Figure-Eight-Shaped and Cage-Shaped Cyclic PolystyrenesClick to copy article linkArticle link copied!
Abstract
Nonlinear polystyrenes (PS) with similar molecular weights but with different molecular structures having star-, figure-8-, and cage-shaped architectures were synthesized by combining atom transfer radical polymerization (ATRP) and click chemistry. Figure-8- and cage-shaped PS were fractionated by using a gradient normal phase liquid chromatography as confirmed by SEC-LS, MALDI–TOF MS, 1H NMR, and FT-IR spectrometry. Their purities were estimated by using a two-dimensional liquid chromatography (2D-LC). The glass transition temperatures of these topologically different polymers were in the order of cage-, figure-8-, and star-shaped polymers possibly due to the multiple links that constrain the overall molecular diffusivity in the case of multicyclic polymers (figure-8, and cage). Monte Carlo simulation on the glass transition behavior of model system also agreed well with the experimental results.
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(1)
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(38)
, 12509-12517. https://doi.org/10.1021/acs.langmuir.9b02346
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(15)
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(6)
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(1)
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(14)
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(15)
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(1)
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(12)
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(2)
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(17)
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(30)
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(11)
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(5)
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(15)
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(23)
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(24)
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- Hyerin Choi, Taeheon Lee, Jonghwa Jeong, Jihwa Ye, Heung Bae Jeon, Hyun-jong Paik. One-pot synthesis of bicyclic polystyrene by combination of ATRP and click chemistry. Macromolecular Research 2016, 24
(10)
, 856-861. https://doi.org/10.1007/s13233-016-4119-0
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