Aminimides Derived from Benzoylformic Acid Esters as Thermally Latent Base Catalysts

Autor:	Ikuyoshi Tomita, Manabu Kirino
Rok vydání:	2010
Předmět:	Reaction mechanism Polymers and Plastics Organic Chemistry Thermal decomposition Epoxide Isocyanate Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Polymerization Materials Chemistry Organic chemistry Amine gas treating Curtius rearrangement
Zdroj:	Macromolecules. 43:8821-8827
ISSN:	1520-5835 0024-9297
Popis:	As a novel thermal latent anionic initiator for lower temperature applications, a new class of aminimide, 1,1-dimethyl-1-(2-hydroxypropyl)amine benzoylformimide (BFI), was synthesized from benzoylformic acid methyl ester in 95% yield, and its thermal rearrangement behavior was studied in detail. Thermal rearrangement of BFI proved to take place on heating above 80 °C via the Curtius rearrangement mechanism, generating the corresponding isocyanate, hydroxyamine, and their further reaction products. BFI proved to catalyze the polymerization of epoxides and epoxide/thiol system on heating above 80 °C. They exhibit both the long pot life and the low-temperature rapid polymerization in the presence of BFI which supported the promising applications of BFI as an efficient thermal latent base catalyst for anionically polymerizable/curable systems.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b8fef97f011f1e6279fd6c32f40f122f https://doi.org/10.1021/ma1013836 Zobrazit plný text záznamu