Preparation of glycidyl esters of unsaturated acids

Details Preparation of glycidyl esters of unsaturated acids Preparation of glycidyl esters of unsaturated acids

1970-01-27

1976-05-18

Milestone, Norma S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D30130

Patent

active

039578313

ABSTRACT:
A glycidyl ester, such as glycidyl methacrylate, is prepared by contacting an unsaturated fatty acid, such as methacrylic acid, with an alkali metal base in a first reaction zone to form an alkali metal salt, such as sodium methacrylate, in the presence of a solvent which will azeotrope with water and which is free of epoxide groups. Substantially all of the water is removed from the first reaction zone by, for example, removing a water-solvent azeotrope and, optionally, at least a portion of the solvent is removed. The alkali metal salt admixed with or suspended in at least a portion of the solvent is then contacted with a solid particulate drying agent free of halogen atoms and is thereafter reacted in a second reaction zone in the absence of the drying agent with dry epichlorohydrin under substantially anhydrous conditions to form the desired glycidyl ester. Optionally, the drying agent can remain in the second reaction zone provided said drying agent is such that it either reacts with water to form a hydrate or hydroxide or is a zeolite material having an average pore diameter less than six degrees Angstrom (.degree.A.).

REFERENCES:
patent: 2448602 (1948-09-01), Kester et al.
patent: 2537981 (1951-01-01), Edwards
Kester et al., Jour. Organic Chemistry, Vol. 8 (1943) pp. 550-556.

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