The anionic ring-opening polymerization ofN-(methanesulfonyl)azetidine

Abstract

The first anionic ring-opening polymerization of an activated azetidine is reported.

Effect of Different Acid Initiators on Branched Poly(propylenimine) Synthesis and CO2 Sorption Performance

“…The synthesis of higher molecular weight PPI polymers was initially reported via cationic ring opening polymerization, , while the polymerization of functionalized azetidine derivatives has been more well-studied. − Previously, we investigated the effects of synthesis conditions such as reaction time, temperature, and monomer to perchloric acid initiator ratio on molecular weight, polydispersity, and degree of branching of the obtained PPI; the efficacy of various neutralization techniques was also examined . The PPI-based adsorbents were demonstrated to be promising materials for further development and elaboration for CO 2 capture; however, their stability after oxygen exposure and the effects of varying the acid initiator on polymer structure and performance has not been explored.…”

Composite Correlated Molecular Orbital Theory Calculations of Ring Strain for Use in Predicting Polymerization Reactions

“…Ring‐opening polymerization (ROP) is a chain‐growth polymerization technique that has been widely applied in the production of numerous commercially important polymeric materials, such as polycaprolactam (Nylon 6), [30] polyethylene oxide (PEO), [31] and polycaprolactone (PCL) [32] . ROP can proceed via a variety of mechanisms, including anionic (AROP), [33] cationic (CROP), [34] radical, [35] and transition metal catalyzed polymerizations, including ring‐opening metathesis polymerizations (ROMP) [14] . In most ROPs, it is the release of ring strain that comprises the ΔH of polymerization and is the driving force for the polymerization [15] .…”

Aziridines and azetidines: building blocks for polyamines by anionic and cationic ring-opening polymerization

“…Reisman et al 142 reported the first example of AROP of an azetidine monomer, N-(methanesulfonyl)azetidine (MsAzet) As evidenced by H-D exchange experiments, this chain transfer occurs through the deprotonation of methanesulfonyl groups of the polymer backbone and the monomer to form sulfamoyl methanide anions. Evidence of minimal chain transfer to DMSO that occurs through the formation of dimsyl anions was also found.…”

“…Anionic ring-opening polymerization of N-(methanesulfonyl)azetidine 142. Scheme 19 Polymerization of TsAzet monomers to produce insoluble homooligomers and a soluble copolymer 159.…”