Dichloro-(4-dodecylphenyl)phosphane | 496974-67-5

• 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: Dichloro-(4-dodecylphenyl)phosphane
• CAS: 496974-67-5
• 化学式: C₁₈H₂₉Cl₂P
• 分子量: 347.308
• InChiKey: RGQIZYWYVAKEHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Dichloro-(4-dodecylphenyl)phosphane 在 锂硼氢 作用下， 以 乙醚 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Synthesis, Characterization, and Properties of the Polyphosphinoboranes [RPH−BH₂]_n (R = Ph, iBu, p-nBuC₆H₄, p-dodecylC₆H₄):  Inorganic Polymers with a Phosphorus−Boron Backbone

  摘要：

  The polyphosphinoboranes [PhPH-BH2](n) (1), [iBuPH-BH2](n), (2), 1(p-nBuC(6)H(4))PH-BH2](n) (3), and [(p-dodecylC(6)H(4))PH-BH2](n) (4) were prepared from the corresponding phosphine-borane adducts RPH2-BH3 (R = Ph, iBu, p-nBuC(6)H(4), p-dodecylC(6)H(4)) via a rhodium-catalyzed dehydrocoupling procedure at elevated temperatures (ca. 90-130 degreesC). Samples of polymers 1 and 2 and the new materials 3 and 4 were characterized by multinuclear NMR spectroscopy, and the molecular weights were determined by light scattering methods in THF or CH2Cl2 Solutions. The absolute weight-average molecular weight of 2 was determined by static light scattering and found to be M-w = 13 100, and values of M, of ca. 20 000 were estimated for the sample of polymers 1 and the new material 3 using dynamic light scattering (DLS). The molecular weights of polymers 3 and 4 were also analyzed by gel permeation chromatography using polystyrene standards, and values up to M-w = ca. 80 000, M-n = ca. 10 000 were determined for 3 and M-w = ca. 168 000, M-n = ca. 12 000 for 4. The chemical stability of 1 in THF toward HNEt2 or nBu(3)P was demonstrated using NMR spectroscopy and DLS analysis, which indicated that no significant polymer degradation occurred. WAXS analysis of 1 and 3 showed that the polymers are amorphous. The glass transition temperatures (T-g) of polymers 2, 3, and 4 were analyzed by DSC and were detected at ca. 5, 8, and -1 degreesC, respectively. TGA analysis on 1-3 revealed T-5% values (temperature for which 5% or the weight is lost) of 240 degreesC for 1 and ca. 150-160 degreesC for 2 and 3. After heating to 1000 degreesC, ceramic yields in the range of 35-80% were obtained. The high ceramic yield for 1 (75-80%) indicates that this material is of interest as a pyrolytic precursor to boron phosphide-based solid-state materials.

  DOI：

  10.1021/ma021447q
• 作为产物：
  描述：

  1-溴-4-十二烷基苯 在 盐酸 、 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 Dichloro-(4-dodecylphenyl)phosphane
  参考文献：
  名称：

  Synthesis, Characterization, and Properties of the Polyphosphinoboranes [RPH−BH₂]_n (R = Ph, iBu, p-nBuC₆H₄, p-dodecylC₆H₄):  Inorganic Polymers with a Phosphorus−Boron Backbone

  摘要：

  The polyphosphinoboranes [PhPH-BH2](n) (1), [iBuPH-BH2](n), (2), 1(p-nBuC(6)H(4))PH-BH2](n) (3), and [(p-dodecylC(6)H(4))PH-BH2](n) (4) were prepared from the corresponding phosphine-borane adducts RPH2-BH3 (R = Ph, iBu, p-nBuC(6)H(4), p-dodecylC(6)H(4)) via a rhodium-catalyzed dehydrocoupling procedure at elevated temperatures (ca. 90-130 degreesC). Samples of polymers 1 and 2 and the new materials 3 and 4 were characterized by multinuclear NMR spectroscopy, and the molecular weights were determined by light scattering methods in THF or CH2Cl2 Solutions. The absolute weight-average molecular weight of 2 was determined by static light scattering and found to be M-w = 13 100, and values of M, of ca. 20 000 were estimated for the sample of polymers 1 and the new material 3 using dynamic light scattering (DLS). The molecular weights of polymers 3 and 4 were also analyzed by gel permeation chromatography using polystyrene standards, and values up to M-w = ca. 80 000, M-n = ca. 10 000 were determined for 3 and M-w = ca. 168 000, M-n = ca. 12 000 for 4. The chemical stability of 1 in THF toward HNEt2 or nBu(3)P was demonstrated using NMR spectroscopy and DLS analysis, which indicated that no significant polymer degradation occurred. WAXS analysis of 1 and 3 showed that the polymers are amorphous. The glass transition temperatures (T-g) of polymers 2, 3, and 4 were analyzed by DSC and were detected at ca. 5, 8, and -1 degreesC, respectively. TGA analysis on 1-3 revealed T-5% values (temperature for which 5% or the weight is lost) of 240 degreesC for 1 and ca. 150-160 degreesC for 2 and 3. After heating to 1000 degreesC, ceramic yields in the range of 35-80% were obtained. The high ceramic yield for 1 (75-80%) indicates that this material is of interest as a pyrolytic precursor to boron phosphide-based solid-state materials.

  DOI：

  10.1021/ma021447q

文献信息

• US5334760A
  申请人：——

  公开号：US5334760A

  公开（公告）日：1994-08-02
• Synthesis, Characterization, and Properties of the Polyphosphinoboranes [RPH−BH₂]<i>_n</i> (R = Ph, <i>i</i>Bu, <i>p</i>-<i>n</i>BuC₆H₄, <i>p</i>-dodecylC₆H₄):  Inorganic Polymers with a Phosphorus−Boron Backbone
  作者：Hendrik Dorn、José M. Rodezno、Björn Brunnhöfer、Eric Rivard、Jason A. Massey、Ian Manners

  DOI：10.1021/ma021447q

  日期：2003.1.1

  The polyphosphinoboranes [PhPH-BH2](n) (1), [iBuPH-BH2](n), (2), 1(p-nBuC(6)H(4))PH-BH2](n) (3), and [(p-dodecylC(6)H(4))PH-BH2](n) (4) were prepared from the corresponding phosphine-borane adducts RPH2-BH3 (R = Ph, iBu, p-nBuC(6)H(4), p-dodecylC(6)H(4)) via a rhodium-catalyzed dehydrocoupling procedure at elevated temperatures (ca. 90-130 degreesC). Samples of polymers 1 and 2 and the new materials 3 and 4 were characterized by multinuclear NMR spectroscopy, and the molecular weights were determined by light scattering methods in THF or CH2Cl2 Solutions. The absolute weight-average molecular weight of 2 was determined by static light scattering and found to be M-w = 13 100, and values of M, of ca. 20 000 were estimated for the sample of polymers 1 and the new material 3 using dynamic light scattering (DLS). The molecular weights of polymers 3 and 4 were also analyzed by gel permeation chromatography using polystyrene standards, and values up to M-w = ca. 80 000, M-n = ca. 10 000 were determined for 3 and M-w = ca. 168 000, M-n = ca. 12 000 for 4. The chemical stability of 1 in THF toward HNEt2 or nBu(3)P was demonstrated using NMR spectroscopy and DLS analysis, which indicated that no significant polymer degradation occurred. WAXS analysis of 1 and 3 showed that the polymers are amorphous. The glass transition temperatures (T-g) of polymers 2, 3, and 4 were analyzed by DSC and were detected at ca. 5, 8, and -1 degreesC, respectively. TGA analysis on 1-3 revealed T-5% values (temperature for which 5% or the weight is lost) of 240 degreesC for 1 and ca. 150-160 degreesC for 2 and 3. After heating to 1000 degreesC, ceramic yields in the range of 35-80% were obtained. The high ceramic yield for 1 (75-80%) indicates that this material is of interest as a pyrolytic precursor to boron phosphide-based solid-state materials.