Preparation of N-(aminomethyl)-.alpha.,.beta.-ethylenically unsaturated carboxamides and their polymers
AssigneeThe Dow Chemical Company
InventorCharles J. McDonald
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Abstract
N-(aminomethyl)-.alpha.,.beta.-ethylenically unsaturated carboxamides such as N-(dimethylaminomethyl)acrylamide are readily prepared without coincident production of saturated impurities by reacting at a pH below 7 an .alpha.,.beta.-ethylenically unsaturated carboxamide such as acrylamide or N-substituted derivative such as N-methylolacrylamide with a secondary amine such as dimethylamine, and a lower aldehyde such as formaldehyde when such is required. The resulting aminomethyl carboxamides are polymerized at a pH of 7 or less to form polymers containing essentially no gelled product.
Claims11
A process for preparing a cationic N-(aminomethyl)-.alpha.,.beta.-ethylenically unsaturated carboxamide which comprises contacting a reaction mixture comprising an N-alkylol and/or an N-alkoxyalkyl derivative of an .alpha.,.beta.-ethylenically unsaturated carboxamide with an amine under conditions including a pH of less than about 7 sufficient to cause reaction of the derivative and amine to form at least 10 mole percent of cationic carboxamide based on moles of the derivative.
A process for preparing a cationic N-(aminomethyl)acrylamide which comprises contacting a reaction mixture containing acrylamide with an aldehyde selected from formaldehyde, paraformaldehyde, formalin, trioxymethane, a formal or hemiformal and an amine selected from a dialkylamine or diallylamine under conditions including pH of 3 or less sufficient to cause reaction of acrylamide, the aldehyde and amine to form at least 10 mole percent of cationic acrylamide based on moles of acrylamide.
Dependencies are inferred from the claim text.