New amido nonionic cleavable surfactants were synthesized in good yiel
ds by the acetalization of glucono-1,5-lactone with octanal, 2- octano
ne or 2-undecanone, followed by amidation with monoethanolamine, dieth
anolamine or morpholine. These compounds Possessed good water solubili
ties. The compounds derived from 2-octanone showed higher critical mic
elle concentrations than the compounds from octanal. For the same hydr
ophobic chain, both the micelle-forming property and the ability to lo
wer surface tension increased with the change in the terminal amide gr
oup in the order diethanolamide < morpholide < monoethanolamide. Inter
estingly, in spite of their relatively short hydrophobic chains, these
compounds showed greater ability to lower surface tension than conven
tional nonionic surfactants, such as alcohol ethoxylates. Furthermore,
their acid-decomposition properties were determined. Their decomposit
ion rates were also compared with that of the corresponding carboxylat
e type of compound derived from glucono 1,5-lactone.