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 |
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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 |
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