Reins consisting of cross-linked poly(styrene-divinylbenzene) matrices functionalized with hydrazinosulfonyl groups react with aldehydes and ketones to form the sulfonylhydrazone derivatives. The extent of the reaction is sensitive to the type of resin and the bulk of the carbonyl compound. When heated strongly under alkaline conditions, the sulfonylhydrazones release the corresponding alkenes; upon the NaBH4 or LiAlH4 treatment, they also release the corresponding alkanes; and, upon refluxing in methanol with potassium cyanide, they release nitriles containing one additional carbon atom.

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.

Reversible color development induced by near UV light (photochromism) was observed for some crystalline powder of 1,1′-diaryl-4,4′-bipyridinium bis(p-toluenesulfonate). Redox mechanism by the electron transfer from the sulfonate anion to viologen dication is claimed.

Photochemically induced reversible reduction of viologens in solid polar aprotic polymer matrices proceeds much more efficiently than that in protic ones. The effects of the N-substituent and anionic part of viologens were also considerable.

H, CH, > OCH,. This order approximately corresponds with that of the Hammet u value? As for m-and 0-substituents (3 and 4), 4 gives much higher sensitivity than no substituent at all, but its developed color was bluish ( Fig. 1 and Table I) as mentioned before. As for 8 and 9, sensitivities to light were 80 high that spontaneous color developments took place, and films of PVP containing these viologens were already colored even when made in the dark. Generally, sensitivities to light are much higher than those of conventional benzyl viologens (Table II).