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Synthesis and cationic photopolymerization of 1-butenyl and 1-pentenyl ethers

✍ Scribed by Sarjit Kaur; J. V. Crivello; Nina Pascuzzi

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 289 KB
Volume: 37
Category: Article
ISSN: 0887-624X
DOI: 10.1002/(sici)1099-0518(19990115)37:2<199::aid-pola10>3.0.co;2-4

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✦ Synopsis

Several 1-butenyl and 1-pentenyl ether monomers were prepared by the ruthenium catalyzed multistage double bond isomerization of the corresponding 3-butenyl and 4-pentenyl ethers and characterized. Employing tris(triphenylphosphine)ruthenium(II) dichloride as a catalyst, the isomerization of octyl 4-pentenyl ether to octyl 1-pentenyl ether in 60% yield could be achieved in 110 min at 200 -205°C. Under similar conditions, 3-butenyl octyl ether was isomerized to 1-butenyl octyl ether in greater than 99% yield. The reactivities of both types of monomers in photoinitiated cationic polymerization were determined using real-time infrared spectroscopy and the monomers were found to polymerize at very nearly the same rate in the presence of a diaryliodonium salt photoinitiator.

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