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    Carboxylate Salts as Ideal Initiators for the Metal-Free Copolymerization of CO2 with Epoxides: Synthesis of Well-Defined Polycarbonates Diols and Polyols

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    Description:
    Accepted Manuscript
    Embargo End Date:
    2020-03-13
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    Type
    Article
    Authors
    Patil, Naganatha
    Boopathi, Senthil
    Alagi, Prakash
    Hadjichristidis, Nikolaos cc
    Gnanou, Yves cc
    Feng, Xiaoshuang
    KAUST Department
    Chemical Science Program
    KAUST Catalysis Center (KCC)
    Physical Sciences and Engineering (PSE) Division
    KAUST Grant Number
    BAS/1/1374-01-01
    Date
    2019-03-13
    Online Publication Date
    2019-03-13
    Print Publication Date
    2019-03-26
    Permanent link to this record
    http://hdl.handle.net/10754/631782
    
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    Abstract
    Tetrabutylammonium carbonate (TBAC) which is obtained by treating CO2 with tetrabutylammonium hydroxide is shown to perform as an ideal difunctional initiator for the copolymerization of carbon dioxide (CO2) and propylene oxide (PO) in the presence of triethylborane (TEB). In this system, CO2 thus serves as the initiating moiety of its own copolymerization with epoxides when used in the form of a carbonate salt. Based on this remarkable result, mono-, tri-, and tetrafunctional ammonium carboxylate initiators and also other difunctional carboxylate initiators were synthesized and used for the synthesis of well-defined ω-hydroxyl-polycarbonates with linear and star structures. Well-defined telechelics, three- and four-armed star samples of molar mass varying from 1 kg/mol to 10 kg/mol, with around 95% carbonate content, were successfully synthesized. The structure of the obtained polycarbonate ω-polyols were characterized by 1H NMR, MALDI-TOF, and GPC. The terminal hydroxyl functionality of polycarbonate diol was further used for polycondensation with diisocyanates to afford polyurethanes. Finally, taking TBAC as an example, the recyclability of this ammonium-based initiator is demonstrated for the preparation of polycarbonate diols.
    Citation
    Patil NG, Boopathi SK, Alagi P, Hadjichristidis N, Gnanou Y, et al. (2019) Carboxylate Salts as Ideal Initiators for the Metal-Free Copolymerization of CO2 with Epoxides: Synthesis of Well-Defined Polycarbonates Diols and Polyols. Macromolecules 52: 2431–2438. Available: http://dx.doi.org/10.1021/acs.macromol.9b00122.
    Sponsors
    This research work is supported by KAUST under baseline funding (BAS/1/1374-01-01).
    Publisher
    American Chemical Society (ACS)
    Journal
    Macromolecules
    DOI
    10.1021/acs.macromol.9b00122
    Additional Links
    https://pubs.acs.org/doi/10.1021/acs.macromol.9b00122
    ae974a485f413a2113503eed53cd6c53
    10.1021/acs.macromol.9b00122
    Scopus Count
    Collections
    Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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