Diphenylphosphinic hydrogen peroxide

• 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: Diphenylphosphinic hydrogen peroxide
• 英文别名: [Hydroperoxy(phenyl)phosphoryl]benzene
• 化学式: C₁₂H₁₁O₃P
• 分子量: 234.191
• InChiKey: NBXOHKRRAOOWTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  10-Methylacridinium tetrafluoroborate 在 diphenylphosphinic oxide 、 氧气 、 四丁基碘化铵 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以40%的产率得到二苯基磷酸
  参考文献：
  名称：

  Reactivity of Phosphorus-Centered Radicals Generated during the Photoreaction of Diphenylphosphinous Acid with 10-Methylacridinium Salt

  摘要：

  Diphenylphosphinous acid (1) reacts with 10-methylacridinium iodide (2a) in aqueous acetonitrile during irradiation by visible light under an argon atmosphere at 20 degrees C to afford diphenylphosphinic acid (3) and 10-methylacridan (4). The effects of the solvent and atmosphere and the effect of added iodide ion (I-) or iodine (I-2) on the product distribution show that the mechanism involves initial single-electron transfer (SET) from 1 to 2a in the photoexcited state, by which cation radical 1(+.) and dihydroacridinyl radical 2(.) are generated. Cation radical 1(+.) undergoes electrophilic reaction with water in the solvent, and the resulting phosphoranyl radical decomposes through SET to iodine atom (I-.) rather than undergoing beta-scission, eventually giving 3. Protonation to 2(.) followed by reduction by I- affords 4. These reaction sequences make up the catalytic I-./I- couple. The results are interpreted on the basis of reported redox potentials.

  DOI：

  10.1021/jo00112a034

文献信息

• Flame retardant epoxy prepregs, laminates, and printed wiring boards of enhanced thermal stability
  申请人：Ranken F. Paul

  公开号：US20050075024A1

  公开（公告）日：2005-04-07

  Boehmite (alumina monohydrate) when used with a typical epoxy resin advanced with phosphorus makes it possible to improve thermal stability and to increase the ignition time of laminates formed from prepregs made using this fortified resin. Such laminates have exceptionally high thermal stability and showed similar longer times to ignition as compared to corresponding resins in which alumina trihydrate was used.

  将波美度石（一水合氧化铝）与添加了磷的典型环氧树脂一起使用，可以提高热稳定性，并延长使用这种强化树脂制成的预浸料层压板的点火时间。这种层压板具有极高的热稳定性，与使用三水氧化铝的相应树脂相比，点火时间同样更长。
• FLAME RETARDANT EPOXY PREPREGS, LAMINATES, AND PRINTED WIRING BOARDS OF ENHANCED THERMAL STABILITY
  申请人：ALBEMARLE CORPORATION

  公开号：EP1670860A1

  公开（公告）日：2006-06-21
• [EN] FLAME RETARDANT EPOXY PREPREGS, LAMINATES, AND PRINTED WIRING BOARDS OF ENHANCED THERMAL STABILITY<br/>[FR] PREIMPREGNES EN RESINE EPOXYDE IGNIFUGES, LAMINES, ET CARTES DE CIRCUITS IMPRIMES PRESENTANT UNE STABILITE THERMIQUE AMELIOREE
  申请人：ALBEMARLE CORP

  公开号：WO2005040277A1

  公开（公告）日：2005-05-06

  Boehmite (alumina monohydrate) when used with a typical epoxy resin advanced with phosphorus makes it possible to improve thermal stability and to increase the ignition time of laminates formed from prepregs made using this fortified resin. Such laminates have exceptionally high thermal stability and showed similar longer times to ignition as compared to corresponding resins in which alumina trihydrate was used.
• Reactivity of Phosphorus-Centered Radicals Generated during the Photoreaction of Diphenylphosphinous Acid with 10-Methylacridinium Salt
  作者：Shinro Yasui、Kosei Shioji、Atsuyoshi Ohno、Masakuni Yoshihara

  DOI：10.1021/jo00112a034

  日期：1995.4

  Diphenylphosphinous acid (1) reacts with 10-methylacridinium iodide (2a) in aqueous acetonitrile during irradiation by visible light under an argon atmosphere at 20 degrees C to afford diphenylphosphinic acid (3) and 10-methylacridan (4). The effects of the solvent and atmosphere and the effect of added iodide ion (I-) or iodine (I-2) on the product distribution show that the mechanism involves initial single-electron transfer (SET) from 1 to 2a in the photoexcited state, by which cation radical 1(+.) and dihydroacridinyl radical 2(.) are generated. Cation radical 1(+.) undergoes electrophilic reaction with water in the solvent, and the resulting phosphoranyl radical decomposes through SET to iodine atom (I-.) rather than undergoing beta-scission, eventually giving 3. Protonation to 2(.) followed by reduction by I- affords 4. These reaction sequences make up the catalytic I-./I- couple. The results are interpreted on the basis of reported redox potentials.