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Catalyst-Dependent Routes to Ring-Opening Metathesis Alternating Copolymers of Substituted Oxanorbornenes and Cyclooctene

Daeffler, Christopher S. and Grubbs, Robert H. (2013) Catalyst-Dependent Routes to Ring-Opening Metathesis Alternating Copolymers of Substituted Oxanorbornenes and Cyclooctene. Macromolecules, 46 (9). pp. 3288-3292. ISSN 0024-9297. doi:10.1021/ma400141c. https://resolver.caltech.edu/CaltechAUTHORS:20130627-082332637

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Abstract

The alternating copolymerization of cis-cyclooctene and 1-substituted oxanorbornenes with commercially available ruthenium-based olefin metathesis catalysts was investigated. We determined that RuCl2(CHPh)(PCy3)2 performs a standard alternating copolymerization with these monomers. Unexpectedly, another route to the desired alternating copolymer was revealed. The “sequence editing” route involves the initial polymerization of cis-cyclooctene, followed a ring-opening cross metathesis step that introduces the 1-substituted oxanorbornene monomer in the polycyclooctene chain and largely avoids oxanorborene homopolymerization. Selectivity for alternating diads in the polymer exceeds 90%. Polymer molecular weight can be controlled by linear olefin chain-transfer reagents during sequence editing.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ma400141c DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ma400141cPublisherArticle
ORCID:
AuthorORCID
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2013 American Chemical Society. Received: January 21, 2013; Revised: March 27, 2013; Published: April 17, 2013. This work was financial supported by the Department of Energy (DOE). Catalysts A, B, C, and D were gifts from Materia, Inc. C.S.D. would like to thank Dr. Garret Miyake and Brendan Quigley for helpful discussions.
Funders:
Funding AgencyGrant Number
Department of Energy (DOE)UNSPECIFIED
Issue or Number:9
DOI:10.1021/ma400141c
Record Number:CaltechAUTHORS:20130627-082332637
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20130627-082332637
Official Citation:Catalyst-Dependent Routes to Ring-Opening Metathesis Alternating Copolymers of Substituted Oxanorbornenes and Cyclooctene Christopher S. Daeffler and Robert H. Grubbs Macromolecules 2013 46 (9), 3288-3292
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:39115
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:28 Jun 2013 15:15
Last Modified:09 Nov 2021 23:42

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