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Synthesis of N-benzyl-2-(dodecylthio)-N-(2-(dodecylthio)ethyl)ethanamine: new ligand for block copolymerization of styrene and methyl methacrylate using ATRP

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Abstract

In this study polystyrene and polystyrene-block-poly (methyl methacrylate-co-styrene) were synthesized by atom transfer radical polymerization (ATRP) method using a new synthesized ligand, N-benzyl-2-(dodecylthio)-N-(2-(dodecylthio)ethyl)ethanamine (SNS), which is tridentate ligand with mixed donor atoms. To overcome the poor initiation efficiency of polystyrene during chain extension with methyl methacrylate, use was made of halogen exchange and a small amount (10%) of styrene in the second block of the copolymer. The use of the aforementioned yielded well-defined polymers with controlled high molecular weights and narrow molecular weight distributions (Mn = 52,200, PDI = 1.45). The synthesized polymers were carefully characterized via FT-IR, 1H NMR, 13C NMR, and GPC techniques. Finally, the synthesized polystyrene and block copolymer were compared in terms of water contact angle.

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Acknowledgements

The authors gratefully acknowledge Iran National Science Foundation (INSF) [grant number: 95000459] for support of this work.

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Authors and Affiliations

  1. Department of Chemistry, University of Zanjan, Zanjan, Islamic Republic of Iran

    Hassan Hajifatheali, Ebrahim Ahmadi & Mohamadreza Marefat

  2. Young Researchers and Elite Club, Zanjan Branch, Islamic Azad University, Zanjan, Islamic Republic of Iran

    Hassan Hajifatheali, Ebrahim Ahmadi & Mohamadreza Marefat

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  1. Hassan Hajifatheali
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  2. Ebrahim Ahmadi
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  3. Mohamadreza Marefat
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Correspondence to Ebrahim Ahmadi.

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Hajifatheali, H., Ahmadi, E. & Marefat, M. Synthesis of N-benzyl-2-(dodecylthio)-N-(2-(dodecylthio)ethyl)ethanamine: new ligand for block copolymerization of styrene and methyl methacrylate using ATRP. J Polym Res 27, 22 (2020). https://doi.org/10.1007/s10965-019-1960-9

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  • DOI: https://doi.org/10.1007/s10965-019-1960-9

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