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Monomeric N‐hydroxyethylated amides
Author(s) -
Sonnet Philip E.,
Piotrowski Edwin G.,
Wise William B.,
Micich Thomas J.
Publication year - 1986
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02553090
Subject(s) - amide , wetting , alkyl , monomer , ethylene oxide , ethylene glycol , chemistry , aryl , catalysis , base (topology) , organic chemistry , polymer chemistry , materials science , polymer , copolymer , mathematical analysis , mathematics , composite material
Oxyethylated amides that are good wetting agents have been prepared as mixtures by allowing amides to react with ethylene oxide under base catalysis. Individual components of such mixtures can be synthesized by allowing 1‐alkylaziridines to react with p‐toluenesulfonic acid in monomethylethers of di‐, tri‐ and tetraethylene glycol used as solvents. The aminoethers are then acylated, and the methylether group is removed with trimethylsilyliodide from the resulting amide ethers. The sequence should allow the synthesis of specific wetting agents of quite varied structure (alkyl, aryl groups) with an option for isotopic labeling for more detailed analysis of the wetting properties.