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- Title
Enhanced Aggregation of Stimuli Responsive Surfactants by Esterolytic Reactions.
- Authors
Tsuyoshi Asakawa; Akina Fujii; Nodoka Yoneda; Akio Ohta; Hitoshi Asakawa
- Abstract
Thioester surfactants, [C12H25N(CH3)2(CH2)mSCOCH3] Br (C12mSAc, m = 4, 11, 12), yielded thiol surfactants via thiol-thioester exchange upon addition of dithiothreitol in aqueous solution. The thiolthioester exchange reaction was enhanced in a micellar system owing to the concentration effect. The enhanced aggregation upon deprotection of the thioacetate group was observed by dynamic light scattering measurements. The thiol surfactants yielded disulfide-linked gemini surfactants upon air oxidation and incubation with hydrogen peroxide. In contrast, the thiol surfactants yielded thioester double-tailed products by esterolytic reactions with p-nitrophenyl hexanoate. The introduction of an alkyl chain to the second side chain significantly decreased the critical micelle concentration and induced the micellar growth.
- Subjects
AVERSIVE stimuli; SURFACE active agents; SULFHYDRYL group; MICELLAR catalysis; NITROPHENYL compounds
- Publication
Journal of Oleo Science, 2019, Vol 68, Issue 6, p573
- ISSN
1345-8957
- Publication type
Article
- DOI
10.5650/jos.ess19043