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Polymers from 1‐Vinyl‐2‐(hydroxymethyl)imidazole in Water: Altering from UCST to LCST Behavior via O ‐Ethylation
Author(s) -
Meiswinkel Georg,
Ritter Helmut
Publication year - 2014
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201400064
Subject(s) - lower critical solution temperature , cloud point , imidazole , polymer chemistry , upper critical solution temperature , copolymer , hydroxymethyl , chemistry , vinyl ester , polymer , polymerization , organic chemistry , aqueous solution
1‐Vinyl‐2‐(methoxymethyl)imidazole ( 6 ), 1‐vinyl‐2‐(ethoxymethyl)imidazole ( 7 ), 1‐vinyl‐2‐(propoxymethyl)imidazole ( 8 ), and 1‐vinyl‐2‐(butoxymethyl)imidazole ( 9 ) are synthesized through the etherification of 1‐vinyl‐2‐(hydroxymethylimidazole) ( 1 ) with corresponding alkyl halides ( 2–5 ). Corresponding homopolymers ( 10–13 ) are synthesized via free radical polymerization and investigated concerning their temperature‐dependent solubility in water. The homopolymer 11 shows a lower critical solution temperature (LCST) behavior with a cloud point of 23 °C. Through copolymerization of 7 with N ‐vinylimidazole ( 14 ), the cloud point is varied up to 42 °C.