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    Poly(propylene carbonate): Insight into the Microstructure and Enantioselective Ring-Opening Mechanism

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    Type
    Article
    Authors
    Salmeia, Khalifah A.
    Vagin, Sergei
    Anderson, Carly E.
    Rieger, Bernhard
    KAUST Grant Number
    KSAC0069/UK-C0020
    Date
    2012-10-31
    Online Publication Date
    2012-10-31
    Print Publication Date
    2012-11-13
    Permanent link to this record
    http://hdl.handle.net/10754/599208
    
    Metadata
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    Abstract
    Different poly(propylene carbonate) (PPC) microstructures have been synthesized from the alternating copolymerization of CO 2 with both racemic propylene oxide (PO) and various mixtures of PO enantiomers using chiral salen catalysts. The microstructures of the obtained copolymers as a function of polymerization time have been analyzed by a combination of chiral GC and high-resolution NMR spectroscopy. The 13C NMR spectra of selected poly(propylene carbonate) samples were recorded using a 900 MHz ( 1H) spectrometer, showing a previously unreported fine splitting of the carbonate resonances. This allowed a detailed assignment of signals for various copolymer microstructures taking into account the specifics in their stereo- and regioirregularities. For example, the enantioselectivity preference of the (R,R-salen)Co catalyst for (S)-PO at the beginning of the copolymerization leads predominantly to (S)-PO insertion, with any (R)-PO misinsertion being followed by incorporation of (S)-PO, so that the microstructure features isolated stereoerrors. K rel calculations for the copolymerization showed around 5-fold enantioselectivity for (S)-PO over (R)-PO at short reaction time. Analysis of the copolymer microstructures obtained under various reaction conditions appears to be an additional approach to differentiate the occurrence of bimetallic and bifunctional copolymerization mechanisms that are widely discussed in the literature. © 2012 American Chemical Society.
    Citation
    Salmeia KA, Vagin S, Anderson CE, Rieger B (2012) Poly(propylene carbonate): Insight into the Microstructure and Enantioselective Ring-Opening Mechanism. Macromolecules 45: 8604–8613. Available: http://dx.doi.org/10.1021/ma301916r.
    Sponsors
    This publication is based on work supported by Award KSAC0069/UK-C0020, made by the King Abdullah University of Science and Technology (KAUST).
    Publisher
    American Chemical Society (ACS)
    Journal
    Macromolecules
    DOI
    10.1021/ma301916r
    ae974a485f413a2113503eed53cd6c53
    10.1021/ma301916r
    Scopus Count
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    Publications Acknowledging KAUST Support

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