4-Methacryloyloxymethyl-1,3-dioxolanes substituted at the 2 position with perfume and herbicide aldehyde residues were synthesized either by acetalization or by transacetalization involving 2,3-dihydroxypropyl methacrylate. The effect of the 2-substituent of the dioxolane ring on the rate of hydrolysis was remarkable.
p‐Styrenesulfonate esters of primary and secondary perfume alcohols and phenols, including citronellol, 1‐menthol, borneol, β‐phenethyl alcohol, eugenol, p‐anisyl alcohol, cinnamyl alcohol, and geraniol, and herbicide alcohols such as 2,4‐dichloro‐ and 2,4,5‐trichlorophenoxy‐ethanols were synthesized using p‐styrenesulfonyl chloride in the presence of bases such as pyridine, triethylamine, sodium hydrogen carbonate, and sodium hydride. The hydrolytic behavior of sulfonate ester monomers and their copolymers with N‐vinyl‐2‐pyrrolidone to liberate perfume and herbicide alcohols was structure‐dependent, thereby affording chemical release control.
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