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Bioengineering functional copolymers: synthesis and characterization of poly(N-isopropyl acrylamide-co-3,4-2H-dihydropyran)s

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Abstract

Novel bioengineering copolymers were synthesized by radical copolymerization of N-isopropylacrylamide (NIPA) and 3,4-2H-dihydropyran (DHP) with 2,2′-azobisisobutyronitrile as an initiator in acetone solution at 70 °C under nitrogen atmosphere. Structure, tacticity and compositons of the copolymers prepared in a wide range of monomer feed were confirmed by FTIR, 1H{13C} NMR-DEPT and elemental analyses. The monomer reactivity ratios (r 1 and r 2) were detected using known two methods: r 1 (NIPA) = 1.25 and r 2 = 0.035 (DHP), and r 1 (NIPA)  = 0.97 and r 2 = 0.022 (DHP) by Kelen-Tüdös and Jaacks methods, respectively. It was demonstrated that the studied monomer pair has a tendency to form H-bonding beween amide/ether groups through −NH...O< complexation which played an important role in the stereoselective chain growth, and significant decrease of allyl degradative chain transfer reactions. This phenomenon is also confirmed by the observed relatively high molecular weights of copolymers (M v ). The synthesized water-soluble stimuli-responsive poly(NIPA-co-DHP)s exhibit thermal stability, higher glass-transition temperature, polyelectrolyte, pH- and temperature-sensitive behavior and can be attributed to the class of bioengineering functional copolymers useful for various bio- and gene-engineering, and drug delivery applications.

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Acknowledgements

This study was carried out in according to the Polymer Science and Engineering Program of the Chemical Engineering and Chemistry Departments, Hacettepe University (HU) relating to the series “Bioengineering Functional Copolymers.” The supports of the HU Scientific Research Foundation through the HÜ-BAB 0201602006 project and the TÜBÍÝTAK (Türkish National Scientific and Technical Research Council) via TBAG-2386 project are gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Hacettepe University, 06532, Beytepe, Ankara, Turkey

    Ayşe Uzgören & Gürol Okay

  2. Department of Chemical Engineering, Faculty of Engineering, Hacettepe University, 06800, Beytepe, Ankara, Turkey

    Zakir M. O. Rzaev

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  1. Ayşe Uzgören
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  2. Zakir M. O. Rzaev
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  3. Gürol Okay
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Correspondence to Zakir M. O. Rzaev.

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Uzgören, A., Rzaev, Z.M.O. & Okay, G. Bioengineering functional copolymers: synthesis and characterization of poly(N-isopropyl acrylamide-co-3,4-2H-dihydropyran)s. J Polym Res 14, 329–338 (2007). https://doi.org/10.1007/s10965-007-9116-8

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