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Surfactant property of linear alkanes with two pyrrolidone moieties in both termini
Author(s) -
Takata Toshikazu,
Atobe Ichiro,
Kitamura Naoya,
Endo Takeshi
Publication year - 1990
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02540482
Subject(s) - pulmonary surfactant , surface tension , methylene , nonionic surfactant , alkane , molecule , chemistry , polymer chemistry , crystallography , materials science , organic chemistry , hydrocarbon , thermodynamics , physics , biochemistry
Linear alkanes with two pyrrolidone groups in both termini [abbreviation: 1,n‐dipyrrolidonyl alkane (1,n‐DPA) (n=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 γW/A 32.8 mN/m at 5.9×10 −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 1.45×10 −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 (A min ) 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.