Patent GB-442884-A (GB)
Title: Azo compounds and their application and compositions containing the same
IPC: A01N33/26
Filed: 1934-08-17
Abstract: Azo compounds having disinfectant, germicidal, fungicidal, antiseptic, medicinal and sterilizing properties are made by coupling a diazotized aminobenzotrifluoride (1 mol.) with an aromatic diamine of the benzene series, one amino group of which may be mono- or di-alkylated (1 mol.).  They are soluble in organic acids and solvents, fatty oils (e.g. olive and palm oil), mineral oils (e.g. petroleum fractions), and may be applied in pastes or dispersions. Cellulose, cellulose ester and ether materials, wool, silk or leather when dyed with the above products become resistant to germs, fungi and mildew.  In examples (1)--(4) the following dyes and their properties are described: m-aminobenzotrifluoride --> m-phenylenediamine, 2 : 4 - toluylenediamine, 2 : 4-diaminoanisole or m-aminodimethylaniline; m-aminomono- and di-alkylanilines, o-phenylenediamine, 2 : 6 - diamino - 3 - methoxy - 1 - methylbenzene and 1-palmityl-2 : 4-diaminobenzene are also specified as coupling components; the products dye cellulose esters, wool, silk, &c. in yellow to orange shades; gasoline and motor benzol are also coloured in similar shades.  The following examples illustrate further properties: (5) and (6) solutions of the hydrochloride of the product m-aminobenzotrifluoride --> m-phenylene diamine (example 1) kill Staphylococcus Aureus and Bacillus Coli; (7) and (8) the products of (2) and (3) dissolved respectively in olive oil and palm oil can be used internally and possess germicidal and bactericidal properties; (9)--(12) the following fungi, i.e. Fomes Annosus, Aspergillus Niger, Ceratostomella Tilifera, Rhizopus Nigricans failed to develop in a rice paste containing the product of (1); (13)--(16) cultures of Streptococcus Aureus, Pneumococcus, Streptococcus Scarlatinae and Typhoid Bacillus are killed by aqueous solutions of the hydrochloride of the product in (1); (17) diluted solutions of the lactate of the azo compound of (1) in lactic acid are useful as disinfectants and fungcides; (18)--(19) ethyl alcohol and acetone solutions of the azo compound of (1) are valuable for local sterilization before surgery; (20) cellulose fabric dyed with the product of (1) is resistant to mildew and mold; (21) leather treated with the same compound is resistant to attack from fungi and bacteria.  The Specification as open to inspection under Sect. 91 refers also to the use of monoamines of the benzene series as coupling components.  This subject-matter does not appear in the Specification as accepted.ALSO:Fatty oils and mineral oils are coloured by means of azo dyes obtained by coupling a diazotized aminobenzotrifluoride with a diamine of the benzene series.  The Specification as open to inspection under Sect. 91 comprises also the dyes from monoamines as coupling components.  This subject-matter does not appear in the Specification as accepted.ALSO:The azo compounds obtained by coupling a diazotized aminobenzotrifluoride with a diamine of the benzene series have disinfectant, germicidal, fungicidal, antiseptic, medicinal and sterilizing properties.  Solutions of the compounds in the common organic solvents, e.g. acetone, ethyl alcohol, benzene and ether, in organic acids such as acetic and lactic acid, in fatty oils, such as palm oil and olive oil, and in mineral oils are specified. The compounds may also be used in paste or dispersion form. Aqueous solutions of the salts of the azo compounds have similar properties.  The Specification as open to inspection under Sect. 91 comprises also the azo dyes from monoamines as coupling components.  This subject-matter does not appear in the Specification as accepted.