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Benzo[k, l ], xanthene–3, 4–dicarboximides and benzimidazoxanthenoisoquinolinones – yellow and orange dyes for synthetic–polymer fibres
Author(s) -
Peters A T,
Behesti Y S S
Publication year - 1989
Publication title -
journal of the society of dyers and colourists
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.297
H-Index - 49
eISSN - 1478-4408
pISSN - 0037-9859
DOI - 10.1111/j.1478-4408.1989.tb01182.x
Subject(s) - xanthene , chemistry , orange (colour) , imidazole , organic chemistry , polyester , intramolecular force , polymer chemistry , imide , acid anhydride , medicinal chemistry , food science , epoxy
Condensation of 4–chloro–l, 8–naphthalic anhydride with 2–nitrophenol afforded 4–(2–nitrophenoxy)–l, 8–naphthalic anhydride, which on reduction followed by Pschorr intramolecular cyclisation gave benzo[k, l]xanthene–3, 4–dicarboxylic acid anhydride. The identity of the product was confirmed by its alternative synthesis from 5–amino–4–phenoxy–l, 8–naphthalic anhydride. Benzo[k, l]xanthene–3, 4–dicarbox–ylic acid anhydride condensed with alkylamines or arylamines and with o–phenylenediamines to yield the corresponding imides and imidazole derivatives, which coloured polyester in fluorescent greenish–yellow to orange hues, respectively, of good fastness to light and sublimation. The colour of the dyes is discussed with respect to analogous ring–closed sulphur– containing heterocycles.