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Synthesis and properties of poly(1-alkyl-3-methylene-2-pyrrolidone)s

✍ Scribed by George M. Iskander; Toni R. Ovenell; Thomas P. Davis


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
505 KB
Volume
197
Category
Article
ISSN
1022-1352

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✦ Synopsis


Abstract

A series of α‐methylene‐N‐alkyl‐2‐pyrrolidone monomers with varying length of the alkyl chain from C~1~ to C~8~ were synthesised. The monomers were subjected to free radical polymerisation to yield a range of polymers each with a different balance in hydrophobic/hydrophilic properties originating from the pyrrolidone moiety and the N‐alkyl chain. The equilibrium water content of polymers crosslinked with ethylene dimethacrylate were found to decrease with increasing alkyl chain length. The glass transition temperatures of the polymers are reported ranging from 98°C to ‐5°C on going from the methyl to the octyl derivative. The thermal degradation of the polymers was studied using thermogravimetric analysis and pyrolysis gas chromatography‐mass spectroscopy. The polymers were found to degrade at ca. 400°C predominantly via an unzipping mechanism. Pyrolysis at 450°C results in five products.


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✍ J. A. de Groot; J. H. Koek; J. Lugtenburg 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 423 KB

## Abstract 1,1′‐methylene‐2,2′‐dipyrrolyl ketone can be conveniently prepared in high yield, starting from pyrrole, in three steps. It shows extreme properties that are not observed in comparable rigid ketone systems. These chemical and physical properties can be explained assuming mesomeric forms