4,4'-dicarboxy-4''-nitrotriphenylamine | 1198805-80-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4,4'-dicarboxy-4''-nitrotriphenylamine
• CAS: 1198805-80-9
• 化学式: C₂₀H₁₄N₂O₆
• 分子量: 378.341
• InChiKey: CLKPHANJCGTZIC-UHFFFAOYSA-N

物化性质

• 沸点：
  663.4±50.0 °C(Predicted)
• 密度：
  1.469±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120.98
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,4'-dicarboxy-4''-nitrotriphenylamine 在 1% Pd/C 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以79%的产率得到4-amino-4',4''-dicarboxytiphenylamine
  参考文献：
  名称：

  Synthesis and characterization of electroactive hyperbranched aromatic polyamides based on A2B-type triphenylamine moieties

  摘要：

  以新型A2B型单体4-氨基-4',4"-二羧基三苯胺分别与AB单体和封端剂进行磷酸化聚酰胺化反应，制备了一系列具有电活性三苯胺（TPA）单元的电致变色芳香族超支化聚酰胺。 。这些聚合物易溶于许多有机溶剂，并表现出与高玻璃化转变温度 (201–221 °C) 和高炭产率（在氮气中 800 °C 时高于 71%）相关的热稳定性。该聚合物薄膜在可见光区域表现出高对比度的可逆电化学氧化，并表现出高着色效率（CE）和电致变色操作的高稳定性。聚酰胺 P2 薄膜在可见光区域表现出高着色效率 (CE = 426 cm2/C) 和光学透射率变化 (Δ%T = 79%)，并具有可逆电活性稳定性（超过 1000 次，损失 5% 以内）。

  DOI：

  10.1039/b910081d
• 作为产物：
  描述：

  4-(4-氰基-N-(4-硝基苯基)苯胺基)苯甲腈 在 乙醇 、 水 、 potassium hydroxide 作用下， 以80%的产率得到4,4'-dicarboxy-4''-nitrotriphenylamine
  参考文献：
  名称：

  Synthesis and characterization of electroactive hyperbranched aromatic polyamides based on A2B-type triphenylamine moieties

  摘要：

  以新型A2B型单体4-氨基-4',4"-二羧基三苯胺分别与AB单体和封端剂进行磷酸化聚酰胺化反应，制备了一系列具有电活性三苯胺（TPA）单元的电致变色芳香族超支化聚酰胺。 。这些聚合物易溶于许多有机溶剂，并表现出与高玻璃化转变温度 (201–221 °C) 和高炭产率（在氮气中 800 °C 时高于 71%）相关的热稳定性。该聚合物薄膜在可见光区域表现出高对比度的可逆电化学氧化，并表现出高着色效率（CE）和电致变色操作的高稳定性。聚酰胺 P2 薄膜在可见光区域表现出高着色效率 (CE = 426 cm2/C) 和光学透射率变化 (Δ%T = 79%)，并具有可逆电活性稳定性（超过 1000 次，损失 5% 以内）。

  DOI：

  10.1039/b910081d

文献信息

• Two Cu(II) co-ordination polymers: anti-cancer activity on melanoma by reducing cancer cell proliferation, migration, and invasion ability
  作者：Zhaopeng Xuan、Yamei Zhan、Guangyun Song、Bin Liu

  DOI：10.1080/24701556.2020.1783314

  日期：2021.2.1

  Abstract By using a mixed-ligand approach, two new Cu(II)-containing co-ordination polymers (CPs) with the chemical formula of [Cu4(HDNA)4(4,4′-bpy)(OH)2]·4H2O·2CH3CN (1, H2DNA = 4,4′-dicarboxy-4″-nitrotriphenyl-amine, 4,4′-bpy = 4,4′-bipyridine) and [Cu3(TCA)2(DPE)]·10DMF·6H2O (2, H3TCA = 4,4′,4″-nitrilotribenzoic acid, dpe = (E)-1,2-di(pyridin-4-yl)diazene) have been successfully prepared by reaction

  通过使用混合配体方法，两种新的化学式为[Cu 4（HDNA）4（4,4'-bpy）（OH）2 ]·4H的含Cu（II）配位聚合物（CP）2 O·2CH 3 CN（1，H 2 DNA = 4,4'-二羧基-4''-硝基三苯胺，4,4'-bpy = 4,4'-联吡啶）和[Cu 3（TCA）2（ DPE）]·10DMF·6H 2 O（2，H 3 TCA = 4,4'，4″-亚硝基三苯甲酸，dpe =（E）-1,2-二（吡啶-4-基）二氮杂） Cu（NO 3）2 ·3H 2反应制得在溶剂热条件下具有相应的有机配体。用细胞计数试剂盒8（CCK-8）测定和集落形成测定来确定癌细胞的生存力和增殖。用trans-well法评估了基于铜（II）配位聚合物处理的A375黑色素瘤细胞的迁移和侵袭能力。
• Transition-metal-based (Zn2+ and Cd2+) metal-organic frameworks as fluorescence “turn-off” sensors for highly sensitive and selective detection of hydrogen sulfide
  作者：Xu-Feng Yang、Hai-Bin Zhu、Min Liu

  DOI：10.1016/j.ica.2017.06.067

  日期：2017.9

  Two new coordination polymers of [Zn(L)(4,4'-bpy)(0.5)].(H2O)(0.25)(1) and [Cd-4(L)(4)(4,4'-bpy)(2)](H2O)(2) have been solvothermally synthesized from semi-rigid ligand H2L (H2L = 4,4'-dicarboxy-4"-nitrotriphenylamine) and auxiliary ligand 4,4'-bpy (4,4'-bpy = 4,4'-bipyridine), which have been fully characterized by single-crystal X-ray diffraction, PXRD, IR and elemental analysis. Compound 1 is composed of interdigitated 2-D square-grid layers which are assembled from 1-D beaded chain pillared by 4,4'-bpy, whereas compound 2 comprises two interpenetrated 3-D pcu nets which are constructed by 4,4'-bpy pillared 2-D square-grid layers. Compound 1-2 display both thermal stability and hydrolytic robustness. What is the most interesting finding is that both compounds exhibit strong luminescence in aqueous solution, and each of them can serve as a highly sensitive and selective fluorescence "turn-off" sensor for aqueous detection of hydrogen sulfide. (C) 2017 Elsevier B.V. All rights reserved.
• An acid–base resistant paddle-wheel Cu(II) coordination polymer for visible-light-driven photodegradation of organic dyes
  作者：Xu-Feng Yang、Xiang-Lan Chen、Hai-Bin Zhu、Yu Shen

  DOI：10.1016/j.poly.2018.10.010

  日期：2019.1

  A new Cu(II)-based metal-organic framework with open metal sites, [Cu(L-NO2)(H2O)center dot 0.25(CH3CN)}(n) (1) (L-NO2 = 4,4'-dicarboxy-4 ''-nitrotriphenylamine), has been solvothermally synthesized and characterized, which exhibits a 3-D porous network assembled by 2-D two-fold interpenetrating sheet comprising helical chains. Compound I shows outstanding chemical robustness which can withstand acidic or basic aqueous solution as well as various organic solvents. In particular, compound 1 displays a notable visible-light photocatalytic activity for degrading organic dyes (e.g. crystal violet (CV), rhodamine 6G (R6G), congo red (CR) and basic red 2 (BR2)) with the assistance of H2O2. (C) 2018 Elsevier Ltd. All rights reserved.