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A glucose-based diblock copolymer: synthesis, characterization and its injectable/temperature-sensitive behaviors

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Abstract

To be more biocompatible, poly(N-isopropyl acrylamide) (PNIPAM) hydrogel, as a typical temperature-sensitive hydrogel, is expected to be linked with other materials of excellent biocompatibility. For this propose, poly(N-isopropyl acrylamide)-block-poly(3-O-allyl-α-D-glucose) (PNIPAM-b-POAG), a new diblock copolymer, was successfully synthesized from N-isopropyl acrylamide (NIPAM) and 3-O-allyl-1,2:5,6-di-O-isopropynylene-α-D-glucose (OAIG) via reversible addition-fragmentation chain transfer (RAFT) polymerization in the presence of cumyl dithiobenzoate (CDB). PNIPAM-b-POAG was characterized byFourier transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy, and gel permeation chromatography (GPC). The critical micelle concentration (CMC) of the copolymer was 0.045 mg/ml measured by fluorescence spectroscopy. The copolymer solution exhibited a reversible sol-gel phase transitions with the increase or decrease of temperature. An in situ gel formed rapidly after subcutaneously injecting the copolymer solution into a Sprague Dawley (SD) rat, which indicated the copolymer has a good injectable property. The in vitro release result showed that methylene blue (MB) as a model was sustainably released by the temperature-sensitive PNIPAM-b-POAG diblock copolymer at 37 °C within 120 h. The copolymer showed no apparent cytotoxicity on L929 cells by 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. The novel temperature-sensitive hydrogel is a promising candidate for drug delivery.

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Acknowledgments

This work was supported by National Natural Science Foundation of China (No. 21376124, 21006054) and Natural Training Programs of Innovation for Undergraduates (No.201310304019Z).

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Nantong University, Nantong, 226019, People’s Republic of China

    Yanfeng Tang, Sumei Zhang, Miao Wang, **li Zhu, Tongming Sun & Guoqing Jiang

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  1. Yanfeng Tang
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  2. Sumei Zhang
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  3. Miao Wang
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  4. **li Zhu
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Correspondence to **li Zhu.

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Tang, Y., Zhang, S., Wang, M. et al. A glucose-based diblock copolymer: synthesis, characterization and its injectable/temperature-sensitive behaviors. J Polym Res 21, 390 (2014). https://doi.org/10.1007/s10965-014-0390-y

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