Patent GB-590369-A (GB)
Title: Improvements relating to the production and use of germicidal materials containing mercury
IPC: C07F3/10
Filed: 1944-05-26
Abstract: Mercury aralkyl compounds of the general formula <FORM:0590369/IV/1> wherein R1 represents alkyl, or aralkyl, R2 represents H, alkyl or aralkyl and M represents a hydroxyl group or an anion of an inorganic or organic acid, or an alkyl or aryl group, are produced by reaction of a mercury compound with a secondary or tertiary benzyl amine obtained (a) by condensing benzyl or dibenzyl alcohol or the corresponding halides with an alkyl, alkylol, aryl or aralkyl primary or secondary amine, or with a heterocyclic nitrogen compound having the nitrogen atom in the ring; (b) by condensing a phenol with a primary or secondary amine and formaldehyde.  Mercurous or mercuric salts of inorganic or aliphatic organic acids, e.g. nitric, hydrochloric, sulphuric, acetic, citric or lactic acids, or mercury compounds of the general formula <FORM:0590369/IV/2> wherein X represents a hydroxyl group or an anion of an inorganic or organic acid and Y represents a halogen atom or a nitro, alkyl, or hydroxy group, e.g. phenyl mercury acetate, phenyl mercury nitrate or phenyl mercury hydroxide, may be used.  Specified amines are methylamine, diethylamine, ethanolamine, diethanolamine, aniline, phenylene diamines, toluidines, xylidines, N-methylaniline, N-dimethylaniline, benzylamine, naphthalimide, phthalimide, melamine, pyrrole and substituted pyrroles, pyridine, quinolines, acridine, indole and their substituted derivatives, the azines, e.g. morpholine and the diazines, e.g. pyrazine.  Increased water-solubility is conferred by mixing the germicidal compounds with an aqueous inorganic or organic acid and evaporating to produce the corresponding pentavalent nitrogen salt.  The products, having germicidal and p  fungicidal properties, are applicable in treating materials such as textiles, paper, leather, rubber, paints, lacquers and cosmetics.  In examples: (1) paraformaldehyde is reacted with a mixture of phenol and morpholine and water and excess formaldehyde are distilled off, the product is treated with mercuric acetate and acetic acid to yield the requisite compound; (2) paraformaldehyde is reacted with p-tertiary amyl phenol and dimethylamine, as in (1), and the residue is heated with mercuric acetate; (3) phenol is warmed with the product of (2) to effect fission of acetic acid; (4) benzyl chloride is treated with ethylamine and the resulting benzyl ethylamine is then treated with phenyl mercury acetate; (5) the products of (1) to (4) inclusive are treated with aqueous orthophosphoric acid to yield the corresponding phosphoric acid salts.  The germicides prepared by this invention may be added to paints, lacquers and other coating compositions and incorporated in cosmetics such as hair tonics, salves and cold creams.ALSO:Compounds of the general formula <FORM:0590369/VI/1> where R1 is alkyl or aralkyl, R2 is hydrogen, alkyl or aralkyl or R1 x R1 together represent a divalent cyclic group and M is an hydroxyl group or an anion of an organic or inorganic acid or an alkyl or aralkyl group, are used as additions to paints, lacquers, textiles, paper, leather, rubber and cosmetics to render them bacteriostatic and fungistatic.