EP0028789A1 - Fluide hydraulique à propriétés améliorées - Google Patents
Fluide hydraulique à propriétés améliorées Download PDFInfo
- Publication number
- EP0028789A1 EP0028789A1 EP80106748A EP80106748A EP0028789A1 EP 0028789 A1 EP0028789 A1 EP 0028789A1 EP 80106748 A EP80106748 A EP 80106748A EP 80106748 A EP80106748 A EP 80106748A EP 0028789 A1 EP0028789 A1 EP 0028789A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- ethylene glycol
- integer
- bis
- formula
- 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.)
- Granted
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- 239000012530 fluid Substances 0.000 title claims abstract description 41
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims abstract description 39
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 39
- -1 boric acid ester Chemical class 0.000 claims abstract description 28
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 21
- 235000010338 boric acid Nutrition 0.000 claims abstract description 18
- 229960002645 boric acid Drugs 0.000 claims abstract description 18
- 239000003112 inhibitor Substances 0.000 claims abstract description 9
- 150000003973 alkyl amines Chemical class 0.000 claims abstract description 7
- 239000004327 boric acid Substances 0.000 claims abstract description 7
- 239000003381 stabilizer Substances 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000007795 chemical reaction product Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 5
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims description 4
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical group COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 claims description 4
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims description 2
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- 239000012964 benzotriazole Substances 0.000 claims description 2
- 229930003836 cresol Natural products 0.000 claims description 2
- 229950000688 phenothiazine Drugs 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 10
- 238000002156 mixing Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000021314 Palmitic acid Nutrition 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910000147 aluminium phosphate Chemical class 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- OOSPDKSZPPFOBR-UHFFFAOYSA-N butyl dihydrogen phosphite Chemical compound CCCCOP(O)O OOSPDKSZPPFOBR-UHFFFAOYSA-N 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
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-UHFFFAOYSA-N 0.000 description 2
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 150000002334 glycols Chemical class 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
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical class C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- 125000005270 trialkylamine group Chemical group 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- OPLCSTZDXXUYDU-UHFFFAOYSA-N 2,4-dimethyl-6-tert-butylphenol Chemical compound CC1=CC(C)=C(O)C(C(C)(C)C)=C1 OPLCSTZDXXUYDU-UHFFFAOYSA-N 0.000 description 1
- LZFZQYNTEZSWCP-UHFFFAOYSA-N 2,6-dibutyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC(CCCC)=C1O LZFZQYNTEZSWCP-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- GCQUOBKUEHYBMC-UHFFFAOYSA-N 3-(diethylamino)-7,8-dihydro-6h-cyclopenta[2,3]thieno[2,4-b][1,3]oxazin-1-one Chemical compound O=C1OC(N(CC)CC)=NC2=C1C(CCC1)=C1S2 GCQUOBKUEHYBMC-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- SYWDWCWQXBUCOP-UHFFFAOYSA-N benzene;ethene Chemical compound C=C.C1=CC=CC=C1 SYWDWCWQXBUCOP-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- PFURGBBHAOXLIO-UHFFFAOYSA-N cyclohexane-1,2-diol Chemical compound OC1CCCCC1O PFURGBBHAOXLIO-UHFFFAOYSA-N 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- DLQDGVZAEYZNTG-UHFFFAOYSA-N dimethyl hydrogen phosphite Chemical compound COP(O)OC DLQDGVZAEYZNTG-UHFFFAOYSA-N 0.000 description 1
- CZHYKKAKFWLGJO-UHFFFAOYSA-N dimethyl phosphite Chemical compound COP([O-])OC CZHYKKAKFWLGJO-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229910001389 inorganic alkali salt Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 125000001117 oleyl 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])=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])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 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
- 230000008961 swelling Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000008096 xylene Substances 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/78—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing boron
-
- 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
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
- C10M107/34—Polyoxyalkylenes
-
- 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
- C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
- C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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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
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/025—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed 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
- C10M2207/026—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
- C10M2207/10—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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
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- C10M2219/108—Phenothiazine
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- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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- C10M2223/042—Metal salts thereof
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- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
- C10M2227/062—Cyclic esters
- C10M2227/0625—Cyclic esters used as base material
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
Definitions
- the invention relates to a hydraulic fluid based on certain boric acid esters and bis (ethylene glycol monoalkyl ether) formals.
- Hydraulic fluids especially brake fluids, have to meet stringent chemical and physical properties.
- brake fluids should have the following basic properties: high dry boiling point (reflux boiling point dry) and wet boiling point (reflux boiling point wet) and a viscosity that changes only slightly over a wide temperature range.
- DOT-3 and DOT-4 brake fluid are summarized below:
- a brake fluid should also have a number of other properties.
- Hydraulic fluids in particular brake fluids based on boric acid esters of glycols and / or glycol monoalkyl ethers, are already known which contain, as further main components, glycol monoalkyl ethers, glycol dialkyl ethers, polyglycols and / or bis (glycol ether) formals (compare German patent specification 939 045, German interpretations 17 68 933 and 24 57 097, German Offenlegungsschriften 21 41 441, 22 57 546, 24 37 936, 24 38 038, 25 25 403, 25 32 228, 27 24 193 and 28 04 535).
- the object of the invention is therefore to provide a hydraulic fluid, in particular a brake fluid, which not only fully meets the property profile according to the standards currently required, but also meets the above-mentioned expanded requirements.
- the preparation of the boric acid esters according to component A) - a reaction product of orthoboric acid, diethylene glycol and an ethylene glycol monoalkyl ether of the formula I in a molar ratio of 1: 1: 1 - is carried out according to known procedures.
- the reaction components mentioned are reacted in a reaction vessel equipped with a stirrer and, if appropriate, a reflux condenser at a temperature of about 50 to about 150 ° C., preferably about 110 to about 140 ° C., with the water of reaction formed being continuously removed.
- the reaction can be carried out in the presence of an inert water azeotroping solvent such as benzene, toluene, xylene, ethylene benzene or the like.
- the water of reaction can also be removed by carrying out the reaction under reduced pressure, for example in a water jet vacuum (7 to 20 mbar).
- a water jet vacuum 7 to 20 mbar.
- the solvent which may be used is removed from the reaction product by customary distillation and, if further purification should be necessary, this is expediently vacuum stripped at a temperature of 90 to 150.degree .
- the product obtained in this way represents component A) of the hydraulic fluid according to the invention.
- ethylene glycol monoalkyl ethers of the formula I which are used for the preparation of the boric acid esters, preference is given to those in which R is a straight-chain alkyl group having 1 to 4 carbon atoms, preferably Is CH 3 or C 2 H s and x is 3.
- component B) of the hydraulic fluid according to the invention preference is given to those ethylene glycol monalkyl ethers of the formula I in which R is a straight-chain alkyl group having 1 to 4 carbon atoms, preferably CH 3 or C 2 H 5 , and x is 3.
- Methyltriethylene glycol is particularly preferred
- Component D) of the hydraulic fluid according to the invention consists of the alkylamines of the formula III.
- the radicals R 3 and R 5 (which may be straight-chain or branched) are: methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, hexyl, octyl (capryl), nonyl, isononyl, dodecyl (lauryl) ), Palmityl, stearyl and oleyl.
- the alkyl and alkenyl group ( R 3 , R 5 ) preferably contains 1 to 9 carbon atoms.
- the sum of the C atoms of R 3 and R 5 is preferably not higher than 10.
- the meaning of y in formula III is preferably an integer from 1 to 3.
- Preferred alkylamines of the formula III are those in which R 3 is an alkyl group having 1 to 9 C atoms and R 4 and R 5 are hydrogen or - (CH 2 CH 2 O) y H, where y is an integer from 1 to 5, preferably 1 to 3.
- component D are those alkylamines of the formula III in which R 3 is propyl, butyl, hexyl, octyl or isononyl, and R 4 and R S are the same and are hydrogen or CH 2 CH 2 OH.
- Component E) of the hydraulic fluid according to the invention consists of customary additives for fluids based on boric acid esters and glycol derivatives.
- additives include stabilizers, for example pH stabilizers, and inhibitors, for example inhibitors of corrosion and oxidation (antioxidants).
- the pH stabilizers are preferably used in an amount of 0.1 to 4% by weight, based on the weight of the entire liquid.
- the corrosion inhibitors are preferably used in an amount of 0.05 to 1% by weight, based on the weight of the entire liquid.
- the antioxidants are preferably used in an amount of 0.05 to 1% by weight, based on the weight of the entire liquid.
- the hydraulic fluid according to the invention is produced by mixing the components together, for example in a container with a stirrer, as a result of which a homogeneous mixture is obtained in a simple manner.
- the mixing is carried out at atmospheric pressure and at room temperature, it can optionally also be carried out at a higher temperature (30 to 50 ° C.), it being advisable to keep moisture away.
- the hydraulic fluids according to the invention are particularly suitable for hydraulic brake systems, preferably of motor vehicles, for hydraulic control systems and for hydraulic transmissions.
- a brake fluid according to the invention is produced by mixing the following components:
- a brake fluid according to the invention is produced by mixing the following components:
- a brake fluid according to the invention is produced by mixing the following components:
- a brake fluid according to the invention is produced by mixing the following components:
- a brake fluid according to the invention is produced by mixing the following components:
- a brake fluid according to the invention is produced by mixing the following components:
- Example 5 (see Table 1) has been tested completely according to the specifications mentioned.
- the brake fluids according to Examples 6 to 10 were only tested for the basic properties and for swelling behavior and evaporation loss, since the required values for the further properties (which are known to be much easier to achieve than the required values for the basic properties) differ from those of the brake fluid of example 5 would hardly differentiate.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
- Fluid-Pressure Circuits (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT80106748T ATE4550T1 (de) | 1979-11-08 | 1980-11-03 | Hydraulische fluessigkeit mit verbesserten eigenschaften. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2945094 | 1979-11-08 | ||
| DE19792945094 DE2945094A1 (de) | 1979-11-08 | 1979-11-08 | Hydraulische fluessigkeit mit verbesserten eigenschaften |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0028789A1 true EP0028789A1 (fr) | 1981-05-20 |
| EP0028789B1 EP0028789B1 (fr) | 1983-08-31 |
Family
ID=6085465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP80106748A Expired EP0028789B1 (fr) | 1979-11-08 | 1980-11-03 | Fluide hydraulique à propriétés améliorées |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4371448A (fr) |
| EP (1) | EP0028789B1 (fr) |
| JP (1) | JPS5676498A (fr) |
| AT (1) | ATE4550T1 (fr) |
| BR (1) | BR8007194A (fr) |
| CA (1) | CA1168651A (fr) |
| DE (2) | DE2945094A1 (fr) |
| MX (1) | MX155641A (fr) |
| ZA (1) | ZA806880B (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0323163A1 (fr) * | 1987-12-28 | 1989-07-05 | Ethyl Petroleum Additives, Inc. | Durabilité de la réduction de l'effet de choc lors du changement de vitesse |
| EP0454110A1 (fr) * | 1990-04-26 | 1991-10-30 | Hoechst Aktiengesellschaft | Fluides pour freins inhibés contre la corrosion métallique à base de composés de glycols |
| WO2002081604A1 (fr) * | 2001-04-09 | 2002-10-17 | Basf Aktiengesellschaft | Liquides hydrauliques a proprietes anticorrosion ameliorees |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6416895A (en) * | 1987-07-13 | 1989-01-20 | Nippon Nyukazai Co Ltd | Brake fluid composition |
| JPH05125378A (ja) * | 1991-05-14 | 1993-05-21 | Dow Chem Co:The | 安定化ブレーキ液 |
| FR2735784B1 (fr) * | 1995-06-23 | 1997-08-22 | Bp Chemicals Snc | Composition de fluide hydraulique comportant un systeme inhibiteur de corrosion |
| RU2118652C1 (ru) * | 1997-06-10 | 1998-09-10 | Андрей Анатольевич Спиридонов | Гидравлическая жидкость |
| KR100600100B1 (ko) * | 1999-12-31 | 2006-07-13 | 현대자동차주식회사 | 자동차용 브레이크액 조성물 |
| US6391225B1 (en) | 2000-02-25 | 2002-05-21 | Exxonmobil Research And Engineering Company | Phosphate ester hydraulic fluids with improved properties (law935) |
| US6558569B1 (en) | 2000-11-10 | 2003-05-06 | Union Carbide Chemicals & Plastics Technology Corporation | Low viscosity functional fluids compositions |
| WO2004074547A2 (fr) * | 2003-02-19 | 2004-09-02 | Intellectual Concepts, Llc | Fractions d'acide carboxylique renfermant un alkyle inferieur utilisees comme stabilisateurs et conservateurs organoleptiques pour aliments et boissons et permettant d'empecher la corrosion par oxydation des metaux |
| BRPI0613845A2 (pt) | 2005-07-01 | 2011-02-15 | Dow Global Technologies Inc | composição de fluìdo funcional e sistema de frenagem para veìculos |
| US20090088349A1 (en) * | 2007-09-28 | 2009-04-02 | Dow Global Technologies Inc. | Functional fluid composition |
| CN101827924A (zh) * | 2007-10-15 | 2010-09-08 | 陶氏环球技术公司 | 用于改进制动系统的润滑性的官能流体组合物 |
| US20110207636A1 (en) * | 2008-11-07 | 2011-08-25 | Jin Zhao | Low viscosity functional fluids |
| EP2850163B1 (fr) * | 2012-05-15 | 2019-03-06 | Basf Se | Nouvelle composition fluide fonctionnelle de faible viscosité |
| US10941367B2 (en) | 2013-10-10 | 2021-03-09 | Basf Se | Functional fluid composition |
| WO2021213693A1 (fr) | 2020-04-23 | 2021-10-28 | Clariant International Ltd | Composition de fluide fonctionnel à faible viscosité |
| EP3929269A1 (fr) | 2020-06-22 | 2021-12-29 | Clariant International Ltd | Composition de liquide fonctionnelle peu visqueuse |
| EP4056669A1 (fr) | 2021-03-12 | 2022-09-14 | Clariant International Ltd | Composition de liquide fonctionnelle avec une viscosité basse |
| EP4130211A1 (fr) | 2021-08-02 | 2023-02-08 | Clariant International Ltd | Composition de liquide fonctionnelle peu visqueuse |
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| US3711411A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters and monoethanolamine |
| NL7410396A (nl) * | 1973-08-11 | 1975-02-13 | Chuo Kagaku Kogyo Kk | Werkwijze voor het bereiden van een remvloei- |
| US3925223A (en) * | 1974-07-19 | 1975-12-09 | Union Carbide Corp | Hydraulic fluids based on borate esters |
| DE2437936A1 (de) * | 1974-08-07 | 1976-02-19 | Basf Ag | Ortho-borsaeureester und deren verwendung als bestandteil von bremsfluessigkeiten |
| EP0013925A1 (fr) * | 1979-01-18 | 1980-08-06 | Hoechst Aktiengesellschaft | Liquide pour frein de véhicules à moteur |
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| US3779930A (en) * | 1970-06-16 | 1973-12-18 | Ici Australia Ltd | Fluids |
| DE2257546A1 (de) * | 1971-11-29 | 1973-06-07 | Dow Chemical Co | Hydraulik-fluessigkeit |
| US4088590A (en) * | 1973-10-09 | 1978-05-09 | Hoechst Aktiengesellschaft | Hydraulic fluid containing tertiary butyl ethers |
| JPS5213596B2 (fr) * | 1973-12-03 | 1977-04-15 | ||
| GB1518669A (en) * | 1974-06-07 | 1978-07-19 | Ici Ltd | Hydraulic fluid compositions |
| JPS52145675A (en) * | 1976-05-28 | 1977-12-03 | Sanyo Chemical Ind Ltd | Brake liquid having high boiling point |
| JPS5930759B2 (ja) * | 1977-05-31 | 1984-07-28 | 三洋化成工業株式会社 | 新規なブレ−キ液組成物 |
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- 1979-11-08 DE DE19792945094 patent/DE2945094A1/de not_active Withdrawn
-
1980
- 1980-11-03 EP EP80106748A patent/EP0028789B1/fr not_active Expired
- 1980-11-03 AT AT80106748T patent/ATE4550T1/de not_active IP Right Cessation
- 1980-11-03 DE DE8080106748T patent/DE3064713D1/de not_active Expired
- 1980-11-05 US US06/204,326 patent/US4371448A/en not_active Expired - Lifetime
- 1980-11-06 BR BR8007194A patent/BR8007194A/pt unknown
- 1980-11-07 ZA ZA00806880A patent/ZA806880B/xx unknown
- 1980-11-07 CA CA000364226A patent/CA1168651A/fr not_active Expired
- 1980-11-07 MX MX184675A patent/MX155641A/es unknown
- 1980-11-07 JP JP15602780A patent/JPS5676498A/ja active Pending
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|---|---|---|---|---|
| US3711411A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters and monoethanolamine |
| NL7410396A (nl) * | 1973-08-11 | 1975-02-13 | Chuo Kagaku Kogyo Kk | Werkwijze voor het bereiden van een remvloei- |
| DE2438038A1 (de) * | 1973-08-11 | 1975-02-20 | Chuo Kagaku Kogyo Kk | Bremsfluessigkeit fuer motorfahrzeuge |
| FR2240283A1 (en) * | 1973-08-11 | 1975-03-07 | Chuo Kagaku Kogyo Kk | Borate ester brake fluids for vehicles - derived from glycols, triols and/or glycol, mono-ethers, with reduced water absorption |
| US3925223A (en) * | 1974-07-19 | 1975-12-09 | Union Carbide Corp | Hydraulic fluids based on borate esters |
| DE2532228A1 (de) * | 1974-07-19 | 1976-01-29 | Union Carbide Corp | Hydraulische fliessbare materialien |
| FR2278759A1 (fr) * | 1974-07-19 | 1976-02-13 | Union Carbide Corp | Fluide hydraulique |
| DE2437936A1 (de) * | 1974-08-07 | 1976-02-19 | Basf Ag | Ortho-borsaeureester und deren verwendung als bestandteil von bremsfluessigkeiten |
| FR2281372A1 (fr) * | 1974-08-07 | 1976-03-05 | Basf Ag | Esters d'acide orthoborique, leur procede de preparation et leur utilisation comme composant de liquides pour frein hydraulique |
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| EP0013925A1 (fr) * | 1979-01-18 | 1980-08-06 | Hoechst Aktiengesellschaft | Liquide pour frein de véhicules à moteur |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0323163A1 (fr) * | 1987-12-28 | 1989-07-05 | Ethyl Petroleum Additives, Inc. | Durabilité de la réduction de l'effet de choc lors du changement de vitesse |
| EP0454110A1 (fr) * | 1990-04-26 | 1991-10-30 | Hoechst Aktiengesellschaft | Fluides pour freins inhibés contre la corrosion métallique à base de composés de glycols |
| WO2002081604A1 (fr) * | 2001-04-09 | 2002-10-17 | Basf Aktiengesellschaft | Liquides hydrauliques a proprietes anticorrosion ameliorees |
| CZ299651B6 (cs) * | 2001-04-09 | 2008-10-01 | Basf Aktiengesellschaft | Brzdová kapalina pro motorová vozidla mající zlepšenou ochranu proti korozi |
| KR100861969B1 (ko) * | 2001-04-09 | 2008-10-08 | 바스프 에스이 | 방식성이 개선된 유압 작동액 |
Also Published As
| Publication number | Publication date |
|---|---|
| MX155641A (es) | 1988-04-08 |
| ATE4550T1 (de) | 1983-09-15 |
| EP0028789B1 (fr) | 1983-08-31 |
| ZA806880B (en) | 1981-11-25 |
| CA1168651A (fr) | 1984-06-05 |
| DE3064713D1 (en) | 1983-10-06 |
| US4371448A (en) | 1983-02-01 |
| BR8007194A (pt) | 1981-05-12 |
| JPS5676498A (en) | 1981-06-24 |
| DE2945094A1 (de) | 1981-05-21 |
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