Patent GB-779958-A (GB)
Title: Improvements relating to fluorescent stilbyl ditriazole compounds and their use
Filed: 1955-03-17
Abstract: The invention comprises fluorescent stilbyl ditriazoles of the formula <FORM:0779958/IV(b)/1> wherein A is a benzene radical, B is a benzene or naphthalene radical in which two vicinal carbon atoms form part of the 1.2.3-triazole ring, and X is hydrogen or a substituent, there being no chromophores or aromatically bound hydroxy or amino groups present, and a process of preparing such compounds from a 2-(stilbyl - 41) - 5 - amino - 1.2.3 - benztriazole - 21 - sulphonic acid (obtained by coupling diazotized 4 - amino - stilbene - 2 - sulphonic acids with a 1.3-diaminobenzene compound and oxidizing the o-aminoazo dyestuff so obtained) by diazotization and coupling with an azo component coupling in o-position to a primary amino group and oxidation of the o-aminoazo dye to the ditriazole.  Substituents such as halogen, alkyl, alkoxy, aryloxy, carboxy, sulpho and sulphone groups may be present.  In examples: (1) 5-amino-2-(stilbyl-41) - 1.2.3 - benztriazole - 21 - sulphonic acid or the 21.6-disulphonic acid is diazotized and coupled with 2-aminonaphthalene-5.7-disulphonic acid followed by oxidation of the o-aminoazo dyes obtained with sodium hypochlorite, and (2) the 21.6-disulphonic acid is diazotized and coupled with 1-amino-3-methoxy - 4 - methylbenzene, 1 - amino - 3.4 - di - methoxy - benzene, 1.3 - diaminobenzene, or 1.3 - diamino - 4 - methylbenzene, followed by oxidation with ammoniacal copper sulphate solution.  Other products containing various substituents, e.g. chlorine, acetylamino or benzoylamino are listed.  Further examples describe the treatment of poplin and of a white wash with a product of the above examples.ALSO:The invention comprises fluorescent stilbyl ditriazoles of the formula:- <FORM:0779958/IV(b)/1> wherein A is a benzene radical, B is a benzene or naphthalene radical in which two vicinal carbon atoms form part of the 1.2.3-triazole ring, and X is hydrogen or a substituent, there being no chromophores or aromatically bound hydroxy or amino groups present, and a process of preparing such compounds from a 2 - (stilbyl - 41) - 5 - amino - 1.2.3 - benztriazole - 21 - sulphonic acids (obtained by coupling diazotized 4 - amino - stilbene - 2 - sulphonic acids with a 1.3-diaminobenzene compound and oxidizing the o - aminoazo dyestuff so obtained) by diazotization and coupling with an azo component coupling in o - position to a primary amino group and oxidation of the o - aminoazo dye to the ditriazole.  Substituents such as halogen, alkyl, alkoxy, aryloxy, carboxy, sulpho, and sulphone groups may be present.  In examples (1) 5 - amino - 2 - (stilbyl - 41 -) - 1.2.4 - benztriazole - 21 - sulphonic acid or the 21.6-disulphonic acid is diazotized and coupled with 2 - aminonaphthalene - 5.7 - disulphonic acid followed by oxidation of the o - aminoazo dyes obtained with sodium hypochlorite, and the 21.6 - disulphonic acid is diazotized and coupled with 1 - amino - 3 - methoxy - 4 - methylbenzene, 1 - amino - 3.4 - dimethoxy - benzene, 1.3 - diaminobenzene, or 1.3 - diamino - 4 - methylbenzene, followed by oxidation with ammoniacal copper sulphate solution.  Other products containing various substituents, e.g. chlorine, acetylamino or benzoylamino are listed.  Further examples describe the treatment of poplin and of a white wash with a product of the above examples.