Synthesis of a New Macromonomer from 2‐(Dimethylamino)ethyl Methacrylate Bearing 1‐(Isopropenylphenyl)‐1,1‐dimethylmethyl Isocyanate Group

Abstract

Summary: The telomerization of 2‐(dimethylamino)ethyl methacrylate (DMAEMA) with 2‐mercaptoethanol in acetonitrile shows that the telogen can react with the monomer by nucleophilic addition. It is to say that the tertiary amino group leads to nucleophilic addition rather than telomerization. The oligomers thus obtained were functionalized with 1‐(isopropenylphenyl)‐1,1‐dimethylmethyl isocyanate (TMI) in anhydrous toluene to afford macromonomers. These macromonomers were copolymerized with styrene and the r1, r2 ratio was determined according to Jaacks and Macret's methods. It was thereby demonstrated that the r1 value for this type of monomer is close to zero.Structure of the model molecule.magnified imageStructure of the model molecule.

Modification of RAFT‐polymers via thiol‐ene reactions: A general route to functional polymers and new architectures

“…The acrylate group has a higher reactivity than methacrylate as shown elsewhere. 88 However, the rates are dependent on the nature of solvent, i.e., in polar solvents the reaction can take 3-4 h, while in apolar solvents much longer reaction times are required. 82,83 Recently, Lowe and coworkers showed that this reaction can be catalyzed by dimethyl phenyl phosphine, reducing the reaction time to a few minutes.…”

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

“…Two commercially available monomers are often used: 3‐isopropenyl‐α,α′‐dimethylbenzyl isocyanate (TMI)129 or 2‐isocyanatoethyl (meth)acrylate (IEM130 or IEA131). 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…”

Synthesis of Amphiphilic Polymers Based on Fatty Acids and Glycerol‐Derived Monomers – A Study of Their Self‐Assembly in Water

“…The nature of the telogen agent exhibited no influence on the distribution of polymers since in both cases a polydispersity index (PDI) around 2.0 was determined by SEC technique. These SEC values were appropriate for such telogen agents, monomer, and degree of polymerization ( n < 100), as reported previously …”