Functionalization of amphiphilic coil-rod-coil triblock copolymer poly(2-vinylpyridine)-b-poly(n-hexyl isocyanate)-b-poly(2-vinylpyridine) with florescence moiety and C60 |
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Authors: | M Shahinur Rahman Joonkeun Min Priyank N Shah Shashadhar Samal |
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Affiliation: | a School of Materials Science and Engineering, Gwangju Institute of Science and Technology (GIST), 1 Oryong-dong, Buk-gu, Gwangju 500-712, Republic of Korea b Department of Nanobio Materials and Electronics, Gwangju Institute of Science and Technology (GIST), 1 Oryong-dong, Buk-gu, Gwangju 500-712, Republic of Korea c Department of Chemistry, The University of Tennessee, Knoxville, TN 37996, USA d Department of Chemistry, S.B.R. Govt. (Autonomous) Women’s College, Berhampur 760001, India |
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Abstract: | We recently achieved quantitative synthesis of an amphiphilic coil-rod-coil triblock copolymer, poly(2-vinylpyridine)-b-poly(n-hexyl isocyanate)-b-poly(2-vinylpyridine), by coupling in situ living diblock copolymer poly(2-vinylpyridine)-b-poly(n-hexyl isocyanate) (P2VP-b-PHIC) using malonyl chloride in the presence of pyridine. This led to the introduction of an active methylene group that is a site for further functionalization in the rod block. The Michael addition reaction of the triblock copolymer with 7-(4-trifluoromethyl) coumarin acrylamide led to copolymer bearing a fluorescent pendent in the rod block. The fluorescent labeled copolymers were isolated in ∼94% yields. Similarly C60 pendent was introduced to the rod block by the Bingel reaction. The yields of C60 functionalized copolymers were ∼54%. The precursor and functionalized amphiphilic coil-rod-coil copolymer show diverse morphologies, such as micelles and vesicles by simply changing the solvent. For the C60 functionalized block copolymer, structural constraints in micelles and vesicles prevented C60 pendents to aggregate. |
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Keywords: | Block copolymers Nanocomposites Self-assembly |
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