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Preparation of intercross-linked poly(L-lactide) and epoxy resin using N-benzyl pyrazine hexafluoroantimonate

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Abstract

The overall goal of our study was to prepare the intercross-linked poly(l-lactide) (PLA) and epoxy polymer by using N-benzyl pyrazine hexafluoroantimonate (BPH) as a latent hardener. First, the glycidol end-functionalized PLA (Gly-PLA) polymer was prepared at quantitative yields by the polymerization of l-lactide (LA) with glycidol as an initiator in the presence of stannous octoate. Gly-PLA showed the predicted PLA molecular weight. The epoxide group in the chain end of the PLA segments was observed using 1H nuclear magnetic resonance (NMR). The ring-opening polymerization of the epoxy group in Gly-PLA in the presence of BPH as a latent initiator yielded the polyether-g-PLA (PE-g-PLA), which was confirmed using 1H NMR and gel permeation chromatography (GPC). We confirmed that BPH acted as a latent initiator for the polymerization of epoxide in the Gly-PLA polymer. The curing of the epoxy resin (bisphenol-A-type epoxide oligomers, DGEBA) and Gly-PLA was carried out with BPH as a latent hardener. The curing reaction quantitatively generated a solvent-insoluble gelled epoxy resin. The curing process of the DGEBA and Gly-PLA in the presence of BPH was monitored using differential scanning calorimetry (DSC), and the cured materials were characterized with infrared (IR) spectroscopy. The results indicated that the intercross-linked Gly-PLA and epoxy resin could be prepared using BPH as a latent hardener.

Scheme of intercross-linked poly(L-lactide) and epoxy resin using N-benzyl pyrazine hexafluoroantimonate

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Acknowledgments

This work was supported by a MKE (Grant no. 10038665) and a grant from Priority Research Centers Program (2010–0028294) through NRF funded by the Ministry of Education, Science and Technology.

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Authors and Affiliations

  1. Department of Molecular Science and Technology, Ajou University, Suwon, 443-749, Korea

    Sang Hyo Lee, Jae Il Kim, Jae Ho Kim & Moon Suk Kim

  2. Kukdo Chemcial Co., LTD, Seoul, 345-35, Korea

    Chong Soo Park

  3. Division of Green Chemistry & Engineering Research, Korea Research Institute of Chemical Technology, Daejeon, 305-600, Korea

    Sang Bong Lee

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  1. Sang Hyo Lee
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Correspondence to Moon Suk Kim.

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Lee, S.H., Kim, J.I., Park, C.S. et al. Preparation of intercross-linked poly(L-lactide) and epoxy resin using N-benzyl pyrazine hexafluoroantimonate. J Polym Res 20, 264 (2013). https://doi.org/10.1007/s10965-013-0264-8

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  • DOI: https://doi.org/10.1007/s10965-013-0264-8

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