tetraisopropyl ethylenediphosphonate | 64630-16-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: tetraisopropyl ethylenediphosphonate
• 英文别名: tetraisopropyl ethane-1,2-diphosphonate；tetraisopropyl (ethane-1,2-diyl)bis(phosphonate)；tetraisopropyl ethylenebis(phosphonate)；tetra-iso-propyl ester of ethylidenediphosphonic acid；ethanediyl-bis-phosphonic acid tetraisopropyl ester；Aethandiyl-bis-phosphonsaeure-tetraisopropylester；ethane-1,2-diphosphonic acid-tetraisopropylester；Aethandiyldiphosphonsaeure-tetraisopropylester；1,2-Bis-diisopropoxyphosphoryl-aethan；tetraisopropyl-1,2-ethylene diphosphonate；Tetraisopropyl 1,2-ethylenediphosphonate；2-[2-di(propan-2-yloxy)phosphorylethyl-propan-2-yloxyphosphoryl]oxypropane
• CAS: 64630-16-6
• 化学式: C₁₄H₃₂O₆P₂
• 分子量: 358.352
• InChiKey: HVINTUFGJARCPM-UHFFFAOYSA-N

物化性质

• 沸点：
  144-145 °C(Press: 0.4 Torr)
• 密度：
  1.0453 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tetraisopropyl ethylenediphosphonate 生成 1,2-乙烯基二膦酸
  参考文献：
  名称：

  Ethane-1,2-diphosphonic acid as a building block in supramolecular chemistry; a pillared-layer framework and framework-encapsulated cations

  摘要：

  哌嗪和乙烷-1,2-二膦酸的 1:1 加合物是盐 [C4H12N2]2+-[C2H6O6P2]2-，其中两个离子都位于空间群 P21/c 的反转中心上。阴离子通过单一类型的 O-H...O 氢键[O...O，2.562 (3) Å；H...O，1.73 Å，O-H...O，169°]连接到由单一类型的 R^4_4(22) 环构建的 (6, 3) 网中。阳离子位于这些网之间，通过两种类型的 N-H...O 氢键[N...O，2.635 (3) 和 2.735 (3) Å；H...O 1.72 和 1.82 Å，N-H...O，175 和 177°]与它们相连，这样阳离子就把相邻的薄片连接起来，从而形成了一个支柱层框架。三亚甲基二哌啶和乙烷-1,2-二膦酸之间形成的含水加合物也是一种盐[C13H28N2]2+-[C2H6O6P2]2-2.8[H2O]，其中有 12 种不同类型的氢键，8 种是 O-H...O 键，4 种是 N-H...O 键。在阴离子/水框架内有大的空隙，空隙中含有成对的阳离子，这些阳离子通过 N-H...O 氢键与框架相连。

  DOI：

  10.1107/s0108768100014841
• 作为产物：
  描述：

  以 四氢呋喃 为溶剂， 反应 6.0h， 生成 甲基磷酸二异丙酯 、 tetraisopropyl ethylenediphosphonate
  参考文献：
  名称：

  摘要：

  Copper derivatives of methylphosphonic amides are sufficiently stable thermally and can be used in palladium-catalyzed arylation reactions resulting in synthesis of previously unknown aryl- and hetaryl-methylphosphonic tetramethyldiamides in high yields.

  DOI：

  10.1023/a:1012326700328

文献信息

• [EN] METHOD OF THE SYNTHESIS OF DIALKYL HALOALKYLPHOSPHONATES AND DIALKYL HALOALKYLOXYALKYLPHOSPHONATES<br/>[FR] PROCÉDÉ DE SYNTHÈSE DES DIALKYL HALOGÉNOALKYLPHOSPHONATES ET DES DIALKYL HALOGÉNOALKYLOXYALKYLPHOSPHONATES
  申请人：USTAV ORGANICKE CHEMIE A BIOCHEMIE AKADEMIE VED CESKE REPUBLIKY V V I

  公开号：WO2012013168A1

  公开（公告）日：2012-02-02

  The invention deals with the method of the synthesis of dialkyl haloalkylphosphonates and dialkyl haloalkyloxyalkylphosphonates via a microwave-heated Michaelis-Arbuzov reaction of trialkylphosphites with dihaloalkanes or bis(haloalkyl)ethers in a closed vessel, during which the reaction mixture, containing a dihaloalkane or bis(haloalkyl)ether and a trialkylphosphite, is heated with microwave radiation with the standard frequency (2.45 GHz) to reach a reaction temperature which is specific for each individual halogen. In the subsequent reaction of the first dihaloalkane or bis(haloalkyl)ether halogen atom with trialkyl phosphite, the desired dialkyl haloalkylphosphonate or dialkyl haloalkyloxyalkylphosphonate is formed, but the reaction of its halogen atom with the so-far present trialkylphosphite, leading to the creation of the relevant bisphosphonate, no longer takes place. In the case of an inhomogeneous reaction mixture, also the desired product in the amount of 0.1-5 molar % is added to the reaction mixture for its homogenization, which homogenizes it and thus precludes its uncontrollable overheating. The entire process of synthesis is more effective, faster, less expensive and more environmentally friendly than the methods described so far in the literature. The possibility of performing the described procedure also in a continuous-flow microwave reactor allows industrial production with minimal demands on an optimization of the reaction conditions for larger quantities, eliminates some security risks, dramatically reduces the spatial demands in production and reduces the need for the usage of large-tonnage industrial reactors.

  该发明涉及通过微波加热的Michaelis-Arbuzov反应，在封闭容器中合成二烷基卤代烷基膦酸酯和二烷基卤代烷氧基烷基膦酸酯的方法。在反应过程中，包含二烷基卤代烷基膦酸酯和三烷基膦酸酯的反应混合物通过微波辐射加热至标准频率（2.45 GHz）的反应温度，该温度对于每种卤素都是特定的。在第一个二烷基卤代烷基膦酸酯或二烷基卤代烷氧基烷基膦酸酯的卤原子与三烷基膦酸酯的反应中，形成所需的二烷基卤代烷基膦酸酯或二烷基卤代烷氧基烷基膦酸酯，但其卤原子与迄今为止存在的三烷基膦酸酯的反应，导致相关双膦酸酯的生成，不再发生。在反应混合物不均匀的情况下，还向反应混合物中添加所需产品的0.1-5摩尔%的量以使其均匀化，从而防止其不受控制地过热。整个合成过程比文献中迄今描述的方法更有效、更快、更经济、更环保。在连续流动微波反应器中执行所述程序的可能性使得工业生产具有最小的反应条件优化要求，消除了一些安全风险，显著减少了生产中的空间需求，并减少了对大吨位工业反应器的使用需求。
• New observations on the cyclisation of compounds containing the P–N–P skeleton by primary amines; an extension to diphosphinoyl-methanes
  作者：Gordon Bulloch、Rodney Keat

  DOI：10.1039/dt9760001113

  日期：——

  with Cl2P·NMe·P(S)Cl2. Similar reactions of Cl2(O)P·CH2·P(O)Cl2 with NH2But and NH2Pri give a new class of ring compound, Cl(O)[graphic omitted]R (R = Pri or But)(1,2,4-azadiphosphetans), but no cyclic products have been identified from analogous reactions with Cl2(O)P· CH2·CH2·P(O)Cl2. Attempted cyclisation of (Me2N)Cl(O)P-CH2-P(O)Cl(NMe2) by NH2But gives an acyclic product. (ButHN)(Me2N)(O)P·CH2·P(O)(NMe2)(NHBut)

  二氯膦（二氯膦酰基）甲胺Cl 2 P·NMe·P（O）Cl 2与3摩尔当量的叔丁基胺反应，得到环二膦氮烷Cl [ t ] 。与此相反，（BU吨HN）[图形省略]卜吨是从有Cl的类似反应中分离的唯一产品2 P·NME·P（S）氯2。Cl 2（O）P·CH 2 ·P（O）Cl 2与NH 2 Bu t和NH 2 Pr i的相似反应给出了新的一类环化合物，Cl（O）我或卜吨）（1,2,4-氮杂二磷杂环戊烷），但从与Cl 2（O）P·CH 2 ·CH 2 ·P（O）Cl 2的类似反应中未发现环状产物。的（ME试图环化2 N）氯（O）P-CH 2 -P（O）Cl（上NME 2）由NH 2卜吨给出了一个无环产物。（BU吨HN）（ME 2 N）（O）P·CH 2 ·P（O）（NME 2）（NHBu吨），而不是（ME 2 N）（O）[图形省略]卜吨。后者的环状衍生物，是通过加热（Me 2 N）2（O）P·CH获得的2
• Unprecedented Control of Selectivity in Nickel-Catalyzed Hydrophosphorylation of Alkynes: Efficient Route to Mono- and Bisphosphonates
  作者：Levon L. Khemchyan、Julia V. Ivanova、Sergey S. Zalesskiy、Valentine P. Ananikov、Irina P. Beletskaya、Zoya A. Starikova

  DOI：10.1002/adsc.201400123

  日期：2014.3.10

  of the hydrophosphorylation reaction can be controlled by varying the catalyst loading. A flexible one‐pot access to vinylmonophosphonates and alkylbisphosphonates was demonstrated using simple starting materials in an atom‐economic reaction without any specific solvents or ligands. Monitoring of the reaction mechanism with joint NMR and MS studies revealed key information about the reaction intermediates

  开发了独特的镍基催化系统，可通过改变催化剂负载量来控制加氢磷酸化反应的方向。使用简单的原料在没有任何特定溶剂或配体的情况下，通过原子经济反应中的简单原料，便可以灵活地一锅获取乙烯基单膦酸酯和烷基双膦酸酯。通过联合NMR和MS研究监测反应机理，揭示了有关反应中间体的关键信息。探索了已开发的催化体系的合成范围，并证明了合成产物在棉料防火中的用途。
• Complexes of Alkyl Esters of Ethylidenediphosphonic Acids with Lanthanide Nitrates
  作者：Vladislav Arabadzhiev、Jordanka Petrova、Erhard T. K. Haupt、Jürgen Kopf、Isabelle Nevoigt

  DOI：10.1080/15533170802132162

  日期：2008.6.17

  The lanthanide complexes LnL2(NO3)3 3a‐c and 5a‐c, where Ln is La, Ce and Sm and L are tetraethyl esters of ethylidenediphosphonic acid 1 (for complexes 3) and tetraisopropyl esters of ethylidenediphosphonic acid 4 (for complexes 5) were synthesized and characterized by elemental analysis, IR and NMR spectroscopy. The crystal structure of DyL2(NO3)3 7 (L is tetraisopropyl ester of methylenediphosphonic

  镧系元素配合物 LnL2(NO3)3 3a-c 和 5a-c，其中 Ln 是 La、Ce 和 Sm，L 是亚乙基二膦酸的四乙酯 1（对于配合物 3）和亚乙基二膦酸的四异丙酯 4（对于配合物 5）合成并通过元素分析、红外和核磁共振光谱进行表征。DyL2(NO3)3 7 (L是亚甲基二膦酸的四异丙酯)的晶体结构通过单晶X射线衍射确定。配合物7在单斜空间群P21/n中结晶，a=14.196(2)Å, b=18.013(2)Å, c=17.929(2)Å, β=103.723(3)°, V=4453.7(8) )Å3，Z=4，ρcalc=1.547 g/cm3，R=0.0290，wR2=0.0555，S=0.995，反射 10 233 次。7中的镝原子被九个氧原子包围，其中四个从两个二齿螯合硝酸根离子中释放出来，
• POLYMER ELECTROLYTE COMPOSITION AND POLYMER ELECTROLYTE MEMBRANE, MEMBRANE-ELECTROLYTE ASSEMBLY, AND SOLID POLYMER FUEL CELL USING SAME
  申请人：Toray Industries, Inc.

  公开号：EP3131145A1

  公开（公告）日：2017-02-15

  [Problem] To provide: a polymer electrolyte composition that has excellent chemical stability that makes it possible to withstand a strong oxidizing atmosphere during fuel cell operation, that makes it possible to achieve excellent protonic conductivity under low humidity conditions, excellent mechanical strength, and excellent physical durability, and that is highly practical; and a polymer electrolyte membrane, a membrane-electrode assembly, and a solid polymer fuel cell that use the polymer electrolyte composition. [Solution] A polymer electrolyte composition that comprises at least an ionic group-containing polymer (A), an organic phosphorus-based additive (C), and a nitrogen-containing heteroaromatic ring system additive (D) and that is characterized by the nitrogen-containing heteroaromatic ring system additive (D) comprising at least three nitrogen-containing heteroaromatic rings within a molecule thereof. In addition, the polymer electrolyte membrane, the catalyst layer-equipped electrolyte membrane, the membrane-electrode assembly, and the solid polymer fuel cell of the present invention are characterized by being configured using the polymer electrolyte composition.

  问题 提供一种聚合物电解质组合物，该组合物具有优异的化学稳定性，能够在燃料电池运行期间耐受强氧化性气氛，能够在低湿度条件下实现优异的质子电导率，具有优异的机械强度和优异的物理耐久性，并且具有很高的实用性；以及一种使用该聚合物电解质组合物的聚合物电解质膜、膜电极组件和固体聚合物燃料电池。[解决方案]一种聚合物电解质组合物，它至少包含一种含离子基团的聚合物（A）、一种有机磷基添加剂（C）和一种含氮杂芳香族环系添加剂（D），其特征在于含氮杂芳香族环系添加剂（D）在其分子内至少包含三个含氮杂芳香族环。此外，本发明的聚合物电解质膜、配备催化剂层的电解质膜、膜电极组件和固体聚合物燃料电池的特征在于使用聚合物电解质组合物进行配置。