New cleavable surfactants derived from glucono-1,5-lactone |
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Authors: | Toshiyuki Kida Nobuaki Morishima Araki Masuyama Yohji Nakatsuji |
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Affiliation: | (1) Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamadaoka 2-1, 565 Suita, Osaka, Japan |
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Abstract: | New amido nonionic cleavable surfactants were synthesized in good yields by the acetalization of glucono-1,5-lactone with
octanal, 2-octanone or 2-undecanone, followed by amidation with monoethanolamine, diethanolamine or morpholine. These compounds
possessed good water solubilities. The compounds derived from 2-octanone showed higher critical micelle concentrations than
the compounds from octanal. For the same hydrophobic chain, both the micelle-forming property and the ability to lower surface
tension increased with the change in the terminal amide group in the order diethanolamide<morpholide<monoethanolamide. Interestingly,
in spite of their relatively short hydrophobic chains, these compounds showed greater ability to lower surface tension than
conventional nonionic surfactants, such as alcohol ethoxylates. Furthermore, their acid-decomposition properties were determined.
Their decomposition rates were also compared with that of the corresponding carboxylate type of compound derived from glucono-1,5-lactone. |
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Keywords: | Acid-decomposition properties cleavable surfactant glucono-1 5-lactone sugar-derived surfactant surface-active properties |
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