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Soil wetting agents from fatty nonionic tertiary amides: “Aromatic adducts without aminoester”
Author(s) -
Micich T. J.
Publication year - 1989
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/bf02670107
Subject(s) - chemistry , wetting , adduct , solubility , organic chemistry , chemical engineering , engineering
Tertiary amides RCONR'K, where K is a hydroxy function and R,R′ are aliphatic and/or aromatic groups, were oxyethylated to adducts containing 5, 10, 15, and 20 moles of ethylene oxide. The hydroxy function K was derived from CH 2 CHR″OH,‐(CH 2 ) y OH, or (CH 2 CH 2 O) z H, where R″ is methyl, ethyl, or octyl, y is 4 or 6 methylenes, and z is 2 or 3 ethoxy groups. Structural variations in R,R′ and K permitted the oxyethylation of aromatic amides with minimal aminoester formation. When K was diethoxy and R,R′ were linear aliphatic groups, no aminoester accompanied oxyethylation. Minimal aminoester formed when R,R′ were mixed aliphatic/ aromatic or when R was phenethyl and R′ aromatic. For aromatic amides where K was dior triethoxy, large aminoester concentrations accompanied oxyethylation. For aromatic amides where K was (CH 2 ) 4 OH or (CH 2 ) 6 OH smaller aminoester concentrations were observed. For branched alphatic amides where R″ is methyl, ethyl, or octyl, aminoester concentration remained at the level found where R″ is hydrogen. The increasing size of R″ decreased solubility and Draves wetting times. The adducts of this study were wetting agents for Idylwild hydrophobic soil and cotton skeins. The availability of aromatic substrates should permit formulation of soil wetting agents with greater stability to biodegradation than would be expected with aliphatic substrates.