4,4'-(4-amino-5-tert-butyl-1,3-phenylene)bis(methylene)bis(2-tert-butylaniline) | 1242103-88-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4,4'-(4-amino-5-tert-butyl-1,3-phenylene)bis(methylene)bis(2-tert-butylaniline)
• 英文别名: PBMBA；2,4-Bis[(4-amino-3-tert-butylphenyl)methyl]-6-tert-butylaniline；2,4-bis[(4-amino-3-tert-butylphenyl)methyl]-6-tert-butylaniline
• CAS: 1242103-88-3
• 化学式: C₃₂H₄₅N₃
• 分子量: 471.729
• InChiKey: RMBKWWLVBNYDGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-叔丁基苯胺 在 acidified montmorillonite calcined at 200° C 作用下， 以 乙酸丁酯 为溶剂， 反应 4.0h， 以83.9%的产率得到4-[(4-氨基-3-叔丁基苯基)甲基]-2-叔丁基苯胺
  参考文献：
  名称：

  Confinement effect as a tool for selectivity orientation in heterogeneous synthesis of 4,4′-diamino-3,3′-dibutyl-diphenyl methane over montmorillonite catalysts

  摘要：

  Montmorillonite was employed as a heterogeneous catalyst in the condensation of o-tert-butylaniline with paraformaldehyde for its significant confinement effect on the selective synthesis of 4,4'-diamino3,3'-dibutyl-diphenyl methane (4,4'-MBTBA). Due to the appropriate d-spacing which is larger than the molecular size of 4,4'-MBTBA but smaller than that of 4,4'-(4-amino-5-tert-buty1-1,3-phenylene) bis(methylene)bis(2-tert-butylaniline) (PBMBA), montmorillonite favored the production of 4,4'-MBTBA, comparing with HY, P/SBA-15 and PW/C catalysts. In addition, with the decrease of the d-spacing of montmorillonite, the formation of PBMBA was inhibited and the selectivity of 4,4'-MBTBA became more and more remarkable, which verified the confinement effect as a tool for selectivity orientation on the heterogeneous synthesis of 4,4'-MBTBA over montmorillonite catalysts. When paraformaldehyde was used as starting material and the ratio of o-tert-butylaniline to paraformaldehyde was as low as 4:1, the yield of 4,4'-MBTBA reached 83.9% with butyl acetate as solvent, reaction temperature of 130 degrees C and catalyst loading of 0.18g. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2010.03.032

文献信息

• Confinement effect as a tool for selectivity orientation in heterogeneous synthesis of 4,4′-diamino-3,3′-dibutyl-diphenyl methane over montmorillonite catalysts
  作者：Zhi Liu、Qiaoling Xu、Xutao Peng、Dao Li、Xingyi Wang

  DOI：10.1016/j.molcata.2010.03.032

  日期：2010.6.15

  Montmorillonite was employed as a heterogeneous catalyst in the condensation of o-tert-butylaniline with paraformaldehyde for its significant confinement effect on the selective synthesis of 4,4'-diamino3,3'-dibutyl-diphenyl methane (4,4'-MBTBA). Due to the appropriate d-spacing which is larger than the molecular size of 4,4'-MBTBA but smaller than that of 4,4'-(4-amino-5-tert-buty1-1,3-phenylene) bis(methylene)bis(2-tert-butylaniline) (PBMBA), montmorillonite favored the production of 4,4'-MBTBA, comparing with HY, P/SBA-15 and PW/C catalysts. In addition, with the decrease of the d-spacing of montmorillonite, the formation of PBMBA was inhibited and the selectivity of 4,4'-MBTBA became more and more remarkable, which verified the confinement effect as a tool for selectivity orientation on the heterogeneous synthesis of 4,4'-MBTBA over montmorillonite catalysts. When paraformaldehyde was used as starting material and the ratio of o-tert-butylaniline to paraformaldehyde was as low as 4:1, the yield of 4,4'-MBTBA reached 83.9% with butyl acetate as solvent, reaction temperature of 130 degrees C and catalyst loading of 0.18g. (C) 2010 Elsevier B.V. All rights reserved.