([2,2′-bipyridine]-4,4′-diylbis(methylene))diphosphonic acid | 348629-57-2

• 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
• 英文名称: ([2,2′-bipyridine]-4,4′-diylbis(methylene))diphosphonic acid
• 英文别名: 2,2′-bipyridine-4,4′-dimethylenediphosphonic acid；4,4'-di(methylenephosphonic acid)-2,2'-bipyridine；([2,2'-Bipyridine]-4,4'-diylbis(methylene))diphosphonic acid；[2-[4-(phosphonomethyl)pyridin-2-yl]pyridin-4-yl]methylphosphonic acid
• CAS: 348629-57-2
• 化学式: C₁₂H₁₄N₂O₆P₂
• 分子量: 344.2
• InChiKey: UURSWIHHDDMAJY-UHFFFAOYSA-N

物化性质

• 沸点：
  725.1±70.0 °C(Predicted)
• 密度：
  1.622±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  141
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ([2,2′-bipyridine]-4,4′-diylbis(methylene))diphosphonic acid 、 [(η6-p-cymene)Ru(4,4'-di-n-nonyl bipyridine)Cl] 反应 4.0h， 以160 mg的产率得到[Ru(dnbpy)(dmdpbpy)₂]
  参考文献：
  名称：

  Phosphonic acid anchored ruthenium complexes for ZnO-based dye-sensitized solar cells

  摘要：

  We report on the development of ruthenium dyes for the application in flexible ZnO based dyesensitized solar cells. The ZnO based solar cells were prepared by electrodeposition using eosin Y as a structure-directing agent. The newly synthesized ruthenium dyes differed in the complexity of the extended pi-donor-system and in their anchor moieties. As alternatives to carboxylic acids as anchor groups, dyes carrying phosphonic acids were studied. Comparison of the dyes contrary to what could be expected showed that the phosphonic acid anchored dyes were not superior to the carboxylic anchored dyes. A surprising second effect was that the dyes with the least sophisticated ligands performed best. Exploring possible reasons we established a simple model that allows pre-evaluation of the applicability of the dyes before testing them in real solar cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.12.018
• 作为产物：
  描述：

  4,4'-二甲基-2,2'-联吡啶 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 三甲基溴硅烷 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 37.0h， 生成 ([2,2′-bipyridine]-4,4′-diylbis(methylene))diphosphonic acid
  参考文献：
  名称：

  烷基膦酸改性的氧化铜表面，具有基于吡啶基的末端配体，作为负载型催化的平台

  摘要：

  摘要通过11-羟基十一烷基膦酸或4,4'-二（亚甲基膦酸）-2,2'-联吡啶与铜的氧化物层的束缚作用，成功地形成了膦酸酯的自组装单层膜。聚集和生长（TBAG）沉积方法。通过Steglich酯化反应，用异烟酸或4,4'-二羧基-2,2'-联吡啶对羟基封端的SAM进行进一步修饰。这三个基于吡啶基的配体衍生化的表面是潜在的负载型催化平台。作为概念证明，[Ru（CO）3 Cl 2] 2通过吡啶基配体结合到表面，以产生已知二氧化碳还原催化剂的束缚类似物[Ru（bpy）（CO）2 Cl 2 ]。通过镜面反射红外（IR）光谱和X射线光电子能谱（XPS）确认了表面改性反应。在XPS分析中观察到了磷（P 2p），氮（N 1s）和钌（Ru 3p和Ru 3d）的特征性核心结合能，从而证实了各种表面官能化的存在。IR和XPS数据表明与铜表面结合的膦酸酯本质上是三齿的。

  DOI：

  10.1016/j.poly.2016.01.027

文献信息

• A robust photocatalyst of Au₂₅@ZIF-8@TiO₂-ReP with dual photoreductive sites to promote photoelectron utilization in H₂O splitting to H₂ and CO₂ reduction to CO
  作者：Linyuan Tian、Yucheng Luo、Kunlin Chu、Dongjun Wu、Jianying Shi、Zhenxing Liang

  DOI：10.1039/c9cc07014a

  日期：——

  Heterogenization of double redox active sites Au₂₅ NCs and a Re(i) complex via composition engineering with improvement of activity and stability.

  通过组成工程实现双氧化还原活性位点Au25 NCs和Re（i）配合物的异质化，提高活性和稳定性。
• Photoinduced Electron Transfer in a Chromophore–Catalyst Assembly Anchored to TiO₂
  作者：Dennis L. Ashford、Wenjing Song、Javier J. Concepcion、Christopher R. K. Glasson、M. Kyle Brennaman、Michael R. Norris、Zhen Fang、Joseph L. Templeton、Thomas J. Meyer

  DOI：10.1021/ja3084362

  日期：2012.11.21

  Photoinduced formation,. separation, and buildup of multiple redox equivalents are an integral part of cycles for producing solar fuels in dye-sensitized photoelectrosynthesis cells (DSPECs). Excitation wavelength-dependent electron injection, intra-assembly electron transfer, and pH-dependent back electron transfer on TiO2 were investigated for the molecular assembly [((PO3H2-CH2)-bpy)(2)Ru-a(bpy-NH-CO-trpy)Ru-b(bpy)(OH2)](4+) OH2](4+;) ((PO3H(2)-CH2)(2)-bpy = ([2,2'-bipyridine]-4,4'-diylbis(methylene))diphosphonic acid); bpy-ph-NH-CO-trpy = 4([2,2' : 6',2 ''-terpyridin]-4'-yl)-N-((4'-methyl-[2,2'-bipyridin]-4-y1)methyl) benzamide); bpy = 2,2'-bipyridine). This assembly combines a light-harvesting chromophore and a water oxidation catalyst linked by a synthetically flexible saturated bridge designed to enable long-lived charge separated states. Following excitation of the chromophore, rapid electron injection into TiO2 and intra-assembly electron transfer occur on the subnanosecond time scale followed by microsecond millisecond back electron transfer from the semiconductor to the oxidized catalyst, [TiO2(e(-))-Ru-a(II)-Ru-b(III)-OH2](4+)->[TiO2-Ru-a(II)-Ru-b(II)-OH2](4+).
• METAL-BASED TRIS-BIPYRIDYL COMPLEXES AND USES THEREOF IN ELECTROCHROMIC APPLICATIONS
  申请人：Yeda Research and Development Co. Ltd

  公开号：EP3072171B1

  公开（公告）日：2019-12-25
• US9847494B2
  申请人：——

  公开号：US9847494B2

  公开（公告）日：2017-12-19
• Copper oxide surfaces modified by alkylphosphonic acids with terminal pyridyl-based ligands as a platform for supported catalysis
  作者：Brooke Andrews、Sarah Almahdali、Karmel James、Sandrine Ly、Katherine N. Crowder

  DOI：10.1016/j.poly.2016.01.027

  日期：2016.8

  reaction of 11-hydroxyundecylphosphonic acid or 4,4′-di(methylenephosphonic acid)-2,2′-bipyridine with the oxide layer of copper via the Tethering by Aggregation and Growth (TBAG) deposition method. The hydroxyl-terminated SAM was further modified with isonicotinic acid or 4,4′-dicarboxy-2,2′-bipyridine through a Steglich esterification reaction. These three surfaces derivatized with pyridyl-based ligands

  摘要通过11-羟基十一烷基膦酸或4,4'-二（亚甲基膦酸）-2,2'-联吡啶与铜的氧化物层的束缚作用，成功地形成了膦酸酯的自组装单层膜。聚集和生长（TBAG）沉积方法。通过Steglich酯化反应，用异烟酸或4,4'-二羧基-2,2'-联吡啶对羟基封端的SAM进行进一步修饰。这三个基于吡啶基的配体衍生化的表面是潜在的负载型催化平台。作为概念证明，[Ru（CO）3 Cl 2] 2通过吡啶基配体结合到表面，以产生已知二氧化碳还原催化剂的束缚类似物[Ru（bpy）（CO）2 Cl 2 ]。通过镜面反射红外（IR）光谱和X射线光电子能谱（XPS）确认了表面改性反应。在XPS分析中观察到了磷（P 2p），氮（N 1s）和钌（Ru 3p和Ru 3d）的特征性核心结合能，从而证实了各种表面官能化的存在。IR和XPS数据表明与铜表面结合的膦酸酯本质上是三齿的。