Premium
N‐2‐mercaptoethyl amides of fatty acids舒A new class of derivatives
Author(s) -
Schwab A. W.,
Stolp J. A.,
Gast L. E.,
Cowan J. C.
Publication year - 1966
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/bf02637274
Subject(s) - polyamide , dimer , chemistry , dithiol , thio , thiol , polymer chemistry , disulfide bond , organic chemistry , xylene , toluene , fatty acid , biochemistry
Twelve N‐2‐mercaptoethyl amides have been prepared by reacting 2‐aminoethyl mercaptan with a carboxylic acid in refluxing xylene or toluene. All products were well‐defined crystalline compounds except for the dimer acid derivatives. Addition of dithiol amides, prepared from dimer acids and 2‐aminoethyl mercaptan, to diolefins gave a new class of potential protective coatings, a polyamide of a dimerized fatty acid with a ॆ‐thio linkage. Oxidation of the dithiols gave the corresponding disulfides, another new class of compounds, a polyamide with a ॆ‐disulfide structure. Film properties have been obtained with both classes of polymers. Air‐dried films were soft and tacky, but baking the films improved hardness. Dry‐to‐touch times of less than 2 hr at 150C and good alkali resistance were obtained.