Patent GB-1009914-A (GB)
Title: Phosphorus- and nitrogen-containing compositions and lubricating compositions containing them
IPC: C10M137/10
Filed: 1963-07-04
Abstract: A lubricating composition comprises a major proportion by weight of a lubricating oil and a minor proportion by weight of a phosphorus-and nitrogen-containing product obtained by reacting a hydroxy-substituted triester of a phosphorothioic acid with an inorganic phosphorus acid, phosphorus oxide or phosphorus halide to form an acidic intermediate and neutralizing a substantial portion (generally at least 50%) of the acidic intermediate with a hydroxy amine.  The hydroxy amine may be an aliphatic, cycloaliphatic, aromatic or heterocyclic amine and is preferably one having the formula R111.N(Q).(AO)xH, wherein R111 is a hydrocarbon radical which may contain no more than one polar substituent, e.g. Cl, Br, I, alkoxy, aryloxy, nitro, keto or aldehydo group, x is 1 to 10 inclusive, Q is hydrogen, (AOxH or R111 and A is a C1-C5 alkylene radical.  Suitable reactants to form the additive and specified lubricating oils and other additives which may be present are as disclosed in the parent Specification.ALSO:A phosphorus- and nitrogen-containing composition is obtained by reacting a hydroxy-substituted triester of a phosphorothioic with an inorganic phosphorus acid, phosphorus oxide, or phosphorus, halide and neutralizing a substantial portion (generally at least 50%) of the acidic intermediate formed with a hydroxy amine.  The hydroxy-substituted triester may contain a polyisobutylene (M.W. 1500) radical, or a polypropylene (M.W. 300)-substituted phenyl radical.  Reaction details are as disclosed in the parent Specification.  The hydroxy amine may be aliphatic, cyclo-aliphatic aromatic or heterocyclic and is preferably an amine of the general formula R111.N(Q).(AO)xH wherein R111 is a hydrocarbon radical which may contain no more than one polar substituent, e.g. Cl, Br, I, alkoxy, aryloxy, nitro, keto or aldehyde group, x is 1 to 10 inclusive, Q is hydrogen, (AO)xH or R111 and A is a C1-C5 alkylene radical.  The products are useful as insecticides and rust-preventing agents and as lubricant additives (see Division C5).ALSO:A phosphorus and nitrogen-containing composition is obtained by forming an acidic intermediate by the reaction of a hydroxy-substituted triester of a phosphorothioic acid with an inorganic phosphorus acid, phosphorus oxide or phosphorus halide and neutralizing a substantial portion of the acidic intermediate with a hydroxy-substituted amine.  The hydroxy amine may be an aliphatic, aromatic, cycloaliphatic or heterocyclic amine and is preferably one having the formula R111N(Q).(AO)xH, wherein R111 is a hydrocarbon radical which may contain no more than one polar group, e.g. Cl, Br, I, alkoxy, aryloxy, nitro, keto or aldehydo group, x is 1 to 10 inclusive, Q is hydrogen, (AO)xH or R111, and A is a C1-C5 alkylene radical and especially such hydroxy amines as are obtained by reacting an aliphatic primary or secondary amine with an epoxide in the presence of a suitable catalyst, e.g. a hydroxy amine obtained by reacting a mixture of C11 to C14 tert.-alkyl primary amines with ethylene oxide in the presence of Na.  Other suitable reactants and reaction conditions are as disclosed in the parent Specification and the products are useful as insecticides (see Division A5), as rust inhibitors and as lubricant additives (see Division C5).ALSO:An insecticidal composition, which may be in the form of an emulsion, contains as active ingredient a phosphorus-and nitrogen-containing product obtained by reacting a hydroxy-substituted triester of a phosphorothioic acid with an inorganic phosphorus acid, phosphorus oxide or phosphoros halide to form an acidic intermediate and neutralising a substantial portion (generally at least 50%) of the latter with a hydroxyamine.  The amine used may be aliphatic, cycloalenhatic, aromatic, or heterocyclic and preferred hydroxy amines are those having the general formula R111.  N(Q).(AO)xH wherein R111 is a hydrocarbon radical which may contain no more than one polar substituent, e.g. Cl, Br, I, alkoxy, aryloxy, nitro, keto or aldehydo group, Q is hydrogen, (AO)xH or R111, A is a C1-C5 alkylene radical, and x is 1 to 10 inclusive.  Other suitable reactants to form the active ingredient are as disclosed in the parent Specification 1,009,913.