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Synthesis and Characterization of Butyl Acrylate-based Graft Polymers with Thermo-responsive Branching Sites via the Diels-Alder Reaction of Furan/Maleimide

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Abstract

Thermo-responsive butyl acrylate/furfuryl methacrylate copolymer-based (PBF backbone) graft (co)polymers with dynamic covalent linkages between their backbones and side chains via the Diels-Alder reaction of furan/maleimide were synthesized. Atom transfer radical polymerization (ATRP) was used to synthesize graft copolymers with thermo-responsive transformation from graft copolymers to linear polymers with bimodal or wide MWD. The NMR measurements indicated that the Diels-Alder reaction and retro-Diels-Alder reaction occurred, depending on the change of the temperature, meaning that the side chains could be cleaved and reformed according to the variation of the temperature. GPC measurements demonstrated that the molecular weights of the polymers were thermoresponsive. Furthermore, three graft copolymers with various branching chains (PBF-g-PBA, PBF-g-P(BMA-co-MA) and PBF-g-PBMA) were compared to study the influence of compatibility between the backbone and the branching chain on the efficiency of Diels-Alder reaction after the cleavage of the DA linkage. The results showed that the ability of the side chains to come back to the main chain was strongly affected by the compatibility between the backbone and the side chains and the flexibility of the polymer chains.

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Nos. 51233005, 21374114, and 21274152).

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Authors and Affiliations

  1. State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China

    Lin Ye, Shao-Feng Zhang, Yi-Chao Lin, Jia-Kang Min, Li Ma & Tao Tang

  2. University of the Chinese Academy of Sciences, Beijing, 100049, China

    Lin Ye, Shao-Feng Zhang, Yi-Chao Lin & Jia-Kang Min

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  1. Lin Ye
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  2. Shao-Feng Zhang
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Correspondence to Li Ma or Tao Tang.

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Ye, L., Zhang, SF., Lin, YC. et al. Synthesis and Characterization of Butyl Acrylate-based Graft Polymers with Thermo-responsive Branching Sites via the Diels-Alder Reaction of Furan/Maleimide. Chin J Polym Sci 36, 1011–1018 (2018). https://doi.org/10.1007/s10118-018-2107-x

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