5,5'-(对苯二甲酰基双(氮杂二基))二间苯二甲酸 | 120360-52-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5,5'-(对苯二甲酰基双(氮杂二基))二间苯二甲酸
• 英文名称: bis(3,5-dkicarboxy-phenyl)terephthalamide
• 英文别名: bis-(3,5-dicarboxyphenyl)terephthalamide；bis(3,5-dicarboxyphenyl)terephthalamide；3-[(4-{[(3-carboxy-5-carboxyphenyl)amino]carbonyl}benzoyl)amino]-5-carboxybenzoic acid；5,5'-(Terephthaloylbis(azanediyl))diisophthalic acid；5-[[4-[(3,5-dicarboxyphenyl)carbamoyl]benzoyl]amino]benzene-1,3-dicarboxylic acid
• CAS: 120360-52-3
• 化学式: C₂₄H₁₆N₂O₁₀
• 分子量: 492.398
• InChiKey: RDMSPALJZAUPDH-UHFFFAOYSA-N

物化性质

• 沸点：
  714.5±60.0 °C(Predicted)
• 密度：
  1.656±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  207
• 氢给体数：
  6
• 氢受体数：
  10

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：

  5,5'-(对苯二甲酰基双(氮杂二基))二间苯二甲酸 在 氯化亚砜 、 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 42.0h， 生成 N,N'-5,5'-bisterephthalamide
  参考文献：
  名称：

  Connecting Proteins by Design. Cross-Linked Bis-Hemoglobin

  摘要：

  A new type of multifunctional reagent creates a specific connection within and between two hemoglobin tetramers, resulting in a cross-linked bis-tetramer ("CLBT"). The tetrafunctional reagent (N,N'-5,5'-bis[bis(3,5-dibromosalicyl)isophthalyl]terephthalamide, DBIT) was prepared by conversion of the corresponding tetraacid to the tetrakis(3,5-dibromosalicylate). Deoxy hemoglobin reacts with DBIT to give a cross linked bis-tetramer as the major product. Patterns in tryptic digests reveal that there are modifications of amino groups at beta -Lys-82 and beta-Val-1, indicative of a structure in which each tetramer is cross-linked between these positions. The cross-linked bis-tetramer has a decreased affinity for oxygen and very low cooperativity in oxygen binding. The properties of the material provide insights into the nature of protein-protein interactions.

  DOI：

  10.1021/ja9910107
• 作为产物：
  描述：

  tetramethyl 5,5'-[terephthaloylbis(azanediyl)]diisophthalate 在 sodium hydroxide 作用下， 反应 2.0h， 以77%的产率得到5,5'-(对苯二甲酰基双(氮杂二基))二间苯二甲酸
  参考文献：
  名称：

  Synthesis of Analogues of Congo Red and Evaluation of Their Anti-Prion Activity

  摘要：

  No cure as of yet exists for any of the transmissible spongiform encephalopathies. In this paper, we describe the synthesis of analogues of Congo red and evaluation against a cellular model of infection, the SMB (scrapie mouse brain) persistently infected cell line, for their ability to inhibit the infectivity of the abnormal form of prion protein (PrP-res). The compounds have also been tested for their ability to inhibit the polymerization of PrPC by PrP-res. A number of analogues showed inhibition of PrP-res infectivity at nanomolar concentrations. Several analogues show promise; the most active compound, 2a, inhibits the formation of PrP-res in SMB cells with an EC50 of 25-50 nM.

  DOI：

  10.1021/jm049922t
• 作为试剂：
  描述：

  水 、 1,10-菲罗啉 、 manganese(II) sulfate 在 硝酸 、 5,5'-(对苯二甲酰基双(氮杂二基))二间苯二甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以70.3%的产率得到Mn(phen)(H₂O)₄·(SO₄)·2H₂O
  参考文献：
  名称：

  Two multifunctional Mn(II) metal–organic frameworks: Synthesis, structures and applications as photocatalysis and luminescent sensor

  摘要：

  Two Mn(II) metal-organic frameworks, [Mn2L(1,10-phen)(2)]center dot DMF center dot 0.5H(2)O (1) and [Mn(1,10-phen)(SO4)(H2O)(2)] (2) (H4L = bis-(3,5-dicarboxyphenyl) terephthalamide) have been synthesized from Mn(II)/H4L system under different pH values conditions. The structures of the two MOFs were determined by single crystal X-ray diffraction analysis and characterized by elemental analysis, IR spectroscopy and thermogravimetric analysis. In compound 1, organic ligand (L4-) adopt six-dentate modes to link Mn(II) ions into 2D layer structure. For 2, only sulfate ion and 1,10-phen molecule link Mn(II) ions into 1D chain structure under higher pH value. The results demonstrate that pH values play an important role in the construction of the two MOFs. We also studied the photophysical properties and applications of the two MOFs as photocatalysts and fluorescence sensor materials. The photocatalysis results indicate that the two MOFs are stable and good candidates for degradation of RhB under UV light irradiation. And also, 1 has the higher photocatalytic activity than that of 2. In addition, the fluorescence sensing experiment demonstrates that 1 have significant selectivity in detection of aromatic amines and metal ions. All these results demonstrate that MOF-based materials can be used as multifunctional materials for photocatalytic degradation of organic dyes and detection of aromatic amines/or metal ions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.11.043

文献信息

• 有机配体BDPO、用于检测罗丹明B的金属有 机框架化合物及其制备方法和应用
  申请人：安徽师范大学

  公开号：CN105503916B

  公开（公告）日：2017-04-19

  本发明公开了一种有机配体BDPO、用于检测罗丹明B的金属有机框架化合物及其制备方法和应用，该制备方法为：在水、硝酸与有机溶剂的存在下，将钇盐与如式(I)所示结构的有机配体BDPO进行配位反应以制得金属有机框架化合物。通过该方法以及机配体BDPO制得的金属有机框架化合物对罗丹明B的检测具有高效的灵敏度，
• Synthesis of a 3-D porous Tb-MOF: organic dye adsorption
  作者：Ruirui Yun、Yaqin Jiang、Hongqun Wu、Shizhong Luo

  DOI：10.1080/00958972.2016.1231920

  日期：2016.11.16

  Abstract A 3-D lanthanide metal–organic framework, [Tb2(L)1.5(DMF)2]·2DMF (1) (L = 14-diylbis(acylamino-21-diyl))-diisophthalic acid), has been synthesized under solvothermal conditions. 1 was characterized by X-ray single-crystal analysis and powder X-ray diffraction. The 3-D framework of 1 is constructed by 2-D channels embedded in a plane. Network analysis reveals that 1 is a (4,5,6,6)-connected

  摘要 3-D 镧系金属-有机骨架 [Tb2(L)1.5(DMF)2]·2DMF (1) (L = 14-diylbis(acylamino-21-diyl))-diisophthalic acid)溶剂热条件。1采用X射线单晶分析和粉末X射线衍射表征。1 的 3-D 框架由嵌入平面的 2-D 通道构成。网络分析表明 1 是一个 (4,5,6,6)-连接的网络，具有化学计量 (4-c)2(5-c)2(6-c)3。正如预期的那样，这种铽 (III) 金属-有机骨架由于其 NH- 基团而表现出良好的吸附有机染料分子的特性。它对罗丹明 B (RB) 而非甲基橙 (MO) 和亚甲蓝 (MB) 分子显示出良好的吸附选择性。
• Two luminescent metal–organic frameworks with multifunctional properties for nitroaromatic compounds sensing and photocatalysis
  作者：Fengqin Wang、Chengmiao Wang、Zongchao Yu、Qingguo He、Xiuyu Li、Chonglong Shang、Yongnan Zhao

  DOI：10.1039/c5ra11308c

  日期：——

  Two luminescent MOFs were employed as multifunctional materials for selectively sensing of nitroaromatic compounds and photodegradation of RhB.

  两种发光金属有机骨架被用作多功能材料，可选择性地感测硝基芳香化合物并光催化降解罗丹明B。
• A luminescent 2D coordination polymer for selective sensing of nitrobenzene
  作者：Guan-Yao Wang、Le-Le Yang、Yue Li、Han Song、Wen-Juan Ruan、Ze Chang、Xian-He Bu

  DOI：10.1039/c3dt51450a

  日期：——

  A luminescent two-dimensional (2D) coordination polymer is demonstrated to be a selective sensing material for the straightforward detection of nitrobenzene via a redox fluorescence quenching mechanism.

  发光二维 (2D) 配位聚合物被证明是一种选择性传感材料，可通过氧化还原荧光猝灭机制直接检测硝基苯。
• UV-Light-Driven Photocatalysts of Metal-Organic Frameworks Based on Acylamide-Inserted Multi-Carboxylic Acid
  作者：Chengmiao Wang、Fengqin Wang、Caifu Dong、Zongchao Yu、Zechuan Wang、Yongnan Zhao、Guodong Li

  DOI：10.1002/zaac.201500040

  日期：2015.5

  Two functional metal-organic frameworks (MOFs), [Zn·L]·[+H2N(CH3)2]2(DMF)0.5(H2O)3 (1) and [Cu2L(H2O)2]·xG (G = solvent molecule) (2) [H4L = bis(3,5-dicarboxypheny1)terephthalamide] were synthesized under solvothermal conditions. Their photoresponses in the UV region make them promising candidates for photodegradation of Rhodamine B (RhB) under UV light irradation. We studied the photocatalytic activities

  两种功能性金属有机骨架 (MOF)，[Zn·L]·[+H2N(CH3)2]2(DMF)0.5(H2O)3 (1) 和 [Cu2L(H2O)2]·xG（G = 溶剂）分子) (2) [H4L = 双 (3,5-dicarboxypheny1) 对苯二甲酰胺] 在溶剂热条件下合成。它们在紫外线区域的光响应使它们成为在紫外线照射下光降解罗丹明 B (RhB) 的有希望的候选者。我们研究了两种 MOF 和聚苯胺 (PANI) 复合材料（称为 PANI/MOF）的光催化活性，这些复合材料是通过将 PANI 负载在 MOF 表面上制备的。结果表明，在降解/去除废水中的有机污染物方面，PANI/MOFs 复合材料比纯 MOFs 光催化剂表现出优异的光稳定性和更高的光催化活性。