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Chemical release control: Sulfonate esters from perfume and herbicide alcohols and p-styrenesulfonyl chloride
Authors:Hiroyoshi Kamogawa  Yuichiro Haramoto  Yukihiro Misaka  Yasuhiro Asada  Yumiko Ohno  Masato Nanasawa
Abstract: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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