特殊型界面活性剤の研究-12-無水マレイン酸,酢酸ビニル,アリルアルコ-ル若しくはアクリル酸メチルをモノマ-とするコテロマ-及びコポリマ-のヒドロキサム酸ナトリウム誘導体の合成とその性質

概要

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Copolymerizations of maleic anhydride (MAn) with vinyl acetate (VAc), allyl alcohol (AAlc) with methyl acrylate (MA), and MA with VAc in the presence of 1-dodecanethiol yielded, respectively, cotelomers Ls-MAn-VAc, Ls-MA-AAlc and Ls-MA-VAc with Pn of 9.616.6, which were treated with hydroxylamine, giving the corresponding hydroxamic acid derivatives, LMV-Hx, LAA-Hx and LAV-Hx, respectively. A copolymer of maleic anhydride with vinyl acetate (MAn-VAc) and its adduct with dodecylamine (MAn-VAc-P) were also converted into the hydroxamic acid derivatives, MV-Hx and MVP-Hx, respectively. The aqueous solutions of LMV-Hx, LAA-Hx and LAV-Hx showed surface tensions of 35.548dyn·cm-1 with cmcs of O.0020.69wt% and phase transition points at 1526°C. Electron micrograph of Cu (II) complex of LMV-Hx demonstrated the formation of vesicle and lamellar structures. As to the dissociation of the hydroxamic acid groups, LMV-Hx, MV-Hx and MVP-Mx showed lower pKa values than other cotelomers. A difference in the ultraviolet spectra was also found between the MV series compounds and other cotelomers. The hydroxamic acid derivatives catalyzed the hydrolysis of p-nitrophenyl acetate, where LMV-Hx gave the lower second order rate constant than other cotelomers. These remarkable features in MV series were considered to be derived from an interaction between the hydroxamic acid groups and the neighboring carboxyl groups.