Patent GB-732139-A (GB)
Title: Manufacture and application of new derivatives of 4:4-diaminostilbene disulphonic acid-(2:2)
Filed: 1952-09-10
Abstract: Cellulosic textile fibres are brightened by treating them, with or without a washing agent and whether dyed, printed or not, with a blue-fluorescent compound of the general formula <FORM:0732139/IV (c)/1> or a salt thereof, in which V, W and Z indicate -NH2 or the residue of a primary or secondary amine, and X and Y are of the same kind as W and Z or are chlorine, or an aryl-O-, aryl-S- or alkyl-S-residue.  Many such compounds are specified.  In examples, (11) undyed cotton yarn is treated in a bath containing 0.01 g. per 1. of the compound <FORM:0732139/IV (c)/2> (12) undyed cellulosic material is washed with a mixture of sodium 2-heptadecyl-N-benzylbenz-imidazyl-disulphonate with the compound <FORM:0732139/IV (c)/3> and (13) cotton is washed in a bath containing soap, sodium carbonate, sodium pyrophosphate, sodium borate, magnesium silicate and the compound specified in (11) above, or the compound <FORM:0732139/IV (c)/4>ALSO:The invention comprises 4,41-diaminostilbene-2,21-disulphonic acid derivatives of the general formula <FORM:0732139/IV (b)/1> and salts thereof, in which V, W and Z indicate -NH2 or the residue of a primary or secondary amine, and X and Y are of the same kind as W and Z, or are chlorine, or an aryl-O-, aryl-S-, or alkyl-S-residue.  The compounds are prepared by a sequence of known methods from 2 mols. of 4-aminostilbene-2,21, disulphonic acid containing in the 41-position a group convertible into an amino group, 3 mols. of cyanuric chloride and either 3-5 mols. of ammonia or an amine, or 2 mols. of an aromatic hydroxyl or mercapto compound or aliphatic mercapto compound and 3 mols. of ammonia or an amine, the convertible group being converted into an amino group at an intermediate stage.  The methods described are (a) reducing to amino groups the nitro groups in the compound <FORM:0732139/IV (b)/2> and condensing in any sequence 2 mols. of cyanuric chloride with 1 mol. of the reduction product and with 2-4 mols. of ammonia or amine, or with 2 mols. of aromatic hydroxyl or mercapto compound or aliphatic mercapto compound and 2 mols. of ammonia or amine; (b) reducing the nitro group in the compound <FORM:0732139/IV (b)/3> and condensing in any sequence 1 mol. of cyanuric chloride with 2 mols. of the reduction product and 1 mol. of ammonia or an amine; (c) the condensing compound <FORM:0732139/IV (b)/4> with the compound <FORM:0732139/IV (b)/5> and reacting the product with 1 mol. of ammonia or an amine; and (d) reducing the nitro group in the compound <FORM:0732139/IV (b)/6> and reacting 1 mol. of cyanuric chloride in any sequence with 1 mol. of the reduction product and with 1-2 mols. of ammonia or an amine or 1 mol. of an aromatic hydroxyl or mercapto compound or aliphatic mercapto compound and 1 mol. of ammonia or an amine. Examples are given of the preparation of compounds in which (1) X, Y = Cl; W, Z = ethylamino; and V = morpholino, by method (a).  (2) X, Y = b -hydroxyethylamino; W, Z = anilino; and V = morpholino, by method (a).  (3) X, Y, W, Z = ethylamino; V = morpholino, by the action of ethylamine on the product of (1).  (4) X, Y = b -hydroxyethylamino; V, W, Z = anilino, by method (b).  (5) X, Y, V, W, Z = b -hydroxyethylamino, by method (b).  (6) X = b -hydroxyethylamino; Y, Z = ethylamino; V, W = anilino, by method (c).  (7) X = ethylamino; Y, Z = b -hydroxyethylamino; W = anilino; V = morpholino, by method (c).  (8) X, Y = p-methylphenoxy; W, Z = b -hydroxyethylamino; V = ethylamino, by method (a).  (9) X = phenoxy; Y, Z = ethylamino; V, W = b -hydroxyethylamino, by method (c); and (10) X = anilino; V, W, Z = b -hydroxyethylamino; Y = p-methylphenylmercapto, by method (d).  Many other similar products are specified.ALSO:Washing compositions comprise soap or other washing agent together with a blue-fluorescent compound of the general formula <FORM:0732139/III/1> or a salt thereof, in which V, W and Z indicate -NH2 or the residue of a primary or secondary amine, and X and Y are of the same kind as W and Z or are chlorine, or an aryl-O-, aryl-S- or alkyl-S-residue.  Many such compounds are specified.  Examples include compositions comprising (12) a mixture of sodium 2-heptadecyl-N-benzylbenzimidazyl disulphonate and the compound <FORM:0732139/III/2> and (13) a composition comprising soap, sodium carbonate, sodium pyrophosphate, sodium borate, magnesium silicate and the compound <FORM:0732139/III/3> or the compound <FORM:0732139/III/4>