Chemical release control—Schiff bases of perfume aldehydes and aminostyrenes

Schiff bases of p- and m-aminostyrenes with perfume aldehydes such as citral, cinnamaldehyde, piperonal, vanillin, and ethyl vanillin were synthesized in ethanol in more than 50% yield. Water-soluble copolymers of these Schiff bases with N-vinyl-2-pyrrolidone or with N,N-dimethylacrylamide were obtained. The hydrolytic behavior of Schiff base monomers and copolymers to liberate perfume aldehydes was structure dependent, thereby affording chemical release control.