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Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH2-PS) by atom transfer radical polymerization

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Abstract

Here we report a versatile new method for end-functionalizing polystyrene. In order to produce polystyrene with an amino end group, 2-(3-bromo-3-phenylpropyl)isoindoline-1,3-dione was synthesized and used as a novel initiator for ATRP. After ATRP polymerization, tri-n-butyltin hydride ((n-Bu)3SnH) reductively replace existing halogens on polymer chains by hydrogen. Finally, the phthaloyl groups on polymer backbone were cleaved by treatment with hydrazine yielding amino terminated polystyrene. A polymer with M n ≈ 10,350 and M w/M n = 1.17 was obtained. Therefore, this method allows the preparation of amino end functionalized polystyrene of narrow polydispersity with complete degree of functionalization.

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Authors and Affiliations

  1. Polymer Research Laboratory, Department of Chemistry, Sharif University of Technology, P.O. Box: 11365-9516, Tehran, Iran

    Ali Pourjavadi, Farzad Seidi, Payam Eftekhar Jahromi, Hamid Salimi, Saeed Roshan & Ali Najafi

  2. Department of Polymer Engineering, Amirkabir University of Technology, Tehran, Iran

    Hamid Salimi

  3. Department of Chemistry, University of Basel, Basel, Switzerland

    Nico Bruns

Authors
  1. Ali Pourjavadi
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  2. Farzad Seidi
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  3. Payam Eftekhar Jahromi
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  4. Hamid Salimi
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  5. Saeed Roshan
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  6. Ali Najafi
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  7. Nico Bruns
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Correspondence to Ali Pourjavadi.

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Pourjavadi, A., Seidi, F., Jahromi, P.E. et al. Use of a novel initiator for synthesis of amino-end functionalized polystyrene (NH2-PS) by atom transfer radical polymerization. J Polym Res 19, 9752 (2012). https://doi.org/10.1007/s10965-011-9752-x

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  • DOI: https://doi.org/10.1007/s10965-011-9752-x

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