Synthesis of End-Functionalized Poly(norbornene)s via Ring-Opening Metathesis Polymerization
Abstract
The synthesis of a variety of poly(norbornene)s (PNB)s bearing acetoxy, hydroxy, and vinyl end groups was accomplished. PNBs with an acetoxy group at one terminus and a vinyl group at the other were prepared using norbornene, ruthenium-based olefin metathesis catalyst (PCy_3)_2Cl_2Ru═CHPh, and allyl acetate as a chain transfer agent (CTA). Employing a more active catalyst, (1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(PCy_3)Cl_2Ru═CHPh, and 1,4-diacetoxy-2-butene as the CTA afforded telechelic PNBs bearing acetoxy groups at both ends of the polymer chains. Molecular weights were controlled by varying the initial monomer/CTA ratio and were in agreement with their theoretical values. Using a similar procedure, acetoxy end-terminated PNBs were also obtained by degradation of high molecular weight PNB. Removal of the acetoxy groups afforded the corresponding hydroxy-terminated polymers with number-averaged functionalities close to two. Mechanisms are proposed for the formation of the end-functionalized polymers. Correction factors for characterizing PNBs by gel permeation chromatography (GPC) are also suggested.
Additional Information
© 2001 American Chemical Society. Received 21 May 2001. Published online 7 November 2001. Published in print 1 December 2001. C.B. gratefully acknowledges the NSF for a predoctoral fellowship. T.M. thanks the Seksui Corporation (Japan) for financial support.Attached Files
Supplemental Material - ma010878q_s.pdf
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Additional details
- Eprint ID
- 79230
- DOI
- 10.1021/ma010878q
- Resolver ID
- CaltechAUTHORS:20170720-074304395
- NSF
- Seksui Corporation
- Created
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2017-07-20Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field