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Ring-expansion metathesis polymerization of cycloolefins to highly pure cyclic polymers

Edwards, Julian and Zhang, Hefeng and Hadjichristidis, Nikos and Pasch, Harald and Vlassopoulos, Dimitris and Grubbs, Robert (2016) Ring-expansion metathesis polymerization of cycloolefins to highly pure cyclic polymers. In: 252nd American Chemical Society National Meeting & Exposition, 21-25 August 2016, Philadelphia, PA. https://resolver.caltech.edu/CaltechAUTHORS:20160916-092421211

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Abstract

The means to produce cyclic polymers in high purity and at large scale remains an elusive goal. Although ring-closure methods have been successful in producing rings free of linear chains, scalability is an unavoidable obstacle. We report a ring-expansion method for synthesizing cyclic polyalkenamers in high purity and at scale ( > 25 g / reaction) using a recyclable heterogeneous ruthenium-based olefin metathesis catalyst. This ring-expansion metathesis polymn. (REMP) catalyst is an analog of the 2nd Generation Hoveyda-Grubbs catalyst and is covalently bound to a silica surface via dual tethers from the N-heterocyclic carbene (NHC) and benzylidene. Cyclic polyalkenamers were synthesized from a variety of cycloolefins, including cyclopentene and cyclooctadiene. Their purity from linear species was detd. using rheol., hightemp. HPLC (HT-HPLC), solid-state NMR, size-exclusion chromatog. (SEC), and differentional scanning calorimetry (DSC). This synthetic methodol. was shown to be a robust means to produce cyclic polymers in high purity and at large scale.


Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription
https://www.acs.org/content/acs/en/meetings/fall-2016.htmlOrganizationConference Website
ORCID:
AuthorORCID
Grubbs, Robert0000-0002-0057-7817
Additional Information:© 2016 American Chemical Society.
Record Number:CaltechAUTHORS:20160916-092421211
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20160916-092421211
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:70390
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:29 Sep 2016 23:34
Last Modified:03 Oct 2019 10:30

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