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Synthesis of Cyclic Polybutadiene via Ring-Opening Metathesis Polymerization: The Importance of Removing Trace Linear Contaminants

Bielawski, Christopher W. and Benitez, Diego and Grubbs, Robert H. (2003) Synthesis of Cyclic Polybutadiene via Ring-Opening Metathesis Polymerization: The Importance of Removing Trace Linear Contaminants. Journal of the American Chemical Society, 125 (28). pp. 8424-8425. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20170419-094515084

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Abstract

The synthesis of cyclic polybutadienes using ring-opening metathesis polymerization (ROMP) was accomplished. A cyclic Ru alkylidene catalyst, where a terminal ligand was covalently linked to the Ru alkylidene, was used to polymerize either 1,5-cyclooctadiene (COD) or 1,5,9-trans-cis-trans-cyclododecatriene (CDT). Trace amounts of an acyclic impurity, 4-vinylcyclohexene, found in the COD led to samples which were contaminated with linear polymer. In contrast, CDT, which was free of the impurity, afforded pure cyclic polymer. These results provide a convenient method for discerning samples of pure cyclic polymer from those which contain trace to large amounts of linear polymer. Furthermore, they emphasize the need to use monomers that are free of acyclic impurities when preparing cyclic polymers using ROMP.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja034524lDOIArticle
http://pubs.acs.org/doi/full/10.1021/ja034524lPublisherArticle
http://pubs.acs.org/doi/suppl/10.1021/ja034524lPublisherSupporting Information
ORCID:
AuthorORCID
Bielawski, Christopher W.0000-0002-0520-1982
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2003 American Chemical Society. Received 5 February 2003. Published online 18 June 2003. Published in print 1 July 2003. We are grateful to the National Science Foundation (NSF) for their support of this research.
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Funding AgencyGrant Number
NSFUNSPECIFIED
Issue or Number:28
Record Number:CaltechAUTHORS:20170419-094515084
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20170419-094515084
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:76668
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:19 Apr 2017 16:55
Last Modified:03 Oct 2019 17:03

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