US3108963A - Grease composition - Google Patents
Grease composition Download PDFInfo
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- US3108963A US3108963A US158111A US15811161A US3108963A US 3108963 A US3108963 A US 3108963A US 158111 A US158111 A US 158111A US 15811161 A US15811161 A US 15811161A US 3108963 A US3108963 A US 3108963A
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- Prior art keywords
- grease
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- sebacate
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- composition
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- 239000004519 grease Substances 0.000 title claims description 50
- 239000000203 mixture Substances 0.000 title claims description 45
- DNWILILLQPIREP-UHFFFAOYSA-N ditridecyl decanedioate Chemical compound CCCCCCCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCCCCCCC DNWILILLQPIREP-UHFFFAOYSA-N 0.000 claims description 13
- 239000010687 lubricating oil Substances 0.000 claims description 8
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 5
- 229960004050 aminobenzoic acid Drugs 0.000 claims description 3
- NOJNFULGOQGBKB-UHFFFAOYSA-M sodium;3-[3-tert-butylsulfanyl-1-[[4-(6-ethoxypyridin-3-yl)phenyl]methyl]-5-[(5-methylpyridin-2-yl)methoxy]indol-2-yl]-2,2-dimethylpropanoate Chemical compound [Na+].C1=NC(OCC)=CC=C1C(C=C1)=CC=C1CN1C2=CC=C(OCC=3N=CC(C)=CC=3)C=C2C(SC(C)(C)C)=C1CC(C)(C)C([O-])=O NOJNFULGOQGBKB-UHFFFAOYSA-M 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 description 19
- 239000002480 mineral oil Substances 0.000 description 14
- 235000010446 mineral oil Nutrition 0.000 description 13
- 230000007797 corrosion Effects 0.000 description 11
- 238000005260 corrosion Methods 0.000 description 11
- 230000003647 oxidation Effects 0.000 description 10
- 238000007254 oxidation reaction Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 8
- 159000000000 sodium salts Chemical class 0.000 description 8
- -1 for example Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 2
- HMXSDWGWAMLOJQ-UHFFFAOYSA-N 4-(octadecanoylamino)benzoic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC1=CC=C(C(O)=O)C=C1 HMXSDWGWAMLOJQ-UHFFFAOYSA-N 0.000 description 2
- UXKQNCDDHDBAPD-UHFFFAOYSA-N 4-n,4-n-diphenylbenzene-1,4-diamine Chemical group C1=CC(N)=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 UXKQNCDDHDBAPD-UHFFFAOYSA-N 0.000 description 2
- UTGQNNCQYDRXCH-UHFFFAOYSA-N N,N'-diphenyl-1,4-phenylenediamine Chemical compound C=1C=C(NC=2C=CC=CC=2)C=CC=1NC1=CC=CC=C1 UTGQNNCQYDRXCH-UHFFFAOYSA-N 0.000 description 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 2
- 108010077895 Sarcosine Proteins 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 230000000740 bleeding effect Effects 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229940043230 sarcosine Drugs 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- YPVLREMYTHWOHI-UHFFFAOYSA-N 2-(dodecanoylamino)benzoic acid Chemical compound CCCCCCCCCCCC(=O)NC1=CC=CC=C1C(O)=O YPVLREMYTHWOHI-UHFFFAOYSA-N 0.000 description 1
- RJYOKYDKKOFLBT-UHFFFAOYSA-N 2-[methyl(octadecanoyl)amino]acetic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N(C)CC(O)=O RJYOKYDKKOFLBT-UHFFFAOYSA-N 0.000 description 1
- YMAAMSKAPGRCCN-UHFFFAOYSA-N 4-(dodecanoylamino)benzoic acid Chemical compound CCCCCCCCCCCC(=O)NC1=CC=C(C(O)=O)C=C1 YMAAMSKAPGRCCN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- BACYUWVYYTXETD-UHFFFAOYSA-N N-Lauroylsarcosine Chemical compound CCCCCCCCCCCC(=O)N(C)CC(O)=O BACYUWVYYTXETD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- AOZDHFFNBZAHJF-UHFFFAOYSA-N [3-hexanoyloxy-2,2-bis(hexanoyloxymethyl)propyl] hexanoate Chemical compound CCCCCC(=O)OCC(COC(=O)CCCCC)(COC(=O)CCCCC)COC(=O)CCCCC AOZDHFFNBZAHJF-UHFFFAOYSA-N 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 229940067597 azelate Drugs 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000002860 competitive effect Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- 229940035422 diphenylamine Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 231100000241 scar Toxicity 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012956 testing procedure Methods 0.000 description 1
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
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/16—Naphthenic acids
-
- 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
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- 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
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
-
- 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
- C10M2215/064—Di- and triaryl 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
- 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
- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl 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
- 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
- C10M2215/066—Arylene diamines
-
- 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
- C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty 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
- C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
- C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
-
- 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
- C10M2215/28—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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/108—Phenothiazine
-
- 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
- C10N2010/08—Groups 4 or 14
-
- 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
- C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy
Definitions
- This invention relates to grease compositions and, more particularly, to lubricating grease compositions having improved stability and wear resistance to operations where high temperatures and high pressures are encountered.
- the grease compositions of the present invention comprise a base fluid containing a major portion of di-tridecyl sebacate and thickened with a sodium salt of N-acyl para aminobenzoic acid wherein the acyl group contains from 10 to 14 carbon atoms. In a particularly outstanding embodiment the acyl group contains 12 carbon atoms.
- the grease compositions of this invention contain, in addition, minor amounts of a refined mineral oil, an oxidation inhibitor and a rust inhibitor.
- the grease compositions of this invention are designed to meet the severe requirements of Military Specification Test MILG25760A, covering a grease composition designed for high speed jet aircraft wheel and roller bearmgs.
- grease compositions of the present invention comprise from 60 to 90% of a lubricating oil and 10 to 40% by weight, of a sodium salt of N(C acyl p-aminobenzoic acid as the thickening agent, said lubricating oil consisting of at least a major portion of ditridecyl sebacate.
- the composition usually contains 0 to 25% and preferably 5 to of a refined hydrocarbon mineral oil, 0.5 to about 5% of a grease corrosion inhibitor and 0.5 to about 5% of an arylamine type oxidation inhibitor, on a weight basis.
- the lubricating oil portion of the grease composition preferably contains the di-tridecyl sebacate and refined mineral oil in the ratio of about 3 to 7 parts of di-tridecyl sebacate per part of refined mineral oil.
- Such compositions exhibit superior stability at the high working temperatures encountered in present day high speed machinery in comparison with other grease compositions.
- the grease compositions of the invention can also contain minor amounts of lubricity agents, coloring materials, stringiness agents, tackiness agents, extreme pressure agents, etc.
- a preferred composition is about 12 to percent sodium N-lauroyl p-amino benzoic acid, 10 to 16 percent refined mineral oil, 57 to 76 percent di-tridecyl sebacate, 1 percent N-cocoyl sarcosine corrosion inhibitor and 1 percent N,N-cliphenyl p-phenylene diamine as the oxidation inhibitor, on a weight basis.
- Satisfactory arylamine oxidation inhibitors include diphenyl amine, phenyl alpha naphthylamine, p-phenylene diamine and N,N'-diphenyl-p-phenylene diamine.
- Satisfactory corrosion inhibitors include, for example, lead naphthenate and the N-acyl sarcosines containing from 8 to 20 carbon atoms in the acyl group, such as N-cocoyl sarcosine, N-lauroyl sarcosine and N-stearoyl sarcosine.
- EXAMPLE 1 A steam heated kettle equipped with a stirring mechanism was charged with.l2.4 parts of para (N-lauroyl) amino benzoic acid, 6.2 parts of a refined paratfin distillate oil, mineral oil A, having a viscosity at F. of 350 SUS, and 31 parts of water. The resulting admixture was stirred and heated to a temperature of to 190 F. and maintained at this temperature for 2 hours. Dur ing the heating operation there was added to the admixture 3.1 parts of sodium hydroxide (49.5 percent strength). Thereafter, the resulting mixture was heated to a temperature of 310 to 320 F.
- the resulting mixture was stirred and there was added 1 part of N-cocoyl sarcosine and 1 part of N,N' diphenylparaphenylene diamine.
- the resulting batch was stirred until uniform, milled by 2 passes through a colloid mill and drawn at a temperature of F.
- the product was a brown colored grease having essentially the composition set forth in Table I hereinbelow.
- EXAMPLE 6 In a manner similar to Example 1, another grease was prepared using the sodium salt of N-stearoyl-p-aminobenzoic acid as the thickener and benzyl tridecyl azelate as the base fluid. Phenothiazine was used as the corrosion inhibitor. The composition of this grease is also shown in Table I below.
- EXAMPLE 7 Following the procedure of Example 1 above, a grease was prepared using the sodium salt of N-stearoyl-p-aminobenzoic acid as the thickening agent, di-2-ethylhexyl sebacate as the base fluid and mineral oil B as the hydrocarbon oil.
- Mineral oil B is a refined paraflin distillate oil having a viscosity at 100 F. of 99.5 SUS. Lead naphthenate and phenyl alpha naphthylamine were used as the inhibitors.
- the composition of this grease is also shown in Table I below.
- Table II shows some of the properties of the greases of Examples 1 to 7 inclusive as determined by standard grease testing procedures. In addition, the results are compared against the requirements of Government Specification MIL-G-25760A.
- a grease composition comprising 60 to 90 percent lubricating oil and 10 to 40 percent by weight, of a sodium salt of N(C acyl p-aminobenzoic acid, said lubricating oil consisting of a least a major portion of ditridecyl sebacate.
- a grease composition as claimed in claim 1 wherein the thickening agent is the sodium salt of N-lauroyl paminobenzoic acid.
- a grease composition as claimed in claim 1 wherein the lubricating oil comprises 3 .to 7 parts of di-tridecyl sebacate per part of hydrocarbon mineral oil.
- a grease composition as claimed in claim 1 comprising 89 to 40 percent of di-tridecyl sebacate, 0 to percent of a hydrocarbon mineral oil, 10 to 40 percent of the sodium salt of N-lauroyl p-aminobenzoic acid, 0.5 to 5 percent of a grease corrosion inhibitor and 0.5 to 5 percent of a grease oxidation inhibitor, on a weight basis.
- these greases also shown the other desirable properties of a superior grease, including excellent Working stability, oxidation and corrsion resistance, water resistance and low oil bleeding.
- the grease compositions of this invention are superior to competitive grease compositions designed for high temperature use.
- Three commercially available high temperature grease compositions comprising in each case 6.
- a grease composition as claimed in claim 4 wherein the grease oxidation inhibitor is N,N diphenyl-p-phenylene diamine.
- a grease composition consisting essentially of from 12 to 25 percent sodium N-lauroyl p-aminobenzoic acid, 10 to 16 percent refined hydrocarbon mineral oil, about 57 to 76 percent di-tridecyl sebacate, about 1 percent N- cocoyl sarcosine as a corrosion inhibitor and about 1 percent N,N diphenyl p-phenylene diamine as an oxidation inhibitor, on a weight basis.
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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)
Description
United States Patent 3,103,963 GREASE CDMPGSITIGN Bill L. Benge, Pouglrkeepsie, and Terence B. Jordan, Fishkill, N.Y., assignors to Texaco Inc, New York, N.Y., a corporation of Delaware N0 Drawing. Filed Dec. 8, 1961, fier. No. 158,111 (Jlaims. (Cl. 25233.6)
This invention relates to grease compositions and, more particularly, to lubricating grease compositions having improved stability and wear resistance to operations where high temperatures and high pressures are encountered.
It is known from US. 2,852,466 that grease compositions for high temperature operations can be prepared from oleaginous liquids such as, for example, hydrocarbon mineral oils and synthetic oils, containing as the thickener metal salts of N-acylamino organocarboxylic acids. However, none of the grease compositions specifically disclosed in this patent performs satisfactorily at the high temperatures required by Military Specification MIL- G-25760A.
It has now been found that specific sodium salts of N-(C )acylamino organocarboxylic acids in a particular oleaginous liquid exhibit unexpected advantages with respect to stability at high working temperatures and pressures. Accordingly, the grease compositions of the present invention comprise a base fluid containing a major portion of di-tridecyl sebacate and thickened with a sodium salt of N-acyl para aminobenzoic acid wherein the acyl group contains from 10 to 14 carbon atoms. In a particularly outstanding embodiment the acyl group contains 12 carbon atoms. The grease compositions of this invention contain, in addition, minor amounts of a refined mineral oil, an oxidation inhibitor and a rust inhibitor.
The grease compositions of this invention are designed to meet the severe requirements of Military Specification Test MILG25760A, covering a grease composition designed for high speed jet aircraft wheel and roller bearmgs.
Two of the more difficult requirements of this military specification are the CRC bearing protection test and the minimum of 400 hours service life at a 350 F. temperature in the high temperature performance test.
It has been found that grease compositions of the present invention comprise from 60 to 90% of a lubricating oil and 10 to 40% by weight, of a sodium salt of N(C acyl p-aminobenzoic acid as the thickening agent, said lubricating oil consisting of at least a major portion of ditridecyl sebacate. The composition usually contains 0 to 25% and preferably 5 to of a refined hydrocarbon mineral oil, 0.5 to about 5% of a grease corrosion inhibitor and 0.5 to about 5% of an arylamine type oxidation inhibitor, on a weight basis. The lubricating oil portion of the grease composition preferably contains the di-tridecyl sebacate and refined mineral oil in the ratio of about 3 to 7 parts of di-tridecyl sebacate per part of refined mineral oil. Such compositions exhibit superior stability at the high working temperatures encountered in present day high speed machinery in comparison with other grease compositions. The grease compositions of the invention can also contain minor amounts of lubricity agents, coloring materials, stringiness agents, tackiness agents, extreme pressure agents, etc.
A preferred composition is about 12 to percent sodium N-lauroyl p-amino benzoic acid, 10 to 16 percent refined mineral oil, 57 to 76 percent di-tridecyl sebacate, 1 percent N-cocoyl sarcosine corrosion inhibitor and 1 percent N,N-cliphenyl p-phenylene diamine as the oxidation inhibitor, on a weight basis.
Satisfactory arylamine oxidation inhibitors include diphenyl amine, phenyl alpha naphthylamine, p-phenylene diamine and N,N'-diphenyl-p-phenylene diamine. Satisfactory corrosion inhibitors include, for example, lead naphthenate and the N-acyl sarcosines containing from 8 to 20 carbon atoms in the acyl group, such as N-cocoyl sarcosine, N-lauroyl sarcosine and N-stearoyl sarcosine.
Following is a description by way of example of the grease compositions of the present invention.
EXAMPLE 1 A steam heated kettle equipped with a stirring mechanism was charged with.l2.4 parts of para (N-lauroyl) amino benzoic acid, 6.2 parts of a refined paratfin distillate oil, mineral oil A, having a viscosity at F. of 350 SUS, and 31 parts of water. The resulting admixture was stirred and heated to a temperature of to 190 F. and maintained at this temperature for 2 hours. Dur ing the heating operation there was added to the admixture 3.1 parts of sodium hydroxide (49.5 percent strength). Thereafter, the resulting mixture was heated to a temperature of 310 to 320 F. and maintained at this temperature for 3 hours while adding during the heating step over a period of time 12.4 parts of di-tridecyl sebacate. Thereafter, heating was discontinued and an additional 18.6 parts of di-tridecyl sebacate were added to the kettle. The resulting mixture was permitted to cool to a temperature of about 200 F. and the worked pene tration value of the resulting cooled admixture was adjusted to a value of 285-305 by the addition of 48 parts of an admixture of di-tridecyl sebacate and mineral oil A in the ratio of 5 parts of the ester per part of oil. The resulting mixture was stirred and there was added 1 part of N-cocoyl sarcosine and 1 part of N,N' diphenylparaphenylene diamine. The resulting batch was stirred until uniform, milled by 2 passes through a colloid mill and drawn at a temperature of F. The product was a brown colored grease having essentially the composition set forth in Table I hereinbelow.
EXAMPLES 2 TO 5 INCLUSIVE Following the procedure of Example 1 above, grease compositions were prepared in a similar manner. The compositions of the greases are tabulated in Table I below.
EXAMPLE 6 In a manner similar to Example 1, another grease was prepared using the sodium salt of N-stearoyl-p-aminobenzoic acid as the thickener and benzyl tridecyl azelate as the base fluid. Phenothiazine was used as the corrosion inhibitor. The composition of this grease is also shown in Table I below.
EXAMPLE 7 Following the procedure of Example 1 above, a grease was prepared using the sodium salt of N-stearoyl-p-aminobenzoic acid as the thickening agent, di-2-ethylhexyl sebacate as the base fluid and mineral oil B as the hydrocarbon oil. Mineral oil B is a refined paraflin distillate oil having a viscosity at 100 F. of 99.5 SUS. Lead naphthenate and phenyl alpha naphthylamine were used as the inhibitors. The composition of this grease is also shown in Table I below.
Table I Percent by Weight Ex. 1 Ex.2 Ex.3 Ex.4 Ex.5 Ex.6 Ex. 7
Sodium N-lauroyl paminobenzoic acid. 13.1 12. l 33. 4 19. 4 22. Excess NaOH 1 0.2 Mineral Oil A 14. 2 14. 3 16.1 13.0 10. 4 Dl'tridecyl sebacate. 70. 7 71. 6 48. 5 65. 0 65. 6 N-eocoyl sarcosine 1.0 1.0 1.0 1.0 Diphenyl p-phenyle diamine 1.0 1.0 1.0 1.0 1.0
Table II below shows some of the properties of the greases of Examples 1 to 7 inclusive as determined by standard grease testing procedures. In addition, the results are compared against the requirements of Government Specification MIL-G-25760A.
Table II as the base fluid pentaerythritol tetracaproate thickened with arylurea, Indanthrene Blue GCD and Baragel, respectively, failed to meet the minimum requirements for the bearing protection test and high temperature performance test of MIL-G-25760A. In contrast, as shown in Table II above, our grease compositions meet and exceeded the minimum test requirements of this specification We claim:
1. A grease composition comprising 60 to 90 percent lubricating oil and 10 to 40 percent by weight, of a sodium salt of N(C acyl p-aminobenzoic acid, said lubricating oil consisting of a least a major portion of ditridecyl sebacate.
2. A grease composition as claimed in claim 1 wherein the thickening agent is the sodium salt of N-lauroyl paminobenzoic acid.
3. A grease composition as claimed in claim 1 wherein the lubricating oil comprises 3 .to 7 parts of di-tridecyl sebacate per part of hydrocarbon mineral oil.
4. A grease composition as claimed in claim 1 comprising 89 to 40 percent of di-tridecyl sebacate, 0 to percent of a hydrocarbon mineral oil, 10 to 40 percent of the sodium salt of N-lauroyl p-aminobenzoic acid, 0.5 to 5 percent of a grease corrosion inhibitor and 0.5 to 5 percent of a grease oxidation inhibitor, on a weight basis.
5. A grease composition as claimed in claim 4 wherein the corrosion inhibitor is an N-acyl sarcosine containing from about 8 to 20 carbon atoms in the acyl group.
Tests on Product Limits Ex.2 Ex.3 Ex.4 Ex.5 Ex.6 Ex.7
ASTM Penetration 1 Unworked Worked 60 Strokes Dropping Point, F
Evaporation, percent 22 hrs., 350 F Oil Bleeding, percent hrs., 350 F Bomb Oxidation, 210 F., p.s.i. drop, 100 hrs Dynamic Water Resistance, percent Loss Steel on Steel Wear, 75 C. (167 F.) kg, 1,200 r.p.m.,
Scar diam, mm
Apparent Viscosity, -40 F., 20 see- Copper Strip Corrosion, 24 hrs., 212 (0 0 High Temp. Performance, hrs. at 350 F Storage Hardening:
Penetration after Gmonths 260-320 (8 295) m0. CRO Bearing Protection Test Pass Pass (3 mo (3 mo.) Pass Pass Pass Pass Fail Fail 1 Converted to ASTM, cone, worker used.
Inspection of the test results on the various grease compositions of Examples 1 to 7 inclusive in Table II above show that only the grease compositions of the present invention, namely, Examples 1 to 5 inclusive meet all of the requirements in the Government Specification MIL-G25760A. In particular it is seen that the grease compositions of Examples 6 and 7 failed to meet the requirements in the bearing corrosion test. The grease composition of Example 6 further failed to pass the dropping point and high temperature performance tests. Further, it is evident from the test data that the grease compositions of our invention are superior to the greases of Examples 6 and 7 since the greases of Examples 1 to 5 pass the bearing protection test and exhibit excellent performance at high temperatures.
In addition to the exceptional high temperature performance properties of the greases of this invention, these greases also shown the other desirable properties of a superior grease, including excellent Working stability, oxidation and corrsion resistance, water resistance and low oil bleeding.
The grease compositions of this invention are superior to competitive grease compositions designed for high temperature use. Three commercially available high temperature grease compositions comprising in each case 6. A grease composition as claimed in claim 5 wherein the grease corrosion inhibitor is N-cocoyl sarcosine.
7. A grease composition as claimed in claim 4 wherein the grease corrosion inhibitor is present in an amount of about 1 percent by Weight.
8. A grease composition as claimed in claim 4 wherein the grease oxidation inhibitor is N,N diphenyl-p-phenylene diamine.
9. A grease composition as claimed in claim 4 wherein the grease oxidation inhibitor is present in an amount of about 1 percent by weight.
10. A grease composition consisting essentially of from 12 to 25 percent sodium N-lauroyl p-aminobenzoic acid, 10 to 16 percent refined hydrocarbon mineral oil, about 57 to 76 percent di-tridecyl sebacate, about 1 percent N- cocoyl sarcosine as a corrosion inhibitor and about 1 percent N,N diphenyl p-phenylene diamine as an oxidation inhibitor, on a weight basis.
References Cited in the file of this patent UNITED STATES PATENTS 2,330,239 Prut-ton Sept. 28, 1943 2,852,466 Hotten Sept. 16, 1958 2,892,778 Carter et a1 June 30, 1959 2,999,813 Givens et a1. Sept. 12, 196 1
Claims (1)
1. A GREASE COMPOSITION COMPRISING 60 TO 90 PERCENT LUBRICATING OIL AND 10 TO 40 PERCENT BY WEIGHT, OF A SODIUM SALT OF N-(C10-14) ACYL P-AMINOBENZOIC ACID, SAID LUBRICATING OIL CONSISTING OF A LEAST A MAJOR PORTION OF DITRIDECYL SEBACATE.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US158111A US3108963A (en) | 1961-12-08 | 1961-12-08 | Grease composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US158111A US3108963A (en) | 1961-12-08 | 1961-12-08 | Grease composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3108963A true US3108963A (en) | 1963-10-29 |
Family
ID=22566729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US158111A Expired - Lifetime US3108963A (en) | 1961-12-08 | 1961-12-08 | Grease composition |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3108963A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3272745A (en) * | 1962-12-27 | 1966-09-13 | Texaco Inc | Grease composition |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2330239A (en) * | 1940-11-25 | 1943-09-28 | Lubri Zol Corp | Lubricant |
| US2852466A (en) * | 1956-05-24 | 1958-09-16 | California Research Corp | Grease compositions wherein the thickener comprises a metal salt of an nu-acylaminoorganocarboxylic acid |
| US2892778A (en) * | 1954-10-25 | 1959-06-30 | California Research Corp | Low temperature method for preparing high temperature greases |
| US2999813A (en) * | 1956-12-18 | 1961-09-12 | Texaco Inc | Lubricant comprising a sulfurized mineral oil and a polyvalent metal dithiocarbamate |
-
1961
- 1961-12-08 US US158111A patent/US3108963A/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2330239A (en) * | 1940-11-25 | 1943-09-28 | Lubri Zol Corp | Lubricant |
| US2892778A (en) * | 1954-10-25 | 1959-06-30 | California Research Corp | Low temperature method for preparing high temperature greases |
| US2852466A (en) * | 1956-05-24 | 1958-09-16 | California Research Corp | Grease compositions wherein the thickener comprises a metal salt of an nu-acylaminoorganocarboxylic acid |
| US2999813A (en) * | 1956-12-18 | 1961-09-12 | Texaco Inc | Lubricant comprising a sulfurized mineral oil and a polyvalent metal dithiocarbamate |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3272745A (en) * | 1962-12-27 | 1966-09-13 | Texaco Inc | Grease composition |
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