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Synthesis and properties of new cationic surfactants: 1‐Alkylthiomethyl‐3‐carbamoylpyridinium chlorides
Author(s) -
Pernak Juliusz,
Zygadło Małgorzata,
CienieckaRosłonkiewicz Anna
Publication year - 2005
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-005-0351-5
Subject(s) - chemistry , isonicotinamide , cationic polymerization , aqueous solution , hydrolysis , benzalkonium chloride , chloride , alkyl , organic chemistry , nuclear chemistry , nicotinamide , enzyme
1‐Alkylthiomethyl‐3‐carbamoylpyridinium and 1‐alkylthiomethyl‐4‐carbamoylpyridinium chlorides were prepared by the reaction of nicotinamide or isonicotinamide with chloromethyl alkyl sulfides. The obtained chlorides were examined for their antimicrobial activities. 4‐Carbamoyl‐1‐dodecylthiomethylpyridinium chloride exhibited strong antimicrobial activity, similar to the activity of benzalkonium chloride. All synthesized chlorides underwent hydrolysis in aqueous solutions at temperatures higher than 70–75°C. In aqueous solution 1‐alkylthiomethyl‐3‐carbamoylpyridinium chlorides reacted with ozone. A new generation of cationic surfactants that were hydrolyzed and ozone‐reactive in an aqueous solution was synthesized during this study.