2',3',5',6'-tetrafluoro-[1,1':4',1''-terphenyl]-3,3'',5,5''-tetracarboxylic acid | 1119196-00-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2',3',5',6'-tetrafluoro-[1,1':4',1''-terphenyl]-3,3'',5,5''-tetracarboxylic acid
• 英文别名: 2',3',5',6'-Tetrafluoro-[1,1':4',1''-terphenyl]-3,3'',5,5''-tetracarboxylic acid；5-[4-(3,5-dicarboxyphenyl)-2,3,5,6-tetrafluorophenyl]benzene-1,3-dicarboxylic acid
• CAS: 1119196-00-7
• 化学式: C₂₂H₁₀F₄O₈
• 分子量: 478.31
• InChiKey: TYPODEXFRPHZNH-UHFFFAOYSA-N

物化性质

• 沸点：
  775.1±60.0 °C(Predicted)
• 密度：
  1.666±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 2',3',5',6'-tetrafluoro-[1,1':4',1''-terphenyl]-3,3'',5,5''-tetracarboxylic acid 、 copper(II) nitrate trihydrate 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  High Capacity Hydrogen Adsorption in Cu(II) Tetracarboxylate Framework Materials: The Role of Pore Size, Ligand Functionalization, and Exposed Metal Sites

  摘要：

  A series of isostructural metal-organic framework polymers of composition [Cu-2(L)(H2O)(2)] (L=tetracarboxylate ligands), denoted NOTT-nnn, has been synthesized and characterized. Single crystal X-ray structures confirm the complexes to contain binuclear Cu(II) paddlewheel nodes each bridged by four carboxylate centers to give a NbO-type network of 6(4).8(2) topology. These complexes are activated by solvent exchange with acetone coupled to heating cycles under vacuum to afford the desolvated porous materials NOTT-100 to NOTT-109. These incorporate a vacant coordination site at each Cu(II) center and have large pore volumes that contribute to the observed high H-2 adsorption. Indeed, NOTT-103 at 77 K and 60 bar shows a very high total H-2 adsorption of 77.8 mg g(-1) equivalent to 7.78 wt% [wt% = (weight of adsorbed H-2)/(weight of host material)] or 7.22 wt% [wt% = 100(weight of adsorbed H2)/(weight of host material + weight of adsorbed H-2)]. Neutron powder diffraction studies on NOTT-101 reveal three adsorption sites for this material: at the exposed Cu(II) coordination site, at the pocket formed by three {Cu-2} paddle wheels, and at the cusp of three phenyl rings. Systematic virial analysis of the H2 isotherms suggests that the H2 binding energies at these sites are very similar and the differences are smaller than 1.0 kJ mol(-1), although the adsorption enthalpies for H-2 at the exposed Cu(II) site are significantly affected by pore metrics. Introducing methyl groups or using kinked ligands to create smaller pores can enhance the isosteric heat of adsorption and improve H-2 adsorption. However, although increasing the overlap of potential energy fields of pore walls increases the heat of H-2 adsorption at low pressure, it may be detrimental to the overall adsorption capacity by reducing the pore volume.

  DOI：

  10.1021/ja806624j
• 作为产物：
  描述：

  在 sodium hydroxide 、 水 作用下， 生成 2',3',5',6'-tetrafluoro-[1,1':4',1''-terphenyl]-3,3'',5,5''-tetracarboxylic acid
  参考文献：
  名称：

  High Capacity Hydrogen Adsorption in Cu(II) Tetracarboxylate Framework Materials: The Role of Pore Size, Ligand Functionalization, and Exposed Metal Sites

  摘要：

  A series of isostructural metal-organic framework polymers of composition [Cu-2(L)(H2O)(2)] (L=tetracarboxylate ligands), denoted NOTT-nnn, has been synthesized and characterized. Single crystal X-ray structures confirm the complexes to contain binuclear Cu(II) paddlewheel nodes each bridged by four carboxylate centers to give a NbO-type network of 6(4).8(2) topology. These complexes are activated by solvent exchange with acetone coupled to heating cycles under vacuum to afford the desolvated porous materials NOTT-100 to NOTT-109. These incorporate a vacant coordination site at each Cu(II) center and have large pore volumes that contribute to the observed high H-2 adsorption. Indeed, NOTT-103 at 77 K and 60 bar shows a very high total H-2 adsorption of 77.8 mg g(-1) equivalent to 7.78 wt% [wt% = (weight of adsorbed H-2)/(weight of host material)] or 7.22 wt% [wt% = 100(weight of adsorbed H2)/(weight of host material + weight of adsorbed H-2)]. Neutron powder diffraction studies on NOTT-101 reveal three adsorption sites for this material: at the exposed Cu(II) coordination site, at the pocket formed by three {Cu-2} paddle wheels, and at the cusp of three phenyl rings. Systematic virial analysis of the H2 isotherms suggests that the H2 binding energies at these sites are very similar and the differences are smaller than 1.0 kJ mol(-1), although the adsorption enthalpies for H-2 at the exposed Cu(II) site are significantly affected by pore metrics. Introducing methyl groups or using kinked ligands to create smaller pores can enhance the isosteric heat of adsorption and improve H-2 adsorption. However, although increasing the overlap of potential energy fields of pore walls increases the heat of H-2 adsorption at low pressure, it may be detrimental to the overall adsorption capacity by reducing the pore volume.

  DOI：

  10.1021/ja806624j

文献信息

• A Fluorinated Metal–Organic Framework for High Methane Storage at Room Temperature
  作者：Ganggang Chang、Huimin Wen、Bin Li、Wei Zhou、Hailong Wang、Khalid Alfooty、Zongbi Bao、Banglin Chen

  DOI：10.1021/acs.cgd.6b00385

  日期：2016.6.1

  A fluorinated metal–organic framework NOTT-108 with single pure-phase has been synthesized for the first time, which has enabled us to examine the effect of the substituted fluorine atoms on the methane storage. The activated NOTT-108a shows a permanent porosity comparable to its isoreticular NOTT-101a but exhibits a higher volumetric methane storage capacity of 247 cm3 (STP) cm–3 and a working capacity

  首次合成了具有单一纯相的氟化金属-有机框架NOTT-108，这使我们能够研究取代的氟原子对甲烷存储的影响。活化的NOTT-108a的永久孔隙度与其等网面的NOTT-101a相当，但甲烷的甲烷存储容量更高，为247 cm 3（STP）cm -3，工作容量为186 cm 3（STP）cm -3（at 298 K和65 bar）小于237 cm 3（STP）cm –3和181 cm 3（STP）cm –3 NOT-101a的特性，归因于与甲烷分子相比，C-F键的极性/偶极矩高于C-H键的极性/偶极矩。
• METAL-ORGANIC FRAMEWORKS (MOF) FOR GAS CAPTURE
  申请人：The University of Nottingham

  公开号：US20150047505A1

  公开（公告）日：2015-02-19

  The present invention relates to a metal organic framework comprising of a metal ion (M) and an organic ligand wherein more than one hydroxy ligand are present about the metal ion. Also provided is a method for synthesising the metal-organic frameworks and their application in areas including scrubbing exhaust gas streams of acidic gases, scrubbing natural gas of acidic gases by separation or sequestration and separating C 2 H a or other VOC gases from other gas mixtures.
• US9593132B2
  申请人：——

  公开号：US9593132B2

  公开（公告）日：2017-03-14
• High Capacity Hydrogen Adsorption in Cu(II) Tetracarboxylate Framework Materials: The Role of Pore Size, Ligand Functionalization, and Exposed Metal Sites
  作者：Xiang Lin、Irvin Telepeni、Alexander J. Blake、Anne Dailly、Craig M. Brown、Jason M. Simmons、Marco Zoppi、Gavin S. Walker、K. Mark Thomas、Timothy J. Mays、Peter Hubberstey、Neil R. Champness、Martin Schröder

  DOI：10.1021/ja806624j

  日期：2009.2.18

  A series of isostructural metal-organic framework polymers of composition [Cu-2(L)(H2O)(2)] (L=tetracarboxylate ligands), denoted NOTT-nnn, has been synthesized and characterized. Single crystal X-ray structures confirm the complexes to contain binuclear Cu(II) paddlewheel nodes each bridged by four carboxylate centers to give a NbO-type network of 6(4).8(2) topology. These complexes are activated by solvent exchange with acetone coupled to heating cycles under vacuum to afford the desolvated porous materials NOTT-100 to NOTT-109. These incorporate a vacant coordination site at each Cu(II) center and have large pore volumes that contribute to the observed high H-2 adsorption. Indeed, NOTT-103 at 77 K and 60 bar shows a very high total H-2 adsorption of 77.8 mg g(-1) equivalent to 7.78 wt% [wt% = (weight of adsorbed H-2)/(weight of host material)] or 7.22 wt% [wt% = 100(weight of adsorbed H2)/(weight of host material + weight of adsorbed H-2)]. Neutron powder diffraction studies on NOTT-101 reveal three adsorption sites for this material: at the exposed Cu(II) coordination site, at the pocket formed by three Cu-2} paddle wheels, and at the cusp of three phenyl rings. Systematic virial analysis of the H2 isotherms suggests that the H2 binding energies at these sites are very similar and the differences are smaller than 1.0 kJ mol(-1), although the adsorption enthalpies for H-2 at the exposed Cu(II) site are significantly affected by pore metrics. Introducing methyl groups or using kinked ligands to create smaller pores can enhance the isosteric heat of adsorption and improve H-2 adsorption. However, although increasing the overlap of potential energy fields of pore walls increases the heat of H-2 adsorption at low pressure, it may be detrimental to the overall adsorption capacity by reducing the pore volume.