tris(cyclohex-3-enylmethyl) phosphite | 850252-98-1

• 分子结构分类: 有机化合物 - 有机磷化合物 - 亚磷酸三烷基酯
• 英文名称: tris(cyclohex-3-enylmethyl) phosphite
• 英文别名: tris(cyclohex-3-en-1-ylmethyl) phosphite
• CAS: 850252-98-1
• 化学式: C₂₁H₃₃O₃P
• 分子量: 364.465
• InChiKey: XLPHWHPIUWWQRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.33
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tris(cyclohex-3-enylmethyl) phosphite 在 oxone(R) 、 18-冠醚-6 、 乙二胺四乙酸 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 24.0h， 以75%的产率得到tris(3,4-epoxycyclohexylmethyl) phosphite
  参考文献：
  名称：

  Synthesis of phosphite-type trifunctional cycloaliphatic epoxide and the decrosslinking behavior of its cured network

  摘要：

  The motivation of the present work is to design and synthesize reworkable epoxy resin for electronic packaging which are required to be sufficiently stable before 200 degrees C and can rapidly decompose in the temperature range of 200-300 degrees C. For this purpose, a new trifunctional cycloaliphatic epoxide (Epo-A) with a phosphite center linked by three epoxycyclohexyl groups was prepared. The chemical structure was confirmed by FTIR, H-1 NMR and P-31 NMR spectra. Compared to the phosphate-type analog (Epo-B) and commercial epoxide ERL-4221, Epo-A exhibits the apparently higher curing reactivity. The shearing strength of the cured Epo-A at room temperature is 5.67 MPa, much superior to that of ERL-4221 (3.29 MPa). More importantly, the cured Epo-A can maintain the high shearing strength up to 210 degrees C. Upon further increasing temperature, the network rapidly decomposes, and the strength almost completely losses at around 255 degrees C, just lying in the desirable temperature range for reworking operation. As a result, the dismantlement of the integrated circuit or the replacement of the faulty chip can be realized without damaging the circuit board. In addition, the incorporation of phosphorus in the network results in a significantly increased limiting oxygen index (LOI) from 18.2 (ERL-4221) to 23.2 (Epo-A). The mechanism for the degradation behavior was studied by isothermal and temperature-variable FT-IR spectra in detail. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.07.048
• 作为产物：
  描述：

  3-环己烯-1-甲醇 在 三乙胺 、 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以65%的产率得到tris(cyclohex-3-enylmethyl) phosphite
  参考文献：
  名称：

  Synthesis of phosphite-type trifunctional cycloaliphatic epoxide and the decrosslinking behavior of its cured network

  摘要：

  The motivation of the present work is to design and synthesize reworkable epoxy resin for electronic packaging which are required to be sufficiently stable before 200 degrees C and can rapidly decompose in the temperature range of 200-300 degrees C. For this purpose, a new trifunctional cycloaliphatic epoxide (Epo-A) with a phosphite center linked by three epoxycyclohexyl groups was prepared. The chemical structure was confirmed by FTIR, H-1 NMR and P-31 NMR spectra. Compared to the phosphate-type analog (Epo-B) and commercial epoxide ERL-4221, Epo-A exhibits the apparently higher curing reactivity. The shearing strength of the cured Epo-A at room temperature is 5.67 MPa, much superior to that of ERL-4221 (3.29 MPa). More importantly, the cured Epo-A can maintain the high shearing strength up to 210 degrees C. Upon further increasing temperature, the network rapidly decomposes, and the strength almost completely losses at around 255 degrees C, just lying in the desirable temperature range for reworking operation. As a result, the dismantlement of the integrated circuit or the replacement of the faulty chip can be realized without damaging the circuit board. In addition, the incorporation of phosphorus in the network results in a significantly increased limiting oxygen index (LOI) from 18.2 (ERL-4221) to 23.2 (Epo-A). The mechanism for the degradation behavior was studied by isothermal and temperature-variable FT-IR spectra in detail. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.07.048

文献信息

• Synthesis of phosphite-type trifunctional cycloaliphatic epoxide and the decrosslinking behavior of its cured network
  作者：Zhuo Chen、Linni Zhao、Zhonggang Wang

  DOI：10.1016/j.polymer.2013.07.048

  日期：2013.8

  The motivation of the present work is to design and synthesize reworkable epoxy resin for electronic packaging which are required to be sufficiently stable before 200 degrees C and can rapidly decompose in the temperature range of 200-300 degrees C. For this purpose, a new trifunctional cycloaliphatic epoxide (Epo-A) with a phosphite center linked by three epoxycyclohexyl groups was prepared. The chemical structure was confirmed by FTIR, H-1 NMR and P-31 NMR spectra. Compared to the phosphate-type analog (Epo-B) and commercial epoxide ERL-4221, Epo-A exhibits the apparently higher curing reactivity. The shearing strength of the cured Epo-A at room temperature is 5.67 MPa, much superior to that of ERL-4221 (3.29 MPa). More importantly, the cured Epo-A can maintain the high shearing strength up to 210 degrees C. Upon further increasing temperature, the network rapidly decomposes, and the strength almost completely losses at around 255 degrees C, just lying in the desirable temperature range for reworking operation. As a result, the dismantlement of the integrated circuit or the replacement of the faulty chip can be realized without damaging the circuit board. In addition, the incorporation of phosphorus in the network results in a significantly increased limiting oxygen index (LOI) from 18.2 (ERL-4221) to 23.2 (Epo-A). The mechanism for the degradation behavior was studied by isothermal and temperature-variable FT-IR spectra in detail. (C) 2013 Elsevier Ltd. All rights reserved.