Isocyanatoethyl Methacrylate Telomerization and Cotelomerization

Abstract

This article describes the use of isocyanatoethyl methacrylate (IEM) as a monomer in telomerization and cotelomerization reactions. First, the selectivity of benzenethiol addition to the unsaturation of IEM is proven. Even with an equimolar amount of reactants, benzenethiol reacts almost selectively with the ethylenic double bonds. The radical telomerization of IEM and its cotelomerization with MMA, in the presence of benzenethiol, has been achieved and shows that control of molecular weight is possible. Finally, the addition of a phosphonated alcohol to these telomers, followed by ester cleavage reactions, leads selectively to families of mono or diphosphonate products. The study of the thermal properties of the cotelomers shows that the degradation starts at 180 °C on the isocyanate group of IEM, and then on the ester group of MMA, and the decomposition is complete at 450 °C. The introduction of the phosphonated ester group decreases the glass transition temperature of the cotelomers, but after hydrolysis these values increase.

Characterization and electrical properties of methyl‐2‐hydroxyethyl cellulose doped with erbium nitrate salt

“…TMI, is reluctant to homopolymerize,132 and so its use is restricted to copolymerizations, while IEM or IEA can be both copolymerized and homopolymerized. These isocyanate monomers have both been previously used in anionic polymerization and free radical (co)polymerizations,133, 134 and more recently, in RAFT polymerization yielding functional polymers 131, 135…”

Building nanostructures using RAFT polymerization

“…TMI, is reluctant to homopolymerize, 132 and so its use is restricted to copolymerizations, while IEM or IEA can be both copolymerized and homopolymerized. These isocyanate monomers have both been previously used in anionic polymerization and free radical (co)polymerizations, 133,134 and more recently, in RAFT polymerization yielding functional polymers. 131,135 Amine Functionalized Monomers Amine groups can be introduced into polymer backbones using functional monomers, such as 2-(dimethylamino)ethyl methacrylate, [136][137][138][139] 2-aminoethyl methacrylamide hydrochloride, 98,140,141 N-vinyl pyridine 142 and N-vinylphthalimide.…”