1,3,5-tris(di-p-anisylamino)benzene | 126738-30-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3,5-tris(di-p-anisylamino)benzene
• 英文别名: N~1~,N~1~,N~3~,N~3~,N~5~,N~5~-Hexakis(4-methoxyphenyl)benzene-1,3,5-triamine；1-N,1-N,3-N,3-N,5-N,5-N-hexakis(4-methoxyphenyl)benzene-1,3,5-triamine
• CAS: 126738-30-5
• 化学式: C₄₈H₄₅N₃O₆
• 分子量: 759.902
• InChiKey: UZZOYXJHEMJULX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  57
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(di-p-anisylamino)benzene 在 thianthrenium perchlorate 作用下， 以 various solvent(s) 为溶剂， 生成 N,M,N',N',N'',N''-hexaanisyl-1,3,5-triaminobenzene trication-radical
  参考文献：
  名称：

  High-Spin Polycations of a Trlaminobenzene

  摘要：

  DOI：

  10.1080/10587259508055275
• 作为产物：
  描述：

  间苯三酚 在 碘 、 铜 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 1,3,5-tris(di-p-anisylamino)benzene
  参考文献：
  名称：

  1,3,5-三（二芳基氨基）苯的阳离子自由基

  摘要：

  循环伏安法和ESR研究揭示了一些1,3,5-三（二芳基氨基）苯的阳离子自由基的性质。结果表明，有效离域的自由基阳离子在冷介质中具有长的溶液寿命，但在环境温度下的动态稳定性比其单体三芳基铵阳离子自由基对应物要小得多。分子内邻位偶合，可能是通过歧化，是一种假定的阳离子自由基衰变模式。

  DOI：

  10.1016/0040-4039(95)00094-s

文献信息

• Syntheses and Redox Properties of Di-, Tri-, Tetra-, and Pentaamines
  作者：Shigeru Sasaki、Masahiko Iyoda

  DOI：10.1246/cl.1995.1011

  日期：1995.11

  A series of di-, tri-, tetra-, and pentaamines were synthesized as precursors for corresponding di-, tri-, tetra-, and penta(aminium radical-cations) by the aryl-N bond formation reaction between aryl iodides and in situ prepared copper amide in refluxing pyridine. Cyclic voltammograms of meta-connected derivatives consisted of irreversible waves which imply side reactions in addition to oxidation

  通过芳基碘化物之间的芳基-N键形成反应，合成了一系列二胺、三胺、四胺和五胺作为相应二、三、四和五（胺自由基阳离子）的前体。在回流吡啶中原位制备酰胺铜。元连接衍生物的循环伏安图由不可逆波组成，这意味着除了氧化成胺自由基阳离子之外还有副反应。
• Magnetic Properties of 1,3,5-Tris[bis(<i>p</i>-methoxyphenyl)amino]benzene Cation Radicals
  作者：Kazunari Yoshizawa、Masashi Hatanaka、Hiroki Ago、Kazuyoshi Tanaka、Tokio Yamabe

  DOI：10.1246/bcsj.69.1417

  日期：1996.5

  In order to pursue the possibility of charge-transfer organic ferromagnets, magnetic properties of the monocationic ClO4- and BF4-salts of a triaminobenzene derivative, 1,3,5-tris[bis(p-methoxyphenyl)amino]benzene (TBMAB), were characterized by means of ESR and a Faraday-type magnetic balance. MNDO-PM3 calculations predicted 1,3,5-tris(diphenylamino)benzene (TDAB) dication and trication to be ground-state triplet and quartet, respectively. Thus these triaminobenzenes fulfill the necessary precondition for the appearance of intermolecular ferromagnetic coupling based on so-called McConnell’s second model. Negative Weiss constants (−1 to 0 K) and low spin concentrations (7—8 %) were observed for TBMAB–ClO4 and TBMAB–BF4, although, according to this rule, intermolecular ferromagnetic coupling is expected to occur for these systems.

  为了探索电荷转移有机铁磁体的可能性，我们通过 ESR 和法拉第式磁天平对三氨基苯衍生物 1,3,5-三[双（对甲氧基苯基）氨基]苯 (TBMAB) 的单配位 ClO4 盐和 BF4 盐的磁性能进行了表征。根据 MNDO-PM3 计算，1,3,5-三（二苯基氨基）苯（TDAB）的二阳离子和三阳离子分别为基态三重和四重。因此，根据所谓的麦康奈尔第二模型，这些三氨基苯符合出现分子间铁磁耦合的必要前提条件。在 TBMAB-ClO4 和 TBMAB-BF4 中观察到了负韦斯常数（-1 至 0 K）和低自旋浓度（7-8 %），尽管根据这一规则，分子间铁磁耦合有望在这些体系中出现。
• Preparation of a Redox-Gradient Dendrimer. Polyamines Designed for One-Way Electron Transfer and Charge Capture
  作者：Trent D. Selby、Silas C. Blackstock

  DOI：10.1021/ja9821091

  日期：1998.11.1
• Hole-transporting materials for low donor content organic solar cells: Charge transport and device performance
  作者：Wei Jiang、Chen Tao、Martin Stolterfoht、Hui Jin、Meera Stephen、Qianqian Lin、Ravi C.R. Nagiri、Paul L. Burn、Ian R. Gentle

  DOI：10.1016/j.orgel.2019.105480

  日期：2020.1

  Low donor content solar cells are an intriguing class of photovoltaic device about which there is still considerable discussion with respect to their mode of operation. We have synthesized a series of triphenylamine-based materials for use in low donor content devices with the electron accepting [6,6]-phenyl-C71-butyric acid methyl ester (PC(7)0BM). The triphenylamine-based materials absorb light in the near UV enabling the PC(7)0BM to be be the main light absorbing organic semiconducting material in the solar cell. It was found that the devices did not operate as classical Schottky junctions but rather photocurrent was generated by hole transfer from the photo-excited PC(7)0BM to the triphenylamine-based donors. We found that replacing the methoxy surface groups with methyl groups on the donor material led to a decrease in hole mobility for the neat films, which was due to the methyl substituted materials having the propensity to aggregate. The thermodynamic drive to aggregate was advantageous for the performance of the low donor content (6 wt%) films. It was found that the 6 wt% donor devices generally gave higher performance than devices containing 50 wt% of the donor.
• Synthesis and Oxidation of Di-, Tri-, Tetra-, and Pentaamines
  作者：Shigeru Sasaki、Masahiko Iyoda

  DOI：10.1080/10587259508055286

  日期：1995.9