US3329614A - Hydraulic pressure transmission fluid - Google Patents
Hydraulic pressure transmission fluid Download PDFInfo
- Publication number
- US3329614A US3329614A US410312A US41031264A US3329614A US 3329614 A US3329614 A US 3329614A US 410312 A US410312 A US 410312A US 41031264 A US41031264 A US 41031264A US 3329614 A US3329614 A US 3329614A
- Authority
- US
- United States
- Prior art keywords
- percent
- weight
- fluid
- glycol
- fluids
- 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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- 239000012530 fluid Substances 0.000 title claims description 75
- 230000005540 biological transmission Effects 0.000 title description 6
- 239000000203 mixture Substances 0.000 claims description 50
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 38
- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 claims description 18
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 14
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 14
- -1 glycol ethers Chemical class 0.000 description 16
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 14
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 11
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 10
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 10
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 229950000688 phenothiazine Drugs 0.000 description 8
- 239000000344 soap Substances 0.000 description 8
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 8
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 7
- 239000000314 lubricant Substances 0.000 description 7
- 229910052700 potassium Inorganic materials 0.000 description 7
- 239000011591 potassium Substances 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- FZQSLXQPHPOTHG-UHFFFAOYSA-N [K+].[K+].O1B([O-])OB2OB([O-])OB1O2 Chemical compound [K+].[K+].O1B([O-])OB2OB([O-])OB1O2 FZQSLXQPHPOTHG-UHFFFAOYSA-N 0.000 description 6
- 229910052783 alkali metal Inorganic materials 0.000 description 6
- 239000003963 antioxidant agent Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- UUNBFTCKFYBASS-UHFFFAOYSA-N C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC Chemical compound C(CCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCC UUNBFTCKFYBASS-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 125000005702 oxyalkylene group Chemical group 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DMBHHRLKUKUOEG-UHFFFAOYSA-N N-phenyl aniline Natural products C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229940035422 diphenylamine Drugs 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 2
- FHQRDEDZJIFJAL-UHFFFAOYSA-N 4-phenylmorpholine Chemical compound C1COCCN1C1=CC=CC=C1 FHQRDEDZJIFJAL-UHFFFAOYSA-N 0.000 description 2
- 239000004255 Butylated hydroxyanisole Substances 0.000 description 2
- MYPKNOIDGYUDRC-UHFFFAOYSA-N CCCCNCCCC.CCCCNCCCC.CCCCNCCCC.OB(O)O Chemical class CCCCNCCCC.CCCCNCCCC.CCCCNCCCC.OB(O)O MYPKNOIDGYUDRC-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
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 2
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 2
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229930003836 cresol Natural products 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- GIXHHVDNJZSLBZ-UHFFFAOYSA-N n-butylbutan-1-amine;phosphoric acid Chemical compound OP(O)(O)=O.CCCCNCCCC GIXHHVDNJZSLBZ-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 description 1
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
- GTAKOUPXIUWZIA-UHFFFAOYSA-N 2-[2-[2-(2-ethoxyethoxy)ethoxy]ethoxy]ethanol Chemical compound CCOCCOCCOCCOCCO GTAKOUPXIUWZIA-UHFFFAOYSA-N 0.000 description 1
- SXNRWWNGEQMQCB-UHFFFAOYSA-N 2-[2-[2-(2-propoxyethoxy)ethoxy]ethoxy]ethanol Chemical compound CCCOCCOCCOCCOCCO SXNRWWNGEQMQCB-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- JCNLVMVIONJLMQ-UHFFFAOYSA-N 2-hydroxyethoxyboronic acid Chemical compound OCCOB(O)O JCNLVMVIONJLMQ-UHFFFAOYSA-N 0.000 description 1
- JRLTTZUODKEYDH-UHFFFAOYSA-N 8-methylquinoline Chemical group C1=CN=C2C(C)=CC=CC2=C1 JRLTTZUODKEYDH-UHFFFAOYSA-N 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- RKGLWYXDERYOTI-UHFFFAOYSA-N CCCCN.CCCCN.CCCCN.OB(O)O Chemical compound CCCCN.CCCCN.CCCCN.OB(O)O RKGLWYXDERYOTI-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- NCZCAFWTDIRZFT-UHFFFAOYSA-N [K+].[K+].OB(O)O.OB(O)O.OB(O)O.OB([O-])[O-] Chemical compound [K+].[K+].OB(O)O.OB(O)O.OB(O)O.OB([O-])[O-] NCZCAFWTDIRZFT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000012080 ambient air Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 229940096992 potassium oleate Drugs 0.000 description 1
- MLICVSDCCDDWMD-KVVVOXFISA-M potassium;(z)-octadec-9-enoate Chemical compound [K+].CCCCCCCC\C=C/CCCCCCCC([O-])=O MLICVSDCCDDWMD-KVVVOXFISA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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
- C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/087—Boron oxides, acids or 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/08—Aldehydes; Ketones
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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
- 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
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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
- 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
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/18—Tall oil 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
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- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Definitions
- This invention relates to new and improved hydraulic pressure transmission fluids for use in fluid pressure operating devices such as hydraulic transmissions, hydraulic brake systems, hydraulic steering mechanisms, etc. More particularly, this invention relates to central system fluids which contain as a lubricant the random or heteric addition product of ethylene oxide and propylene oxide with tripentaerythritol.
- the hydraulic pressure transmission fluids such as brake fluids
- brake fluids are made up of three principal units.
- the first is a base or lubricant for the system which may include heavy-bodied fluids such as polyglycols, castor oil, mixtures of these materials, etc.
- Diluents which are employed for the purpose of controlling the viscosity of the fluid as represented by glycol ethers, glycols, alcohols, etc., form the second basic unit.
- the third basic unit is represented by an inhibitor system comprising small quantities of inhibitors which are added to reduce oxidation, to improve wetting and flow and to maintain the pH of the hydraulic system above 7.
- hydraulic fluids of the prior art possesses one or more of the desired characteristics of viscositytemperature relationship, volatility, or pour-point, they all sulfer from one or more disadvantages and their use is handicapped by the fact that a wide range of suitable properties cannot be obtained.
- Fluids known in the art suffer from lack of lubricity, some are not stable against oxidation or deterioration, with others it is found over long periods of use that insoluble materials are formed which greatly reduce their efliciency and in some instances exposure to oxidizing conditions also results in the formation of insoluble compositions. Frequently, it is found that these fluids are also corrosive and that they do not possess the required rubber swelling properties.
- One of the salient features of the instant fluids is their enhanced oxidation stability. While many factors must be considered in the selection of a fluid for a centralized power system, high-temperature oxidation stability is one of the more important since the heat introduced from the compressor combined with the normal frictional heating of the fluid in brake operation must be dissipated. This is accomplished by conduction or convection from the hydraulic tubing or heat exchanger to the ambient air. To produce a practical differential temperature the central system fluid must tolerate temperatures of 100 F. to 200 F. above ambient. It is important, therefore, that the central system fluid have a high degree of oxidation stability and that it not produce varnish, gum, sludge, or other products of deterioration which will impair the proper functioning of the system components.
- the fluids of this invention meet all the requirements for the synthetic type Central System Fluid Recommended Practice SAE 71R2. Since the central system fluids are required to function in a variety of hydraulically operated equipment under a broad range of conditions, the requirements for such fluids must be more rigorous than the requirements for a hydraulic fluid designed for a single operation, such as a brake fluid. For example, the viscosity at 210 F.-of a central system fluid must be not less than 4.5 cs. as compared to 1.3 cs. at the same temperature for an SAE 70-R-1 brake fluid while at the same time in a central system fluid the viscosity at 40 F. must be not more than 1800 cs.
- a maximum slope of the viscosity-temperature curve for an SAE brake fluid is 0.99 whereas in a central system power fluid the slope is limited to 0.645 (max.).
- cold test requirements for central system fluids are more rigorous than for current fluids, such as brake fluids, as shown by the fact that adequate fluidity must be retained at 50 F. rather than at 40 F. in the six-day cold test and at 70" F. rather than at 60 F. in the six-hour cold test.
- Increased lubricity is required for the central system fluid to function in a standard power steering pump (roller vane type) while in contrast brake fluids are required only to lubricate sliding metal and rubber surfaces. This represents the difference between load-bearing and no-load lubrication.
- the lubricating base in the central system fluid must maintain its viscosity under the shearing action of the pump. These fluids must be oxidatively stable in the presence of a steel-copper catalyst at 275 F. and in the presence of a stream of air. Suitable fluids must operate satisfactorily in a standard automotive automatic transmission unit and they must also meet the current SAE 70-R-3 hydraulic brake fluid specification.
- Lubricant portion The lubricant portion of the novel compositions of this invention are prepared by condensing simultaneously a mixture of about 35 to about 65 weight percent ethylene oxide and from about 65 to about 35 weight percent proplyene oxide with tripentaerythritol to form a compound having attached, at the site of each hydroxyl group of the tripentaerythritol, a heteric oxyalkylene chain terminated by free hydroxyl group.'In such a heteric oxyalkylene chain the different oxyalkylene units or groups are distributed randomly throughout the entire chain and the chain is terminated by hydroxyl group.
- the average weight percent of the oxyethylcne units in each of the chains will be about 35 to about 65, based on the total weight of all the oxyalkylene units present in the chain.
- Another requirement of the random adduct of tripentaerythritol with a mixture of ethylene oxide and propylene oxide is that the viscosity at F. must be between 800 and 1400 centistokes and the adduct must exhibit a pour-point not higher than 15 F. (ASTM D-97-57).
- the base or lubricant portion of the novel compositions of this invention will form from about 18 to about 30 percent, based on the total weight of the hydraulic fluid composition.
- a mixture of ethylene oxide and propylene oxide is brought into intimate contact with the starting tripentaerythritol dissolved in a suitable solvent, throughout which an alkaline catalyst, such as potassium hydroxide or sodium hydroxide, is uniformly dispersed.
- an alkaline catalyst such as potassium hydroxide or sodium hydroxide
- the quantity of catalyst utilized generally will be from about 0 .15 to about 1.0 percent by weight of the reactants.
- the reaction temperature will range from about 80 C. to about 180 C. while the reaction time will be from about 1 to 20 hours or more depending upon the particular reaction conditions employed.
- the process by which such adducts can be prepared is well known in the art and is more completely described in US. Patent 2,425,845.
- the diluent portion of the novel fluids is composed of two materials.
- the first of these is a glycol alcohol ether of the formula wherein R is alkyl of from 1 to 4 carbon atoms, R is alkylene of from 2 to 3 inclusive carbon atoms, and m is an integer of from 2 to 4 inclusive.
- Useful glycol alcohol ethers include diethylene glycol methyl ether, diethylene glycol ethyl ether, diethylene glycol propyl ether, triethylene glycol methyl ether, triethylene glycol ethyl ether, tetraethylene glycol ethyl ether, tetraethylene glycol propyl ether, etc. If desired, a mixture of the useful glycol alcohol ethers can be employed.
- the novel fluids of this invention will contain from about 40 to about 711.5 weight percent, based on the total weight of the fluid composition, of the glycol alcohol ether.
- the second material employed as a diluent in the novel fluids of this invention is a formal of the formula:
- R is alkyl of from 1 to 3 carbon atoms, and n and m are each an independently selected integer of from 1 to 3 inclusive.
- Suitable formals include:
- Mixtures of the useful formals can be utilized, if de sired.
- Formals can be prepared by methods well know-n in the art.
- the formal of the methyl ether of triethylene glycol can be prepared by reacting at reflux temperature paraformaldehyde with the methyl ether of triethylene glycol in the presence of benzene and boron trifluoride ethyl ether catalyst.
- Alkaline inhibitors for pH and corrosion control are generally added in an amount suflicient to maintain alkaline conditions in the fluid compositions, e.g., a pH value of from about 7.0 to about 11.5.
- Useful alkaline inhibitors include alkali metal borates, such as potassium borate, sodium tetraborate, etc.; alkali metal salts of fatty acids, such as potassium oleate, the potassium soap of rosin or tall oil fatty acids; amines such as morpholine, phenyl morpholine, ethanolamine, triethanolamine, etc.; amine salts, such as monoor dibutyl ammonium borates, dibutylamine phosphate; and alkylene glycol condensates of alkali metal borates, such as the ethylene glycol condensate of potassium tetraborate.
- These alkaline inhibitors are generally added in an amount of from about 0.2 to about 2.0 percent by weight based on the total weight of the fluid composition.
- the fluid compositions of this invention will also contain one or more antioxidants in a total amount of from about 0.1 to about 1.5 weight percent, based on the total weight of the fluid composition.
- Typical antioxidants include compounds such as 2,2-di-(4 hydroxyphenyl) propane, phenothiazine, and polymerized trimethyldihydroquinoline and the like, amines such as phenyl-alphanaphthylamine, phenyl-beta-naphthylamine, dioctyl diphenylamine, etc., hindered phenols such as dibutyl cresol, dibutylated 2,2-di-(4-hydroxyphenyl) propane, N- butylated amino phenol, butylated hydroxyanisole, etc.
- Formulation of the novel fluid of this invention is accomplished by blending the components to a homogeneous stage in a mixing vessel.
- the preferable blending temperature is from 50-125 F. It is preferable to warm the solution during preparation to facilitate dissolution.
- the blending of the compounds takes place at atmospheric pressure.
- any suitable method can be used in preparing the liquid compositions of this invention.
- the components can be added together or one at a time, in any desired sequence. It is preferable, however, to add the antioxidant and alkaline inhibitor as a solution in the glycol alcohol ether component. All compoenents are mixed until a single phase composition is obtained.
- Embodiments of the fluid composition of this invention are shown in the following examples which are to be considered not limitative.
- Potassium soap of rosin can he prepared by reacting potassium hydroxide with rosin in the presence of methyl ether of triethylene glycol, etc. Hydrogenated rosin can also be utilized to prepare such potassium soaps. Typical properties of hydrogenated rosin are: acid number, 164; softening point (ASTM E28 51T), 154 F.; refractive index at F., 1.5002; and density at 20 C., 1.045.
- Example 1 Percent by weight Adduct of tripentaerythritol with a mixture of 50 percent by weight of ethylene oxide and 50 percent by weight propylene oxide (random addition product). Viscosity at 100 F.-1050 cs. 20.0 Formal of methyl ether of ethylene glycol 16.5 Methyl ether of triethylene glycol 61.5 Condensate of 10.4 moles of ethylene glycol with 1.2 moles potassium tetraborate 1.0 Dioctyl diphenyl amine 0.20 Phenothiazine 0.80
- Example III Percent by weight Adduct of tripentaerythritol with a mixture of 60 percent by Weight of ethylene oxide and 40 percent by weight of propylene oxide (random addition product). Viscosity at 100 F.1050
- Example IV Percent by a weight Adduct of tripentaerythritol with a mixture of 50 'percent by weight of ethylene oxide and 50 percent of propylene oxide (random addition prod-).
- SAE 71-R-2 Society of Automotive Engineers Synthetic Type Central System Fluid
- R" is alkyl of from 1 to 3 carbon atoms and n and m are each an independently selected integer of from 1 to 3 inclusive;
- D from about 0.1 to about 1.5 weight percent, based on the total weight of the fluid composition, of an antioxidant, selected from the group consisting of 2,2-di-(4-hydroxyphenyl)-propane, phenothiazine, polymerized trimethyldihydroquinoline, phenylalpha-naphthylamine, phenyl-beta-naphthylamine, dioctyl diphenylamine, dibutyl cresol, dibutylated 2,2-di-(4-hydrophenyl)-propane, N-butylated amino phenol and butylated hydroxyanisole and (E) from about 0.2 to about 2.0 weight percent based on the total weight of the fluid composition of an alkaline inhibitor selected from the group consisting of an alkali metal borate, an alkali
- Viscosity after test 210 F 4.5 min 5.6.
- a fluid composition consisting essentially of (A) from about 18 to about percent by weight, based on the total weight of the fluid composition of a heteric polyoxyalkylene adduct of tripentaerythritol formed by reacting a mixture of about to about 65 weight percent of ethylene oxide and about 65 to about 35 weight percent of propylene oxide, with tripentaerythritol, the said adduct having a viscosity at 100 F. of between 800 and 1400 centistokes and having a pour-point not higher than 15 F.; (B) from about to about 71.5 percent by weight, based on the total weight of the fluid composition, of a glycol alcohol ether of the formula:
- R is alkyl of from 1 to 4 carbon atoms, R is alkylene of from 2 to 3 inclusive, and m is an integer of from 2 to 4 inclusive; (C) from about 10 to about 25 percent by Weight, based on the total weight of the fluid composition, of a formal of the formula:
- the fluid composition of claim 1 wherein the said alkaline inhibitor consists essentially of, in combination, an ethylene glycol borate condensate formed by condensing 10.4 moles of ethylene glycol with 1.2 moles of potassium tetraborate and potassium soap of rosin.
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- Lubricants (AREA)
Description
United States Patent 3,329,614 HYDRAULIC PRESSURE TRANSMISSION FLUID Frank J. Milnes, Guilford, and Arthur W. Sawyer, Hamden, Conn., assignors to Olin Mathieson Chemical Corporation, a corporation of Virginia No Drawing. Filed Nov. 10, 1964, Ser. No. 410,312 7 Claims. (Cl. 252-75) This invention relates to new and improved hydraulic pressure transmission fluids for use in fluid pressure operating devices such as hydraulic transmissions, hydraulic brake systems, hydraulic steering mechanisms, etc. More particularly, this invention relates to central system fluids which contain as a lubricant the random or heteric addition product of ethylene oxide and propylene oxide with tripentaerythritol.
A wide variety of hydraulic fluid compositions have been suggested in the art. Commonly, the hydraulic pressure transmission fluids, such as brake fluids, are made up of three principal units. The first is a base or lubricant for the system which may include heavy-bodied fluids such as polyglycols, castor oil, mixtures of these materials, etc. Diluents, which are employed for the purpose of controlling the viscosity of the fluid as represented by glycol ethers, glycols, alcohols, etc., form the second basic unit. Finally, the third basic unit is represented by an inhibitor system comprising small quantities of inhibitors which are added to reduce oxidation, to improve wetting and flow and to maintain the pH of the hydraulic system above 7. Although the hydraulic fluids of the prior art possesses one or more of the desired characteristics of viscositytemperature relationship, volatility, or pour-point, they all sulfer from one or more disadvantages and their use is handicapped by the fact that a wide range of suitable properties cannot be obtained. Fluids known in the art suffer from lack of lubricity, some are not stable against oxidation or deterioration, with others it is found over long periods of use that insoluble materials are formed which greatly reduce their efliciency and in some instances exposure to oxidizing conditions also results in the formation of insoluble compositions. Frequently, it is found that these fluids are also corrosive and that they do not possess the required rubber swelling properties.
One of the salient features of the instant fluids is their enhanced oxidation stability. While many factors must be considered in the selection of a fluid for a centralized power system, high-temperature oxidation stability is one of the more important since the heat introduced from the compressor combined with the normal frictional heating of the fluid in brake operation must be dissipated. This is accomplished by conduction or convection from the hydraulic tubing or heat exchanger to the ambient air. To produce a practical differential temperature the central system fluid must tolerate temperatures of 100 F. to 200 F. above ambient. It is important, therefore, that the central system fluid have a high degree of oxidation stability and that it not produce varnish, gum, sludge, or other products of deterioration which will impair the proper functioning of the system components.
The fluids of this invention meet all the requirements for the synthetic type Central System Fluid Recommended Practice SAE 71R2. Since the central system fluids are required to function in a variety of hydraulically operated equipment under a broad range of conditions, the requirements for such fluids must be more rigorous than the requirements for a hydraulic fluid designed for a single operation, such as a brake fluid. For example, the viscosity at 210 F.-of a central system fluid must be not less than 4.5 cs. as compared to 1.3 cs. at the same temperature for an SAE 70-R-1 brake fluid while at the same time in a central system fluid the viscosity at 40 F. must be not more than 1800 cs.
A maximum slope of the viscosity-temperature curve for an SAE brake fluid is 0.99 whereas in a central system power fluid the slope is limited to 0.645 (max.). Likewise, cold test requirements for central system fluids are more rigorous than for current fluids, such as brake fluids, as shown by the fact that adequate fluidity must be retained at 50 F. rather than at 40 F. in the six-day cold test and at 70" F. rather than at 60 F. in the six-hour cold test.
Increased lubricity is required for the central system fluid to function in a standard power steering pump (roller vane type) while in contrast brake fluids are required only to lubricate sliding metal and rubber surfaces. This represents the difference between load-bearing and no-load lubrication. The lubricating base in the central system fluid must maintain its viscosity under the shearing action of the pump. These fluids must be oxidatively stable in the presence of a steel-copper catalyst at 275 F. and in the presence of a stream of air. Suitable fluids must operate satisfactorily in a standard automotive automatic transmission unit and they must also meet the current SAE 70-R-3 hydraulic brake fluid specification.
Lubricant portion The lubricant portion of the novel compositions of this invention are prepared by condensing simultaneously a mixture of about 35 to about 65 weight percent ethylene oxide and from about 65 to about 35 weight percent proplyene oxide with tripentaerythritol to form a compound having attached, at the site of each hydroxyl group of the tripentaerythritol, a heteric oxyalkylene chain terminated by free hydroxyl group.'In such a heteric oxyalkylene chain the different oxyalkylene units or groups are distributed randomly throughout the entire chain and the chain is terminated by hydroxyl group. In the heteric chains of the compounds (i.e., adduct) useful as lubricants in this invention, the average weight percent of the oxyethylcne units in each of the chains will be about 35 to about 65, based on the total weight of all the oxyalkylene units present in the chain. Another requirement of the random adduct of tripentaerythritol with a mixture of ethylene oxide and propylene oxide is that the viscosity at F. must be between 800 and 1400 centistokes and the adduct must exhibit a pour-point not higher than 15 F. (ASTM D-97-57).
The base or lubricant portion of the novel compositions of this invention will form from about 18 to about 30 percent, based on the total weight of the hydraulic fluid composition.
In preparing the heteric polyoxyalkylene adducts of tripentaerythritol, which form the lubricant or base fluid of the novel compositions of this invention, a mixture of ethylene oxide and propylene oxide is brought into intimate contact with the starting tripentaerythritol dissolved in a suitable solvent, throughout which an alkaline catalyst, such as potassium hydroxide or sodium hydroxide, is uniformly dispersed. The quantity of catalyst utilized generally will be from about 0 .15 to about 1.0 percent by weight of the reactants..Preferably, the reaction temperature will range from about 80 C. to about 180 C. while the reaction time will be from about 1 to 20 hours or more depending upon the particular reaction conditions employed. The process by which such adducts can be prepared is well known in the art and is more completely described in US. Patent 2,425,845.
Diluent portion The diluent portion of the novel fluids is composed of two materials. The first of these is a glycol alcohol ether of the formula wherein R is alkyl of from 1 to 4 carbon atoms, R is alkylene of from 2 to 3 inclusive carbon atoms, and m is an integer of from 2 to 4 inclusive. Useful glycol alcohol ethers include diethylene glycol methyl ether, diethylene glycol ethyl ether, diethylene glycol propyl ether, triethylene glycol methyl ether, triethylene glycol ethyl ether, tetraethylene glycol ethyl ether, tetraethylene glycol propyl ether, etc. If desired, a mixture of the useful glycol alcohol ethers can be employed. Generally, the novel fluids of this invention will contain from about 40 to about 711.5 weight percent, based on the total weight of the fluid composition, of the glycol alcohol ether.
The second material employed as a diluent in the novel fluids of this invention is a formal of the formula:
wherein R is alkyl of from 1 to 3 carbon atoms, and n and m are each an independently selected integer of from 1 to 3 inclusive.
From about to about 25 weight percent of the formal, based on the total weight of the fluid composition, will be included in the novel fluid compositions of this invention.
Suitable formals include:
Mixtures of the useful formals can be utilized, if de sired.
Formals can be prepared by methods well know-n in the art. For example, the formal of the methyl ether of triethylene glycol can be prepared by reacting at reflux temperature paraformaldehyde with the methyl ether of triethylene glycol in the presence of benzene and boron trifluoride ethyl ether catalyst.
Additives Alkaline inhibitors for pH and corrosion control are generally added in an amount suflicient to maintain alkaline conditions in the fluid compositions, e.g., a pH value of from about 7.0 to about 11.5. Useful alkaline inhibitors include alkali metal borates, such as potassium borate, sodium tetraborate, etc.; alkali metal salts of fatty acids, such as potassium oleate, the potassium soap of rosin or tall oil fatty acids; amines such as morpholine, phenyl morpholine, ethanolamine, triethanolamine, etc.; amine salts, such as monoor dibutyl ammonium borates, dibutylamine phosphate; and alkylene glycol condensates of alkali metal borates, such as the ethylene glycol condensate of potassium tetraborate. These alkaline inhibitors are generally added in an amount of from about 0.2 to about 2.0 percent by weight based on the total weight of the fluid composition.
The fluid compositions of this invention will also contain one or more antioxidants in a total amount of from about 0.1 to about 1.5 weight percent, based on the total weight of the fluid composition. Typical antioxidants include compounds such as 2,2-di-(4 hydroxyphenyl) propane, phenothiazine, and polymerized trimethyldihydroquinoline and the like, amines such as phenyl-alphanaphthylamine, phenyl-beta-naphthylamine, dioctyl diphenylamine, etc., hindered phenols such as dibutyl cresol, dibutylated 2,2-di-(4-hydroxyphenyl) propane, N- butylated amino phenol, butylated hydroxyanisole, etc.
Formulation of the novel fluid of this invention is accomplished by blending the components to a homogeneous stage in a mixing vessel. The preferable blending temperature is from 50-125 F. It is preferable to warm the solution during preparation to facilitate dissolution. The blending of the compounds takes place at atmospheric pressure.
In general, any suitable method can be used in preparing the liquid compositions of this invention. The components can be added together or one at a time, in any desired sequence. It is preferable, however, to add the antioxidant and alkaline inhibitor as a solution in the glycol alcohol ether component. All compoenents are mixed until a single phase composition is obtained.
Embodiments of the fluid composition of this invention are shown in the following examples which are to be considered not limitative.
Potassium soap of rosin can he prepared by reacting potassium hydroxide with rosin in the presence of methyl ether of triethylene glycol, etc. Hydrogenated rosin can also be utilized to prepare such potassium soaps. Typical properties of hydrogenated rosin are: acid number, 164; softening point (ASTM E28 51T), 154 F.; refractive index at F., 1.5002; and density at 20 C., 1.045.
Example 1 Percent by weight Adduct of tripentaerythritol with a mixture of 50 percent by weight of ethylene oxide and 50 percent by weight propylene oxide (random addition product). Viscosity at 100 F.-1050 cs. 20.0 Formal of methyl ether of ethylene glycol 16.5 Methyl ether of triethylene glycol 61.5 Condensate of 10.4 moles of ethylene glycol with 1.2 moles potassium tetraborate 1.0 Dioctyl diphenyl amine 0.20 Phenothiazine 0.80
Example Il Percent by weight Adduct of tripentaerythritol with a mixture of 50 percent by weight of ethylene oxide and 50 percent by weight propylene oxide (random addition product). Viscosity at 100 F.-1050 cs. 20.0 Formal of methyl ether of ethylene glycol 16.5 Methyl ether of diethylene glycol 1.8 Methyl ether of triethylene glycol 55.2 Methyl ether of tetraethylene glycol 4.9 Condensate of 10.4 moles ethylene glycol with 1.2 moles potassium tetraborate 0.50 Potassium soap of rosin 0.50 Dioctyl diphenyl amine 0.20 Phenothiazine 0.80
Example III Percent by weight Adduct of tripentaerythritol with a mixture of 60 percent by Weight of ethylene oxide and 40 percent by weight of propylene oxide (random addition product). Viscosity at 100 F.1050
cs. 18.02 Formal of methyl ether of diethylene glycol 31.25 Methyl ether of triethylene glycol 48.93 Condensate of 10.4 moles ethylene glycol with 1.2 moles potassium tetraborate 0.45 Potassium soap of rosin 0.45 Dioctyl diphenylamine 0.18 Phenothiazine 0.72
Example IV Percent by a weight Adduct of tripentaerythritol with a mixture of 50 'percent by weight of ethylene oxide and 50 percent of propylene oxide (random addition prod- The physical properties of the fluid of Example I are shown in Table 1. As these results indicate this fluid composition meets fully the requirement for Society of Automotive Engineers Synthetic Type Central System Fluid (SAE 71-R-2).
TABLE 1 wherein R" is alkyl of from 1 to 3 carbon atoms and n and m are each an independently selected integer of from 1 to 3 inclusive; (D) from about 0.1 to about 1.5 weight percent, based on the total weight of the fluid composition, of an antioxidant, selected from the group consisting of 2,2-di-(4-hydroxyphenyl)-propane, phenothiazine, polymerized trimethyldihydroquinoline, phenylalpha-naphthylamine, phenyl-beta-naphthylamine, dioctyl diphenylamine, dibutyl cresol, dibutylated 2,2-di-(4-hydrophenyl)-propane, N-butylated amino phenol and butylated hydroxyanisole and (E) from about 0.2 to about 2.0 weight percent based on the total weight of the fluid composition of an alkaline inhibitor selected from the group consisting of an alkali metal borate, an alkali metal salt of a fatty acid, morpholine, phenyl morpholine, ethanolamine, tnethanolamine, monobutyl ammonium borate, dibutyl ammonium borate, dibutylamine phosphate and an alkylene glycol condensate of an alkali metal borate.
2. The fluid composition of claim 1 wherein the said antioxidant consists essentially of, in combination, dioctyl diphenyl amine and phenothiazine.
Test Requirements for Fluid Composition SAE 71-R-2 Fluids of Example I Viscosity, Kinematic, 210 F., cs 4.5 min 5.7. Viscosity, Kinematic, 40 F., cs 1800 max 1705. Shear Test, hours Pump Test:
Viscosity after test, 210 F 4.5 min 5.6.
Viscosity after test, 40 F 1,800 1,750 Flash Point, F., (0.0.0.)...... 205 min 275. Boiling Point, F., (reflux) 400 min 4. Cold Test (A) 6 days at -50 F- Shgall flow, no separa- Clear fluid.
1011. Cold Test (B) 6 hours at 70 F Shall flow Clear fluid.
Antiwear, 100 hours, Power Steering Pump Corrosion Resistance, 120 hours at 210 F.,
mg. loss per sq. cm
Tinned Iron--- Fluid appearance pH, before corrosion tes pH, after corrosion Seal Compatibility (Rubbflr SWelling):
No visible wear.
Natural rubber cups 1 4 0.005 to 0.055 0.021". SBR rubber cups 1% 0.005 to 0.055 0.035". Lubrication Shall pass SAE Passed.
71-R-3 test. Water Tolerance Shall pass SAE Do.
71-R-3 test. Compatibility Shall pass SAE Do.
71-R-3 test.
What is claimed is:
1. A fluid composition consisting essentially of (A) from about 18 to about percent by weight, based on the total weight of the fluid composition of a heteric polyoxyalkylene adduct of tripentaerythritol formed by reacting a mixture of about to about 65 weight percent of ethylene oxide and about 65 to about 35 weight percent of propylene oxide, with tripentaerythritol, the said adduct having a viscosity at 100 F. of between 800 and 1400 centistokes and having a pour-point not higher than 15 F.; (B) from about to about 71.5 percent by weight, based on the total weight of the fluid composition, of a glycol alcohol ether of the formula:
wherein R is alkyl of from 1 to 4 carbon atoms, R is alkylene of from 2 to 3 inclusive, and m is an integer of from 2 to 4 inclusive; (C) from about 10 to about 25 percent by Weight, based on the total weight of the fluid composition, of a formal of the formula:
3. The fluid composition of claim 1 wherein the said alkaline inhibitor consists essentially of, in combination, an ethylene glycol borate condensate formed by condensing 10.4 moles of ethylene glycol with 1.2 moles of potassium tetraborate and potassium soap of rosin.
4. The fluid composition consisting. essentially of the following ingredients in the approximate percentages indicated:
Percent by weight Adduct of tripentaerythritol with a mixture of 50 percent by weight of ethylene oxide and 50 percent by weight propylene oxide (random addi- 7 5. The fluid composition consisting essentially of the following ingredients in the approximate percentages indicated:
Percent by weight Adduct of tripentaerythritol with a mixture of 50 percent by weight of ethylene oxide and 50 percent by weight propylene oxide (random addi- 6. The fluid composition consisting essentially of the following ingredients in the approximate percentages indicated:
Percent by weight Adduct of tripentaerythritol with a mixture of 60 percent by weight of ethylene oxide and 40 percent by weight of propylene oxide (random addition product). Viscosity at 100 F.-1050 cs. Formal of methyl ether of diethylene glycol Methyl ethyl of triethylene glycol Condensate of 10.4 moles ethylene glycol with 1.2 moles potassium tetraborate Potassium soap of rosin Percent by weight Dioctyl diphenylamine 0.18 Phenothiazine 0.72
7. The fluid composition consisting essentially of the following ingredients in the approximate percentages indicated:
Percent by weight Adduct of tripentaerythritol with a mixture of percent by weight of ethylene oxide and 50 percent of propylene oxide (random addition prodduct). Viscosity at 100 F.-1050 cs 20.0 Formal of methyl ether of ethylene glycol 16.5 Methyl ether of diethylene glycol 15.4
Methyl ether of triethylene glycol 46.1 Condensate of 10.4 moles ethylene glycol with 1.2
moles potassium tetraborate 0.5 Potassium soap of rosin 0.5 Dioctyl diphenylarnine 0.2 Phenothiazine 0.8
References Cited UNITED STATES PATENTS 2,425,845 8/1947 Toussaint et a1 260-615 2,796,423 6/1957 Cottle et a1. 260-615 2,982,733 5/1961 Wright et a1 252- LEON D. ROSDOL, Primary Examiner.
S. D. SCHWARTZ, Assistant Examiner.
Claims (1)
1. A FLUID COMPOSITION CONSISTING ESSENTIALLY OF (A) FROM ABOUT 18 TO ABOUT 30 PERCENT BY WEIGHT, BASED ON THE TOTAL WEIGHT OF THE FLUID COMPOSITION OF A HETERIC POLYOXYALKYLENE ADDUCT OF TRIPENTAERYTHRITOL FORMED BY REACTING A MIXTURE OF ABOUT 35 TO ABOUT 65 WEIGHT PERCENT OF ETHYLENE OXIDE AND ABOUT 65 TO ABOUT 35 WEIGHT PERCENT OF PROPYLENE OXIDE, WITH TRIPENTAERYTHRITOL, THE SAID ADDUCT HAVING A VISCOSITY AT 100*F. OF BETWEEN 800 AND 1400 CENTISTOKES AND HAVING A POUR-POINT NOT HIGHER THAN -15*F.; (B) FROM ABOUT 40 TO ABOUT 71.5 PERCENT BY WEIGHT, BASED ON THE TOTAL WEIGHT OF THE FLUID COMPOSITION, OF A GLYCOL ALCOHOL ETHER OF THE FORMULA:
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US410312A US3329614A (en) | 1964-11-10 | 1964-11-10 | Hydraulic pressure transmission fluid |
| FR37939A FR1453624A (en) | 1964-11-10 | 1965-11-10 | Fluids for hydraulic transmissions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US410312A US3329614A (en) | 1964-11-10 | 1964-11-10 | Hydraulic pressure transmission fluid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3329614A true US3329614A (en) | 1967-07-04 |
Family
ID=23624175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US410312A Expired - Lifetime US3329614A (en) | 1964-11-10 | 1964-11-10 | Hydraulic pressure transmission fluid |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US3329614A (en) |
| FR (1) | FR1453624A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3711411A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters and monoethanolamine |
| US3957667A (en) * | 1973-12-29 | 1976-05-18 | Nippon Oils And Fats Company Limited | Hydraulic oil composition |
| US3966625A (en) * | 1971-09-23 | 1976-06-29 | Nippon Oils And Fats Company Limited | Lubricating oil composition containing polyoxyalkylene glycol diether viscosity-index improvers |
| US3991122A (en) * | 1970-07-31 | 1976-11-09 | Montedison S.P.A. | Liquid compositions based on polyglycolethers having a high boiling point |
| JPS52145675A (en) * | 1976-05-28 | 1977-12-03 | Sanyo Chemical Ind Ltd | Brake liquid having high boiling point |
| US4093666A (en) * | 1974-02-06 | 1978-06-06 | Hoechst Aktiengesellschaft | Process for the manufacture of glycol ether formals |
| US4233170A (en) * | 1978-02-07 | 1980-11-11 | Sanyo Chemical Industries, Limited | Water-glycol hydraulic fluid containing polyoxyalkylene ethers |
| US5310493A (en) * | 1991-05-14 | 1994-05-10 | The Dow Chemical Company | Stabilized brake fluids containing metal borohydride and butylated hydroxytoluenes |
| US5536427A (en) * | 1991-10-23 | 1996-07-16 | Sodick Co., Ltd. | Non-flammable electric discharge machining fluid including a block copolymer |
| EP1148076A1 (en) * | 2000-04-17 | 2001-10-24 | Clariant GmbH | Water soluble polyoxyalkylene glycols with a high viscosity index and low aerosol toxity |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2425845A (en) * | 1945-04-21 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene diols and methods of making such mixtures |
| US2796423A (en) * | 1952-12-01 | 1957-06-18 | Exxon Research Engineering Co | Formals of lubricating grade |
| US2982733A (en) * | 1957-03-05 | 1961-05-02 | United States Borax Chem | Modified organic fluids of the glycol type and methods of producing the same |
-
1964
- 1964-11-10 US US410312A patent/US3329614A/en not_active Expired - Lifetime
-
1965
- 1965-11-10 FR FR37939A patent/FR1453624A/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2425845A (en) * | 1945-04-21 | 1947-08-19 | Carbide & Carbon Chem Corp | Mixtures of polyoxyalkylene diols and methods of making such mixtures |
| US2796423A (en) * | 1952-12-01 | 1957-06-18 | Exxon Research Engineering Co | Formals of lubricating grade |
| US2982733A (en) * | 1957-03-05 | 1961-05-02 | United States Borax Chem | Modified organic fluids of the glycol type and methods of producing the same |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3711411A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters and monoethanolamine |
| US3711412A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low-water sensitive hydraulic fluids containing borate esters and formals |
| US3991122A (en) * | 1970-07-31 | 1976-11-09 | Montedison S.P.A. | Liquid compositions based on polyglycolethers having a high boiling point |
| US3966625A (en) * | 1971-09-23 | 1976-06-29 | Nippon Oils And Fats Company Limited | Lubricating oil composition containing polyoxyalkylene glycol diether viscosity-index improvers |
| US3957667A (en) * | 1973-12-29 | 1976-05-18 | Nippon Oils And Fats Company Limited | Hydraulic oil composition |
| US4093666A (en) * | 1974-02-06 | 1978-06-06 | Hoechst Aktiengesellschaft | Process for the manufacture of glycol ether formals |
| JPS52145675A (en) * | 1976-05-28 | 1977-12-03 | Sanyo Chemical Ind Ltd | Brake liquid having high boiling point |
| US4233170A (en) * | 1978-02-07 | 1980-11-11 | Sanyo Chemical Industries, Limited | Water-glycol hydraulic fluid containing polyoxyalkylene ethers |
| US5310493A (en) * | 1991-05-14 | 1994-05-10 | The Dow Chemical Company | Stabilized brake fluids containing metal borohydride and butylated hydroxytoluenes |
| US5536427A (en) * | 1991-10-23 | 1996-07-16 | Sodick Co., Ltd. | Non-flammable electric discharge machining fluid including a block copolymer |
| EP1148076A1 (en) * | 2000-04-17 | 2001-10-24 | Clariant GmbH | Water soluble polyoxyalkylene glycols with a high viscosity index and low aerosol toxity |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1453624A (en) | 1966-06-03 |
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