Vinylbenzyl S‐thioacetate (1) was prepared from thioacetic acid and chloromethylstyrene. Although bulk polymerization of 1 afforded a crosslinked polymer, solution polymerization in chlorobenzene afforded a corresponding soluble polymer. The S‐thioacetate group did not react during the radical polymerization of 1. Bulk copolymerization of 1 with styrene afforded a soluble copolymer when the feed ratio of 1 was lower than 30 mol %. Soap‐free emulsion copolymerization of 1, St, divinylbenzene, and 2‐hydroxyethyl methacrylate (66 : 28 : 1 : 5) was carried out in water using 2,2′‐azobis (N,N′‐dimethyleneisobutyramidine) dichloride as an initiator to afford uniform spherical microgel 2, whose average diameter was 135 nm. Aminolysis of 2 with an excess amount of butylamine in the presence of sodium tetrahydridoborate followed by treatment with hydrochloric acid resulted in complete removal of the acetyl group to give a slightly distorted spherical microgel (MG‐SH) bearing mercapto group. The average diameter of MG‐SH was 165 nm. Trans‐esterification of p‐nitrophenyl acetate (3) in the presence of triethylamine was efficiently accelerated by the addition of MG‐SH. The radical polymerization of methyl methacrylate (MMA) in the presence of suspended MG‐SH in chlorobenzene afforded the MMA‐grafted microgel. Although MG‐SH is a crosslinked gel, it acts as a soluble polymer bearing mercapto group. © 1997 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 35: 1443–1451, 1997
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
customersupport@researchsolutions.com
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.