Patent GB-977985-A (GB)
Title: Organic ammonium phytates as additives for promoting electrical conductivity
IPC: C07F9/117
Filed: 1961-12-19
Abstract: The tendency to build up electrical charges on the surface of an organic liquid having low electrical conductivity, e.g. carbon disulphide, is reduced by treating the liquid material with an organic ammonium phytate composition obtained by the reaction of phytic acid or a partially neutralized phytic acid with a tertiary amine or with a mixture of a tertiary amine and a quaternary ammonium hydroxide (see Division C2).  The ammonium phytates may be employed in conjunction with alkyl acid phosphates, lecithin, condensation products of lecithin and ammonium phytates, polyvalent metal complexes including chromic acetate complexes of phenols, phenol sulphides, mercaptans and alcohols or with alkylene oxides.  The organic ammonium phytates used preferably contain organic radicals having 1 to 30 carbon atoms and especially aliphatic hydrocarbon radicals having from 16 to 20 carbon atoms and at least three of the organic radicals, which include substituted hydrocarbon radicals and aromatic and heterocyclic radicals, are directly bonded to the nitrogen atom by a carbon atom. Preferred phytate salts are those containing 1 to 6 ammonium groups, especially those derived from methyl dioleyl amine, methyl dihydrogenated tallow amine, dimethyl soya amine, ethyl disoya amine and dimethyl coco amine or from a mixture of such amines and quaternary ammonium hydroxides such as trimethyl soya-, dimethyl dicocco- and dimethyl ditallow-ammonium hydroxides.ALSO:An organic ammonium phytate is obtained by the reaction of phytic acid or partially neutralized phytic acid with a tertiary amine or with a mixture of a tertiary amine and a quaternary ammonium hydroxide.  The preferred method of preparation is the reaction of phytic acid with a mixture of the tertiary amine and quaternary ammonium hydroxide the water formed being removed by azeotropic distillation using an organic solvent such as benzene or toluene. Depending on the ratio of the reactants employed the phytate salt formed may have from 1 to 12 basic ammonium radicals the preferred salts being those containing up to 6 ammonium groups.  The tertiary amines may contain substituted or unsubstituted aliphatic, alicyclic, aromatic or heterocyclic radicals the unsubstituted aliphatic amines containing C16-C20 hydrocarbon radicals and those having one C1-C6 alkyl group and at least one C8-C18 aliphatic group being preferred, e.g. methyl dioleyl amines, methyl dihydrogenated tallow amines, dimethyl soya amine, ethyl disoya amine, and dimethyl coco amine.  Suitable tertiary amines include monoamines, diamines, polyamines, hydroxyamines, carboxylic amines and amidines, and a list of such compounds is given including aliphatic, aromatic and heterocyclic compounds including alkaloids, guanidine and amidine compounds, hydroxyamines, and azo amines. Suitable quaternary ammonium hydroxides which may be used in admixture with the tertiary amines are those in which the organic radicals attached to the ammonium nitrogen atom are aliphatic, alicyclic, heterocyclic, or aromatic radicals which may be unsubstituted or substituted e.g. by hydroxy, mercapto, halogen, ether, acetylenic, nitro or sulphoxy groups, the preferred quaternary ammonium hydroxides being the tetraaliphatic compounds especially trimethyl soya-, dimethyl dicoco-, and dimethyl ditallow ammonium hydroxides.  The products are useful for reducing the tendency to build up electrical charges on the surface of organic liquids and solid materials (see Divisions B2, C1, C5, D1 and D2) and specified organic liquids include halogenated hydrocarbons or mixtures thereof, e.g. chloroform, carbon tetrachloride, trichloroethylene, tetrachloroethylene and bromobenzene and ethers such as diethyl ether and dioxane.ALSO:The tendency to build up electrical charges on the surface of organic liquids having low electrical conductivity is reduced by treating the said liquids with an organic ammonium phytate obtained by the reaction of phytic acid or a partially neutralized phytic acid with a tertiary amine or with a mixture of a tetriary amine and a quaternary ammonium hydroxide (see Division C2).  The organic liquids are preferably those boiling in the range between 75 DEG  and 750 DEG  F. and may be hydrocarbons and petroleum distillates, e.g. hexane, heptane, petroleum naphtha, gasoline, diesel fuels, aviation turbo-jet fuels, lubricating oils, grease or cutting oils, kerosene, benzene, toluene, cycloaliphatic hydrocarbons e.g. decahydronaphthalene, synthetic ester lubricating oils, or natural oils derived from animal, vegetable or marine sources. When the phytate additives are incorporated in petroleum distillate fuels they may be used in conjunction with other additives e.g. rust inhibitors, dyes, dye-stabilizers and antioxidants and if desired the phytate additive may be used in the form of a concentrate in an organic solvent, e.g. benzene, xylene, toluene, diethylene glycol, pyridine or turbo-jet fluid. The ammonium phytates may be employed in conjunction with alkyl acid phosphates, lecithin, condensation products of lecithin and ammonium phytates, polyvalent metal complexes including chromic acetate complexes of phenols, phenol sulphides, mercaptans and alcohols or with alkylene oxides. The organic ammonium phytates used preferably contain organic radicals having 1 to 30 carbon atoms and especially aliphatic hydrocarbon radicals having from 16 to 20 carbon atoms and at least three of the organic radicals (which include substituted hydrocarbon radicals and aromatic and heterocyclic radicals) are directly bonded to the nitrogen atom by a carbon atom.  Preferred phytate salts are those containing 1 to 6 ammonium groups especially those derived from methyl dioleyl amine, methyl dihydrogenated tallow amine, dimethyl soya amine, ethyl disoya amine and dimethyl coco amine or from a mixture of such amines and quaternary ammonium hydroxides such as trimethyl soya-, dimethyl dicoco- and dimethyl ditallow-ammonium hydroxides.ALSO:The tendency to build up electrical charges on the surface of solid materials having low electrical conductivity is reduced by treating the solid material with an organic ammonium phytate composition obtained by the reaction of phytic acid or a partially neutralized phytic acid with a tertiary amine or with a mixture of a tertiary amine and a quaternary ammonium hydroxide (see Division C2).  The solid material may be synthetic fibres, textiles, paper, rubber, plastics, resins, asbestos or wood and the plastics may be synthetic plastics or resins in fabric, or tube form.  The synthetic textile fibre may be of acrylic, polyester, polyamide, polyethylene, polypropylene or polyvinyl type or may be of glass fibres and may be blended with, e.g., wool, cotton, felt or asbestos. The phytate treatment may be carried out by brush, spray, or dip coating and in the case of textile fibres may be carried out in the presence of starch, wrinkle-proofing ingredients and resin finishes. The ammonium phytates may be employed in conjunction with alkyl acid phosphates, lecithin, condensation products of lecithin and ammonium phytates, polyvalent metal complexes including chromic acetate complexes of phenols, phenol sulphides, mercaptans and alcohols or with alkylene oxides.  The organic ammonium phytates used preferably contain organic radicals having 1-30 carbon atoms and especially aliphatic hydrocarbon radicals having from 16-20 carbon atoms and at least three of the organic radicals, which include substituted hydrocarbon radicals and aromatic and heterocyclic radicals, are directly bonded to the nitrogen atom by a carbon atom.  Preferred phytate salts are those containing 1-6 ammonium groups, especially those derived from methyl dioleyl amine, methyl dihydrogenated tallow amine, dimethyl soya amine, ethyl disoya amine and dimethyl coco amine, or from a mixture of such amines and quaternary ammonium hydroxides such as trimethyl soya-, dimethyl dicoco-, and dimethyl ditallow-ammonium hydroxides.ALSO:The tendency to build up electrical charges on the surface of solid materials having low electrical conductivity is reduced by treating the said liquids or solid material with an organic ammonium phytate composition obtained by the reaction of phytic acid or a partially neutralised phytic acid with a tertiary amine or with a mixture of a tertiary amine and a quaternary ammonium hydroxide (see Division C2).  The solid material which maybe treated maybe synthetic fibres, textiles, paper, rubber, plastics, resins, asbestos or wood and the plastics may be synthetic plastics or resins in fibre, fabric, film or tube form. The synthetic textile fibre may be of acrylic, polyester, polyamide, polyethylene, polypropylene or polyvinyl type or may be of glass fibres and may be blended with e.g. wool, cotton, felt or asbestos.  The phytate treatment maybe carried out by brush, spray, dip, coating or impregnation and in the case of textile fibres maybe carried out in the presence of starch, wrinkle-proofing ingredients and resin finishes.  The ammonium phytates may be employed in conjunction with alkyl acid phosphates, lecithin, condensationproducts of lecithin and ammoniun phytates, polyvalent metal compexes including chromic acetate complexes of phenols, phenol sulphides, mercaptans and alcohols or with alkylene oxides.  The organic ammonium phytates used preferably contain organic radicals having 1 to 30 carbon atoms and expecially aliphatic hydrocarbon radicals having from 16 to 20 carbon atoms and at least three of the organic radicals, which include substituted hydrocarbon radicals and aromatic and heterocyclic radicals, are directly bonded to the nitrogen atom by a carbon atom. Preferred phytate salts are those containing 1 to 6 ammonium groups especially those derived from methyl dioleyl amine, methyl dihydrogenated tallow amine, dimethyl soya amine, ethyl disoya amine a