Marriage of ring-opening metathesis polymerization and thiol-maleimide chemistries: Direct polymerization of prefunctionalized monomers or postpolymerization modification?. (14th July 2017)

• Record Type: Journal Article
• Authors: Li, Zi-Long; Zeng, Fu-Rong; Li, Hao-Cheng; Zeng, Wei-Li; Cai, Hang-Chang; Jiang, Hong
• Is Part Of: Polymer. Volume 121(2017)
• Page Start: 155
• Page End: 164
• Publication Date: 2017-07-14
• Subjects: Ring-opening metathesis polymerization -- Thiol-maleimide chemistries -- Postpolymerization modification; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; 547.7
• DOI: 10.1016/j.polymer.2017.06.018
• Languages: English
• ISSNs: 0032-3861

Abstract

Abstract: Two distinct synthetic methodologies to furnish polynorbornene bearing thiol-maleimide adduct side groups, namely direct ring-opening metathesis polymerization (ROMP) of prefunctionalized monomers and postpolymerization modification, were investigated and compared in this study. ROMP of thiol-maleimide adduct-containing monomersM1 -M4 was performed to yield polymersPM1 -PM4 with full conversion of monomers but broad molecular weight distribution. Meanwhile, narrowly distributed polymersP1 -P4 were generated through postpolymerization modification of polymerP0 by using thiol-maleimide reaction. However, removal of residual monomerM0 was an indispensable step prior to postpolymerization modification since incomplete monomer conversion was observed in the previous step, synthesis of polymerP0 using ROMP of maleimide-containing monomerM0 . Narrow molecular weight distribution in conjunction with good polymerization controllability renders the strategy of postpolymerization modification a seemingly more reliable synthetic protocol to achieve the goal of this contribution. Finally, polymersP0 -P4 were subjected to property studies to elucidate their thermal stability, glass transition behavior, wettability and gelation using thermal gravimetric analysis (TGA), differential scanning calorimetry (DSC), water contact angle measurement, and cross-linking test, respectively. Graphical abstract: Highlights: The convergence of ROMP and thiol-maleimide chemistries was realized. Direct polymerization and postpolymerization modification strategies were compared. Narrowly distributed polymers were obtained via postpolymerization modification. Thermal properties, wettability, and gelation behaviors of polymers were studied.