Preparation of n-glycidyl compounds

C - Chemistry – Metallurgy – 07 – D

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402/274, 260/369

C07D 301/27 (2006.01) C07D 303/36 (2006.01) C08G 59/02 (2006.01)

Patent

CA 1222520

Case 3-14597/ARL 339/14598/ARL 340/+ FO 7.3(SZ)EA/ap PREPARATION OF N-GLYCIDYL COMPOUNDS ABSTRACT OF THE DISCLOSURE Aromatic N-glycidylamines are prepared by treatment of an amine having at least one, and preferably two or more aromatic amino hydrogen atoms, with epichlorohydrin in the presence, as catalyst, of a di- or higher-valent metal salt of nitric or perchloric acid, or of a carboxylic or sulphonic acid substituted by fluorine, chlorine or bromine on the carbon atom alpha to the carboxylic or sulphonic acid group, and dehydrochlorinating the product. The presence of the metal salt gives a product having a higher glycidyl content and a lower viscosity than does the same reaction in the absence of such a salt. Suitable aromatic amines include aniline, phenylene diamines, phenylene diamines substituted on the aromatic ring and bis(4-aminophenyl)methane. The metal salt may be of, for example, magnesium, calcium, zinc, maganese, nickel, iron, lanthanum, vanadium, ytterbium or uranium. The aromatic N- glycidylamines can be used as epoxide resins. Due to their lower viscosity they are easier to use than the corresponding prior art resins, and due to their higher glycidyl content, the degree of crosslinking is higher in the cured resin, resulting in improved mechanical properties.

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