Synthesis and properties of polycarboxylate-type green surfactants with S- or N-linkages.
Polycarboxylate-type green surfactants with either sulfide- (S-) or imino- (N-) linkages were prepared in high yields by a single addition reaction of fatty mercaptan or fatty amine with unsaturated polycarboxylic acids such as fumaric, maleic, itaconic and aconitic acids. They exhibited surfactant properties and excellent biodegradabilities. Also, green surfactants with S-linkages showed better calcium ion sequestration abilities compared to the corresponding surfactant having an N-linkage. Among these surfactants, aconitic acid-derived polycarboxylate with an S-linkage exhibited calcium ion sequestration capacities similar to that of disodium 3-oxapentanedioate (ODA), a conventional calcium ion sequestrant on a molar basis of the surfactant.
Okada
Yuu
Y
Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama-shi, Japan.
Banno
Taisuke
T
Toshima
Kazunobu
K
Matsumura
Shuichi
S
D000156:Aconitic Acid / Q000737:chemistry; D001673:Biodegradation, Environmental; D002118:Calcium / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002412:Cations; D005650:Fumarates / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D008298:Maleates / Q000737:chemistry; D015742:Propofol / Q000031:analogs & derivatives / Q000737:chemistry; D013386:Succinates / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry*; D013499:Surface Properties; D013501:Surface-Active Agents / Q000138:chemical synthesis* / Q000737:chemistry*
D002264:Carboxylic Acids; D002412:Cations; D005650:Fumarates; D007097:Imines; D008298:Maleates; D013386:Succinates; D013438:Sulfhydryl Compounds; D013440:Sulfides; D013501:Surface-Active Agents; C032005:fumaric acid; C030272:maleic acid; D000156:Aconitic Acid; C472965:fospropofol; C005229:itaconic acid; D002118:Calcium; D015742:Propofol