Surfactant property of linear alkanes with two pyrrolidone moieties in both termini

Abstract

739Linear alkanes with two pyrrolidone groups in both termini [abbreviation: 1,n-dipyrrolidonyl alkane (1,n-DPA} in --3, 5, 9, and 12}] were synthesized. Their surface activities were evaluated in terms of surface tension, and compared with those of a few kinds of surfactants. Among 1,n-DPAs, 1,3-, 1,5-, and 1,9-DPAs were fully soluble in water and surface-active: especially 1,9-DPA showed a surface tension value of yW/A 32.8 mN/m at 5.9 X 10 -2 mol/L or 1.7 wt% and was suggested as a nonionic surfactant with simple structure and moderate activity. Critical miceller concentration (CMC} of 1,9-DPA was 1.45 X 10 -2 mol/L. Surface tension values of 1,5-and 1,9-DPAs were lower than those of the corresponding monofunctional pyrrolidones, N-propyl and N-pentylpyrrolidones. Minimum area per surfactant molecule (Amint decreased with increase of methylene chain length in the series of 1,n-DPAs. The results suggested that 1,n-DPA favorably chooses a loop structure at air/water interface.KEY WORDS: Bifunctional pyrrolidone, 1,n-dipyrrolidonyl alkane, nonionic surfactant, surface tension.

Model study on the complex formation between phenols and polymers carrying a cyclic amide moiety: interaction of phenols with 1,n-bis[1-(2-oxopyrrolidin)yl]alkanes

“…l,n-DPAs were synthesized according to the method of our previous paper. 19 Solvents and reagents (phenol, para-substituted phenols, anisóle, and nitrobenzene) were purified by common methods.…”