Poly(allyl glycidyl ether)-A versatile and functional polyether platform

Allyl glycidyl ether, polymerized from potassium alkoxide/naphthalenide initiators under both neat and solution conditions was shown to be a highly controlled process. In both cases, molar masses (10–100 kg/mol) were determined by the reaction stoichiometry, and low polydispersity indices (1.05–1.33...

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Published in:	Journal of polymer science. Part A, Polymer chemistry Vol. 49; no. 20; pp. 4498 - 4504
Main Authors:	Lee, Bongjae F., Kade, Matthew J., Chute, Jerred A., Gupta, Nalini, Campos, Luis M., Fredrickson, Glenn H., Kramer, Edward J., Lynd, Nathaniel A., Hawker, Craig J.
Format:	Journal Article
Language:	English
Published:	Hoboken Wiley Subscription Services, Inc., A Wiley Company 15-10-2011 Wiley
Subjects:	anionic polymerization Applied sciences Ethers Exact sciences and technology Isomerization Melts Organic polymers Physicochemistry of polymers Platforms Polydispersity Polyethers Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts ring-opening polymerization Stoichiometry Ring opening polymerization Bulk polymerization Potassium compound Isomerization Bifunctional compound Living polymer Temperature effect Experimental study Optimization Solution polymerization ring-opening polymerization Operating conditions polyethers Preparation Alkoxide Anionic polymerization Glycidyl ether polymer
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Summary:	Allyl glycidyl ether, polymerized from potassium alkoxide/naphthalenide initiators under both neat and solution conditions was shown to be a highly controlled process. In both cases, molar masses (10–100 kg/mol) were determined by the reaction stoichiometry, and low polydispersity indices (1.05–1.33) could be obtained with a full understanding of the dominant side reaction, isomerization of the allyl side chain, being developed. The degree of isomerization of allyl to cis‐prop‐1‐enyl ether groups (0–10% mol) was not correlated to the molar mass or polydispersity of the polymer but was dictated by the polymerization temperature. This allows the extent of isomerization to be reduced to essentially zero under either melt or solution conditions at polymerization temperatures of less than 40 °C. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 Polymerizations of allyl glycidyl ether were carried out under a variety of conditions using potassium alkoxide initiators generated in situ by the titration of an alcohol with potassium naphthalenide. The resultant polymers were characterized by molar masses defined by the reaction stoichiometry and low polydispersity indices. A full understanding of isomerization of the pendant allyl‐ether to cis‐prop‐1‐enyl‐ether was obtained, and optimized conditions for the melt homopolymerization of allyl glycidyl ether was obtained.
Bibliography:	National Heart, Lung, and Blood Institute, National Institutes of Health, Department of Health and Human Services - No. HHSN268201000046C National Science Foundation - No. DMR-05204156 istex:67B00A9446875ED2CE314E61DD8C32EBFA42FE24 ArticleID:POLA24891 ark:/67375/WNG-3J8PBS4F-K MRSEC Program of the NSF - No. DMR11-21053 ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 ObjectType-Article-1 ObjectType-Feature-2
ISSN:	0887-624X 1099-0518 1099-0518
DOI:	10.1002/pola.24891