含全氟壬烯基的丙烯酸酯的合成

Synthesis of a Acrylate Containing Perfluorononenyl

以p-全氟壬烯氧基苯甲酰胺(Ⅰ)为原料,经羟甲基化和酯化两步反应,制备了p-全氟壬烯氧基苯甲酰胺基丙烯酸甲酯(Ⅱ),用FTIR、1HNMR、19FNMR对其结构进行了表征。中间体N-羟甲基-p-全氟壬烯氧基苯甲酰胺(Ⅲ)的最优合成工艺条件为:n(Ⅰ)∶n(甲醛)=1∶6.0,碳酸钠为碱性催化剂,pH=8.0～10.0,70℃反应8h,Ⅲ的收率84.7%。Ⅱ的最优合成工艺条件为:n(Ⅲ)∶n(丙烯酸)=1∶2.0,甲苯为共沸剂,对甲苯磺酸为催化剂,回流反应8h,Ⅱ的收率74.2%。

p-Perfluorononenoxy benzamide （ Ⅰ） reacted with formaldehyde, then was esterified with acrylic acid to produce p-perfiuorononenoxybenzamidomethyl acrylate （Ⅱ）. This product was characterized by IR,^1HNMR, ^19FNMR. I reacted with formaldehyde [ n （Ⅰ） ：n （HCHO） = 1：6. 0 ] at 70 ℃ for 8 h in the presence of sodium carbonate to give N-hydroxymethyl-p-perfluorononenoxy- benzamide（Ⅲ） in the yield of 84.7%. Ⅲ reacted with acrylic acid in toluene, n （Ⅲ）：n （ CH2=CHCOOH ） = 1：2.0,catalyzed by toluene p-sulfonic acid,and refluxed for 8 h to give 11 in the yield of 74. 2%.