Patent GB-647258-A (GB)
Title: Quarternary ammonium compounds and preserving and disinfecting compositions containing them
Filed: 1947-08-07
Abstract: Oil-soluble quaternary ammonium compounds of the general formula <FORM:0647258/IV (b)/1> (wherein R1 and R2 represent lower alkyl or hydroxyalkyl radicals, each containing not more than 3 carbon atoms, or jointly form with the nitrogen atom a heterocyclic ring, which may contain a second hetero atom, Ar represents aryl or substituted aryl wherein the substituent includes lower alkyl p  radicals of not more than 3 carbon atoms, halogen atoms and nitro groups, n is an integer not greater than 3, R3 represents a radical of at least 10 carbon atoms of the class alkyl, aralkyl or alkaralkyl, the aliphatic hydrocarbon chain of which may or may not be interrupted by oxygen, sulphur or nitrogen, and X represents the anion of a higher fatty acid or an aliphatic carboxylic acid, the carbon chain of which is interrupted by oxygen, both such anions containing at least 5 carbon atoms) are manufactured by reacting the corresponding quaternary ammonium salt of an acid forming an insoluble silver salt with moist silver oxide in aqueous solution and neutralizing the resulting quaternary ammonium hydroxide with an acid X-H.  Examples describe the preparation of: (1) N - (p - tert. - octyl) - phenoxyethoxyethyl-N:N - dimethyl - N - benzylammonium oleate; (2) n - dodecyl - dimethyl - benzyl - ammonium n - caproate; (3) p - tert. - octylphenoxyethoxyethyl - dimethyl - benzyl - ammonium n - octyloxyacetate.  A list of additional starting materials is given. The Specification as open to inspection under Sect. 91 comprises also the manufacture of compounds of the general formula above, in which X is the anion of any saturated or unsaturated aliphatic carboxylic acid, e.g. acetic, propionic or butyric acid.  Several additional starting materials falling outside the scope of the definition given above are also specified.  This subject-matter does not appear in the Specification as accepted.ALSO:Self-sterilizing vegetable oil compositions, having germicidal and fungicidal properties, are manufactured by dissolving in a vegetable oil or a vegetable oil solution of a medicament a quaternary ammonium compound of the general formula <FORM:0647258/VI/1> wherein R1 and R2 represent lower alkyl or hydroxyalkyl radicals, each containing not more than 3 carbon atoms, or jointly form with the nitrogen atom a heterocyclic ring, which may contain a second hetero atom, Ar represents aryl or substituted aryl wherein the substituent includes lower alkyl radicals of not more than 3 carbon atoms, halogen atoms and nitro groups, n is an integer not greater than 3, R3 represents a radical of at least 10 carbon atoms of the class alkyl, aralkyl or alkaralkyl, the aliphatic hydrocarbon chain of which may or may not be interrupted by oxygen. sulphur or nitrogen, and X represents the anion of a higher fatty acid or an aliphatic carboxylic acid the carbon chain of which is interrupted by oxygen, both such anions containing at least 5 carbon atoms. Lists of suitable oils and quaternary ammonium compounds are given.  The Specification as open to inspection under Sect. 91 comprises also a reference to certain quaternary ammonium compounds not covered by the general formula above.  This subject-matter does not appear in the Specification as accepted.