2,2'-联吡啶-4,4'-双(4-苯甲酸) | 143954-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,2'-联吡啶-4,4'-双(4-苯甲酸)
• 英文名称: 4,4’-bis(p-carboxyphenyl)-2,2’-bipyridine
• 英文别名: 4,4′-di(pcarboxyphenyl)-2,2′-bipyridine；4,4'-di(p-carboxyphenyl)-2,2'-bipyridine；4,4'-([2,2'-Bipyridine]-4,4'-diyl)dibenzoic acid；4-[2-[4-(4-carboxyphenyl)pyridin-2-yl]pyridin-4-yl]benzoic acid
• CAS: 143954-72-7
• 化学式: C₂₄H₁₆N₂O₄
• 分子量: 396.402
• InChiKey: VUDNLKPOONKNTD-UHFFFAOYSA-N

物化性质

• 沸点：
  642.8±55.0 °C(Predicted)
• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  2,2'-联吡啶-4,4'-双(4-苯甲酸) 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成
  参考文献：
  名称：

  Photochemical H₂ evolution from water catalyzed by a dichloro(diphenylbipyridine)platinum(ii) derivative tethered to multiple viologen acceptors

  摘要：

  报道了一种将多个维奥罗根受体与二氯(二苯基联吡啶)铂(II)衍生物相连的光催化剂，可增强水的氢气发生反应。

  DOI：

  10.1039/c5cc08044d
• 作为产物：
  描述：

  4-(4-甲基苯基)-2-[4-(4-甲基苯基)吡啶-2-基]吡啶 在 potassium dichromate 、 硫酸 、 水 、 硝酸 作用下， 反应 36.0h， 以75%的产率得到2,2'-联吡啶-4,4'-双(4-苯甲酸)
  参考文献：
  名称：

  A simple and environmentally benign synthesis of polypyridine-polycarboxylic acids

  摘要：

  An oxidation method using dilute nitric acid solutions under solvothermal conditions has been developed to synthesise a series of polypyridine-polycarboxylic acids. It has been successfully applied to a range of methyl substituted polypyridines including symmetrical and asymmetrical 2,2'-bipyridines; 2,2':6',2 ''-terpyridines and; 2,2':6',2 '':6 '',2'''-tetra-pyridines and yields crystalline polypyridine-polycarboxylic acids in a single step. Simple product recovery through filtration yields a recyclable filtrate. More forcing conditions led to demethylation of the polypyridine ligand most probably via decarboxylation. This simple approach avoids potentially harmful metal-based oxidants and negates any issues associated with the disposal of their resultant (hazardous) waste. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.074

文献信息

• Crystal Engineering of Vapochromic Porous Crystals Composed of Pt(II)-Diimine Luminophores for Vapor-History Sensors
  作者：Yasuhiro Shigeta、Atsushi Kobayashi、Masaki Yoshida、Masako Kato

  DOI：10.1021/acs.cgd.8b00130

  日期：2018.6.6

  A novel Pt(II) diimine complex, [Pt(CN)2(H2dpcpbpy)] (1, H2dpcpbpy = 4,4′-di(p-carboxyphenyl)-2,2′-bipyridine), was synthesized, and its vapochromic behavior was investigated. The yellow amorphous form of 1, 1-Ya, transformed into the porous orange crystalline form, 1-Oc, upon exposure to ethanol vapor. This behavior is similar to that of the previously reported complex, [Pt(CN)2(H2dcphen)] (2, H2dcphen = 4,7-dicarboxy-1,10-phenanthroline). X-ray diffraction study showed that 1-Oc possessed similar but larger porous channels (14.3 × 8.6 Å) compared to the red crystalline form of 2, 2-Rc (6.4 × 6.8 Å). Although the porous structure of 2-Rc was retained after vapor desorption, that of 1-Oc collapsed to form the orange amorphous solid, 1-Oa. However, the orange color was unchanged in this process. The initial color was recovered by grinding 1-Oa and 2-Rc. These vapor-writing and grinding-erasing functions can be applied to both in situ vapor sensing and vapor-history sensing, i.e., sensors that can memorize the existence of previous vapors. A notable difference was observed for humid air sensitivity; the orange emission of 1-Oa was largely unaffected upon exposure to humid air, whereas the red emission of 2-Rc was significantly affected. The lesser sensitivity of 1-Oa toward humidity is important for stable vapor-history sensor applications.

  合成了一种新型铂(II)二亚胺配合物[Pt(CN)2(H2dpcpbpy)]（1, H2dpcpbpy = 4,4′-二(对羧基苯基)-2,2′-联吡啶），并对其汽相行为进行了研究。1 的黄色无定形形式（1-Ya）在暴露于乙醇蒸汽后转变为多孔的橙色晶体形式（1-Oc）。这种行为与之前报道的复合物 [Pt(CN)2(H2dcphen)]（2，H2dcphen = 4,7-二羧基-1,10-菲罗啉）相似。X 射线衍射研究表明，1-Oc 具有类似但更大的多孔通道（14.3 × 8.6 Å），而 2-Rc 的红色结晶形式则为 6.4 × 6.8 Å。虽然 2-Rc 的多孔结构在蒸气解吸后得以保留，但 1-Oc 的多孔结构却坍塌形成了橙色的无定形固体 1-Oa。但在此过程中，橙色并没有改变。通过研磨 1-Oa 和 2-Rc 可以恢复最初的颜色。这些蒸汽写入和研磨消除功能既可应用于原位蒸汽传感，也可应用于蒸汽历史传感，即能够记忆之前存在的蒸汽的传感器。在对潮湿空气的敏感性方面，我们观察到了明显的差异；暴露在潮湿空气中时，1-Oa 的橙色发射基本不受影响，而 2-Rc 的红色发射则受到很大影响。1-Oa 对湿度的敏感性较低，这对稳定蒸汽历史传感器的应用非常重要。
• Synthesis and photophysical characterization of highly luminescent complexes of Ru(II) containing 4,4′-di-(p-carboxyphenyl)-2,2′-bipyridine
  作者：K. Kalyanasundaram、Md.K. Nazeeruddin、M. Grätzel、G. Viscardi、P. Savarino、E. Barni

  DOI：10.1016/s0020-1693(00)92429-0

  日期：1992.8

  several complexes of Ru(II) containing 4,4′-di(carboxyphenyl)-2,2′-bipyridine (DCPB) and related bipyridine ligands are reported. In all complexes studied the lowest excited state is associated with Ru→DCPB charge transfer (CT) transition. The introduction of phenyl groups between the peripheral carboxyl group and the bipyridine framework caused a red-shifted, more intense absorption but the excited state

  摘要报道了含4,4'-二（羧苯基）-2,2'-联吡啶（DCPB）和相关联吡啶配体的Ru（II）的几种配合物的合成及光物理性质。在所有研究的配合物中，最低激发态与Ru→DCPB电荷转移（CT）跃迁有关。在外围羧基和联吡啶骨架之间引入苯基会引起红移，更强烈的吸收，但激发态性质（发光和瞬态吸收）几乎保持不变。基态和激发态的酸碱性质不同。对于4,4'-羧基-2,2'-联吡啶（dcbpy）衍生物，Ru（DCPB）3的基态pKa增加约2.5个pH单位，可见时pKa进一步小幅增加光激发。结果表明，电荷密度主要集中在二亚胺单元中，并且不携带苯基。这可以解释在TiO2电极上获得的敏化效率低下（⩽8％的单色光子-电流转换效率）。还讨论了本结果可能对光敏剂设计的影响。
• LUMINESCENT TRANSITION METAL-LIGAND COMPLEX AND SENSOR, PROBE, SYSTEM AND METHOD BASED THEREON FOR DETECTING POLAR SOLVENTS
  申请人：University of Maryland Baltimore County

  公开号：EP0972184A1

  公开（公告）日：2000-01-19
• EP0972184A4
  申请人：——

  公开号：EP0972184A4

  公开（公告）日：2000-03-29
• US6699717B1
  申请人：——

  公开号：US6699717B1

  公开（公告）日：2004-03-02