Abstract:
Polymethylene polyamine sulfonamides of alkyl-substituted phenolic sulfonic acids wherein the alkyl-substituent has a molecular weight within the range of 400 to 3000 are novel compounds soluble in mineral hydrocarbon oils of the lubricating oil range and as solutes therein are ashless addition agents imparting to the solution a combination of anti-oxidant and detergency-dispersancy properties useful in the lubrication of internal combustion engines. Illustrative of such sulfonamides are mono- and disulfonamides of hexamethylene diamine, tetraethylene pentamine, 2,6-di(aminoethyl) pyridine and N,N''di(aminopropyl) piperazine with 4-alkylphenolic sulfonic acids such as 4-alkyl-1-hydroxyphenyl, 4,4''-dialkyl-1,1''-dihydroxy2,2''-biphenyl, 4-alkyl-1-alkoxyphenyl or 2-tri- and tetra-(4''alkyl-1-hydroxybenzyl)-substituted 4-alkyl-1-hydroxyphenyl sulfonic acid chlorides.
Abstract:
Derivatives of dimeric nuclear carbon-to-carbon coupled palkylphenol have higher activity as lubricating oil addition agents than the same derivative of present p-alkylphenol. For example, sulfonamide or methylene-imine (i.e., product of Mannich Reaction) derivatives of dimeric coupled p-alkylphenol sulfonylchloride or dimeric coupled alkylphenol are more active dispersants than the same sulfonamide or methyleneamine derivative of the parent alkylphenolsulfonyl chloride or palkylphenol. Such dimeric p-alkylphenols can be prepared by oxidative coupling in aqueous alkaline medium in presence of potassium ferricyanide.
Abstract:
COMPLEX SUBSTITUTED ALKYLENE POLYAMINES SUCH AS DI (ALKENYLSUCCINIMIDE) OF N1,N3 SYMMETRICAL BIS(AMINOPOLYAZALKYLENE) UREAS AND OIL-SOLUBLE PRODUCTS DERIVED BY THE REACTION OF P-ALKYLPHENOLS, FORMALDEHYDE AND ALKYLENE POLYAMINES THAT REACT WITH BORIC ACID IN OIL SOLUTION EITHER WITH LOW BORIC ACID UTILIZATION EFFICIENCY OR REACT TO FORM A HAZY PRODUCT WHOSE HAZE CANNOT BE REMOVED BY FILTRATION ARE READILY CONVERTED TO THE DESIRED OIL SOLUTION OF BORON AND NITROGEN CONTAINING PRODUCTS BY FIRST PREPARING AN OIL SOLUTION OF SUPER BORON CONTAINING PRODUCT OF THE COMPLEX SUBSTITUTED ALKYLENE POLYAMINE, COMBINING THE OIL SOLUTION OF SUPER BORON CONTAINING PRODUCT WITH OIL SOLUTION OF THE COMPLEX SUBSTITUTED ALKYLENE POLYAMINE AND EQUILIBRATING THE RESULTING MIXTURE TO A UNIFORM BORON TO NITROGEN CONTENT THROUGHOUT.