# US 4,764,295 A · Non-foaming detergent-dispersant additives for lubricating oils and process for making such additives > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,764,295 A - Document ID: US4764295A - Status: Granted - Kind: A - Application number: 06/735,788 - Filed: 1985-05-20 - Granted: 1988-08-16 - Earliest claimed: 1984-05-25 - Assignees: Orogil - Inventors: Jean-Louis Le Coent - Web page: https://patentgrep.com/patent/US4764295A ## CPC - C10M 159/24: containing sulfonic radicals - F02B 1/04: with fuel-air mixture admission into cylinder - C10M: LUBRICATING COMPOSITIONS (well drilling compositions C09K8/02); USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION (mould release, i.e. separating, agents for metals B22C3/00, for plastics or substances in a plastic state, in general B29C33/56, for glass C03B40/02; textile lubricating compositions D06M11/00, D06M13/00, D06M15/00; immersion oils for microscopy G02B21/33) - F02B: INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL (gas-turbine plants F02C; hot-gas or combustion-product positive-displacement engine plants F02G) ## Abstract Disclosed are detergent-dispersant additives for lubricating oils that are made by contacting an alkylarylsulfonic acid with an alkaline earth base in the presence of an alcohol having a boiling point in excess of 80.degree. C., water, chloride ions and preferably a C.sub.1 -C.sub.4 carboxylic acid. The products may be made more basic by carbonation. The disclosed additives, when not carbonated, have a TBN up to about 40 and, when carbonated, have a TBN of up to about 100. ## Claims ### Claim 1 A detergent-dispersant additive for lubricating oils made by a process comprising the following steps: (a) reacting in a diluent oil an alkylarylsulfonic acid with an alkaline earth base, the amounts of reactants used being such that the molar ratio of the alkaline earth base to the alkyl aryl sulfonic acid in the reaction medium is between about 0.51 and about 1.8; (b) contacting the materials specified in step (a), or their reaction product, with one or more linear or branched aliphatic monohydric alcohols having from 4 to 10 carbon atoms in the presence of water and chloride ions, with the molar ratios of the constituents being: (i) for the chloride ion to the alkylarylsulfonic acid, between about 0.005 and about 0.2; (ii) for the alcohol to the alkylarylsulfonic acid, greater than or equal to about 0.1; and (iii) for the water to the alkylarylsulfonic acid, between about 0.2 and about 5; (c) removing water and alcohol from the product obtained in step (b); and (d) removing solid substances from the product obtained in step (c). ### Claim 2 (depends on 1) The additive of claim 1, wherein the product obtained in step (d) contains about 20% to about 60% by weight of diluent oil. ### Claim 3 (depends on 1) The additive of claim 1, wherein the molar ratios of the constituents used in steps (a) and (b) are: (i) for the alkaline earth base to the alkylarylsulfonic acid, between about 0.55 and about 1.6; (ii) for the chloride ion to the alkylarylsulfonic acid, between about 0.01 and about 0.15; (iii) for the alcohol to the alkylarylsulfonic acid, between about 0.15 and about 2.5; and (iv) for the water to the alkylarylsulfonic acid, between about 0.5 and about 4. ### Claim 4 (depends on 1) The additive of claim 1, wherein the alkaline earth base is lime or active magnesium oxide. ### Claim 5 (depends on 1) The additive of claim 1, wherein the alcohol has a boiling point above about 100.degree. C. ### Claim 6 (depends on 5) The additive of claim 5, wherein the alcohol is 2-ethyl hexanol. ### Claim 7 (depends on 1) The additive of claim 1, wherein the carboxylic acid is formic acid, acetic acid, a mixture of formic acid and acetic acid, a mixture of formic acid and glycolic acid or a mixture of formic acid and oxalic acid. ### Claim 8 (depends on 1) The additive of claim 1, wherein the chloride ions are introduced in the form of calcium chloride, ammonium chloride or zinc chloride. ### Claim 9 (depends on 1) The additive of claim 1, wherein step (c) is carried out at a temperature of about 20.degree. to about 80.degree. C. and step (b) is carried out at a temperature of about 50.degree. to about 120.degree. C. ### Claim 10 (depends on 1) The additive of claim 1, wherein the product obtained in step (b) is carbonated by means of CO.sub.2 prior to the removal of the water and the alcohol in step (c). ### Claim 11 (depends on 10) The additive of claim 10, wherein the product is carbonated at a temperature of about 90.degree. to about 180.degree. C. by introducing an amount of CO.sub.2 that is between that which is completely absorbed by the reaction medium and an amount that is 30% in excess of the amount that is absorbed. ### Claim 12 (depends on 1) The additive of claim 1 wherein step (b) is carried out in the presence of a carboxylic acid having from 1 to 4 carbon atoms, the carboxylic acid being added in an amount such that the molar ratio of the carboxylic acid to the basic alkaline earth base is less than about 2. ### Claim 13 (depends on 12) The additive of claim 12 wherein the molar ratio of the carboxylic acid to the basic alkaline earth base is between about 0.105 a%d about 1.5. ### Claim 14 (depends on 1) A lubricating oil containing an effective amount of the detergent-dispersant additive of claim 1. ### Claim 15 A process for making a detergent-dispersant additive comprising the steps of: (a) reacting in a diluent oil an alkylarylsulfonic acid with an alkaline earth base, the amounts of reactants used being such that the molar ratio of the alkaline earth base to the alkyl aryl sulfonic acid in the reaction medium is between about 0.51 and about 1.8; (b) contacting the materials specified in step (a), or their reaction product, with one or more linear or branched aliphatic monohydric alcohols having from 4 to 10 carbon atoms in the presence of water and chloride ions, with the molar ratios of the constituents being: (i) for the chloride ion to the alkylarylsulfonic acid, between about 0.005 and about 0.2; (ii) for the alcohol to the alkylarylsulfonic acid, greater than or equal to about 0.1; and (iii) for the water to the alkylarylsulfonic acid, between about 0.2 and about 5; (c) removing water and alcohol from the product obtained in step (b); and (d) removing solid substances from the product obtained in step (c). ### Claim 16 (depends on 15) The process of claim 15, wherein said solid substances are removed by filtration. ### Claim 17 (depends on 15) The process of claim 15, wherein the molar ratios of the constituents used in steps (a) and (b) are: (i) for the alkaline earth base to the alkylarylsulfonic acid, between about 0.55 and about 1.6; (ii) for the chloride ion to the alkylarylsulfonic acid, between about 0.01 and about 0.15; (iii) for the alcohol to the alkylarylsulfonic acid, between about 0.15 and about 2.5; and (iv) for the water to the alkylarylsulfonic acid, between about 0.5 and about 4. ### Claim 18 (depends on 15) The process of claim 15, wherein the alkaline earth base is lime or active magnesium oxide. ### Claim 19 (depends on 15) The process of claim 15, wherein the alcohol has a boiling point above about 100.degree. C. ### Claim 20 (depends on 19) The process of claim 19, wherein the alcohol is 2-ethyl hexanol. ### Claim 21 (depends on 15) The process of claim 15, wherein the chloride ions are introduced in the form of calcium chloride, ammonium chloride or zinc chloride. ### Claim 22 (depends on 15) The process of claim 15, wherein step (c) is carried out at a temperature of about 20.degree. to about 80.degree. C. and step (b) is carried out at a temperature of about 50.degree. to about 120.degree. C. ### Claim 23 (depends on 15) The process of claim 15, wherein the product obtained in step (b) is carbonated by means of CO.sub.2 prior to the removal of the water and the alcohol in step (c). ### Claim 24 (depends on 21) The process of claim 21, wherein the product is carbonated at a temperature of about 90.degree. to about 180.degree. C. by introducing an amount of CO.sub.2 that is between that which is completely absorbed by the reaction medium and an amount that is 30% in excess of the amount that is absorbed. ### Claim 25 (depends on 15) The process of claim 15, wherein step (b) is carried out in the presence of a carboxylic acid having from 1 to 4 carbon atoms, the carboxylic acid being added in an amount such that the molar ratio of the carboxylic acid to the basic alkaline earth base is less than about 2. ### Claim 26 (depends on 25) The process of claim 25 wherein the molar ratio of the carboxylic acid to the basic alkaline earth base is between about 0.105 and about 1.5. ### Claim 27 (depends on 25) The process of claim 25, wherein the carboxylic acid is formic acid, acetic acid, a mixture of formic acid and acetic acid, a mixture of formic acid and glycolic acid, or a mixture of formic acid and oxalic acid.