Patent GB-774272-A (GB)
Title: Process for the manufacture of photomechanical printing plates and light-sensitive material suitable for use therein
IPC: F21V17/02
Filed: 1952-11-28
Abstract: N : N - di - (2 - diazo - naphthol - (1) - 5 - sulphonyl)-aniline is made by reacting 2-diazonaphthol-(1)-5-sulphochloride with aniline in dioxane, converting the resulting sulphonanilide to its sodium salt, mixing the latter with more 2 - diazo - naphthol - (1) - 5 - sulphochloride and filtering and washing the resulting precipitate. N : N - di - (2 - diazo - naphthol - (1) - 4 - sulphonyl)-aniline is made similarly using 2-diazonaphthol-(1)-4-sulphochloride.  N : N - di - (2 - diazo - naphthol - (1) - 5 - sulphonyl)-methylamine is made by reacting 2-diazo-naphthol-(1)-5-sulphochloride with monomethylamine in dioxane to form the corresponding N-methyl sulphonamide and condensing this with more 2-diazo-naphthol-(1)-5-sulphochloride in presence of alkali.  N - p - toluene - sulphonyl - N - (2 - diazo - naphthol - (1) - 5 - sulphonyl) - aniline is made by condensing the sulphonanilide referred to above with p-toluenesulphochloride.  N : N - di(2 - diazo - naphthol - (1) - 5 - sulphonyl) - a  - naphthylamine is made by condensing 2 - diazonaphthol - (1) - 5 - sulphochloride with a -naphthylamine in dioxane in presence of pyridine and reacting the resulting N-a -naphthyl-sulphonamide with more 3-diazonaphthol-(1)-5-sulphochloride.  N - [2 - diazo - phenol - (1) - 4 - sulphonyl] - N - [2 - diazo - naphthol - (1) - 5 - sulphonyl] - aniline is made by reacting the abovementioned sulphonanilide with 2-diazo-phenol-(1)-4-sulphochloride.  N - benzoyl - N - [2 - diazo - naphthol - (1) - 5 - sulphonyl] aniline is made by reacting the abovementioned sulphonanilide with benzoyl chloride.  The condensation product of 2-diazo-naphthol-(1)-5-sulphochloride and 1-8-naphthosultam is made by reaction in aqueous alkaline dioxane.  N - (p - toluene - sulphonyl) - N - [2 - diazonaphthol - (1) - 5 - sulphonyl] - b  - naphthylamine is made by condensing 2-diazo-naphthol-(1)-5-sulphochloride with p-toluene-sulphon-b -naphthylamide in alkaline dioxane.  N : N1 - di[2 - diazo - naphthol - (1) - 5 - sulphonyl] - N : N1 - di - (p - toluene sulphonyl) - p - phenylenediamine is made by reacting 2-diazonaphthol - (1) - 5 - sulphochloride with N : N-di(p - toluene - sulphonyl) - p - phenylenediamine in aqueous alkaline dioxane.  N : N1 - di - [2 - diazo - naphthol - (1) - 5 - sulphonyl] - N : N1 - diphenyl - urea is made by introducing phosgene into a pyridine solution of the abovementioned sulphonanilide, with subsequent dilution with water, acidification with hydrochloric acid, and washing of the precipitate. N - (azobenzene - 41 - sulphonyl) - N - (2 - diazonaphthol - (1) - 5 - sulphonyl) aniline is made by alkaline condensation of 2-diazo-naphthol-(1)-5-sulphochloride with azobenzene - 4 - sulpho - chloride.  N - phthaloyl - 2 - diazo - naphthol - (1) - 5 - sulphonamide is made by reaction of 2-diazonaphthol - (1) - 5 - sulphochloride with potassium phthalimide.  N : N - di - [2 - diazo - naphthol - (1) - 5 - sulphonyl] - p - phenetidine is made analogously to the corresponding aniline derivative.  1 : 3 - Benzene - N : N - di(benzene) - N : N - di-[2 - diazonaphthol - (1) - 4 - sulphonyl] - sulphonamide is made by reacting 2-diazo-naphthol-(1)-4-sulphonanilide with 1 : 3-benzene disulphochloride in alkaline dioxane.  N - naphthoic - N - [2 - diazo - naphthol - (1) - 5 - sulphonyl] benzylamide is made by reacting 2-diazo-naphthol-(1)-5-sulphonic acid benzylamide with 1-naphthoic acid chloride in alkaline dioxane.  N - (1 - chloro - 4 - nitrobenzene - 2 - sulphonyl)-N - 2 - diazophenol - (1) - 41 - sulphonanilide is made similarly by reacting 2-diazo-phenol-(1)-4-sulphonanilide with 1-chloro-4-nitrobenzene-2-sulphochloride.  N - benzoyl - N - 2 - diazo - phenol - (1) - 4 - sulphonanilide is made by reaction of 2-diazophenol-(1)-4-sulphonanilide with benzoyl chloride in presence of pyridine.  The corresponding sulphonic acid cyclohexylamide may be reacted similarly. Specifications 633,746, [Group XVI], 706,028, 708,834 and 729,746 are referred to.