NDLI: The synthesis of polyepoxides from unsaturated polymers and their attempted isomerisation to polyketones

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The synthesis of polyepoxides from unsaturated polymers and their attempted isomerisation to polyketones

Content Provider	Royal Society of Chemistry (RSC)
Author	Nicol, Mairi Cole-hamilton, David J.
Copyright Year	1998
Abstract	Polybutadienes or polyisoprenes with >98%E-double bonds in the backbone can be epoxidised in quantitative yield to polyepoxides using ButOOH in the presence of dichloro[(1R)-endo-(+)-3-(diethoxyphosphoryl)camphor]dioxomolybdenum(vi) and molecular sieves. The polymers formed can be isolated in a pure form provided that HCl, which otherwise promotes crosslinking, is removed from the reaction solution. Attempts to isomerise the polyepoxides to polyketones using LiBr in the presence or absence of hexamethylphosphoramide (HMPA) or dimethylimidazolidinone (DMI) were partially successful, although the products generally tended to be insoluble as a result of aldol-type crosslinking reactions. For epoxides derived from polyisoprene, soluble isomerisation products can be obtained but these contain, in addition to ketone and unreacted epoxide units, ketals formed from reactions of isomerising epoxides with adjacent intact epoxide units. The thermal properties of the polyepoxides are discussed.
Starting Page	1511
Ending Page	1515
Page Count	5
File Format	PDF
ISSN	09599428
Volume Number	8
Issue Number	7
Journal	Journal of Materials Chemistry
DOI	10.1039/a800899j
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Camphor Hydrochloric acid Hexamethylphosphoramide Isoprene Isomerization Ketone Epoxide
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry

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