2,8-Dimethyl-10-phenylphenoxaphosphin | 21981-56-6

• 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: 2,8-Dimethyl-10-phenylphenoxaphosphin
• 英文别名: 2,8-Dimethyl-10-phenyl-10H-phenoxaphosphinine；2,8-dimethyl-10-phenylphenoxaphosphinine
• CAS: 21981-56-6
• 化学式: C₂₀H₁₇OP
• 分子量: 304.328
• InChiKey: XWTMEAUCJVKDIE-UHFFFAOYSA-N

物化性质

• 熔点：
  80 °C
• 沸点：
  424.1±45.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,8-Dimethyl-10-phenylphenoxaphosphin 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 2,8-dimethyl-10-phenylphenoxaphosphine 10-oxide
  参考文献：
  名称：

  Phosphorus-containing copolyesters: The effect of ionic group and its analogous phosphorus heterocycles on their flame-retardant and anti-dripping performances

  摘要：

  A series of copolyesters containing ionic groups (PETIs-K) were synthesized by melt co-polycondensation using terephthalic acid, ethylene glycol, and potassium salt of bishydroxyethyl ester of 10-hydroxy-10-oxo-10H-phenoxaphosphine-2,8-dicarboxylic acid (DHPPO-K) as monomers. The copolyesters only with analogous phosphorus-containing heterocycles (PETPs) were also synthesized and used as a control. The dynamic rheological behaviors confirmed that the complex viscosity of PETIs-K increased with increasing temperature due to the existence of ionic aggregates, which restricted melt dripping, while PETPs had flow behaviors similar to PET: the complex viscosity decreased with increasing temperature. The ionic groups induced the decomposition of the polymer backbone to form a more stable residue at high temperatures, which made PETIs-K exhibit good flame retardancy even with low phosphorus contents. Cone test showed the peak heat release rate and total smoke production of PETP5 decreased to 34% and 58% of pure PET. Compared with PETP5, these values for PETI5-K were reduced by 31% and 50%, respectively. EDX and ICP-AES results demonstrated that 92% of phosphorus for PETI10-K remained in char residues; however, this value for PETP10 was only 45%. Combined with results of XPS, Raman spectroscopy and Py-GC/MS, it can be proved that the ionization of phosphorus took main effects in condensed phase via promoting carbonization to form stable graphitic char, which avoided the decrease of carbonization due to the competitive effects of phosphorus in gas phase. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.01.030
• 作为产物：
  描述：

  对二甲苯基醚 在 三氯化铝 、 三氯硅烷 作用下， 以 苯 为溶剂， 生成 2,8-Dimethyl-10-phenylphenoxaphosphin
  参考文献：
  名称：

  Granoth,I. et al., Israel Journal of Chemistry, 1968, vol. 6, p. 651 - 657

  摘要：

  DOI：

文献信息

• Design, Testing and Kinetic Analysis of Bulky Monodentate Phosphorus Ligands in the Mizoroki–Heck Reaction
  作者：Deborah L. Dodds、Maarten D. K. Boele、Gino P. F. van Strijdonck、Johannes G. de Vries、Piet W. N. M. van Leeuwen、Paul C. J. Kamer

  DOI：10.1002/ejic.201101271

  日期：2012.4

  A series of new monodentate phosphane ligands 2 have been evaluated in the Mizoroki-Heck arylation reaction of iodobenzene and styrene and compared with our previously reported ligands, 1, 3 and 4. The concept of rational ligand design is discussed, and we describe how the performance of this new ligand family could be predicted. Employing our best ligand, 3,3′-di-tert-butyl-5,5′-dimethoxybiphenyl-2

  在碘苯和苯乙烯的 Mizoroki-Heck 芳基化反应中评估了一系列新的单齿膦配体 2，并与我们之前报道的配体 1、3 和 4 进行了比较。讨论了合理配体设计的概念，我们描述了如何可以预测这种新配体家族的性能。使用我们最好的配体 3,3'-二叔丁基-5,5'-二甲氧基联苯-2,2'-二基二异丙基亚磷酰胺 (3b)，我们探索了与溶剂和底物有关的反应范围。我们还通过分析速率与哈米特常数之间的关系研究了反应的电子依赖性。需要足够的空间体积来强制催化反应通过单配位钯物种进行，从而增加其反应性。电子特性决定了单体二聚体平衡中活性物质的浓度及其固有反应性。环状亚磷酰胺 3b 在所研究的系统中提供了两种特性的最佳化，从而导致速率限制迁移插入步骤。