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Copolymerization of Ethyl Glycidate with Cyclic Ethers by Organometallic Initiators

Tirrell, D. and Vogl, O. and Saegusa, T. and Kobayashi, S. and Kobayashi, T. (1980) Copolymerization of Ethyl Glycidate with Cyclic Ethers by Organometallic Initiators. Macromolecules, 13 (5). pp. 1041-1044. ISSN 0024-9297. doi:10.1021/ma60077a004. https://resolver.caltech.edu/CaltechAUTHORS:TIRm1980

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Abstract

Ethyl glycidate (EG) was copolymerized with propylene oxide (PO), 1-butene oxide (BO), and oxetane by organoaluminum initiators to produce high molecular weight polyethers with pendant ester groups. The ternary initiator system AlEt_3/H20/AcAc (1/0.3/0.5) gave the best results with PO and BO, yielding polymers of η_(inh) 0.6-4.3 dL/g containing up to 4 mol % of EG units. EG was relatively unreactive in these copolymerizations; the concentration of EG in the copolymer was always significantly less than that in the feed, and increased EG feed concentrations depressed both the rate of polymerization and the product molecular weight. Oxetane copolymers containing ca. 1 mol % of EG units were obtained with η_(inh) 0.7-1.0 dL/g, along with oligomeric products, using a similar initiator system. Conversion of these polyethers into novel ionomers was demonstrated: treatment of the ester with NaOH gave the polymeric sodium salt, which was further converted to the free acid by reaction with glacial acetic acid in dioxane.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ma60077a004DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ma60077a004PublisherArticle
ORCID:
AuthorORCID
Tirrell, D.0000-0003-3175-4596
Additional Information:© 1980 American Chemical Society. Received February 20, 1980. This work was supported in part by a grant from the National Science Foundation (NSF INT 035911) and by a grant from the Japan Society for the Promotion of Science (No. 7R030).
Funders:
Funding AgencyGrant Number
NSFINT 035911
Japan Society for the Promotion of Science (JSPS)7R030
Issue or Number:5
DOI:10.1021/ma60077a004
Record Number:CaltechAUTHORS:TIRm1980
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:TIRm1980
Official Citation:Copolymerization of Ethyl Glycidate with Cyclic Ethers by Organometallic Initiators D. Tirrell, O. Vogal, T. Saegusa, S. Kobayashi, and T. Kobayashi Macromolecules 1980 13 (5), 1041-1044
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:53659
Collection:CaltechAUTHORS
Deposited By: Anne Hormann
Deposited On:16 Jan 2015 18:53
Last Modified:10 Nov 2021 20:05

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