GB1061410A - Anthraquinone derivatives - Google Patents

Abstract

1,5 - Diamino - 4,8 - dihydroxyanthraquinones having at least one thiol or thioether group in a b -position and at least one substituted or unsubstituted aryl radical in another b -position, and which are free from carboxylic and sulphonic groups are prepared by reacting a b -aryl, 15-diamino-4,8-dihydroxyanthraquinone b -sulphonic acid with hydrogen sulphide or its derivatives, e.g. sodium sulphide or a mercaptan. The reaction with sodium sulphide is best carried out in aqueous solution at the boil with the addition of alkali, and gives a thiol compound which may be converted to a thioether using alkylating or arylating compounds having a reaction halogen atom, using diethyl or dimethyl sulphate or using compounds having a reactive double linkage, e.g. acrylic or methacrylic acid derivatives. The reactants may be reacted in an organic solvent, e.g. chlorobenzene, di- or thrichloro-benzene or nitrobenzene at temperatures of 100-180 DEG C. The preferred compounds have formula <FORM:1061410/C4-C5/1> in which R1, R3 and R4 are hydrogen or hydrocarbon radicals which may be substituted and R2 is a substituted or unsubstiIuted aryl radical. Preferably, R2 is a phenyl or naphthyl radical having a hydroxyl group which may be etherified, R4 is alkyl of 1-4 carbon atoms, one o both of R1 and R3 are hydrogen, the other being low alkyl of 1-4 carbon atoms. The dyes give blue shades on hydrophobic materials.ALSO:Hydrophobic high molecular materials are dyed with disperse dyes of formula: <FORM:1061410/D1-D2/1> in which R1 R3 and R4 are hydrogen or hydrocarbon radicals which may be substituted and R2 is a substituted or unsubstituted aryl radical. Preferably R2 is a phenyl or naphthyl radical, one of R1 and R3 is hydrogen, the other being hydrogen or low alkyl 1-4 carbon atoms, and R4 is an alkyl radical of 1-4 carbon atoms or an aryl radical. The above substituents do not contain water soluble groups, and preferably the phenyl or naphthyl radical R2 is substituted by a hydroxyl group which may be etherified. Fibres referred to are polyamides, polyesters and cellulose esters.