Patent GB-772800-A (GB)
Title: Stable finely divided alkyl amine dyes
IPC: C09C1/30
Filed: 1953-07-09
Abstract: The invention comprises dry free-flowing particulate pigments produced by a process wherein an alkyl amine salt of an organic dyestuff acid derived from an alkyl amine of formula <FORM:0772800/IV(b)/1> in which R and R1 are alkyl radicals containing 4 to 20 carbon atoms and R11 is hydrogen or an alkyl group containing 4 to 20 carbon atoms is admixed with an activated silica gel which has a surface area of at least 100 square meters, and preferably 180 to 900 square meters per gram, an oil absorption value of at least 100, and preferably 150 to 180, and an average particle size of 0.01 to 50 microns, and preferably 0.02 to 20 microns.  From 1 to 25 parts and preferably from 5 to 15 parts by weight of activated silica gel are used per 100 parts by weight of alkyl amine salt of organic dyestuff acid.  The dyestuffs contain acid or acid salt groups, especially -COOM and -SO2OM wherein M is hydrogen or metal and when the dyestuff contains two or more such groups the same number of alkyl amine salt groups is formed.  Preferably the alkyl amine salt of the dyestuff acid is formed in a liquid medium, such as an aqueous medium, separated from the liquid, the activated silica gel mixed therewith and the mixture dried and ground.  In examples the following alkyl amine salts of organic dyestuff acids are prepared in aqueous medium, separated, mixed with activated silica gel, dried and ground: di 2 - ethylhexyl) amine and aniline --> 1 - p - sulphophenyl - 3 - methyl - 5 - pyrazolone or copper phthalocyanine mono- and disulphonic acids or the mixture obtained by coupling 1 mol of 1 : 8 - dihydroxynaphthalene - 3 : 6 - disulphonic acid with 1 mol of a diazotized mixture of o-anisidine and 4 - amino - 3 - methoxy - 21 - methoxyphenylazo - benzene or aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid or sulphanilic acid --> b -naphthol or 1 - amino - 4 - (41 - toluidino) anthraquinone - 2 : 21 - disulphonic acid or 4 - nitroaniline --> 1 - amino - 8 - hydroxynaphthalene - 3 : 6 - disulphonic acid \sM metanilic acid; di-octadecylamine and copper phthalocyanine mono- or di-sulphonic acids; and dicetylamine and aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid.ALSO:The invention comprises dry free-flowing Particulate pigments produced by a process wherein an alkyl amine salt of an organic dyestuc acid derived from an alkyl amine of formula <FORM:0772800/III/1> in which R and R1 are alkyl radicals containing 4 to 20 carbon atoms and R11 is hydrogen or an alkyl group containing 4 to 20 carbon atoms is admixed with an activated silica gel which has a surface area of at least 100 squre meters, and preferably 180 to 900 square meters per gram, an oil absorption value of at least 100, and preferably 150 to 180, and an average particle size of 0.01 to 50 microns, and preferably 0.02 to 20 microns.  From 1 to 25 parts and preferably from 5 to 15 parts by weight of activated silica gel are used per 100 parts by weight of alkyl amine salt of organic dyestuff acid.  The dyestuffs contain acid or acid salt groups, especially - COOM and -SO2OM wherein M is hydrogen or metal and when the dyestuff contains two or more such groups the same number of alkyl amine salt groups is formed. Preferably the alkyl amine salt of the dyestuff acid is formed in a liquid medium, such as an aqueous medium, separated from the liquid, the activated silica gel mixed therewith and the mixture dried and ground.  In examples the following alkyl amine salts of organic dyestuff acids are prepared in aqueous medium, separated, mixed with activated silica gel, dried and ground: di (2-ethylhexyl) amine and aniline --> 1 - p - sulphophenyl - 3 - methyl - 5 - pyrazolone or copper phthalocyanine mono- and disulphonic acids or the mixture obtained by coupling 1 mol of 1 : 8-dihydroxynaphthalene - 3 : 6 - disulphonic acid with 1 mol of a diazotized mixture of o-anisidine and 4-amino - 3 - methoxy - 21 - methoxyphenylazo-benzene or aminoazobenzene --> 2 - hydroxy naphthalene -6 : 8 - disulphonic acid or sulphanilic acid --> b  - naphthol or 1 - amino - 4 - (41 - toluidino) anthraquinone - 2 : 21 - disulphonic acid or 4 - nitroaniline --> 1 - amino - 8 - hydroxynaphthalene- 3 : 6 - disulphonic acid \sM metanilic acid; di-octadecylamine and copper phthalocyanine mono- or di-sulphonic acids; and dicetylamine and aminoazobenzene --> 2 - hydroxynaphthalene - 6 : 8 - disulphonic acid.