Evans, D.J and Williams, A. and Pryce, R.J (1995) Microgels with Trialkylmmoio Side-Chains Function as CAtalysts for the Alkaline-Hydrolysis of Substituted Phenyl Luarte Esters. Journal of Molecular Catalysis a-Chemical, 99 (1). pp. 41-46. ISSN 1381-1169.
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| Official URL http://dx.doi.org/10.1016/1381-1169(95)00010-0 |
Abstract
Microgels incorporating 2-(tetradecyldimethylammonio)ethyl methacrylate bromide have been prepared by emulsion polymerisation with methyl methacrylate, 2-ethoxyethyl methacrylate and ethylene glycol dimethacrylate in the molar ratio 0.15:0.45:0.30:0.10 respectively. The microgel solubilises aryl laurate esters in aqueous solution and catalyses the alkaline hydrolysis of these esters; the variation of rate constant with microgel concentration indicates a complexation phenomenon with the 4-nitrophenyl ester. The reactivity of the microgel sol with the laurate esters is similar to that of the analogous micellar system from cetyltrimethylammonium bromide (CTAB) described by Al-Awadi and Williams (J. Org. Chem., 55 (1990) 2001). The rate constant for the microgel-catalysed reaction of hydroxide ion with the substituted phenyl laurate esters obeys the Bronsted correlation: logk(OH)(cat)=-0.53pK(a)+4.49 The value of the Bronsted beta(lg) (-0.53) is similar to that observed for CTAB-catalysis and for uncatalysed alkaline hydrolysis; it indicates that the catalytic site of ester hydrolysis resides in an aqueous-like region of the microgel.
| Item Type: | Article |
|---|---|
| Uncontrolled keywords: | Alkaline Hydrolysis; Cationic Surfactant; Microgels; Phenyl Eaters; Polsoap |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculties > Science Technology and Medical Studies > School of Engineering and Digital Arts |
| Depositing User: | P. Ogbuji |
| Date Deposited: | 02 Jun 2009 11:43 |
| Last Modified: | 02 Jun 2009 11:43 |
| Resource URI: | http://kar.kent.ac.uk/id/eprint/19515 (The current URI for this page, for reference purposes) |
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