US3125524A - Lubricating greases containing salts of - Google Patents
Lubricating greases containing salts of Download PDFInfo
- Publication number
- US3125524A US3125524A US3125524DA US3125524A US 3125524 A US3125524 A US 3125524A US 3125524D A US3125524D A US 3125524DA US 3125524 A US3125524 A US 3125524A
- Authority
- US
- United States
- Prior art keywords
- acid
- lubricating
- tetra
- grease
- boro
- 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.)
- Expired - Lifetime
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- 230000001050 lubricating Effects 0.000 title claims description 44
- 239000011780 sodium chloride Substances 0.000 title description 50
- 150000003839 salts Chemical class 0.000 title description 14
- -1 HYDROXY FATTY ACID Chemical class 0.000 claims description 66
- 239000004519 grease Substances 0.000 claims description 52
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 26
- 239000000194 fatty acid Substances 0.000 claims description 26
- 239000000344 soap Substances 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 18
- 239000010687 lubricating oil Substances 0.000 claims description 16
- 150000001638 boron Chemical class 0.000 claims description 12
- 239000002253 acid Substances 0.000 description 54
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N boron Chemical class [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 38
- 239000000203 mixture Substances 0.000 description 32
- 125000004432 carbon atoms Chemical group C* 0.000 description 30
- 229910052796 boron Inorganic materials 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- 229920001296 polysiloxane Polymers 0.000 description 12
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000002184 metal Substances 0.000 description 10
- 239000002480 mineral oil Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 229910052739 hydrogen Inorganic materials 0.000 description 8
- 239000001257 hydrogen Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 8
- VJHINFRRDQUWOJ-UHFFFAOYSA-N Dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecan-1-amine Chemical class CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 229910052736 halogen Inorganic materials 0.000 description 6
- 150000002367 halogens Chemical group 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- 238000003801 milling Methods 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 150000003141 primary amines Chemical class 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000084 colloidal system Substances 0.000 description 4
- 125000005456 glyceride group Chemical group 0.000 description 4
- FJLUATLTXUNBOT-UHFFFAOYSA-N hexadecan-1-amine Chemical class CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 4
- 229910052744 lithium Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 4
- 238000007127 saponification reaction Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 239000011593 sulfur Substances 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N 1,2-ethanediamine Chemical class NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 229940067597 Azelate Drugs 0.000 description 2
- 230000037250 Clearance Effects 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N Diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N Hexamethylenediamine Chemical class NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- FPLIHVCWSXLMPX-UHFFFAOYSA-M Lithium 12-hydroxystearate Chemical compound [Li+].CCCCCCC(O)CCCCCCCCCCC([O-])=O FPLIHVCWSXLMPX-UHFFFAOYSA-M 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N Nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N Palmitic acid Chemical class CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- WBHHMMIMDMUBKC-QJWNTBNXSA-N Ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 2
- WBHHMMIMDMUBKC-GKUQOKNUSA-N Ricinoleic acid Natural products CCCCCC[C@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-GKUQOKNUSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000000111 anti-oxidant Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-L azelaate(2-) Chemical compound [O-]C(=O)CCCCCCCC([O-])=O BDJRBEYXGGNYIS-UHFFFAOYSA-L 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium(0) Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 230000003197 catalytic Effects 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000035512 clearance Effects 0.000 description 2
- 239000012612 commercial material Substances 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- UAKYREKCWXBHCW-UHFFFAOYSA-N dipentan-2-yl decanedioate Chemical compound CCCC(C)OC(=O)CCCCCCCCC(=O)OC(C)CCC UAKYREKCWXBHCW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000000743 hydrocarbylene group Chemical group 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 150000001261 hydroxy acids Chemical class 0.000 description 2
- 230000000640 hydroxylating Effects 0.000 description 2
- 238000005805 hydroxylation reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
- 229910052748 manganese Inorganic materials 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000006011 modification reaction Methods 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical class CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229960003656 ricinoleic acid Drugs 0.000 description 2
- 229940116351 sebacate Drugs 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 2
- 229910052712 strontium Inorganic materials 0.000 description 2
- 150000003463 sulfur Chemical class 0.000 description 2
- 239000010689 synthetic lubricating oil Substances 0.000 description 2
- LTEHWCSSIHAVOQ-UHFFFAOYSA-N tripropyl borate Chemical compound CCCOB(OCCC)OCCC LTEHWCSSIHAVOQ-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
Classifications
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- 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
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic System
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty 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
- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
- C10M2207/302—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monocarboxylic acids, dicarboxylic acids and dihydroxy compounds only and having no free hydroxy or carboxyl groups
-
- 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
- C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
- C10M2207/304—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
-
- 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
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- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/11—Complex polyesters
- C10M2209/111—Complex polyesters having dicarboxylic acid centres
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- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/11—Complex polyesters
- C10M2209/112—Complex polyesters having dihydric acid centres
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- 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
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
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- 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
- C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2221/043—Polyoxyalkylene ethers with a thioether group
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- 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
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- 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
- C10M2227/061—Esters derived from boron
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/02—Unspecified siloxanes; Silicones
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/043—Siloxanes with specific structure containing carbon-to-carbon double bonds
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/044—Siloxanes with specific structure containing silicon-to-hydrogen bonds
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
-
- 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
-
- 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
- C10N2010/02—Groups 1 or 11
-
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
-
- 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 invention relates to lubricating greases and to a novel class of additives therefor. More particularly, it relates to lubricating greases containing amine salts of tetra-covalent boron acids.
- amine salts of tetra-covalent boron acids which are employed in the grease compositions of this invention are compounds represented by the following general formulas:
- Y may be oxygen or sulfur
- X is an aliphatic hydrocarbylene radical containing 2 to carbon atoms
- R is a hydrocarbyl radical containing 1 to 24 carbon atoms
- R is an aliphatic hydrocarbyl or halogen substituted hydrocarbyl radical containing one or more carbon atoms and preferably 8 to about 30 carbon atoms
- R" and R' are hydrogen or aliphatic hydrocarbyl or halogen substituted aliphatic hydrocarbyl radicals containing 1 to 24 carbon atoms.
- the preferred compounds are those wherein X contains from 2 to 6 carbon atoms, R is a tertiary aliphatic hydrocarbyl group containing from 8 to 24 carbon atoms and R" and R are hydrogen.
- hydrocarbyl radical denotes a monovalent radical.
- hydrocarbylene denotes a divalent hydrocarbon radical.
- Suitable compounds of the above class include the following: octylamine salt of tetra-n-propoxy boro acid; dodecylamine salt of tetra-butoxy boro acid; ethylene diamine salt of tetra-tertiary-butoxy boro acid; hexadecylamine salt of tetra(pentachlorophenoxy) boro acid; hexylene diamine salt of tetra(nonylphenoxy) boro acid; hexadecyl salt of tetra-phenoxy boro acid; tertiary dodecylamine salt of tri-n-propyl-mono(o-chlorophenoxy)- boro acid; tertiary dodecylamine salt of tetra(o-hydroxynonylphenoxy)boro acid; and tertiary hexadecylamine salt of tri nonylphenoxy mono (p nitrophenoxy)boro acid.
- the compounds may be prepared by merely mixing together a borate tri-ester and alcohol in equimolecular proportions at room temperature in the presence or absence of a solvent, and then reacting the tetra-covalent boron acid thus obtained with the theoretical amount of amine, on the basis of one amine group to each molecule of boro acid. Where the reaction is highly exothermic, the reaction mixture is preferably cooled during the reaction.
- the lubricating greases to which this invention relates are those containing metal soaps of high molecular weight hydroxy fatty acids in sufficient proportions to provide at least a substantial thickening effect.
- the metal component may be any metal which is suitable for forming soaps employed as thickening agents in lubricating greases generally, including sodium, potassium, lithium, calcium, barium, strontium, aluminum, manganese, zinc, etc.
- the alkali metals and alkaline earth metals comprise a preferred class of metals for this purpose.
- the hydroxy fatty acid soap will usually be present in the composition in amounts from about 3 to about 15 percent by Weight, although somewhat smaller or larger amounts are also suitable, such as amounts as low as about 2 percent by weight and as high as about 30 percent by weight of the composition.
- the tetra-covalent boron acid salts are ordinarily employed in the lubricating greases in amounts in about the range 0.1l0 percent by weight, although somewhat larger or smaller amounts may be employed if desired. They are most suitably employed in amounts in about the range 0.5-5 percent by weight.
- Suitable soap forming acid materials which may be employed in the production of these greases include hydroxy fatty acids containing from about 12 to about 24 carbon atoms per molecule and one or more hydroxy groups separated from the carboxylic group by at least one carbon atom, and the glycerides and other esters of such acids.
- the preferred acids are substantially saturated acids containing from about 16 to about 22 carbon atoms and one or two hydroxy groups per molecule.
- Such materials may be obtained from naturally occurring glycerides, by hydroxylation of fatty acids, by hydrogenation of ricinoleic acid or castor oil, or otherwise by processes such as the catalytic oxidation of hydrocarbon oils and waxes which have been extracted and fractionated to the desired molecular range. Mixtures of hydroxy acids together with unsubstituted fatty acids may be very suitably employed, wherein the hydroxy fatty acid comprises at least about one third of the fatty acid mixture.
- Lubricating oils employed in the greases include conventional mineral oils and synthetic oils, such as high molecular weight ethers, esters, silicones, etc.
- Suitable mineral oils include both paraffinic and naphthenic oils and blends thereof, having viscosities in the range from about seconds Saybolt Universal at F. to about 225 seconds Saybolt Universal at 210 F.
- a particularly suitable class of synthetic lubricating oils comprises synthetic dicarboxylic acid esters, such as di-Z-ethylhexyl sebacate, (di-secondary-amyl) sebacate, di-2-ethylhexyl azelate, etc. and polymers obtained by condensing dicarboxylic acids with glycols as disclosed in US.
- the grease preparation is carried out in any suitable manner.
- the amine salt may be added either during the grease preparation or incorporated into the preformed grease by heating a mixture of the grease and amine salt at a moderately increased temperature with stirring, preferably following by milling. It is conveniently added during the grease preparation when the mixture has cooled to about 200 F.
- the lubricating greases of this invention may also contain other additives of various types such as are commonly employed in lubricating greases, such as extreme pressure agents, anti-corrosives, anti-oxidants, etc., as well as other thickening agents, such as finely divided solids hav mg grease forming properties.
- Lubricating oil is a mixture in a 3:1 ratio by weight respectively of 2-ethylhexyl sebacate and a refined paraffinic distillate oil having a Saybolt Universal viscosity of about 100 seconds at 100 F.
- the amine salts of boro acids are prepared as de scribed in the said copending application.
- the preparation of the amine salt of tri-n-propyl-monononylphenyl boro acid is carried out in the following manner: 188 grams (1.0 mol of tri-n-propyl borate are introduced into a 3 necked flask equipped with a thermometer, stirrer, dropping funnel and reflux condenser, and 220 grams (1.0 mol) of nonylphenol are added slowly. After complete mixing of the reactants, 191 grams (1.0 mol) of a high molecular weight aliphatic amine are added slowly.
- the amine is a commercial material sold by Rohm & Haas under the trade name of Primene 81-R consisting of tertiary alkyl primary amines in the range from C H NH to C H NH
- the product, obtained in a 100 percent yield, is a yellow liquid.
- the grease preparation is carried out by saponifying Hydrofol acids 200 with a small excess of lithium hydroxide in the presence of a major proportion of the mineral oil contained in the grease.
- the saponification is accomplished by heating the mixture for 1% hours at about 317 F.
- the saponification mixture is then heated to 400 F. while adding 2-ethylhexyl sebacate and circulating the mixture through a shear valve at 75 pounds pressure drop while the mixture is maintained at 400 F.
- the mixture is cooled to 200 F. during about 2 /2 hours while additional amounts of mineral oil and 2-ethylhexyl sebacate are added.
- the grease is finally drawn and finished by milling in a Premier colloid mill.
- the amine salt of tetra-covalent boron acid is incorporated into the base grease thus obtained by heating a mixture of the grease and amine salt in suitable proportions by weight at 150 F. for thirty minutes with stirring, and then milling with one pass through a Premier colloid mill at 0.002 inch clearance.
- the grease thus obtained has a smooth buttery texture and very superior lubricating properties generally, including a dropping point above 400 F.
- the following table shows the effect of the boro acidamine salts in improving the dropping point of the base grease.
- a lubricating grease consisting essentially of a lubricating oil thickened to a grease consistency by a metal hydroxy fatty acid soap and containing about 0.110 percent by weight of a compound of the class of amine salts of tetra-covalent boron acids represented by the formulas:
- Y is selected from the group consisting of oxygen and sulfur
- X is an aliphatic hydrocarbylene radical containing 2 to 10 carbon atoms
- R is a hydrocarbyl radical containing 1 to 24 carbon atoms
- R is selected from the group consisting of aliphatic hydrocarbyl and halogen substituted aliphatic hydrocarbyl radicals containing 1 to 30 carbon atoms
- R" and R' are selected from the group consisting of hydrogen and aliphatic hydrocarbyl radicals containing 1 to 24 carbon atoms.
Description
United States Patent 3,125,524 LUBRICATING GREASES CONTAINING SALTS OF BORO ACIDS WITH AMINES William R. Siegart, Wappingers Falls, and Norman R- Odell and Fred C. Toettcher, Fishkill, N.Y., and Edward L. Kay, Akron, Ohio, assignors to Texaco Inc., New York, N .Y., a corporation of Delaware N Drawing. Filed Jan. 17, 1961, Ser. No. 83,179 8 Claims. (Cl. 25233.6)
This invention relates to lubricating greases and to a novel class of additives therefor. More particularly, it relates to lubricating greases containing amine salts of tetra-covalent boron acids.
Amine salts of tetra-covalent boron acids are disclosed and claimed as novel compounds in copending application Serial No. 83,175, of Edward L. Kay and Edwin C. Knowles, filed of even date herewith. We have found, in accordance with the present invention, that these compounds are employed with particular advantage in lubricating greases thickened with hydroxy fatty acid soaps, wherein they impart greatly increased dropping points and other advantages, differently from their effect in lubricating greases generally, including greases thickened with conventional fatty acid soaps.
The amine salts of tetra-covalent boron acids which are employed in the grease compositions of this invention are compounds represented by the following general formulas:
RYMBHKI R'R" x-1 I R'R" HB Ya wherein Y may be oxygen or sulfur, X is an aliphatic hydrocarbylene radical containing 2 to carbon atoms, R is a hydrocarbyl radical containing 1 to 24 carbon atoms, R is an aliphatic hydrocarbyl or halogen substituted hydrocarbyl radical containing one or more carbon atoms and preferably 8 to about 30 carbon atoms and R" and R' are hydrogen or aliphatic hydrocarbyl or halogen substituted aliphatic hydrocarbyl radicals containing 1 to 24 carbon atoms. The preferred compounds are those wherein X contains from 2 to 6 carbon atoms, R is a tertiary aliphatic hydrocarbyl group containing from 8 to 24 carbon atoms and R" and R are hydrogen.
The term hydrocarbyl radical as used herein denotes a monovalent radical. The term hydrocarbylene as used herein denotes a divalent hydrocarbon radical.
Suitable compounds of the above class include the following: octylamine salt of tetra-n-propoxy boro acid; dodecylamine salt of tetra-butoxy boro acid; ethylene diamine salt of tetra-tertiary-butoxy boro acid; hexadecylamine salt of tetra(pentachlorophenoxy) boro acid; hexylene diamine salt of tetra(nonylphenoxy) boro acid; hexadecyl salt of tetra-phenoxy boro acid; tertiary dodecylamine salt of tri-n-propyl-mono(o-chlorophenoxy)- boro acid; tertiary dodecylamine salt of tetra(o-hydroxynonylphenoxy)boro acid; and tertiary hexadecylamine salt of tri nonylphenoxy mono (p nitrophenoxy)boro acid.
Formation of the amine salts of tetra-covalent boron acids takes place readily over a wide range of conditions. The compounds may be prepared by merely mixing together a borate tri-ester and alcohol in equimolecular proportions at room temperature in the presence or absence of a solvent, and then reacting the tetra-covalent boron acid thus obtained with the theoretical amount of amine, on the basis of one amine group to each molecule of boro acid. Where the reaction is highly exothermic, the reaction mixture is preferably cooled during the reaction.
3,125,524 Patented Mar. 17, 1964 The lubricating greases to which this invention relates are those containing metal soaps of high molecular weight hydroxy fatty acids in sufficient proportions to provide at least a substantial thickening effect. The metal component may be any metal which is suitable for forming soaps employed as thickening agents in lubricating greases generally, including sodium, potassium, lithium, calcium, barium, strontium, aluminum, manganese, zinc, etc. The alkali metals and alkaline earth metals comprise a preferred class of metals for this purpose. The hydroxy fatty acid soap will usually be present in the composition in amounts from about 3 to about 15 percent by Weight, although somewhat smaller or larger amounts are also suitable, such as amounts as low as about 2 percent by weight and as high as about 30 percent by weight of the composition.
The tetra-covalent boron acid salts are ordinarily employed in the lubricating greases in amounts in about the range 0.1l0 percent by weight, although somewhat larger or smaller amounts may be employed if desired. They are most suitably employed in amounts in about the range 0.5-5 percent by weight.
Suitable soap forming acid materials which may be employed in the production of these greases include hydroxy fatty acids containing from about 12 to about 24 carbon atoms per molecule and one or more hydroxy groups separated from the carboxylic group by at least one carbon atom, and the glycerides and other esters of such acids. The preferred acids are substantially saturated acids containing from about 16 to about 22 carbon atoms and one or two hydroxy groups per molecule. Such materials may be obtained from naturally occurring glycerides, by hydroxylation of fatty acids, by hydrogenation of ricinoleic acid or castor oil, or otherwise by processes such as the catalytic oxidation of hydrocarbon oils and waxes which have been extracted and fractionated to the desired molecular range. Mixtures of hydroxy acids together with unsubstituted fatty acids may be very suitably employed, wherein the hydroxy fatty acid comprises at least about one third of the fatty acid mixture.
Lubricating oils employed in the greases include conventional mineral oils and synthetic oils, such as high molecular weight ethers, esters, silicones, etc. Suitable mineral oils include both paraffinic and naphthenic oils and blends thereof, having viscosities in the range from about seconds Saybolt Universal at F. to about 225 seconds Saybolt Universal at 210 F. A particularly suitable class of synthetic lubricating oils comprises synthetic dicarboxylic acid esters, such as di-Z-ethylhexyl sebacate, (di-secondary-amyl) sebacate, di-2-ethylhexyl azelate, etc. and polymers obtained by condensing dicarboxylic acids with glycols as disclosed in US. 2,628,- 974, as well as the sulfur analogs of such esters. Other synthetic oils which may be employed in accordance with this invention include the silicone polymers, including dialkyl silicone polymers such as dimethyl silicone polymer, diethyl silicones and mixed aryl alkyl silicone polymers such as phenyl methyl silicone polymer, having viscosities in the lubricating oil viscosity range.
The grease preparation is carried out in any suitable manner. The amine salt may be added either during the grease preparation or incorporated into the preformed grease by heating a mixture of the grease and amine salt at a moderately increased temperature with stirring, preferably following by milling. It is conveniently added during the grease preparation when the mixture has cooled to about 200 F.
The lubricating greases of this invention may also contain other additives of various types such as are commonly employed in lubricating greases, such as extreme pressure agents, anti-corrosives, anti-oxidants, etc., as well as other thickening agents, such as finely divided solids hav mg grease forming properties.
The following example is given for the purpose of further disclosing the invention.
EXAMPLE I A lubricating grease representing a preferred embodiment of this invention having the following composition in percent by weight:
Lithium 12-hydroxystearate 7.1 Amine sale of boro acid 3.0 Lubricating oil Remainder The lubricating oil is a mixture in a 3:1 ratio by weight respectively of 2-ethylhexyl sebacate and a refined paraffinic distillate oil having a Saybolt Universal viscosity of about 100 seconds at 100 F.
The amine salts of boro acids are prepared as de scribed in the said copending application. For example, the preparation of the amine salt of tri-n-propyl-monononylphenyl boro acid is carried out in the following manner: 188 grams (1.0 mol of tri-n-propyl borate are introduced into a 3 necked flask equipped with a thermometer, stirrer, dropping funnel and reflux condenser, and 220 grams (1.0 mol) of nonylphenol are added slowly. After complete mixing of the reactants, 191 grams (1.0 mol) of a high molecular weight aliphatic amine are added slowly. The amine is a commercial material sold by Rohm & Haas under the trade name of Primene 81-R consisting of tertiary alkyl primary amines in the range from C H NH to C H NH The product, obtained in a 100 percent yield, is a yellow liquid.
The grease preparation is carried out by saponifying Hydrofol acids 200 with a small excess of lithium hydroxide in the presence of a major proportion of the mineral oil contained in the grease. The saponification is accomplished by heating the mixture for 1% hours at about 317 F. The saponification mixture is then heated to 400 F. while adding 2-ethylhexyl sebacate and circulating the mixture through a shear valve at 75 pounds pressure drop while the mixture is maintained at 400 F. The mixture is cooled to 200 F. during about 2 /2 hours while additional amounts of mineral oil and 2-ethylhexyl sebacate are added. The grease is finally drawn and finished by milling in a Premier colloid mill. The amine salt of tetra-covalent boron acid is incorporated into the base grease thus obtained by heating a mixture of the grease and amine salt in suitable proportions by weight at 150 F. for thirty minutes with stirring, and then milling with one pass through a Premier colloid mill at 0.002 inch clearance. The grease thus obtained has a smooth buttery texture and very superior lubricating properties generally, including a dropping point above 400 F.
The following table shows the effect of the boro acidamine salts in improving the dropping point of the base grease.
Table I Dropping point, ASTM, F. None 366 Amine salt of mono-nonylphenoxy-tri-npropoxy boro acid 500+ Amine salt of tri-nonylphenoxy-mono-npropoxy boro acid 468 Amine salt of tetra-nonylphenoxy boro acid- 443 Borate:
In addition to the increased dropping points obtained with the boro acid-amine salts, these compounds also produce large improvements in the water absorption properties of hydroxy fatty acid soap thickened greases which normally undergo objectionable penetration changes due to water absorption.
Obviously many modifications and variations of the invention, as hereinbefore set forth, may be made without departing from the spirit and scope thereof and only such limitations should be imposed as are indicated in the appended claims.
We claim:
1. A lubricating grease consisting essentially of a lubricating oil thickened to a grease consistency by a metal hydroxy fatty acid soap and containing about 0.110 percent by weight of a compound of the class of amine salts of tetra-covalent boron acids represented by the formulas:
wherein Y is selected from the group consisting of oxygen and sulfur, X is an aliphatic hydrocarbylene radical containing 2 to 10 carbon atoms, R is a hydrocarbyl radical containing 1 to 24 carbon atoms, R is selected from the group consisting of aliphatic hydrocarbyl and halogen substituted aliphatic hydrocarbyl radicals containing 1 to 30 carbon atoms and R" and R' are selected from the group consisting of hydrogen and aliphatic hydrocarbyl radicals containing 1 to 24 carbon atoms.
2. A lubricating grease according to claim 1 wherein R is a tertiary aliphatic hydrocarbyl group containing 8 to 24 carbon atoms and R" and R are hydrogen.
3. A lubricating grease according to claim 1 wherein the said hydroxy fatty acid soap is a lithium soap.
4. A lubricating grease according to claim 1 wherein the said amine salt of tetra-covalent boron acid is the salt of tertiary alkyl (C primary amine and monononylphenoxy-trin-propoxy boro acid.
5. A lubricating grease according to claim 1 wherein the said amine salt of tetra-covalent boron acid is the salt of tertiary allryl (C primary amine and tri-nonylphenoxy-mono-n-propoxy boro acid.
6. A lubricating grease according to claim 1 wherein the said amine salt of tetra-covalent boron acid is the salt of tertiary alkyl (C primary amine and tetranonylphenoxy boro acid.
7. A lubricating grease according to claim 1 wherein the said lubricating oil is a mineral oil.
8. A lubricating grease according to claim 1 wherein the said lubricating oil is a dicarboxylic acid ester.
Brunstrum et al. -1 Aug. 5, 1958 Ashby et al. Nov. 22, 1960
Claims (1)
1. A LUBRICATING GREASE CONSISTING ESSENTIALLY OF A LUBRICATING OIL THICKENED TO A GREASE CONSISTENCY BY A METAL HYDROXY FATTY ACID SOAP AND CONTAINING ABOUT 0.1-10 PERCENT BY WEIGHT OF A COMPOUND OF THE CLASS OF AMINE SALTS OF TETRA-COVALENT BORON ACIDS REPRESENTED BY THE FORMULAS:
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3125524A true US3125524A (en) | 1964-03-17 |
Family
ID=3454792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US3125524D Expired - Lifetime US3125524A (en) | Lubricating greases containing salts of |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US3125524A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969236A (en) * | 1974-03-13 | 1976-07-13 | Waldstein David A | Compositions containing monoalkanolamide borates |
| EP0155131A2 (en) * | 1984-03-07 | 1985-09-18 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
| US4780227A (en) * | 1984-08-22 | 1988-10-25 | Mobil Oil Corporation | Grease composition containing borated alkoxylated alcohols |
| US4828734A (en) * | 1985-08-27 | 1989-05-09 | Mobil Oil Corporation | Grease compositions containing borated oxazoline compounds and hydroxy-containing soap thickeners |
| US4961868A (en) * | 1983-01-10 | 1990-10-09 | Mobil Oil Corporation | Grease composition |
| US5084194A (en) * | 1984-03-07 | 1992-01-28 | Mobil Oil Corporation | Grease composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2846394A (en) * | 1954-11-30 | 1958-08-05 | Standard Oil Co | Rheopectic grease composition |
| US2961443A (en) * | 1957-04-10 | 1960-11-22 | Ethyl Corp | Organic compounds of boron |
-
0
- US US3125524D patent/US3125524A/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2846394A (en) * | 1954-11-30 | 1958-08-05 | Standard Oil Co | Rheopectic grease composition |
| US2961443A (en) * | 1957-04-10 | 1960-11-22 | Ethyl Corp | Organic compounds of boron |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969236A (en) * | 1974-03-13 | 1976-07-13 | Waldstein David A | Compositions containing monoalkanolamide borates |
| US4022713A (en) * | 1974-03-13 | 1977-05-10 | Waldstein David A | Compositions containing monoalkanolamide borates |
| US4961868A (en) * | 1983-01-10 | 1990-10-09 | Mobil Oil Corporation | Grease composition |
| EP0155131A2 (en) * | 1984-03-07 | 1985-09-18 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
| EP0155131A3 (en) * | 1984-03-07 | 1986-04-23 | Mobil Oil Corporation | Grease composition containing boron compound and hydroxy containing soap thickener |
| AU578070B2 (en) * | 1984-03-07 | 1988-10-13 | Mobil Oil Corporation | Grease containing boron amides |
| US5084194A (en) * | 1984-03-07 | 1992-01-28 | Mobil Oil Corporation | Grease composition |
| US4780227A (en) * | 1984-08-22 | 1988-10-25 | Mobil Oil Corporation | Grease composition containing borated alkoxylated alcohols |
| US4828734A (en) * | 1985-08-27 | 1989-05-09 | Mobil Oil Corporation | Grease compositions containing borated oxazoline compounds and hydroxy-containing soap thickeners |
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