5,5'-(萘-2,6-二基)二间苯二甲酸 | 1119195-95-7

• 分子结构分类: 有机化合物
• 中文名称: 5,5'-(萘-2,6-二基)二间苯二甲酸
• 英文名称: 5,5′-(naphthalene-2,6-diyl)diisophthalic acid
• 英文别名: 5,5'-(Naphthalene-2,6-diyl)diisophthalic acid；5-[6-(3,5-dicarboxyphenyl)naphthalen-2-yl]benzene-1,3-dicarboxylic acid
• CAS: 1119195-95-7
• 化学式: C₂₆H₁₆O₈
• 分子量: 456.408
• InChiKey: CYKPOGLPCGBVSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• 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：
  8

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 copper(II) nitrate trihydrate 、 5,5'-(萘-2,6-二基)二间苯二甲酸 在 HCl 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到
  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 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以35%的产率得到5,5'-(萘-2,6-二基)二间苯二甲酸
  参考文献：
  名称：

  萘衍生的二间苯二甲酸酯在五个等规铜基MOF中C2H2吸附性能的比较研究

  摘要：

  在这项工作中，五个位置异构体配体由两个以不同方式连接到中心萘基核上的周边邻苯二甲酸酯部分组成，即5,5'-（萘基-1,3-二基萘基）二间苯二甲酸酯（H4L1），5,5'- （1,4-萘基萘基）二间苯二甲酸酯（H4L2），（5,5'-（1,5-萘基萘基）二间苯二甲酸酯（H4L3），（5,5'-（萘基-1,6-萘基基）二间苯二甲酸酯（H4L4） ）和5,5'-（-2,6-萘基萘基）二间苯二甲酸酯（H4L5）已用于生成五种基于铜的MOF异构体。正如单晶X射线衍射研究所揭示的那样，他们根据有机配体采用了两种不同类型的拓扑：分别基于配体H4L1和H4L4的MOF ZJNU-71和ZJNU-74的ssa拓扑以及nbo拓扑分别衍生自配体H4L2，H4L3和H4L5的MOF ZJNU-72，ZJNU-73和NOTT-103。此外，系统地研究了它们对C2H2的吸附性能，发现它们具有不同的C2H2吸收能力，这

  DOI：

  10.1039/c7dt02290e

文献信息

• Directing two-dimensional molecular crystallization using guest templates
  作者：Matthew Blunt、Xiang Lin、Maria del Carmen Gimenez-Lopez、Martin Schröder、Neil R. Champness、Peter H. Beton

  DOI：10.1039/b801267a

  日期：——

  The use of a coronene guest template directs the formation of a 2D Kagomé network in preference to alternative close packed and parallel hydrogen-bonded structures of tetracarboxylic acid tectons self-assembled from solution on a graphite surface.

  使用冠烯客体模板可引导形成二维卡戈梅网络，而不是四羧酸构造体从溶液中自组装到石墨表面的紧密平行氢键结构。
• Solvent- and pH-Stable Eu(III)-Based Metal–Organic Framework with Phosphate-Ratio Fluorescence Sensing and Significant Proton Conduction
  作者：Miao-Miao Wang、Tian-Zheng Xiong、Bo-Chen Chen、Jun-Jie Hu、He-Rui Wen、Sui-Jun Liu

  DOI：10.1021/acs.inorgchem.3c03406

  日期：2023.12.25