N,N,N',N'-tetraoctylfuran-2,5-dicarboxamide | 1332306-03-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N,N',N'-tetraoctylfuran-2,5-dicarboxamide
• CAS: 1332306-03-2
• 化学式: C₃₈H₇₀N₂O₃
• 分子量: 602.985
• InChiKey: STHFGSUOWYKQED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.61
• 重原子数：
  43.0
• 可旋转键数：
  30.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  53.76
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N,N,N',N'-tetraoctylfuran-2,5-dicarboxamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以100%的产率得到N,N,N',N'-tetraoctyltetrahydrofuran-2,5-dicarboxamide
  参考文献：
  名称：

  Synthesis and Am/Eu extraction of novel TODGA derivatives

  摘要：

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.

  DOI：

  10.1080/10610278.2010.506553
• 作为产物：
  描述：

  2,5-呋喃二甲酸 在 草酰氯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N,N,N',N'-tetraoctylfuran-2,5-dicarboxamide
  参考文献：
  名称：

  Synthesis and Am/Eu extraction of novel TODGA derivatives

  摘要：

  Various ligands with structural modifications of the N,N,N',N'-tetraoctyl-3-oxapentanediamide (TODGA) skeleton were synthesised in good yields. These modifications include (1) the increase in chain length from one carbon to two carbons between the central ether oxygen atom and the amide moieties, (2) the addition of substituents on the carbon between the central oxygen atom and the amide moieties on one and both sides of the central oxygen, (3) the replacement of the central oxygen by a (substituted) nitrogen atom and (4) synthesis of a rigidified glycolamide. The effect of the structural modifications on their extraction behaviours toward Am(III) and Eu(III) at various nitric acid concentrations was studied. In most of the cases, the extraction does not exceed that of TODGA in the entire acidity range of 0.001-4mol/l HNO3. The extraction behaviour of monomethyl-TODGA derivative 10a resembles that of TODGA at high nitric acid concentrations. However, at lower acidities, its D values are much lower, which is beneficial for possible back-extraction steps. The aza-tripodal ligands 18a,b show reverse extraction properties compared to TODGA as far as the pH influence is concerned: at pH 2, the DAm values are 49.9 and 3.1, the DEu values are 5.9 and 0.2, and the SAm/Eu values are 8 and 11, respectively.

  DOI：

  10.1080/10610278.2010.506553

文献信息

• Selective recovery of rare earth elements using chelating ligands grafted on mesoporous surfaces
  作者：Justyna Florek、Ambreen Mushtaq、Dominic Larivière、Gabrielle Cantin、Frédéric-Georges Fontaine、Freddy Kleitz

  DOI：10.1039/c5ra21027e

  日期：——

  element-selective sorbents were generated through derivatisation of the diglycolamide ligand (DGA), grafted to mesoporous silica and tested for the separation of rare earth elements. It is shown that, by tuning the ligand bite angle and its environment, it is possible to improve the selectivity towards specific rare earth elements.

  如今，稀土元素（REE）及其化合物对于快速增长的先进技术领域和清洁能源需求至关重要。然而，它们的分离和纯化仍然具有挑战性。在用于REE分离的不同萃取剂中，基于二甘醇酰胺（DGA）的材料作为最有效的萃取剂之一已引起越来越多的关注。在此贡献中，通过二甘醇酰胺配体（DGA）的衍生化，接枝到介孔二氧化硅上并测试了稀土元素的分离，产生了一系列新的和元素选择性吸附剂。结果表明，通过调节配体的咬合角度及其环境，可以改善对特定稀土元素的选择性。