EP4225877A1 - Composition d'additif sans cendres - Google Patents

Composition d'additif sans cendres

Info

Publication number
EP4225877A1
EP4225877A1 EP21787056.7A EP21787056A EP4225877A1 EP 4225877 A1 EP4225877 A1 EP 4225877A1 EP 21787056 A EP21787056 A EP 21787056A EP 4225877 A1 EP4225877 A1 EP 4225877A1
Authority
EP
European Patent Office
Prior art keywords
branched
independently
linear
lubricating oil
chain monovalent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP21787056.7A
Other languages
German (de)
English (en)
Inventor
Jr. William Raymond Ruhe
Masami Fuchi
Seyedeh Mahboobeh Hosseini
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chevron Japan Ltd
Chevron Oronite Co LLC
Original Assignee
Chevron Japan Ltd
Chevron Oronite Co LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chevron Japan Ltd, Chevron Oronite Co LLC filed Critical Chevron Japan Ltd
Publication of EP4225877A1 publication Critical patent/EP4225877A1/fr
Pending legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/16—Amides; Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38—Heterocyclic nitrogen compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38—Heterocyclic nitrogen compounds
    • C10M133/40—Six-membered ring containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/028—Overbased salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/26—Overbased carboxylic acid salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/086—Imides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbasedsulfonic acid salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/36—Seal compatibility, e.g. with rubber
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/40—Low content or no content compositions
    • C10N2030/45—Ash-less or low ash content
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/52—Base number [TBN]
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/045—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for continuous variable transmission [CVT]
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/14—Electric or magnetic purposes
    • C10N2040/16—Dielectric; Insulating oil or insulators
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00—Specific manufacturing methods for lubricant compositions

Definitions

  • This disclosure relates to lubricating oil additives and lubricating oil compositions containing the same. More specifically, this disclosure describes ashless additives that can increase total base number and/or modify friction and/or improve wear performance in lubricating oils.
  • Lubricating oils are often formulated to a specific total base number (TBN) or TBN range. This ensures that the lubricating oils contain sufficient basic additives and/or detergents to neutralize acidic byproducts that can damage engine parts.
  • Conventional base-containing additives such as overbased phenate and sulfonate detergents carry with them an abundance of metal as measured by sulfated ash. This presents challenges as industry and regulatory standards keep pushing towards ash restriction.
  • Basic amine additives are an alternative to ash containing overbased metal detergents. At least one drawback is that amine additives can degrade fluoroelastomers which are commonly found in seals (e.g., Viton seals).
  • Basic amine additives such as succinimide dispersants, contain polyamine head-groups, which are believed to cause dehydrofluorination in fluoroelastomeric seals.
  • Certain additives may be multi-functional (e.g., friction modifier, anti- wear) and provide more than one performance benefit.
  • an ashless additive composition comprising: tertiary amine-containing compound having the following structure: wherein R 1 and R 2 are independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m + p is from 2 to 4, and n is independently from 1 to 6.
  • a lubricating oil composition comprising: a major amount of a base oil; and an ashless tertiary amine-containing compound having the following structure: wherein R 1 and R 2 are independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m + p is from 2 to 4, and n is independently from 1 to 6.
  • an ashless additive composition comprising diamide product of a reaction comprising: a hydrocarbyl-substituted succinic anhydride represented by the following structure: wherein R 1 is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms; and a cyclic polyamine represented by the following structure: wherein R 2 is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, m is from 0 to 4, p is from 0 to 4, m + p is from 2 to 4, and n is from 1 to 6; and wherein the hydrocarbyl-substituted succinic anhydride to cyclic polyamine ratio is from about 1.5:1 to about 1.6:1.
  • a method for operating an internal combustion engine comprising lubricating said engine with a lubricating oil composition comprising: a major amount of base oil of lubricating viscosity; and an ashless tertiary amine containing composition having the following structure:
  • R 1 and R 2 are independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m + p is from 2 to 4, and each n is independently from 1 to 6.
  • FIG. 1 shows a graph illustrating an aspect of the present invention as described in the Examples.
  • FIG. 2 shows a graph illustrating an aspect of the present invention as described in the Examples.
  • total base number refers to the amount of base equivalent to milligrams of KOH in 1 gram of sample as measured by the ASTM D- 2896 test.
  • hydrocarbyl refers to a chemical group or moiety derived from hydrocarbons including saturated and unsaturated hydrocarbons.
  • hydrocarbyl groups include alkenyl, alkyl, polyalkenyl, polyalkyl, phenyl, and the like.
  • the present invention relates to an ashless additive composition that can be utilized as a TBN source and/or friction modifier and/or anti-wear agent in lubricating oil.
  • the additive composition can be used at cost-effective treat rates while maintaining fluoroelastomer seal compatibility.
  • the present invention may also be used as a friction modifier which reduces friction and wear in machine components.
  • the ashless additive composition of the present invention includes product(s) of a reaction involving a hydrocarbyl-substituted succinic anhydride and a cyclic polyamine.
  • the result is a diamide structure featuring at least two basic tertiary amines.
  • the ashless additive composition of the present invention may be synthesized by any known compatible method such as those described in, for example, U.S. Patent Publication No. 20180034635 and U.S. Patent No. 7,091,306, which are hereby incorporated by reference.
  • the reaction may proceed under various conditions. Generally, the hydrocarbyl-substituted succinic anhydride is reacted with the cyclic polyamine at a temperature of about 130°C to 220°C (e.g., 140°C to 200°C, 145°C to 175°C, etc.). More preferably, the temperature may range from about 160°C to 215°C. In general, the imidation step may be carried out at lower temperatures (e.g., 150°C to 170°C) while higher temperatures (e.g., 200°C to 220°C) may be necessary to complete the amidation step. [020] The reaction can be carried out under an inert atmosphere, such as nitrogen or argon.
  • an inert atmosphere such as nitrogen or argon.
  • a suitable molar charge of hydrocarbyl-substituted succinic anhydride to cyclic polyamine is from about 1.4:1 to about 1.7:1, more preferably from about 1.5:1 to about 1.6:1.
  • CMR charge mole ratio
  • the charge mole ratio is important as too much hydrocarbyl- substituted succinic anhydride can result in mono amide/acid structure instead of the diamide structure while too little can result in mono succinimide products containing secondary amines.
  • the reaction may proceed in multiple steps, wherein the total CMR of hydrocarbyl-substituted succinic anhydride to cyclic polyamine or cyclic polyamine product is from about 1.4:1 to about 1.7:1, more preferably from about 1.5:1 to about 1.6:1.
  • the first step may involve the reaction between the hydrocarbyl-substituted succinic anhydride and cyclic polyamine in a 1 :1 charge mole ratio to generate the imide structure.
  • the imide structure is reacted with hydrocarbyl-substituted succinic anhydride at about 0.5 charge mole ratio (succinic anhydride to imide product) to form the diamide structure.
  • the total CMR of the two steps is 1.5:1.
  • the hydrocarbyl-substituted succinic anhydride in the first step and hydrocarbyl-substituted succinic anhydride in the second step may be the same or may differ in the hydrocarbyl groups.
  • hydrocarbyl-substituted succinic anhydride is given by Structure I:
  • R 1 is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, such as from ten to twenty carbon atoms, twelve to twenty carbon atoms, and fourteen to twenty carbon atoms. In some embodiments, the average number of carbons is about 14 or higher.
  • R 1 may be cyclic or acylic. In some embodiments, R 1 is saturated. In other embodiments, R 1 is unsaturated.
  • hydrocarbyl group may depend on a number of factors. Solubility in oil is an important consideration. In general, longer hydrocarbyl groups have greater solubility in oil.
  • hydrocarbyl-substituted succinic anhydrides are commercially readily available.
  • alkenyl succinic anhydrides are widely used in paper sizing.
  • hydrocarbyl-substituted succinic anhydrides of the present invention may be synthesized by well-established methods.
  • One conventional synthesis involves reacting maleic anhydride with an olefin at elevated temperatures ( ⁇ 200°C).
  • the cyclic polyamine is represented by
  • Structure II Structure II wherein R 2 is a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, m is from 0 to 4, p is from 0 to 4, wherein m + p is from 2 to 4, and n is from 1 to 6.
  • R 2 may be cyclic or acylic. In some embodiments, R 2 is saturated. In other embodiments, R 2 is unsaturated.
  • the cyclic polyamine serves as the source of basic tertiary amines.
  • Suitable examples of cyclic polyamines include, for example, aminoethyl piperazine, aminopropyl piperazine, aminobutyl piperazine, aminoethyl diazepane, aminoethyl diazocane, suitable derivatives thereof, and the like.
  • One class of ashless additive composition may be represented by Structure III:
  • R 1 and R 2 are independently a linear or branched-chain monovalent hydrocarbyl group having two to about twenty carbon atoms, each m is independently from 0 to 4, each p is independently from 0 to 4, for each cyclic moiety m + p from 2 to 4 and each n is independently from 1 to 6.
  • the ashless additive composition of the present invention is usually present in the lubricating oil composition in concentrations ranging from about 0.001 to about 20 wt. % (including, but not limited to, 0.01 to 5 wt. %, 0.2 to 4 wt. %, 0.5 to 3 wt. %, 1 to 2 wt. %, and so forth), based on the total weight of the lubricating oil composition.
  • Oils used as the base oil will be selected or blended depending on the desired end use and the additives in the finished oil to give the desired grade of engine oil, e.g. a lubricating oil composition having an Society of Automotive Engineers (SAE) Viscosity Grade of 0W, 0W-8, 0W-16, 0W-20, 0W-30, 0W-40, 0W-50, 0W-60, 5W, 5W- 20, 5W-30, 5W-40, 5W-50, 5W-60, 10W, 10W-20, 10W-30, 10W-40, 10W-50, 15W, 15W-20, 15W-30, or 15W-40.
  • SAE Society of Automotive Engineers
  • the oil of lubricating viscosity (sometimes referred to as “base stock” or “base oil”) is the primary liquid constituent of a lubricant, into which additives and possibly other oils are blended, for example to produce a final lubricant (or lubricant composition).
  • a base oil which is useful for making concentrates as well as for making lubricating oil compositions therefrom, may be selected from natural (vegetable, animal or mineral) and synthetic lubricating oils and mixtures thereof.
  • base stocks and base oils in this disclosure are the same as those found in American Petroleum Institute (API) Publication 1509 Annex E ("API Base Oil Interchangeability Guidelines for Passenger Car Motor Oils and Diesel Engine Oils," December 2016).
  • Group I base stocks contain less than 90% saturates and/or greater than 0.03% sulfur and have a viscosity index greater than or equal to 80 and less than 120 using the test methods specified in Table E-1.
  • Group II base stocks contain greater than or equal to 90% saturates and less than or equal to 0.03% sulfur and have a viscosity index greater than or equal to 80 and less than 120 using the test methods specified in Table E-1.
  • Group III base stocks contain greater than or equal to 90% saturates and less than or equal to 0.03% sulfur and have a viscosity index greater than or equal to 120 using the test methods specified in Table E-1.
  • Group IV base stocks are polyalphaolefins (PAO).
  • Group V base stocks include all other base stocks not included in Group I, II, III, or IV.
  • Natural oils include animal oils, vegetable oils (e.g., castor oil and lard oil), and mineral oils. Animal and vegetable oils possessing favorable thermal oxidative stability can be used. Of the natural oils, mineral oils are preferred. Mineral oils vary widely as to their crude source, for example, as to whether they are paraffinic, naphthenic, or mixed paraffinic-naphthenic. Oils derived from coal or shale are also useful. Natural oils vary also as to the method used for their production and purification, for example, their distillation range and whether they are straight run or cracked, hydrorefined, or solvent extracted.
  • Synthetic oils include hydrocarbon oil.
  • Hydrocarbon oils include oils such as polymerized and interpolymerized olefins (e.g., polybutylenes, polypropylenes, propylene isobutylene copolymers, ethylene-olefin copolymers, and ethylene- alphaolefin copolymers).
  • Polyalphaolefin (PAO) oil base stocks are commonly used synthetic hydrocarbon oil.
  • PAOs derived from C 8 to C 14 olefins e.g., C 8 , C 10 , C 12 , C 14 olefins or mixtures thereof, may be utilized.
  • base oils include non-conventional or unconventional base stocks that have been processed, preferably catalytically, or synthesized to provide high performance characteristics.
  • Non-conventional or unconventional base stocks/base oils include one or more of a mixture of base stock(s) derived from one or more Gas-to-Liquids (GTL) materials, as well as isomerate/isodewaxate base stock(s) derived from natural wax or waxy feeds, mineral and or non-mineral oil waxy feed stocks such as slack waxes, natural waxes, and waxy stocks such as gas oils, waxy fuels hydrocracker bottoms, waxy raffinate, hydrocrackate, thermal crackates, or other mineral, mineral oil, or even non- petroleum oil derived waxy materials such as waxy materials received from coal liquefaction or shale oil, and mixtures of such base stocks.
  • Other base oils include Coal to liquid (CTL) products and alkyl-naphthalene.
  • Base oils for use in the lubricating oil compositions of present disclosure are any of the variety of oils corresponding to API Group I, Group II, Group III, Group IV, and Group V oils, and mixtures thereof, preferably API Group II, Group III, Group IV, and Group V oils, and mixtures thereof, more preferably the Group III to Group V base oils due to their exceptional volatility, stability, viscometric and cleanliness features.
  • the base oil will have a kinematic viscosity at 100°C (ASTM D445) in a range of 1.5 to 35 mm 2 /s (e.g., 1.5 to 25 mm 2 /s, 2.0 to 20 mm 2 /s, or 2.0 to 15 mm 2 /s).
  • the present lubricating oil compositions may also contain conventional lubricant additives for imparting auxiliary functions to give a finished lubricating oil composition in which these additives are dispersed or dissolved.
  • the lubricating oil compositions can be blended with antioxidants, ashless dispersants, anti-wear agents, detergents such as metal detergents, rust inhibitors, dehazing agents, demulsifying agents, friction modifiers, metal deactivating agents, pour point depressants, viscosity modifiers, antifoaming agents, co-solvents, package compatibilizers, corrosion-inhibitors, dyes, extreme pressure agents and the like and mixtures thereof.
  • a variety of the additives are known and commercially available. These additives, or their analogous compounds, can be employed for the preparation of the lubricating oil compositions of the invention by the usual blending procedures.
  • each of the foregoing additives when used, is used at a functionally effective amount to impart the desired properties to the lubricant.
  • a functionally effective amount of this ashless dispersant would be an amount sufficient to impart the desired dispersancy characteristics to the lubricant.
  • the concentration of each of these additives, when used may range, unless otherwise specified, from about 0.001 to about 20 wt. %, such as about 0.01 to about 10 wt. %.
  • the following non-limiting examples are illustrative of the present invention. Brief descriptions of how the examples were prepared are provided.
  • the reactor was heated to 195°C under a nitrogen sweep and maintained for 1 hour. The mixture was then cooled down to ambient temperature.
  • reaction mixture was reheated the following day to 200°C while applying vacuum up to 35 mm Hg.
  • the reaction mixture was held at temperature for an additional 2.5 hours.
  • Example 11 This Example is a composite of Example 11, Example 15, and Example 16.
  • a baseline lubricating oil formulation was formed containing ashless dispersants, alkaline earth metal carboxylate, sulfonate, and phenate detergents, zinc dithiophosphate, non-dispersant viscosity index improver, antioxidants, foam inhibitor, and pour point depressant.
  • This sample is an automotive engine oil with a conventional amine- containing additive.
  • HTCBT High Temperature Corrosion Bench Test
  • the ASTM D6594 HTCBT was used to evaluate engine lubricants to determine their tendency to corrode various metals, specifically alloys of lead and copper commonly used in cam followers and bearings.
  • Four metal specimens of copper, lead, tin and phosphor bronze were immersed in engine oil. The oil, at an elevated temperature (170°C), was blown with air (5 l/h) for a period of time (168 h).
  • Lubricating oil samples were also tested for their wear performance using High Frequency Reciprocating Rig (HFRR) test.
  • HFRR High Frequency Reciprocating Rig
  • Comparative Example C includes a baseline lubricating oil.
  • Example 6 includes the baseline lubricating oil of Comparative Example C and an ashless additive of the present invention (reaction product of C 18 succinic anhydride and aminoethyl piperazine).
  • Example 7 includes the lubricating oil of Comparative Example C and a conventional amine-containing additive.
  • Samples (Comparative Example D, Examples 8 and 9) including ashless additive compositions of the present invention were tested in automatic transmission fluid. The static torque was measured using JASO SAE #2 friction test. Figure 2 shows the SAE #2 results.
  • This sample includes a baseline automatic transmission fluid and the reaction product of C 20 succinic anhydride and diethylenetriamine (DETA) at 2:1 charge mole ratio.
  • the treat rate is 1.0 wt%.
  • This sample includes the baseline automatic transmission fluid used in Comparative Example D and the reaction product of C 18 succinic anhydride and aminoethyl piperazine at 1.6:1 charge mole ratio.
  • the treat rate is 1.0 wt%.
  • This sample includes the baseline automatic transmission fluid used in Comparative Example D and the reaction product of C 20 succinic anhydride and aminoethyl piperazine at 1.6:1 charge mole ratio.
  • the treat rate is 1.19 wt%.
  • ranges from any lower limit may be combined with any upper limit to recite a range not explicitly recited, as well as, ranges from any lower limit may be combined with any other lower limit to recite a range not explicitly recited, in the same way, ranges from any upper limit may be combined with any other upper limit to recite a range not explicitly recited.
  • ranges from any upper limit may be combined with any other upper limit to recite a range not explicitly recited.
  • within a range includes every point or individual value between its end points even though not explicitly recited. Thus, every point or individual value may serve as its own lower or upper limit combined with any other point or individual value or any other lower or upper limit, to recite a range not explicitly recited.
  • compositions, an element or a group of elements are preceded with the transitional phrase “comprising,” it is understood that we also contemplate the same composition or group of elements with transitional phrases “consisting essentially of,” “consisting of,” “selected from the group of consisting of,” or “is” preceding the recitation of the composition, element, or elements and vice versa.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

L'invention concerne un additif lubrifiant sans cendres. L'additif est un composé contenant une amine tertiaire présentant la structure suivante : dans laquelle R1 et 2 sont indépendamment un groupe hydrocarbyle monovalent à chaîne linéaire ou ramifiée ayant de deux à environ vingt atomes de carbone, chaque m est indépendamment de 0 à 2, chaque p est indépendamment de 0 à 2, pour chaque fraction cyclique m + p est de 2 à 4, et chaque n est indépendamment de 1 à 6.
EP21787056.7A 2020-10-05 2021-09-29 Composition d'additif sans cendres Pending EP4225877A1 (fr)

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US202063087584P 2020-10-05 2020-10-05
PCT/IB2021/058896 WO2022074512A1 (fr) 2020-10-05 2021-09-29 Composition d'additif sans cendres

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Publication number Priority date Publication date Assignee Title
US3200076A (en) * 1963-03-28 1965-08-10 California Research Corp Polypiperazinyl succinimides in lubricating oils
JP4498920B2 (ja) * 2002-05-30 2010-07-07 出光興産株式会社 内燃機関用潤滑油添加剤組成物
US7091306B2 (en) 2003-05-09 2006-08-15 Chevron Oronite Company Llc Process for preparing polyalkenylsuccinimides
WO2004113477A1 (fr) * 2003-06-23 2004-12-29 Idemitsu Kosan Co., Ltd. Additif pour huile lubrifiante et composition d'huile lubrifiante
RU2683853C1 (ru) 2015-04-08 2019-04-02 Хуавей Текнолоджиз Ко., Лтд. Способ улучшения ключа системы gprs, устройство sgsn, пользовательское устройство, hlr/hss и система gprs

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JP2023543939A (ja) 2023-10-18
WO2022074512A1 (fr) 2022-04-14
CA3197324A1 (fr) 2022-04-14

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