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Utility of a Ruthenium Metathesis Catalyst for the Preparation of End-Functionalized Polybutadiene

Hillmyer, Marc A. and Nguyen, SonBinh T. and Grubbs, Robert H. (1997) Utility of a Ruthenium Metathesis Catalyst for the Preparation of End-Functionalized Polybutadiene. Macromolecules, 30 (4). pp. 718-721. ISSN 0024-9297. https://resolver.caltech.edu/CaltechAUTHORS:20180719-153832844

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Abstract

The polymerization of cyclooctadiene (COD) in the presence of an allylic difunctionalized chain transfer agent (1) by a ruthenium metathesis catalyst (Ru) was accomplished. Deprotection of the resulting acetate end-functionalized polybutadiene was performed, leading to commercially important 1,4-hydroxytelechelic polybutadiene (HTPBD) with number average functionalities close to 2.0. The polymerizations were performed at high monomer concentrations or in the absence of solvent, and the robust nature of Ru allowed the use of high monomer to catalyst ratios (∼0.01 mol % Ru relative to total olefin). Investigation of the metathesis of olefin alcohols with Ru showed that side reactions may complicate the use of these compounds as chain transfer agents in metathesis polymerizations. The kinetics of this Ru-catalyzed ring-opening metathesis polymerization with added chain transfer agent was also investigated.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://dx.doi.org/10.1021/ma961316nDOIArticle
ORCID:
AuthorORCID
Hillmyer, Marc A.0000-0001-8255-3853
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 1997 American Chemical Society. Received September 4, 1996; Revised Manuscript Received November 27, 1996. Funding for this research was provided by the NSF, Thiokol Corp., and Bayer. M.A.H. thanks IBM for a graduate fellowship. S.T.N. thanks the Department of Defense, Office of Army Research, for an NDSEG Predoctoral Fellowship and the California Institute of Technology for an Institute Fellowship. We are grateful to Dr. Lou Cannizzo at Thiokol Corp. for titration analysis of the HTPBD hydroxyl end groups.
Funders:
Funding AgencyGrant Number
NSFUNSPECIFIED
Thiokol Chemical CorporationUNSPECIFIED
Bayer CorporationUNSPECIFIED
IBMUNSPECIFIED
National Defense Science and Engineering Graduate (NDSEG) FellowshipUNSPECIFIED
CaltechUNSPECIFIED
Issue or Number:4
Record Number:CaltechAUTHORS:20180719-153832844
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20180719-153832844
Official Citation:Utility of a Ruthenium Metathesis Catalyst for the Preparation of End-Functionalized Polybutadiene Marc A. Hillmyer, SonBinh T. Nguyen, and Robert H. Grubbs Macromolecules 1997 30 (4), 718-721 DOI: 10.1021/ma961316n
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:88031
Collection:CaltechAUTHORS
Deposited By: George Porter
Deposited On:19 Jul 2018 22:51
Last Modified:03 Oct 2019 20:02

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