US3718596A - Functional fluid compositions - Google Patents
Functional fluid compositions Download PDFInfo
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- US3718596A US3718596A US00011849A US3718596DA US3718596A US 3718596 A US3718596 A US 3718596A US 00011849 A US00011849 A US 00011849A US 3718596D A US3718596D A US 3718596DA US 3718596 A US3718596 A US 3718596A
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- United States
- Prior art keywords
- composition
- poly
- viscosity index
- phosphate
- fluid
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 100
- 239000012530 fluid Substances 0.000 title claims abstract description 72
- -1 Phosphate ester Chemical class 0.000 claims abstract description 95
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 27
- 239000010452 phosphate Substances 0.000 claims abstract description 21
- 125000005907 alkyl ester group Chemical group 0.000 claims abstract description 11
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical group CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 23
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 claims description 13
- 229920000129 polyhexylmethacrylate Polymers 0.000 claims description 11
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- YICSVBJRVMLQNS-UHFFFAOYSA-N dibutyl phenyl phosphate Chemical group CCCCOP(=O)(OCCCC)OC1=CC=CC=C1 YICSVBJRVMLQNS-UHFFFAOYSA-N 0.000 claims description 4
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 claims description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 21
- 229920000642 polymer Polymers 0.000 abstract description 20
- 230000003628 erosive effect Effects 0.000 abstract description 13
- 239000000463 material Substances 0.000 abstract description 7
- 125000000217 alkyl group Chemical group 0.000 description 22
- 125000004432 carbon atom Chemical group C* 0.000 description 21
- 235000021317 phosphate Nutrition 0.000 description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 14
- 239000002184 metal Substances 0.000 description 7
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 6
- 150000003014 phosphoric acid esters Chemical class 0.000 description 6
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000002253 acid Substances 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 229920006158 high molecular weight polymer Polymers 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 230000002028 premature Effects 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 239000002826 coolant Substances 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical class OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- ZWAJLVLEBYIOTI-OLQVQODUSA-N (1s,6r)-7-oxabicyclo[4.1.0]heptane Chemical compound C1CCC[C@@H]2O[C@@H]21 ZWAJLVLEBYIOTI-OLQVQODUSA-N 0.000 description 1
- NQFUSWIGRKFAHK-UHFFFAOYSA-N 2,3-epoxypinane Chemical compound CC12OC1CC1C(C)(C)C2C1 NQFUSWIGRKFAHK-UHFFFAOYSA-N 0.000 description 1
- YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
- XNJDQHLXEBQMDE-UHFFFAOYSA-N 2-(cyclohexyloxymethyl)oxirane Chemical compound C1OC1COC1CCCCC1 XNJDQHLXEBQMDE-UHFFFAOYSA-N 0.000 description 1
- NWLUZGJDEZBBRH-UHFFFAOYSA-N 2-(propan-2-yloxymethyl)oxirane Chemical compound CC(C)OCC1CO1 NWLUZGJDEZBBRH-UHFFFAOYSA-N 0.000 description 1
- RCRYBQKHEDNBDN-UHFFFAOYSA-N 6-methylheptyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCCCC(C)C)OC1=CC=CC=C1 RCRYBQKHEDNBDN-UHFFFAOYSA-N 0.000 description 1
- YAECTQKKRBEFDF-UHFFFAOYSA-N C1CC(C23C(C1)(O2)O3)OC(=O)CCCCC(=O)O Chemical compound C1CC(C23C(C1)(O2)O3)OC(=O)CCCCC(=O)O YAECTQKKRBEFDF-UHFFFAOYSA-N 0.000 description 1
- ZFIVKAOQEXOYFY-UHFFFAOYSA-N Diepoxybutane Chemical compound C1OC1C1OC1 ZFIVKAOQEXOYFY-UHFFFAOYSA-N 0.000 description 1
- 229910001209 Low-carbon steel Inorganic materials 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 229920006222 acrylic ester polymer Polymers 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004378 air conditioning Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- ZWAJLVLEBYIOTI-UHFFFAOYSA-N cyclohexene oxide Chemical compound C1CCCC2OC21 ZWAJLVLEBYIOTI-UHFFFAOYSA-N 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-M diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)([O-])OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-M 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002118 epoxides Chemical group 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000006232 ethoxy propyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000002463 lignoceryl 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])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 1
- 208000020442 loss of weight Diseases 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 229920000120 polyethyl acrylate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 125000006225 propoxyethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- 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
- C10M2201/02—Water
-
- 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
- C10M2207/042—Epoxides
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
- C10M2209/084—Acrylate; Methacrylate
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/041—Triaryl phosphates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Definitions
- ABSTRACT Phosphate ester base functional fluid compositions containing small amounts of water and a mixture of high and low molecular weight polymers of the alkyl esters of a-B unsaturated aliphatic mono-carboxylic acids as viscosity index improvers inhibit erosion of material and damage to mechanical members in a hydraulic system.
- This invention relates to functional fluid compositions used in hydraulic power systems as lubricants and/r heating/cooling systems having an ability to inhibit and control damage to mechanical members of the system in contact with said fluid and more particularly to functional fluid compositions comprising certain phosphate ester containing a mixture of two different molecular weight viscosity index improvers which are polymers of the alkyl esters of a-fl unsaturated aliphatic monocarboxylic acids and from 0.1 to 2.0 percent by weight water.
- One particularly undesirable condition which exists during the use of a functional fluid and which can cause damage is erosion of material.
- One mechanism causing damage could be cavitation which can be described as a phenomenon resulting from movement of a fluid at a given pressure to a lower pressure, the lower pressure being obtained by an increase in fluid velocity at a given point or zone in the pressure system.
- Thereduction in pressure is of such a magnitude as to cause cavitation severe enough to damage mechanical members and/or the fluid.
- damage herein defined to include damage toa functional fluid and to mechanical members in contact with said fluid can be effectively reduced or inhibited in the phosphate ester based functional fluid systems by the incorporation of small amounts of water into a functional fluid, together with a mixture of a high molecular weight and a low molecular weight viscosity index improver.
- the incorporation of these mixtures into phosphate ester based functional fluids improves the ability of such fluids to inhibit damage without adversely affecting the other properties of such fluids such as viscosity, oxidative and thermal stability, corrosion resistance in the presence of metal parts and the lubricating qualities of the functional fluid.
- a viscosity index improver a mixture of (A) a higher molecular weight viscosity index improve
- the total amount of viscosity index improver employed in the compositions of the instant invention can range from about 4 to about 20 parts per 100 parts of the total composition.
- the ratio of high molecular weight viscosity index improver (A) to the lower molecular weight viscosity index improver (B) can be from 1 to 20 to 20 to 1. It is particularly preferred that the ratio of(A) to (B) be from about 2.5/7.5 to 7.5/2.5. It is even more preferred that the ratio of (A) to (B) be from 6 to 4 to 4 to 6.
- the viscosity index improver a mixture of (A) a high molecular weight polymer of an alkyl ester of an alpha-beta unsaturated aliphatic monocarboxylic acid with (B) a low molecular weight polymer of an alpha-beta unsaturated aliphatic monocarboxylic acid.
- the mixture can comprise a mixture of high and low molecular weight polymers of alkyl esters of the same or different (alpha-beta) unsaturated aliphatic monocarboxylic acid.
- the alkyl group of the ester can be the same or different.
- a mixture of high and low molecular weight polymeric viscosity index improvers wherein the alkyl group of the ester be different, for example, a mixture of poly(butylmethacrylate) and poly(n-hexylmethacrylate), or a mixture of poly(nonylacrylate) and poly(ethylacrylate).
- high molecular weight polymer is meant a polymer having an average molecular weight of from 15,000 to about 40,000.
- low molecular weight polymer is meant a polymer having an average molecular weight of from about 2,500 to about 12,000. It is by the employment of such mixtures that the startling and unexpected results are obtained with the functional fluid compositions of this invention.
- the polymeric viscosity index improvers employed in the compositions of this invention are the polymers of alkyl esters of (alpha-beta) unsaturated monocarboxylic acids having the formula 'wherein R1 and R are eaClTiFdiViHHaTIyhydrOgen or an alkyl group containing from 1 to 10 carbon atoms and R is a C, to C alkyl group. Illustration of the alkyl groups represented by R, R and R" within their definitions as given above are for example methyl, ethyl, propyl, butyl, t-butyl. isopropyl.
- polymers include, for example, poly(butylmethacrylates), poly(hexylmethacrylates), poly(octylacrylates), poly(dodecylacrylates) and polymers wherein the ester is a mixture of compounds obtained by esterifying the m5 unsaturated monocarboxylic acid with a mixture of monoalcohols containing from I to 32 carbon atoms.
- Particularly suitable polymeric viscosity index improvers suitable for use in the compositions of this invention are the polyalkylmethacrylates and acrylates, and in general are those resulting from the polymerization of alkylmethacrylates or alkylacrylates in which the alkyl groups have from 1 to 24 carbon atoms and preferably from four to 24 carbon atoms.
- the alkyl groups may be mixtures such as derived from a mixture of alcohols in which case there may be included some alkyl groups having as low as one carbon atom and as high as about 32 carbon atoms, e.g., dotriacontyl.
- the number of carbon atoms in the alkyl group should preferably be such that the polymer is compatible with the particular fluid used.
- the alkyl group of the methacrylate polymer usually be from about four to 10 carbon atoms.
- the alkyl group may be a branched chain or isoalkyl, but it is preferably normal alkyl.
- the molecular weight of the polymerized alkylmethacrylate is critical if inhibition of metal damage or erosion of material is to be obtained.
- the preferred esters of phosphoric acid which can be employed as base stocks in the compositions of the instant invention are those wherein the groups represented by R are alkyl, alkoxyalkyl, phenyl, or alkyl-substituted phenyl.
- the preferred base stocks are hereinafter referred to generically as phosphates and include trialkyl phosphates, tripheny and/or alkyl-substituted phenyl phosphates and mixed phenyl and/or alkyl-substituted phenyl phosphates.
- the alkyl groups preferred are those containing from two to 12 carbon atoms with the total number of carbon atoms in the trialkyl phosphates being from 12 to 36 carbon atoms.
- alkyl groups are for example, ethyl, propyl, isopropyl, butyl, hexyl, 2-ethylhexyl, dodecyl, decyl, and the like.
- the alkyl-substituted phenyl groups represented by the R's in Formula I are those containing up to 16 carbon atoms and the alkyl groups contain 1 to 10 carbon atoms provided that the total number of carbon atoms in all of the alkyl groups attached to any one phenyl group be at most 10 carbon atoms.
- alkyl-substituted phenyl groups are for example, methylphenyl, e'thylphenyl, dimethyl, propylphenyl, nonylphenyl, decylphenyl, dipentylphenyl, butylhexylphenyl, and the like.
- the alkoxyalkyl groups are for example, those having the formula H(C,,H ,,O), C ll wherein n is an integer having a value of from 1 to 10, a is an integer having a value of from 2 to 10, and x is an integer of l to 10, preferably x is 1.
- alkoxyalkyl groups are for example methoxyethyl, ethoxyethyl, propoxyethyl, ethoxypropyl, ethoxypentyl, propoxydecyl, nonyloxyethyl, octyloxybutyl and the like.
- Typical examples of these phosphate esters are for example, dibutylphenyl phosphate, triphenyl phosphate, tricresyl phosphate, 'tributyl phosphate, tri-2-ethylhexyl phosphate, trioctyl phosphate, and mixtures of the above phosphates such as mixtures of tributyl phosphate and tricresyl phosphate, mixtures of isooctyl diphenyl phosphate and Z-ethylhexyl diphenyl phosphate, and mixtures of trialkyl phosphates and tricresyl phosphates and the like.
- the particularly preferred phosphate esters are those which remain liquid at temperatures of about 30C.
- compositions of the present invention can be prepared by methods known to those skilled in the art. For example by blending in mixing equipment, such as with lightning stirrers in stainless steelequipment, the phosphate ester and the viscosity index improver can be blended and the quantity of water added to this mixture with stirring until a uniform mixture is obtained.
- compositions of the instant invention are useful as hydraulic fluids for aircrafts, etc.
- the damage tests were run using mild steel specimens in about 750-l,000 cc of fluid at a fluid temperature of about 137F.
- the metal specimen was vibrated in the fluid at kc with a yield 0.002-inch amplitude for a period of 45 minutes.
- theviscosity index improver A was a butylmethacrylate polymer having an average molecular weight of 29,000 and viscosity indeximprover B was a hexylmethacrylate polymer having a molecular weight of 5600.
- Control B TBP/CDP 70.4/21.6 8.0 .19 70.
- test method as employed to determine relative damage has been found to correlate quite well to actual test runs on simulated hydraulic system test stands, such as the F airey Test Stand.
- hydraulic system test stands for determining damage have correlated quite well with the hydraulic system of commercial aircraft where damage levels have been determined.
- Functional fluid compositions of this invention with a viscosity index improver system comprising the mixture of high molecular weight and low molecular weight polymers with water concentrations sufficient to inhibit the control damage have been evaluated in actual hydraulic systems in test stands and commercial aircraft and have been found to effectively inhibit damage and are far superior to the neat fluids with additive amounts of water but employing only a single polymer as the viscosity index improver.
- improved hydraulic pressure devices can be prepared in accordance with this invention which comprise in combination a fluid chamber and an actuating fluid composition in said chamber, said fluid comprising base stock compositions hereinbefore described.
- the parts which are so lubricated include the frictional sur-. faces of the source of power, namely the pump, valves, operating pistons and cylinders, fluid motors, and in some cases, for machine tools, the ways, tables and slides.
- the hydraulic systern may be of either the constant volume or the variable volume type of system.
- the pumps may be of various types, including centrifugal pumps, jet pumps, turbine vane, liquid piston gas compressors, piston-type pump, more particularly the variable-stroke piston pump, the variable-discharge or variable displacement piston pump, radial-piston pump, axial-piston pump, in which a pivoted cylinder block is adjusted at various angles with the piston assembly, for example, the Vickers Axial-Piston Pump, or in which the mechanism which drives the pistons is set at an angle adjustable with the cylinder block; geartype pump, which may be spur, helical or herringbone gears, variations of internal gears, or a screw pump; or vane pumps.
- the valves may be stop valves, reversing valves, pilot valves, throttling valves, sequence valves, relief valves, servo valves, non-return valves, poppet valves or unloading valves.
- Fluid motors are usually constantor variable-discharge piston pumps caused to rotate by the pressure of the hydraulic fluid of the system with the power supplied by the pump power source. Such a hydraulic motor may be used in connection with a variable-discharge pump to form a variablespeed transmission. It is, therefore, especially important that the frictional parts of the fluid system which are lubricated by the functional fluid be protected from damage. Thus, damage brings about seizure of frictional parts, excessive wear and premature replacement of parts.
- the fluid compositions of this invention when utilized as a functional fluid can also contain dyes, pour point depressants, metal deactivators, acid scavengers, such as for example, an organic compound which contains at least one epoxide group such as phenylglycidyl ether, pinene oxide, styrene oxide, glycidyl cyclohexyl ether, glycidyl epoxycyclohexyl ether, diglycidyl ether, glycidyl isopropyl ether, butadiene dioxide cyclohexylene oxide, bis-epoxycyclohexyl adipate, 3,4-epoxycyclohexylcarboylate of 3,4-epoxycyclohexane and the like, antioxidants, defoamers in concentration sufficient to impart antifoam properties, such as from about 10 to about 50,000 percent) parts per million, lubricity agents and the like.
- epoxide group such as
- a hydraulic fluid composition comprising by weight I. from about 80 to 96 percent of phosphate esters and mixtures thereof having the formula wherein each R is individually an alkyl or alkoxy alkyl group containing from two to 12 carbon atoms, a phenyl group or an alkyl-substituted phenyl group containing up to 16 carbon atoms wherein the alkyl substituents contain from one to carbon atoms, provided that the ratio of alkyl groups represented by R to phenyl and alkyl-substituted phenyl groups is at least 2 to 1, II.
- a viscosity index improver consisting essentially of polymers of alkyl esters of 01-13 unsatura ted aliphatic monocarboxyllc acids, said vrscoslty index 1mprover being a mixture of a. a high molecular weight polymer wherein the molecular weight is from 15,000 to 40,000 and b. a low molecular weight polymer having a molecular weight of from 2,500 to 12,000; provided that the ratio of (a) to (b) is from 1 to 20 to 20 to l and Ill. from 0.1 to 2.0 percent by weight water.
- composition as claimed in claim 1 wherein the viscosity index improver is a mixture of polyalkylmethacrylates, and the alkyl ester groups of (a) and (b) are different.
- composition as claimed in claim 1 wherein the viscosity index improver is a mixture of polyalkylacrylates, and the alkyl ester groups of (a) and (b) are different.
- composition as claimed in claim 2 wherein the phosphate ester is dibutylphenyl phosphate.
- composition as claimed in claim 2 wherein the phosphate ester is tributyl phosphate.
- composition as claimed in claim 2 wherein the phosphate ester is a mixture of tributyl phosphate and tricresyl phosphate.
- composition as claimed in claim 2 wherein the phosphate ester is a mixture of a trialkyl phosphate and cresyldiphenyl phosphate.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Epoxy Resins (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US1184970A | 1970-02-16 | 1970-02-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3718596A true US3718596A (en) | 1973-02-27 |
Family
ID=21752228
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00011849A Expired - Lifetime US3718596A (en) | 1970-02-16 | 1970-02-16 | Functional fluid compositions |
Country Status (8)
Country | Link |
---|---|
US (1) | US3718596A (enrdf_load_stackoverflow) |
JP (1) | JPS5127633B1 (enrdf_load_stackoverflow) |
BE (1) | BE762976A (enrdf_load_stackoverflow) |
CA (1) | CA947753A (enrdf_load_stackoverflow) |
DE (1) | DE2107095C3 (enrdf_load_stackoverflow) |
FR (1) | FR2080535B1 (enrdf_load_stackoverflow) |
GB (1) | GB1302999A (enrdf_load_stackoverflow) |
NL (1) | NL145597B (enrdf_load_stackoverflow) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4263062A (en) * | 1979-08-02 | 1981-04-21 | Stauffer Chemical Company | Rust-preventive compositions |
US4461713A (en) * | 1983-04-01 | 1984-07-24 | Stauffer Chemical Company | Acid-resistant phosphate ester functional fluids |
US5205951A (en) * | 1987-06-30 | 1993-04-27 | Chevron Research And Technology Company | Phosphate ester-based functional fluids containing an epoxide and a compatible streaming potential-inhibiting metal salt |
US5464551A (en) * | 1992-06-11 | 1995-11-07 | Monsanto Company | Stabilized phosphate ester-based functional fluid compositions |
US5490886A (en) * | 1994-10-14 | 1996-02-13 | Fmc Corporation | Methods for quenching metal |
EP0823472A1 (en) * | 1996-08-08 | 1998-02-11 | Rohm And Haas Company | Viscosity index improving additives for phosphate ester-containing hydraulic fluids |
USRE37101E1 (en) * | 1992-06-11 | 2001-03-20 | Solutia Inc. | Stabilized phosphate ester-based functional fluid compositions |
US6254799B1 (en) | 1998-11-10 | 2001-07-03 | Exxonmobil Research And Engineering Company | Phosphate ester base stocks comprising mixed n-butyl/isobutyl phosphate esters and aircraft hydraulic fluids comprising the same |
US6319423B1 (en) | 1998-10-23 | 2001-11-20 | Exxonmobil Research & Engineering Co. | Phosphate ester base stocks and aircraft hydraulic fluids comprising the same |
US6555510B2 (en) | 2001-05-10 | 2003-04-29 | 3M Innovative Properties Company | Bis(perfluoroalkanesulfonyl)imides and their salts as surfactants/additives for applications having extreme environments and methods therefor |
US6703355B2 (en) | 2000-08-04 | 2004-03-09 | Exxonmobil Research And Engineering Company | Method for lubricating high pressure hydraulic system using phosphate ester hydraulic fluid |
US20050023504A1 (en) * | 2003-07-25 | 2005-02-03 | Rohmax Additives Gmbh | Functional fluid and the use thereof |
US20060252660A1 (en) * | 2005-05-09 | 2006-11-09 | Akhilesh Duggal | Hydrolytically stable viscosity index improves |
CN104263480A (zh) * | 2014-10-08 | 2015-01-07 | 无锡阳工机械制造有限公司 | 一种抗燃液压油 |
CN104312696A (zh) * | 2014-10-08 | 2015-01-28 | 无锡阳工机械制造有限公司 | 一种液压油及其制备方法 |
CN104342229A (zh) * | 2013-07-26 | 2015-02-11 | 中国石油化工股份有限公司 | 一种可生物降解液压油组合物 |
WO2017099956A1 (en) | 2015-12-07 | 2017-06-15 | Exxonmobil Research And Engineering Company | Functional fluid compositions containing erosion inhibitors |
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DE907333C (de) * | 1949-04-13 | 1954-02-11 | Douglas Aircraft Co Inc | Schmiermittel und hydraulische Fluessigkeiten |
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BE578894A (enrdf_load_stackoverflow) * | 1958-05-23 | |||
GB951769A (en) * | 1959-04-03 | 1964-03-11 | Celanese Corp | Organic liquid compositions |
-
1970
- 1970-02-16 US US00011849A patent/US3718596A/en not_active Expired - Lifetime
-
1971
- 1971-02-12 NL NL717101890A patent/NL145597B/xx not_active IP Right Cessation
- 1971-02-15 DE DE2107095A patent/DE2107095C3/de not_active Expired
- 1971-02-15 JP JP46006209A patent/JPS5127633B1/ja active Pending
- 1971-02-15 CA CA105,418A patent/CA947753A/en not_active Expired
- 1971-02-15 FR FR717105058A patent/FR2080535B1/fr not_active Expired
- 1971-02-15 BE BE762976A patent/BE762976A/xx not_active IP Right Cessation
- 1971-04-19 GB GB2181371A patent/GB1302999A/en not_active Expired
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Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4263062A (en) * | 1979-08-02 | 1981-04-21 | Stauffer Chemical Company | Rust-preventive compositions |
US4461713A (en) * | 1983-04-01 | 1984-07-24 | Stauffer Chemical Company | Acid-resistant phosphate ester functional fluids |
US5205951A (en) * | 1987-06-30 | 1993-04-27 | Chevron Research And Technology Company | Phosphate ester-based functional fluids containing an epoxide and a compatible streaming potential-inhibiting metal salt |
US5464551A (en) * | 1992-06-11 | 1995-11-07 | Monsanto Company | Stabilized phosphate ester-based functional fluid compositions |
USRE37101E1 (en) * | 1992-06-11 | 2001-03-20 | Solutia Inc. | Stabilized phosphate ester-based functional fluid compositions |
US5490886A (en) * | 1994-10-14 | 1996-02-13 | Fmc Corporation | Methods for quenching metal |
EP0823472A1 (en) * | 1996-08-08 | 1998-02-11 | Rohm And Haas Company | Viscosity index improving additives for phosphate ester-containing hydraulic fluids |
US5817606A (en) * | 1996-08-08 | 1998-10-06 | Rohm And Haas Company | Viscosity index improving additives for phosphate ester-containing hydraulic fluids |
US5863999A (en) * | 1996-08-08 | 1999-01-26 | Rohm And Haas Company | Viscosity index improving additives for phosphate ester-containing hydraulic fluids |
US6649080B2 (en) | 1998-10-23 | 2003-11-18 | Exxonmobil Research And Engineering Company | Phosphate ester base stocks and aircraft hydraulic fluids comprising the same |
US6319423B1 (en) | 1998-10-23 | 2001-11-20 | Exxonmobil Research & Engineering Co. | Phosphate ester base stocks and aircraft hydraulic fluids comprising the same |
US6254799B1 (en) | 1998-11-10 | 2001-07-03 | Exxonmobil Research And Engineering Company | Phosphate ester base stocks comprising mixed n-butyl/isobutyl phosphate esters and aircraft hydraulic fluids comprising the same |
US6652772B2 (en) | 1998-11-10 | 2003-11-25 | Exxonmobil Research And Engineering Company | Phosphate ester base stocks comprising mixed n-butyl/isobutyl phosphate esters and aircraft hydraulic fluids comprising the same |
US6703355B2 (en) | 2000-08-04 | 2004-03-09 | Exxonmobil Research And Engineering Company | Method for lubricating high pressure hydraulic system using phosphate ester hydraulic fluid |
US7030067B2 (en) | 2001-05-10 | 2006-04-18 | 3M Innovative Properties Company | Bis(perfluoroalkanesulfonyl)imides and their salts as surfactants/additives for applications having extreme environments and methods therefor |
US6555510B2 (en) | 2001-05-10 | 2003-04-29 | 3M Innovative Properties Company | Bis(perfluoroalkanesulfonyl)imides and their salts as surfactants/additives for applications having extreme environments and methods therefor |
US20040033366A1 (en) * | 2001-05-10 | 2004-02-19 | 3M Innovative Properties Company | Bis(perfluoroalkanesulfonyl)imides and their salts as surfactants/additives for applications having extreme environments and methods therefor |
US20050023504A1 (en) * | 2003-07-25 | 2005-02-03 | Rohmax Additives Gmbh | Functional fluid and the use thereof |
US7470381B2 (en) * | 2003-07-25 | 2008-12-30 | Rohmax Additives Gmbh | Functional fluid and the use thereof |
US20060252660A1 (en) * | 2005-05-09 | 2006-11-09 | Akhilesh Duggal | Hydrolytically stable viscosity index improves |
CN104342229A (zh) * | 2013-07-26 | 2015-02-11 | 中国石油化工股份有限公司 | 一种可生物降解液压油组合物 |
CN104263480A (zh) * | 2014-10-08 | 2015-01-07 | 无锡阳工机械制造有限公司 | 一种抗燃液压油 |
CN104312696A (zh) * | 2014-10-08 | 2015-01-28 | 无锡阳工机械制造有限公司 | 一种液压油及其制备方法 |
CN104263480B (zh) * | 2014-10-08 | 2017-02-08 | 李璇璇 | 一种抗燃液压油 |
WO2017099956A1 (en) | 2015-12-07 | 2017-06-15 | Exxonmobil Research And Engineering Company | Functional fluid compositions containing erosion inhibitors |
Also Published As
Publication number | Publication date |
---|---|
NL145597B (nl) | 1975-04-15 |
NL7101890A (enrdf_load_stackoverflow) | 1971-08-18 |
FR2080535B1 (enrdf_load_stackoverflow) | 1974-02-15 |
FR2080535A1 (enrdf_load_stackoverflow) | 1971-11-19 |
CA947753A (en) | 1974-05-21 |
DE2107095A1 (de) | 1971-08-26 |
GB1302999A (enrdf_load_stackoverflow) | 1973-01-10 |
BE762976A (fr) | 1971-08-16 |
DE2107095C3 (de) | 1982-03-25 |
DE2107095B2 (de) | 1981-06-11 |
JPS5127633B1 (enrdf_load_stackoverflow) | 1976-08-13 |
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