Patent GB-728076-A (GB)
Title: Alkaline earth derivatives of phenols and compositions containing the same
IPC: C07C39/235
Filed: 1952-08-11
Abstract: Alkaline earth metal derivatives of dicarboxylated disulphurized wax-phenols containing three atoms of alkaline earth metal for each two atoms of sulphur are made by reacting a solution of a dicarboxylated wax phenate of the formula <FORM:0728076/IV (b)/1> where A is the nucleus of a phenol, M is an alkaline earth metal, R is a hydrogen atom or an alkyl group, n is an integer from 1-4 and the wax substituents are hydrocarbon wax radicals of at least 18 carbon atoms, with a sufficient amount of an alkaline earth metal compound to give two equivalents of alkaline earth metal for each mol. of the dicarboxylate, heating the product with at least two atomic proportions of sulphur and treating the sulphurized compound with an alkaline earth metal compound in an amount sufficient to give two equivalents of alkaline earth metal for each mol. of the sulphurized compound.  Suitably a solution of the dicarboxylated wax phenate in a mineral oil solution is used in which the wax substituents are derived from a paraffin wax having an average of at least twenty, preferably twenty-three, carbon atoms in the molecule and a melting point of 90-140 DEG  F. p  preferably 126 DEG  F. Specified wax-phenols include those derived from phenol, the naphthols, hydroxy diphenyls, cresols, xylenols, ethyl phenols, amyl phenols, octyl phenols, dodecyl phenols and thymol.  Wax phenols derived from phenol and containing two or three wax substituents or those derived from the cresols and containing two wax substituents are particularly suitable.  The alkali metal compound may be an oxide, hydroxide or alcoholate, and more particularly it may be supplied as the oxide in alcoholic solution.  In an example, a mineral oil solution of a dicarboxylated phenate compound, prepared by treating a mineral oil solution of triwax phenol with barium oxide and reacting the resulting barium compound with carbon dioxide, is neutralized by addition of a further quantity of barium oxide dissolved in methanol, reacted with sulphur at 120-130 DEG  C. and finally treated once more with an alcoholic solution of barium oxide to give an alkaline earth disulphurized dicarboxylated wax phenate according to the invention.ALSO:Additives for mineral oil fractions such as lubricating oils, kerosene and fuel oils comprise alkaline earth metal derivatives of dicarboxylated disulphurized wax-phenols containing three atoms of metal for each two atoms of sulphur, made by reacting a solution of a dicarboxylated wax-phenate of the formula <FORM:0728076/III/1> (where A is the nucleus of a phenol, M is an alkaline earth metal, R is a hydrogen atom or an alkyl group, n is an integer from 1 to 4 and the wax substituents are hydrocarbon wax radicals of at least 18 carbon atoms), with a sufficient amount of an alkaline earth metal compound to give 2 equivalents of metal for each mol of the dicarboxylate, heating the product with at least 2 atomic proportions of sulphur, and treating the sulphurized compound with an alkaline earth metal compound in amount sufficient to give 2 equivalents of metal for each mol of the sulphurized compound. The compounds import detergent properties to lubricating oils, kerosene and fuel oils.