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
• • C—CHEMISTRY; METALLURGY
  • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
  • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
  • C25B15/00—Operating or servicing cells
  • C25B15/08—Supplying or removing reactants or electrolytes; Regeneration of electrolytes
• • C—CHEMISTRY; METALLURGY
  • C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
  • C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
  • C25B3/00—Electrolytic production of organic compounds
  • C25B3/20—Processes
  • C25B3/29—Coupling reactions
  • C25B3/295—Coupling reactions hydrodimerisation
• • 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
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
• • 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
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
  • C10M2215/062—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
• • 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
  • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
  • C10M2215/26—Amines
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
• • 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
  • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral 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
  • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
  • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
• • 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
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/25—Internal-combustion engines
  • C10N2040/251—Alcohol-fuelled 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
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/25—Internal-combustion engines
  • C10N2040/255—Gasoline 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
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/25—Internal-combustion engines
  • C10N2040/255—Gasoline engines
  • C10N2040/28—Rotary 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
  • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
  • C10N2050/015—Dispersions of solid lubricants
  • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating
• • 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
  • C10N2070/02—Concentrating of additives

Definitions

• This invention relates to an alkaline lubricating oil and more particularly pertains to lubricating oils of high dispersancy-detergency and high alkalinity for use as crankcase lubricant in heavy duty diesel engines such as railway freight diesel engines.
• crankcase lubricant oils which are stabilized against oxidation, are non-corrosive to silver bearings, keep in suspension combustion products which would deposit and/ or form as sludge and/ or varnish on pistons, cylinder liners and undercrown cavities.
• the diesel crankcase lubricant should prevent carbon deposition in the top ring piston grooves.
• the alkalinity life of the crankcase lubricating oil should be long for the purpose of reducing the need to add alkalinity imparting additives before complete change of crankcase lubricant oil or to reduce the frequency of changes of crankcase lubricating oil.
• crankcase lubricating oils for heavy duty diesel engines must be so formulated that silver connecting rod bearings and lead surfacing thereon are not attacked either by the additives in the oil formulation or by the dispersed, neutralized or decomposition products thereon during extended use.
• the present invention is directed to a unique com-bination of lubricant oil addition agents dissolved in the required base oils for heavy duty diesel engine crankcase lubrication.
• the diesel engine crankcase lubricant compositions of this invention when used in field testing in new high speed railway diesel freight engines have demonstrated their ability to maintain a clean engine, provide reserve alkalinity in the used crankcase oil and protect the lead surfaced silver connecting rod bearing even after 77,000 miles of high speed freight service.
• Most of the parts of one engine replicate of several under test at the same time on the same oil formulation when disassembled showed negligible Wear by precise micrometer measurements. That is, after 77,000 miles of high speed services most of the used engines internal parts were within newly manufactured part tolerance ranges and none showed sufliciently high wear to warrant replacement.
• the unique combination of lubricant addition agents is a mixture of the exactly neutralized calcium salt of a N,N-bis(alkyl substituted hydroxybenzyl) alkylene diamine and a his (alkenylsuccinimide) of polyalkylene polyamine or of a urea condensation derivative of polyalkylene polyamine, N,N- bis(polyazalkylamino) ureylene.
• exactly neutralized calcium salt of N,N-bis(alkyl substituted hydroxybenzyl) alkylene diamine is meant that calcium salt which contains one gram atom calcium for two molecular equivalents of hydroxyl group, that is one calcium replaces one hydrogen on each of two OH groups.
• N,N-bis (alkyl substituted hydroxybenzyl) alkylene diamines are well known com-pounds and are generally derived by reacting two moles alkyl substituted phenol, two moles formaldehyde and one mole alkylene diamine such as ethylene diamine, 1,2-diamino-propane, 1,3-diamino-propane, 1,2-diamino-butane, 1,3-diamino-butane, 1,4-diamino-butane, diamino-pentanes, diamino-hexanes, etc. Desirably, these alkylene diamines contain 2 to carbon atoms.
• alkyl substituent on the benzene ring of the starting phenol and therefore in the N,N-bis (alkyl substituted hydroxybenzyl) alkylene diamine is de- 3,340,190 Patented Sept. 5, 1967 sirably of a size (carbon number) to impart oil solubility to the calcium salt.
• the alkyl substituent is alkyl hydrocarbon containing 5 to 70 carbon atoms.
• the bis(alkenylsuccinimide) of polyalkylene polyamines or of urea polyalkylene polyamine condensation derivative are not as easily illustrated by structural formula. In general, they are obtained by reacting about two moles of alkenyl (or alkyl) substituted s-uccinic anhydride with one mole of polyalkylene polyamine.
• the alkenyl or alkyl substituent on the bis-succinimide also must be of a size (carbon number) to impart oil solubility.
• alkyl or alkenyl groups having at least 30 carbon atoms (about 420 molecular weight) up to 215 carbon atoms (about 3000 molecular weight) are desired.
• Such C to C alkyl or alkenyl succinic anhydrides are obtained by reacting in a known manner maleic anhydride with wax hydrocarbons, low molecular weight (M of 420 to 3000) polymers of propylene, isobutylene or copolymers of propylene or isobutylene with a different C to C mono-olefin.
• the polyalkylene polyamine can be considered a product of the reaction of ammonia and a dihaloalkane, i.e., dichlorethane.
• the polyalkylene polyamines can be illustrated by the formula:
• alkylene-liq XH wherein alkylene is a divalent, open chain C to C hydrocarbon, R is lower alkyl hydrocarbon (i.e. C to C and x is a number of from 2 to 10.
• alkylene polyamines include diethylene triamine, triethylene tetramine, tetraethylene pentamine, pentaethylene hexamine, heptaethylene octarnines (3, 6,
• the urea-polyalkylene polyamine condensation product (polyazalkyl amino) ureylene is obtained according to the method of a contemporary by reacting two moles of polyalkylene polyamine with one mole of urea at temperatures up to about 500 F. accompanied by the evolu tion of two moles ammonia. From urea and diethylene triamine there is obtained:
• Present Invention Formulation LF has a higher total base number than Commercial Formulation A, the latter has the higher, more than 31% higher, calcium content.
• the EMD Corrosion and Oxidation Test is conducted with fresh Present Invention Formulation LF at 285 F. and at 325 F. both for 72 hours. At each of these temperatures 300 grams of fresh formulated lubricant composition is stirred with a z stirrer at 300 r.p.m. with weighed silver and copper corrosion specimens. This test determines viscosity changes (measured as increase at 100 F. in S.S.U.), loss of silver and copper, pentane insolubles as oxidation products, pH change as indication of extent of oxidation and rejection of alkalinity and total base number. The results of this test conducted with the foregoing oil formulation are shown in Table II.
• alkalinity characteristics of a commercially accepted and used railway diesel crankcase lubricant composition a proprietary composition of a formulator different than the assignee of this invention, containing a high based oil-soluble calcium sulfonate (a calcium sulfonate complex containing more calcium than in an exactly neutralized calcium sulfonate) and a calcium salt of a bis(alkyl hydroxybenzyl) alkylene polyamine or of a poly(alkyl hydroxybenzyl) amine of a polyethylene imine having a molecular weight of 30,000 to 40,000.
• These two lubricant oil formulations are hereinafter designated Present Invention Formulation LF, and Commercial Formulation A, respectively.
• These two lubricant oil formulations have the following alkalinity characteristics:
• the foregoing ratio to provide the unique combination of additives according to this invention can be expressed as range of mole ratio of bis-succinimide to range of gram atom calcium to take into consideration the fact that the bis-succinimide not only can vary in molecular weight as its substituted succinic anhydride moiety and its polyamine moiety vary in molecular weight as well as the fact that various concentrates of solutions of the bis-succinimides can be used as a blending agent.
• the calcium salt as hereinbefore indicated, can vary in molecular weight as the alkyl substituent on the phenol moiety varies.
• the calcium salt content of the concentrates used for blending can vary. To meet these situations on a more consistent basis it is therefore more fitting to define the combination of additives of this invention on the foregoing basis of mole range of bis-succinimide to calcium gram atom range.
• Formulation LF contains the bis-succinimide and calcium salt within said ratios of mole bis-succinimide range to gram atom calcium range.
• Formulations having said ratios of mole ratio range to gram atom range are prepared from the following specific bis-succinimides and calcium salt of bis(alk1tl hydroxybenzyl) ethylene diamines:
• Bis-Succinz'mide A -Solution of 40 weight percent of borated (0.67 Weight percent boron) bis-succinimi'de of tetraethylene pentamine wherein the succinirnide groups are derived from 960 molecular weight alkenyl substituted succinic anhydride.
• Bis-Succinimz'de B Solution of 50 weight percent of bis-succinimide of tetraethylene pentamine wherein the succinimide groups are derived from 960 molecular weight alkenyl substituted succinic anhydride.
• Bis-Succinimide C Solution of 45 weight percent bissuccinimide of amine product of two moles tetraethylene pentamine with one mole urea and the succinimide groups are derived from 960 molecular weight alkenyl substituted succinic anhydride.
• Bis-Succinimide D Aolution of 50 weight percent of borated bis-succinimide described for Bis-Succinimide C having a boron to nitrogen weight ratio of about 0.35.
• Calcium amine-coupled phenate A 40 weight percent solution of exactly neutralized calcium salt of N,Nbis (nonylhydroxybenzyl) ethylene diamine.
• the foregoing concentrates are diluted with a base oil blend having a viscosity index of 73.111 the following formulations said blend is referred to as 73 VI Base Oil.
• a lubricant oil composition of this invention was field tested as crankcase lubricating oil in eight new diesel electric freight locomotives each equipped with one Electro- Motive Division of General Motors 16 cylinder type 567-D3A turbo-charged diesel engine. After delivery to Rail Company the initial fill crankcase oil was drained and filled with lubricant oil Formulation 1. These freight locomotives were placed in transcontinental high speed service.
• Locomotive 85 At the end of about five months service the mileage of use of the eight locomotives varied from 68,000 to 80,000 miles. At this time one locomotive, hereinafter referred to as Locomotive 85, was available in the locomotive shops of Rail Company for a field test interim inspection. Locomotive 85 had accumulated about 77,000 miles of service with about 80% of working time in eighth throttle notch, full power setting of throttle and had experienced no oil drain andrefills.
• the silver bearings were in excellent condition.
• the lead flashing still covered about 90% of the total area, and where free silver was exposed, there was no evidence of corrosion or wiping.
• the rod bearings and slipper hearing surface showed no evidence of wear.
• the thrust washer also looked satisfactory and measured within new tolerance limits.
• the pistons, rings and liners showed little or no wear.
• the addition of about 0.2 to 1.0 desirably 0.3 to 0.8 and preferably 0.4 to 0.8, weight per cent Oil-soluble calcium salt of alkyl (C to C benzene sulfonic acid to Formulations 1 through 4 may favorably eifect reduction of ring carbon deposit.
• the bis-succinimide product of reacting the alkyl 9 or alkenyl substituted succinic anhydride with polyalkylene polyamine or preferably the polyalkylene polyamineurea condensation product can be modified by boration. This boration is accomplished by the use of boron acid in an amount to provide 0.1 to 1.0 weight percent boron.
• a lubricant composition comprising a lubricating mineral oil having dissolved therein as its essential additive ingredients a combination consisting of the exactly neutralized calcium salt of a N,N'-bis(alkyl substituted hydroxybenzyl) alkylene diamine and a bis(alkenyl substituted succinimide) of a (polyazalkyl amino)-ureylene that is a condensation product of two moles of poly alkylene polyamine with one mole urea, wherein said alkyl substituted hydroxybenzyl the alkyl substituent is alkyl hydrocarbon of from to 70 carbon atoms, wherein said alkylene diamine the alkylene group is a divalent open chain hydrocarbon of from 2 to carbon atoms, wherein said alkenyl substituent of said succinimide has from 30 to 215 carbon atoms and wherein said polyalkylene polyamine has the formula HzN- (alkylene-III) :11
• alkylene is a divalent open chain hydrocarbon of from 2 to 10 carbon atoms
• R is selected from the class consisting of hydrogen and lower alkyl hydrocarbon of 1 to 4 carbon atoms and x is a number of from 2 to 10; wherein said combination there is present in the range of from 0.02 to 0.4 mole of said bis(alkenyl substituted succinimide) per gram atom of calcium of said exactly neutralized calcium salt; and wherein said lubricant composition there is present from 0.5 to 10 weight percent of said bis(alkenyl substituted succinimide).
• composition of claim 1 wherein the lubricating mineral oil has a viscosity index of 60 to 75 and there is present from 0.5 up to 10 Weight percent of said bis(alkenyl substituted succinimide) 4.
• said bis(alkenyl substituted succinimide) is as bis(p'olybutenyl substituted succinimide) whose polybutenyl succinic anhydride moiety has a molecular weight of about 960 and is the succinimide of the amine derived by reacting tetraethylene pentamine with urea in the ratio of two moles of said pentamine per mole urea accompanied by the evolution of two moles ammonia for each mole urea.
• composition of claim 1 wherein said exactly neutralized calcium salt is the exactly neutralized calcium salt of N,N-bis(nonyl hydroxybenzyl) ethylene diamine.
• composition of claim 1 wherein said bis(alkenyl substituted succinimide) is a bis(polybutenyl substituted succinimide) Whose polybutenyl succinic anhydride moiety has a molecular weight of about 960 and is the succinimide of the amine derived by reacting tetraethylene pentamine with urea in the ratio of two moles of said pentamine per mole urea accompanied by the evolution of two moles ammonia for each mole urea, and said exactly neutralized calcium salt is the exactly neutralized calcium salt of N,N-bis(nonyl hydroxybenzyl) ethylene diamine.
• a concentrate comprising 10 to by weight of the exactly neutralized calcium salt of a N,N'-bis(alkyl substituted hydroxybenzyl) alkylene diamine and of a bis(alkenyl substituted succinimide) of a (polyazalkyl amino) ureylene that is a condensation product of two moles of polyalkylene polyamine with one mole urea, wherein said alkyl substituted hydroxybenzyl the alkyl substituent is alkyl hydrocarbon of from 5 to 70 carbon atoms, wherein said alkylene diamine the alkylene group is a divalent open chain hydrocarbon of from 2 to 10 carbon atoms, wherein said alkenyl substituent of said succinimide has from 30 to 215 carbon atoms and wherein said polyalkylene polyamine has the formula HzN- (alkylene-III) XH wherein alkylene is a divalent open chain hydrocarbon of from 2 to 10 carbon atoms, R is selected from the class consisting of hydrogen and lower
• the concentrate of claim 8 also containing a calcium salt of a C to C alkyl substituted benzene sulfonic acid in an amount when the concentrate is diluted with a SAE 30 to SAE 50 base oil said calcium sulfonate is present in a concentration of from 0.2 to 1.0% by weight.
• a lubricant composition comprising a major amount of a mineral lubricating oil of SAE 30 to SAE 50, 0.5 to 10% by weight of a bis(polybutenyl substituted succinimide) of a (polyazalkyl amino) ureylene prepared from one mole urea and two moles of tetraethylene pentamine whose polybutenyl substituted succinic acid moiety has a molecular weight of about 960 and an amount of exactly neutralized calcium salt of N,N-bis(nonyl hydroxybenzyl) ethylene diamine to provide for each gram atom of calcium from 0.02 to 0.4 mole of said bissuccinimide.
• composition of claim 10 wherein there is also present 0.02 to 1.0 weight percent of the calcium salt of a C to C alkyl substituted benzene sulfonic acid.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Electrochemistry (AREA)
• Materials Engineering (AREA)
• Metallurgy (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Lubricants (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Priority Applications (16)

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Cited By (13)

Citations (7)

• 1965
  • 1965-06-01 US US460549A patent/US3340190A/en not_active Expired - Lifetime
• 1966
  • 1966-05-24 GB GB23032/66A patent/GB1130455A/en not_active Expired
  • 1966-05-27 BE BE681773D patent/BE681773A/xx unknown
  • 1966-05-31 LU LU51219A patent/LU51219A1/xx unknown
  • 1966-05-31 NL NL6607488A patent/NL6607488A/xx unknown
  • 1966-05-31 GB GB24241/66A patent/GB1152699A/en not_active Expired
  • 1966-06-01 DE DE1594627A patent/DE1594627C3/de not_active Expired
  • 1966-06-01 SE SE7498/66A patent/SE309773B/xx unknown
  • 1966-06-01 LU LU51229A patent/LU51229A1/xx unknown
  • 1966-06-01 IL IL25898A patent/IL25898A/en unknown
  • 1966-06-01 DE DE19661593034 patent/DE1593034A1/de active Pending
  • 1966-06-02 NL NL6607654A patent/NL6607654A/xx unknown
  • 1966-06-02 BE BE681980D patent/BE681980A/xx unknown
  • 1966-06-02 CH CH796666A patent/CH473095A/de not_active IP Right Cessation

Patent Citations (7)

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