Patent GB-519777-A (GB)
Abstract: 519,777. Dyes. SOC. OF CHEMICAL INDUSTRY IN BASLE.. Sept. 14, 1938, Nos. 26807, [Convention date, Sept..14, 1937], 26808, [Convention date, Dec. 20, 1937], 26809 and 26810, [Convention dates, March 2, 1938], and 26811, [Convention date, July 22, 1938]. [Classes 2(iii) and 15(ii)] Vat dyes are made by treating fluoranthene derivatives containing one or more groups R-NH-; where R is the residue of a vatable compound, with an acid or alkaline condensing agent, such as aluminium chloride, sodium amide, acetyl or benzoyl chloride, or concentrated sulphuric acid. The products may be treated with a halogenating agent, or the parent materials may be simultaneously treated with a condensing agent and a halogenating agent. Products containing halogen may be reacted with amines of vatable compounds, and the products thus obtained may be further condensed and treated with halogenating agents if desired. The products may be' used for dyeing and painting wool, silk, cotton and viscose artificial silk by the methods usually employed for vat dyeing, or they may be used in the' form of leuco ester salts ; brown tints of good fastness properties are chiefly obtained. The parent materials may be made by the process of Specification 519,776, by reacting halogenated fluoranthenes with amino derivatives of compounds capable of being vatted, e.g. 1 - amino - and 1 - aminoarylaminoanthraquinones, aminoacylaminoanthraquinones, and the amino derivatives of diberizanthrones, pyranthrones, anthrapyrimidines, anthrapyridones, isothiazoloanthrones, pyrazolanthrones, and anthraquinone-acridones. The treatment of the following materials with various condensing agents is described in examples: 4<1>- or 5<1> - benzoylamino - 1<1> - anthraquinonyl - 4 - aminofluoranthene, di - (1<1> - anthraquinonyl) - diaminofluoranthene, di - (4<1> - benzoylamino -. 1<1>- anthraquinonyl) - diaminofluoranthene (the product being brominated. either during or after the condensation), dibromo-di-(4<1>-benzoylamino-1<1>-anthraquinonyl)-diaminofluoranthene, di- (5 - acetyl, benzoyl, p-chlorobenzoyl, cinnamoyl, or #-anthraquinonoyl-1<1>-anthraquinonyl)- diaminofluoranthene, tetra - (4<1> - benzoylamino - 1<1> - anthraquinonyl) - tetraminofluor - anthene, dibromo - di - (4<1> - benzoylamino- 1<1> - anthraquinonyl) - diaminofluorantbene the product from dibromofluoranthene and 4 - aminoanthraquinone - 2 : 1 x (N) - ben - zacridone (2 mols.) or 5-amino-1:9-anthrapyrimidone (2 mols.), and the products of the reaction of mono-(4<1>-benzoylamino-1<1>-anthraquinonyl) - amino - monobromofluoranthene with 5 - amino - isothiazolanthrone, 4 - amino- N - methyl - 1:9 - anthrapyridone, or 4 or 5 - amino - 1:9 - anthrapyrimidine. In another example the product of the reaction of dibromfluoranthene (1 mol.) with 1-amino-4-benzoylaminoanthraquinone. (1 mol.) is condensed in sulphuric acid, reacted with 1-amino-4-benzoylaminoanthraquinone (1 mol.) and again condensed. In a further example, the product of the reaction of mono-(4-1 or 51-benzoylamino - 1<1>- anthraquinonyl)-amino-monobromo- . fluoranthene (1 mol.) with 1-amino-4 or 5- benzoylaminoanthraquinone (1 mol.). is condensed in sulphuric acid, the product is the same as that obtained by condensing the product obtained by simultaneous reaction of dibromofluoranthene (1 mol.) with 1-amino-4- benzoylaminoathraquinone (1 mol.) and 1- amino - 5 - benzoylaminoanthraquinone (1 mol.) Examples are also given of the dyeing of cotton with some of the dyestuffs in hydrosulphite vats.