Patent GB-328334-A (GB)
Title: Manufacture and production of vat dyestuffs
IPC: C09B6/00
Filed: 1928-11-27
Abstract: 328,334. Johnson, J. Y., (I. G. Farbenindustrie Akt.-Ges.). Nov. 27, 1928. Divided on and addition to 307,328. Samples furnished. Dibenzanthrone and isodibenzanthrone derivatives. - Vat dyes are obtained by condensing dibenzanthrones or isodibenzanthrones containing negative substituents with nitrogenous organic compounds, capable of being vatted, which contain at least one reactive hydrogen atom connected to a nitrogen atom, other than aminoanthraquinones and their derivatives. As in the case of the products of the parent Specification, the condensation is preferably effected in solvents or diluents of high boiling point and in the presence of catalysts and acid-fixing agents. The products may be purified by crystallization from sulphuric acid, by boiling with solvents or by treatment with oxidizing agents, such as sodium hypochlorite. According to examples, (1) monobromdibenzanthrone (obtained by nitrating dibenzanthrone in nitrobenzene, reducing, diazotizing and replacing the diazo group by bromine) is condensed with monoaminoanthanthrone (Specification 323,750); the product gives dark reddishblue dyeings which do not change to red when moistened with water, while the corresponding dyestuff from monobromisodibenzanthrone dyes violet, (2) monobromisodibenzanthrone is condensed with monoaminopyranthrone (Specification 23361/12), the product dyes dark blue shades; (3) dibromdibenzanthrone (obtained by brominating pure dibenzanthrone in chlorsulphonic acid in presence of antimony) is condensed with monoaminoanthanthrone (2 mols); the product dyes dark blue shades, and a similar dyestuff is obtained from dibromisodibenzanthrone (obtained by brominating in nitrobenzene); (4) tetrabrommonochlorisodibenzanthrone (obtained by brominating isodibenzanthrone in chlorsulphonic acid with iodine as catalyst) is condensed with monoaminoanthranthrone (2 mols), the product dyes dark blue shades, while the corresponding dyestuff from tetrabromdibenzanthrone (obtained by brominating dibenzanthrone in chlorsulphonic acid with antimony as catalyst) dyes blue-black; (5) dibromisodibenzanthrone (by brominating in oleum) is condensed with 4-amino-1 :1<1>-dianthrimidocarbazole (2 mols), the product dyes violet, and a similar dyestuff is obtained from 6 :6<1>-dichlorisodibenzanthrone and 4-amino-5- methoxy-1 :1<1>-dianthrimidocarbazole.; (6) dibromdibenzanthrone (example 3) is condensed with 4- aminoanthraquinone-2: 1-benzacridone (2 mols.), the product dyes in green-blue shades. Other aminoanthraquinoneacridones, and amino derivatives of ms-benzdianthrone, allo-ms-naphthodianthrone, and benzanthrone-pyrazolanthrone may be used for the condensation. Specifications 318,180, 323,750 and 327,734 are referred to. Anthrimidocarbazoles. 4-Amino-1 :1<1>-dianthrimidocarbazole is made by saponifying with sulphuric acid the 4-benzoylamino-1 : 1<1>-dianthrimidocarbazole produced by carbazolization of 4- benzoylamino-1 : 1<1>-dianthrimide made by condensing 1 - chlor - 4 - benzoylaminoanthraquinone with 1-aminoanthraquinone. 4-Amino-5-methoxy- 1 : 1<1>-dianthrimidocarbazole is obtained in an analogous manner.