Imine derivatives of alkylated aryl compounds

An oil-soluble additive having pour point depressing and sludge dispersing properties when added to a mineral lubricating oil, which comprises the product obtained by condensing a ketone, obtained by acylation of wax-alkylated naphthalene, with an alkylene polyamine at a temperature of from about 140.degree. to 350.degree.F. for a sufficient period of time to split out water and form a Schiff base and wherein:

• said wax-alkylated naphthalene is the condensation product of naphthalene with a chlorinated paraffin wax of 12 to 40 carbon atoms chlorinated to about 10 to about 15 wt. % chlorine, wherein from about 9 parts of chlorinated paraffin wax is condensed per part of naphthalene, to about 100 parts by weight of chlorinated paraffin wax is condensed per 20 parts by weight of naphthalene,
• said acylation being effected by mild oxidation by air blowing at temperatures in the range of about 160.degree. to 480.degree.F. for about 2 to 48 hours, of said wax-alkylated naphthalene, or by reaction with in the range of about 0.1 to about 1.0 molar proportion of an acyl halide or acid anhydride of a C.sub.2 to C.sub.10 monocarboxylic acid per molar proportion of wax-alkylated naphthalene,
• said alkylene polyamine having 2 to 12 nitrogen atoms, and wherein pairs of nitrogen atoms are joined by alkylene groups of 2 to 4 carbon atoms,
• and in the range of about 0.2 to about 1.5 molar proportion of polyamine is condensed per molar proportion of acylated wax-alkylated naphthalene.