Patent GB-1001821-A (GB)
Title: Light-sensitive elements for photomechanical reproduction
Inventor: HERRICK CLIFFORD ERNEST
IPC: C08F8/30
Filed: 1961-08-08
Abstract: In Examples: (1) polyvinyl acetoacetate is made by heating polyvinyl alcohol in dimethylformamide with 2 : 2 : 4-trimethyl-6-keto-1 : 3-dioxene in the presence of p-toluene sulphonic acid; (3) polyvinyl acetate-acetoacetate is similarly made by using polyvinyl alcoholacetate; (19) polyvinyl aceto acetate is made by reacting polyvinyl alcohol with diketene; (4) the reaction product of the compound of the formula <FORM:1001821/C3/1> with the copolymer of vinyl methyl ether and maleic anhydride is made by heating the compound with the copolymer in pyridine; and (2) the acetoacetic ester of hydroxyethyl cellulose is made by heating hydroxyethyl cellulose in dimethylformamide with 2 : 2 : 4-trimethyl6-keto-1 : 3-dioxene in the presence of p-toluene sulphonic acid. Specifications 645,495, 699,413, 706,879 and 711,808 are referred to.ALSO:1:3 - Di - o - tolylguanidine p - ethoxybenzene-diazosulphonate and 111:311 - di - o - tolylguanidine 4:41 - biphenylbisdiazosulphonate, are made by diazotizing p-phenetidine and benzidine respectively, reacting the diazonium chloride obtained with sodium sulphite and treating the diazosulphonate formed with di-o-tolylguanidine in acetic acid. 11:31 - Di - o - tolylguanidine 3 - chloro - 4:6 - dimethoxybenzenediazosulphonate is made by treating 3-chloro-4:6-dimethoxybenzenediazosulphonate with 1:3-di-o-tolylguanidine in acetic acid.  p - (Naphthalene - 2:1 - diazooxide - 5 - sulphonamido) - phenyl naphthalene - 2:1 - diazooxide - 5 - sulphonate, phenyl naphthalene - 2:1 -diazooxide - 5 - sulphonate and 4:41 - bis(naphthalene - 2:1 - diazooxide - 5 - sulphonamido) - biphenyl are prepared by reacting an excess of naphthalene-2: 1-diazooxide-5-sulphonyl chloride, made by heating the corresponding sulphonic acid with chlorosulphonic acid, with p-aminophenol, phenol and benzidine respectively. The ethylene glycol acetal of 3-(naphthalene - 2:1 - diazooxide - 5 - sulphonamido)-benzaldehyde is prepared by reacting m-amino-benzaldehyde ethylene glycol acetal, made by hydrogenation of m-nitrobenzaldehyde ethylene glycol acetal, with naphthalene-2:1-diazooxide - 5 - sulphonyl chloride made from the corresponding acid and chlorosulphonic acid. N:N1 - Ethylenebis - (p - ethylaminobenzene-diazonium chloride - zinc chloride complex) and 2:21 - ethylenedioxybis - (4 - diethylaminobenzene-diazonium chloride - zinc chloride complex) are prepared by reacting N-ethylaniline and m-diethylamino-phenol respectively with ethylene dibromide, nitrosating the products, reducing the nitroso compounds obtained to the primary amines with zinc dust, diazotizing and isolating the products as the zinc chloride complexes.  N:N1 - Trimethylene bis - (p - 2 - hydroxy-ethylaminobenzene diazonium chloride - zinc chloride complex) and p,p1 - (1:4 - piperazylene) bis - (benzenediazonium chloride - zinc chloride complex) are made by nitrosating 1:3 - bis(N - 2 -hydroxyethylanilino) propane and N:N1 - diphenylpiperazine respectively, reducing the nitroso compounds to the primary amines, diazotizing and isolating the products as the zinc chloride complexes.  Disodium p,p1- (1:3 - trimethylenedioxy) bis-(benzene diazosulphonate) is made by reacting sodium metabisulphite with the zinc chloride complex of p,p1-(1:3-trimethylenedioxy) bis-(benzane diazonium chloride) which is prepared by reacting zinc chloride with the diazonium chloride made by diazotizing p,p1 - (1:3 - trimethylenedioxy) - dianiline hydrochloride obtained by catalytic reduction of 1:3-bis-(p-nitrophenoxy) propane made by condensing 1:3-dibromopropane and sodium p-nitrophenoxide. Specifications 645,495, 699,413 and 706,879, 711,808 are referred to.