GB190913907A - Improvements in the Manufacture, Production, and Employment, of Anthracene Colouring Matters, and of Intermediate Products. - Google Patents

Abstract

13.907. Johnson, J. Y., [Badische Anilin & Soda Fabrik]. June 14. Anthracene derivatives.-Condensation products are obtained by causing an anthraquinone derivative which contains one or more acid substituting atoms or groups, for instance, halogen- or nitro-anthraquinones, to react with an aminoarylcarboxylic acid, or a thiophenolcarboxylic acid, or a derivative of these compound such as a salt or alkyl or aryl ester, or a substitution compound such as halogen anthranilic acid. If the free carboxylic acids are used in the condensation, decarboxylated compounds are obtained to a certain extent. When halogenanthraquinones containing more than one halogen atom are employed, the halogen atoms may be replaced successively. Halogenbenzanthrones and halogenanthrapyridones may also be employed instead of halogenanthraquinones. Products are specified from the following pairs of parent materials :-1 :5-dichloranthraquinone and anthranilic, or thiosalicylic acid ; 1-chloranthraquinone and anthranilic or thiosalicylic acid ; 1 : 8-dichloranthraquinone and anthrauilic acid ; 1 : 4-dichloranthraquinone-7-sulphonic acid and anthranilic or thiosalicylic acid ; 1 : 4 : 6-trichloranthraquinone and anthranilic acid ; tetrachloranthanquinone and anthranilic acid ; 4-chlor-2-methylanthrapyridone and anthranilic acid ; brombenzanthrone and anthranilic acid. According to the Provisional Specification, condensation products are also obtained from phenolcarboxylic acids. Tetrachloranthraquinone is produced by treating anthraquinone with chlorine in presence of sulphuric acid. Anthracene, dyes derived from.-Such of the above condensation products as contain a carboxyl group in the o-position to the imino group or the sulphur atom, on treatment with a condensing- agent, yield dyes. Acid condensing-agents. such as sulphuric acid, fuming sulphuric acid, chlorsulphonic acid, phosphoric anhydride, or aluminium or zinc chloride, are preferably used: When sulphonating-agents are used for the condensation, sulphonated products result on energetic reaction ; the unsulphonated products may be sulphonated subsequently, if desired. The sulphonated products dye wool red to blue shades ; the unsulphonated products are vat dyes, giving yellow-red to blue-violet shades. According to examples, vat dyes are obtained from anthraquinone-1 : 5- bisanthranilic acid, and anthraquinonebistbiosalicylic acid, and wool dyes by sulphonating these products. Cotton is dyed or printed with the vat dyes by the usual methods. According to the Provisional Specification, dyes are also produced from the condensation products derived from o-phenolcarboxylic acids. Specifications 12,653/09 and 30,480/09 are referred to.