The investigation of the synthesis and properties of compounds containing long-chained aliphatic radicals has been extended to the preparation of several azo dyes, coupling products of ß-naphthol with the appropriately substituted aromatic diazonium chlorides. The dyes prepared include those from a series of three p-alkoxyanilines, ROC6H4NH2, where R is n-C12H25-, n-C14H29-, and n-C16H33-, all deep red in color; and two brighter red compounds from p-( N-alkylsulfonamido )-anilines, H2 NC6H4S02NHR, where R is n-C12H25- and n-C18H37-. These compounds are crystalline solids, soluble in the usual organic solvents and in fats and oils. The melting points of the compounds are such that they might serve as derivatives for the corresponding anilines. The compounds prepared and their melting points are: 1- (p-dodecoxyphenylazo )-2-naphthol, m. 80-82°; 1-(p-tetradecoxyphenylazo )-2-naphthol, m. 81.5-83°; 1-(p-hexadecoxyphenylazo )-2-naphthol, m. 82-84°; 1-[p-(N-dodecylsulfonamido )-phenylazo ]-2-naphthol, m. 163-164 ° ; and 1- [p-( N-octadecylsul fonamido) - phenylazo ]-2-naphthol, m. 158-159.5°.
Proceedings of the Iowa Academy of Science
© Copyright 1940 by the Iowa Academy of Science, Inc.
Hoyt, Fred W. and Gilman, H.
"Dyes Containing Long-Chained Aliphatic Radicals,"
Proceedings of the Iowa Academy of Science: Vol. 47:
, Article 50.
Available at: https://scholarworks.uni.edu/pias/vol47/iss1/50