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다차원 탄소재료 연구단
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Unveiling a Masked Polymer of Dewar Benzene Reveals trans-Poly(acetylene)

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Title
Unveiling a Masked Polymer of Dewar Benzene Reveals trans-Poly(acetylene)
Author(s)
Jinwon Seo; Stanfield Y. Lee; Christopher W. Bielawski
Publication Date
2019-04
Journal
MACROMOLECULES, v.52, no.8, pp.2923 - 2931
Publisher
AMER CHEMICAL SOC
Abstract
© 2019 American Chemical Society. A dibromo derivative of Dewar benzene, trans-5,6-dibromobicyclo[2.2.0]hex-1-ene, was polymerized using ring-opening metathesis polymerization (ROMP). The reaction proceeded in a controlled manner as changing the initial monomer-to-catalyst ratio afforded monodispersed polymers with tunable molecular weights and growing polymer chains were extended upon subsequent exposure to additional monomer. Treatment of the halogenated polymers with an alkyllithium reagent resulted in elimination followed by isomerization to afford trans-poly(acetylene). Based on a series of mechanistic and spectroscopic studies, the transformation was proposed to proceed through a cyclobutenyl intermediate that undergoes rearrangement. The methodology was found to be versatile as triblock copolymers containing the halogenated homopolymer were prepared and converted to their poly(acetylene)-containing derivatives. The polymers were characterized using gel permeation chromatography as well as a range of spectroscopic (NMR, FT-IR, UV-vis, and Raman) and analytical techniques. © 2019 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/5857
ISSN
0024-9297
Appears in Collections:
Center for Multidimensional Carbon Materials(다차원 탄소재료 연구단) > Journal Papers (저널논문)
Files in This Item:
8. acs.macromol.8b02754.pdfDownload

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