Patent GB-803199-A (GB)
Title: Aminophenol-aldehyde condensation products, their metal compounds and process for the preparation thereof
IPC: B01J39/19
Filed: 1956-12-14
Abstract: Selective ion-exchange resins are prepared from aminophenols or aminothiophenols and aliphatic dialdehydes.  The resins are prepared from phenols containing at least two amino groups (for mono-aminophenols see Group IV (b)) by heating with the dialdehyde in the presence of a polar solvent, preferably at a temperature below the boiling-point of the solvent, and in the case of thiophenols in the absence of oxygen, e.g. in the presence of an inert gas.  The products may be treated at room or moderately elevated temperatures with aqueous or alcoholic solutions of heavy metals to produce salts or complexes, preferably at a pH higher than 1.8; the heavy metals may be eluted by strong acids. Amino-phenols specified are o-amino-, o-amino-thio-, 2,4,6,-triamino-phenols and 2 : 6-diamino-p-cresol. Dialdehydes specified are glyoxal, methyl glyoxal and succindialdehyde.  Polar solvents: water and methyl alcohol.  Inert gas: nitrogen.  Metal ions taken up include U, Cu, Ni and Ba.  In examples: (5) 0.1 mol. 2,6-diamino-p-cresol dihydrochloride is dissolved in 700 c.c. of 80 per cent methanol, 200 c.c. 1 N NaOH solution are added followed by 0.12 mol. glyoxal; the mixture is boiled for 4 hours, cooled, filtered and dried.  The product is shaken with Cu acetate at pH 3-6 for several hours to give a Cu resin complex of 20 parts Cu to 100 parts resin; (6) as (5) but from 2,4,6-triaminophenol; and a Cu tetramine complex buffered at pH 7; (7) the resin of (5) is shaken with uraryl acetate, the uranium atom being subsequently eluted; (8) the resin of (5) takes up Cu from an aqueous solution of Na, Ba and Cu salts; (9) the resin of (5) takes up U from a solution of U, Mg and K salts; (10) the resin of (6) takes up Cu from a treated azurite; (11) the resin of (6) takes up U from a solution of U, Zn, Co and Ni salts; (12) the resin of 5 takes up Ni from an aqueous solution of Co and Ni salts.ALSO:Selective ion-exchange compounds are prepared from aminophenols or aminothiophenols and aliphatic dialdehydes.  The aminophenols contain one amino group (for two or more amino groups see Group IV (a)) and are heated with the dialdehyde in the presence of a polar solvent, preferably at a temperature below the boiling-point of the solvent, and in the case of thiophenols in the absence of oxygen, e.g. in the presence of an inert gas. Schiff's bases are formed.  The products may be treated at room or moderately elevated temperatures with aqueous or alcoholic solutions of heavy metals to produce salts or complexes, preferably at a pH higher than 1.8; the heavy metals may be eluted by strong acids.  Aminophenols specified are o-amino-, o-amino-thio-, 2,4,6-triaminophenols and 2,6-di-amino-p-cresol. Dialdehydes specified are glyoxal, methyl glyoxal and succindialdehyde.  Polar solvents: water and methyl alcohol. Inert gas: nitrogen.  Metal ions taken up include U, Cu, Ni and Ba.  In examples: (1) glyoxal di(aminophenol) is prepared from o-aminophenol and glyoxal.  Ni acetate is boiled with a methanol solution thereof to give red needles of glyoxal-di-(aminophenol)-nickel (II) containing 2.H2O at 5th and 6th positions which are removable by diphosphoric pentoxides. (2) As (1) but using Ba(OH)2 in place of Ni acetate to give the Ba salt.  (3) Dioxosuccinaldehyde-di(o-aminophenol)-uranium (VI) is prepared by boiling an aqueous solution of o-aminophenol, succindialdehyde and uranyl acetate to give dark violet needles.  (4) Methyl glyoxaldi(o-aminothiophenol) is prepared from o-aminothiophenol and methyl glyoxal in a nitrogenated atmosphere and aqueous solution: a methanol solution of the product is boiled with Cu acetate to give glyoxal-di-(o-aminothiophenol)-Cu (II).  (13) The condensation product of (1) takes up uranyl ions from a solution of Co, Ni, Zn, Cd and U acetates.