2014
DOI: 10.1002/macp.201400064
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Polymers from 1‐Vinyl‐2‐(hydroxymethyl)imidazole in Water: Altering from UCST to LCST Behavior via O‐Ethylation

Abstract: 1-Vinyl-2-(methoxymethyl)imidazole ( 6 ), 1-vinyl-2-(ethoxymethyl)imidazole ( 7 ), 1-vinyl-2-(propoxy methyl)imidazole ( 8 ), and 1-vinyl-2-(butoxymethyl)imidazole ( 9 ) are synthesized through the etherifi cation 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 te… Show more

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Cited by 7 publications
(6 citation statements)
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“…The turbidity declined slightly after heating the xylan ether solution, and did not change after subsequently cooling the samples. Temperature-induced phase separation with a lower or upper critical solution temperature (LCST or UCST), as frequently encountered for synthetic water-soluble polymers bearing hydroxyl groups [ 27 , 28 , 29 , 30 , 31 ], was not observed. Slight turbidity was also detected in alkaline or acidic solutions.…”
Section: Resultsmentioning
confidence: 99%
“…The turbidity declined slightly after heating the xylan ether solution, and did not change after subsequently cooling the samples. Temperature-induced phase separation with a lower or upper critical solution temperature (LCST or UCST), as frequently encountered for synthetic water-soluble polymers bearing hydroxyl groups [ 27 , 28 , 29 , 30 , 31 ], was not observed. Slight turbidity was also detected in alkaline or acidic solutions.…”
Section: Resultsmentioning
confidence: 99%
“…For polymeric drug delivery systems discussed in this article, only water-based solvents are applicable. There exist a certain number of water-soluble polymers that exhibit a UCST behavior [18][19][20][21][22], i.e. the polymer becomes insoluble on cooling.…”
Section: Responsivity To Temperaturementioning
confidence: 99%
“…The solubility of polymers in water is related to hydrophobic and hydrophilic interactions and the formation of hydrogen bonds. For polymeric drug delivery systems, mainly aqueous solvents are used [38,39,40].…”
Section: Polymer Types Used In Preparing Co-delivery Systemsmentioning
confidence: 99%