Epoxide–alcohol reaction catalyzed by boron trifluoride. Part I. Phenyl glycidyl ether–alcohol reaction in dioxane

Autor: Jerry P. Heeschen, Lieng-Huang Lee, John W. Pankey
Rok vydání: 1965
Předmět:
Zdroj: Journal of Polymer Science Part A: General Papers. 3:2955-2963
ISSN: 1542-6246
0449-2951
DOI: 10.1002/pol.1965.100030822
Popis: Phenyl glycidyl ether, a model compound for bisphenol-A type epoxy resins, was reacted with alcohols in dioxane in the presence of boron trifluoride etherate. For isobutyl, sec-butyl, and n-butyl alcohols the reaction paths were similar and found to be: (1) epoxide–alcohol 1:1 addition, (2) epoxide–alcohol–dioxane addition, and (3) homopolymerization of the expoxide. With excess alcohol, homopolymerization could be minimized. In all cases, the predominant 1:1 adduct was shown to be 1-butoxy-3-phenoxy-2-propanol. There was indication that a small amount of the 1:1 adduct containing primary hydroxyl group was formed also. With tert-butyl alcohol, 3-phenoxy-1,2-propanediol was obtained as well. With phenol, the main reaction was homopolymerization of phenyl glycidyl ether.
Databáze: OpenAIRE