Poly(sulfobetaine)s and corresponding cationic polymers. XI. Synthesis and aqueous solution properties of a cationic poly(methyl iodide quaternized ethyl vinyl ether/N,N-dimethylaminopropyl maleamidic acid) copolymer

2003 ◽  
Vol 89 (8) ◽  
pp. 2261-2269 ◽  
Author(s):  
Wen-Fu Lee ◽  
Yan-Ming Chen
Keyword(s):  
Aqueous Solution ◽  
Vinyl Ether ◽  
Methyl Iodide ◽  
Ethyl Vinyl Ether ◽  
Solution Properties ◽  
Cationic Polymers ◽  
Ethyl Vinyl ◽  
Acid Copolymer

Article

1999 ◽  
Vol 77 (5-6) ◽  
pp. 868-874
Author(s):  
Maike Fischer ◽  
Yijian Shi ◽  
Bao-ping Zhao ◽  
Victor Snieckus ◽  
Peter Wan
Keyword(s):  
Aqueous Solution ◽  
Vinyl Ether ◽  
Hydroxy Group ◽  
Ground State ◽  
Cycloaddition Reaction ◽  
Quinone Methide ◽  
Quantum Yields ◽  
Ethyl Vinyl Ether ◽  
High Chemical ◽  
Ethyl Vinyl

The photosolvolysis of 1- and 2-hydroxy-9-fluorenols 4-6 has been studied in aqueous solution. All of these 9-fluorenols photosolvolyze efficiently in 1:1 H2O-CH3OH, to give the corresponding methyl ether products in high chemical and quantum yields. Whereas the photosolvolysis of the parent 9-fluorenol (2, R = H) is known to proceed via the very short-lived and formally ground-state antiaromatic 9-fluorenyl cation (1, R = H), the photosolvolysis of 1-hydroxy-9-fluorenol (4) proceeds via a much longer-lived (approximately = 5-10 s) fluorenyl quinone methide 9, which is trappable by ethyl vinyl ether via a [4+2] cycloaddition reaction to give a chroman derivative. Interestingly, 2-hydroxy-9-fluorenol (5) photosolvolyzes via a very short-lived intermediate with similar lifetimes as observed for the 9-fluorenyl cation (1, R = H), although a corresponding fluorenyl quinone methide intermediate is accessible for this compound. This study demonstrates that the mechanism of photosolvolysis of these types of compounds can be dramatically altered when an aryl hydroxy group is present.Key words: photosolvolysis, 9-fluorenyl cation, quinone methide, carbocation, antiaromatic.

Ethyl Vinyl Ether

1955 ◽  
Vol 34 (4) ◽  
pp. 235???240 ◽  
Author(s):  
Max S. Sadove ◽  
Gordon M. Wyant ◽  
John O. Cletcher
Keyword(s):  
Vinyl Ether ◽  
Ethyl Vinyl Ether ◽  
Ethyl Vinyl
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