Aminimides Derived from p-Substituted Benzoylformic Acid Ester as Thermal/Photolatent Bases and Photoradical Initiators

作者：Kirino Manabu; Tomita Ikuyoshi^*

来源：Journal of Polymer Science Part A: Polymer Chemistry , 2013, 51(20): 4292-4300.

DOI：10.1002/pola.26838

• aminimides
• base-catalyzed polymerization
• catalysts
• photopolymerization
• radical polymerization

Derivatives of 1,1-dimethyl-1-(2-hydroxypropyl)amine benzoylformimide (BFI and 1a-c) were synthesized from 1,1-dimethylhydrazine, propylene oxide, and p-substituted benzoylformic acid ester, respectively, and their activity as thermal/photolatent bases and photoradical initiators was studied in detail. Their thermal decomposition activity increased by the electron-donating substituents on the benzene ring, being in order of 1a (p-NMe2) %26gt; 1b (p-MeO) %26gt; BFI (H) %26gt; 1c (p-NO2). Photolysis activities were also affected by the substituents, in the following order: 1b %26gt; BFI %26gt; 1a %26gt; 1c. Thermal and photoinduced base-catalyzed polymerization of the epoxide/thiol system and photoradical polymerization of a vinyl monomer, 2-hydroxylethyl methacrylate, were carried out by using the aminimides as latent initiators. Their activity as thermal base and photobase/radical initiators could be correlated to their thermal decomposition and the photolysis activity, respectively.

• 出版日期2013-10