高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

无溶剂法合成4,6,10,12,16,18,22,24-八羟基-2,8,14,20-四-{(联三-(3-苯基-2,4,8,10-四氧杂螺[5.5]十一烷基))-(4-(2-(4,6,10,12,16,18,22,24-八羟基)杯芳基)苯基)}杯芳烃螺环树形大分子化合物

魏荣宝, 梁娅   

  1. 天津理工大学化学化工学院, 天津 300191
  • 收稿日期:2007-07-03 修回日期:1900-01-01 出版日期:2008-02-10 发布日期:2008-02-10
  • 通讯作者: 魏荣宝

Solvent-free Synthesis of 4,6,10,12,16,18,22,24-Octa-hydroxy-2,8,14,20-tetra{(tri-(3-phenyl-2,4,8,10-tetraoxaspiro[5.5]undecyl))-(4-(2-(4,6,10,12,16,18,22,24-octa-hydroxy)Calixresorcinarenyl)phenyl)}calixresorcinarene Spiro macromolecul

WEI Rong-Bao*, LIANG Ya   

  1. School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300191, China
  • Received:2007-07-03 Revised:1900-01-01 Online:2008-02-10 Published:2008-02-10
  • Contact: WEI Rong-Bao

PDF (PC)

摘要： 以对苯二甲醛、丙二腈为原料, 合成对苯二甲醛单缩醛, 再与季戊四醇反应得到了2,4,8,10-四氧杂-2,9-二(4-二氰基乙烯基苯基)螺[5.5]十一烷, 经水解, 与丙二腈反应, 制备了中间体2,4,8,10-四氧杂-2-(4-二氰基乙烯基苯基)-9-(4-甲酰基苯基)螺[5.5]十一烷(3). 用乙酸酐保护的对苯二甲醛单缩醛与间苯二酚反应, 制备了杯芳烯中间体(6). 将化合物6与过量的化合物3反应, 得到中间体7, 经水解后与过量的化合物6反应, 得到了4,6,10,12,16,18,22,24-八羟基-2,8,14,20-四-{(联三-(3-苯基-2,4,8,10-四氧杂螺[5.5]十一烷基))-(4-(2-(4,6,10,12,16,18,22,24-八羟基)杯芳基)苯基)}杯芳烃螺环树形大分子化合物(9). 总收率为12.7%. 产物结构用IR, 1H NMR, 13C NMR, MS 和元素分析进行了表征, 对影响反应的因素进行了讨论.

关键词: 无溶剂合成, 杯芳烯, 树状化合物, 季戊四醇, 苯二甲醛, 丙二腈

Abstract: The terephthalaldehydes mono-acetal was prepared by the reaction of terephthalaldehyde and ma-lononitrile. The 2-(4-dicyano-vinyl-phenyl)-9-(4-formylphenyl)-2,4,8,10-tetraxaspiro[5.5]undecanes(3) were given through terephthalaldehydes mono-acetal reacting with pentaerythritol and then the hydrolysis occurred in the presence of InBr3. The calixresorcinarenes 6 was prepared by using terephthalaldehydes mono-acetal and resorcinol as the material. Through compound 6 reacting with compound 3, calixresorcinarene macromolecular dendrimer of 4,6,10,12,16,18,22,24-octahydroxy-2,8,14,20-tetra{(tri(3-phenyl-2,4,8,10-tetraoxaspiro[5.5]undecyl))-(4-(2-(4,6,10,12,16,18,22,24-octahydroxy)calixresorcinarenyl)phenyl)} calixresorcinarene(9) was produced. The product was characterized by IR, 1H NMR, 13C NMR, MS and elemental analysis. The effect factors on the reactions were discussed.

Key words: Solvent-free synthesis, Calixresorcinarenes, Dendrimer, Pentaerythritol, Terephthalaldehydes, Malononitrile

中图分类号: 

TrendMD: