Patent GB-797850-A (GB)
Title: Manufacture of lakes of monoazo dyes of the benzene-azo-naphthalene series and theiruse
IPC: C09B63/00
Filed: 1956-02-01
Abstract: The invention comprises the polyvalent metal lakes of monoazo dyestuffs of formula <FORM:0797850/IV (b)/1> wherein A is a phenyl radical, B is a phenyl or naphthyl radical and X is a sulphonic or carboxylic acid group.  The lakes are obtained by coupling a diazotized aminobenzene sulphonic acid containing a further sulphonic acid or carboxylic acid group with a 2-hydroxy-3-naphthoic acid phenyl- or naphthyl-amide and laking the monoazo dye so obtained with polyvalent metal compounds by known methods.  The aminobenzene sulphonic acids may contain further substituents such as halogen atoms or alkyl or alkoxy groups and preferably have a sulphonic or carboxylic acid group ortho to the amino group.  The 2-hydroxy-3-naphthoic acid arylamides may also contain substituents such as halogen atoms or alkyl or alkoxy group in the arylamide radical.  The lakes are prepared by dissolving the isolated dyestuff in water or neutralizing the coupling mixture and adding a soluble salt of a polyvalent metal to the preferably warmed solution.  A mixture of salts of two or more metals may be used.  Specified salts are those of alkaline earth metals, aluminium, manganese, iron, zirconium and tin.  The lakes may be prepared in the presence of dispersing agents or protective substances such as alkali metal soaps of higher fatty acids, colophony soaps and emulsions of fats, oils, waxes, &c., which give lakes of soft texture.  The lakes may be precipitated in the presence of substrata such as aluminium hydroxide, barium sulphate or titanium dioxide.  The lakes are red to brown-red in colour and are used for colouring lacquers and resins (see Group IV (a)).  In examples: (1) diazotized aniline-2 : 5-disulphonic acid is coupled with 2-hydroxy-3-naphthoic acid-11-naphthylamide in the presence of turkey-red oil and sodium acetate, the coupling mixture is neutralized and a linseed oil emulsion and calcium chloride solution added to give a red lake; (2) the barium lake of the dyestuff aniline-2 : 5-disulphonic acid --> 2-hydroxy - 3 - naphthoic acid -21 : 41 - dimethoxy-51-chloroanilide is prepared as in (1) using barium chloride and colophony soap in the laking process; (3) the barium lake of the dyestuff aniline-2 : 5-disulphonic acid --> 2-hydroxy - 3 - naphthoic acid -21 - methyl - 41-chloroanilide, coupled in alkaline medium in the presence of turkey-red oil, is prepared as in (2); (4) the barium lake of the dyestuff aniline-2 : 4-disulphonic acid --> 2-hydroxy-3-naphthoic acid-11-naphthylamide is prepared as in (2); (5) a barium lake is prepared as in (1), the dyestuff 1 - methyl - 2 - aminobenzene - 4 : 6 - disulphonic acid --> 2-hydroxy-3-naphthoic acid-21 : 41 - dimethoxy - 5 - chloroanilide being treated with barium chloride and a vegetable oil emulsion; (6) the calcium lake of the dyestuff 2 - amino - 4 - sulphobenzoic acid --> 2 - hydroxy - 3 - naphthoic acid -21 : 41 - dimethoxy - 51 - chloroanilide is prepared as in (1); (7) the calcium lake of the dyestuff 2-amino-5 - sulphobenzoic acid --> 2 - hydroxy - 3 - naphthoic acid anilide is prepared as in (1); (8) the barium lake of the dyestuff 2-amino-5-sulphobenzoic acid --> 2 - hydroxy - 3 - naphthoic acid -11-naphthylamide is produced as in (1); (9) the dyestuff 2-chloro-5-amino-4-sulphobenzoic acid --> 2-hydroxy-3-naphthoic acid -21 - methyl - 41 - chloroanilide, coupled as in (3), is treated with a vegetable oil emulsion and calcium chloride.ALSO:Polyvalent metal lakes of monoazo dyes of formula <PICT:0797850/IV (a)/1> wherein A is a phenyl radical, B is a phenyl or naphthyl radical and X is a sulphonic or carboxylic acid group (see Group IV (c)) are used to colour polyvinyl chloride compositions.  In an Example, a mixture of polyvinyl chloride, dioctyl phthalate, dibutyl tin laurate and the calcium lake of the dye aniline-2 : 5-disulphonic acid --> 2-hydroxy-3-naphthoic acid11-naphthylamide is worked up and drawn out into a red foil.