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One-Pot Synthesis of Ion-Containing CO2‑Based Polycarbonates Using Protic Ionic Liquids as Chain Transfer Agents
journal contribution
posted on 2018-11-07, 15:20 authored by Zhaohe Huang, Yanyan Wang, Na Zhang, Luhong Zhang, Donald J. DarensbourgAn
analysis of the construction of ion-containing CO2-based
polycarbonates via metal-catalyzed immortal copolymerization
of propylene oxide (PO) and carbon dioxide in the presence of protic
ionic liquids (ILs) as chain transfer agents is described. The reactions
were catalyzed by the binary (salen)CoO2CCF3/onium salt system in the absence of added solvent. On the basis
of the results of this study, which includes 1H NMR and
MALDI-TOF-MS data, it is clear that the role of the protic IL in this
process is dominated by its anion. When the anion of the protic ionic
liquid is nucleophilic, such as chloride, the protic ionic liquid
acts as a cocatalyst in the reaction system for epoxide ring opening,
and the chain transfer reaction initiated by the cation is completely
suppressed. However, when the anion of the protic ionic liquid is
non-nucleophilic, such as BF4–, the protic
ionic liquid acts as an effective chain transfer agent to afford IL-based
polycarbonates by rapid and reversible chain transfer processes. The
resultant polymer structures were confirmed by 1H NMR and
MALDI-TOF-MS spectroscopies. This work provides a facile method for
synthesizing ion-containing polycarbonate as well as an insight into
immortal copolymerization processes utilizing protic ionic liquids
as chain transfer agents.
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BFchain transfer processesCCFIL-based polycarbonatesChain Transfer AgentsanionOne-Pot SynthesisMALDI-TOF-MS datacarbon dioxideprotic ILchain transfer agents1 H NMRchain transfer agentPOreaction systemepoxide ring openingchain transfer reactionion-containing CO 2polymer structurescopolymerization processespropylene oxidesynthesizing ion-containing polycarbonateMALDI-TOF-MS spectroscopies
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