3 + 3] Schiff-base condensation are of interest for supramolecular materials. In an effort to develop new discotic liquid crystals based on these compounds, a series of macrocycles with peripheral alkoxy groups of varying length have been prepared. The synthesis and mechanism of formation have been probed by isolation of oligomeric intermediates. A

  基于[3 + 3] Schiff碱缩合的共轭，形状持久的大环对于超分子材料非常重要。为了开发基于这些化合物的新的盘状液晶，已经制备了一系列具有不同长度的外围烷氧基的大环。寡聚中间体的分离已探究了合成方法和形成机理。一个大环的单晶X射线衍射研究显示了非平面的，强烈氢键的结构。令我们惊讶的是，即使具有非常长的取代基，大环也不是液晶的。从头算起已经合理化了，这表明大环正在经历二羟基二亚氨基苯环的旋转，这可能不允许稳定的盘状液晶相。
• Synthesis of polyphilic hexaazatrinaphthylenes and mesomorphic properties
  作者：Ming-Che Yeh、Su-Chih Liao、Shih-Hua Chao、Chi Wi Ong

  DOI：10.1016/j.tet.2010.09.064

  日期：2010.11

  Methodologies for the synthesis of polyphilic hexaazatrinaphthylenes (HATN) with reduced symmetry based on the sequential condensation reactions of 1,2-bisalkoxy-4,5-diaminobenzenes with either tetrahydroxy-1,4-quinone or hexaketocyclohexane are described. The synthesized HATN possesses improved mesogenic properties and is liquid crystalline at room temperature.

  描述了基于1,2-双烷氧基-4,5-二氨基苯与四羟基-1,4-醌或六酮环己烷的顺序缩合反应合成具有降低的对称性的多亲六氮杂萘并菲（HATN）的方法。合成的HATN具有改善的介晶性质，并且在室温下为液晶。