WO2023011801A1 - Composition de fluide fonctionnel à faible viscosité - Google Patents
Composition de fluide fonctionnel à faible viscosité Download PDFInfo
- Publication number
- WO2023011801A1 WO2023011801A1 PCT/EP2022/067578 EP2022067578W WO2023011801A1 WO 2023011801 A1 WO2023011801 A1 WO 2023011801A1 EP 2022067578 W EP2022067578 W EP 2022067578W WO 2023011801 A1 WO2023011801 A1 WO 2023011801A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fluid
- formula
- group
- alkyl
- glycol
- Prior art date
Links
- 239000012530 fluid Substances 0.000 title claims abstract description 109
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 57
- -1 alkoxy glycol Chemical compound 0.000 claims abstract description 55
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 35
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 238000005260 corrosion Methods 0.000 claims abstract description 15
- 230000007797 corrosion Effects 0.000 claims abstract description 15
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 13
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000000654 additive Substances 0.000 claims abstract description 11
- 150000002148 esters Chemical class 0.000 claims abstract description 11
- 239000004327 boric acid Substances 0.000 claims abstract description 10
- 239000004359 castor oil Substances 0.000 claims abstract description 10
- 235000019438 castor oil Nutrition 0.000 claims abstract description 10
- 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 claims abstract description 10
- 239000003112 inhibitor Substances 0.000 claims abstract description 10
- 239000000314 lubricant Substances 0.000 claims abstract description 10
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims abstract description 10
- 229960003656 ricinoleic acid Drugs 0.000 claims abstract description 10
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 230000000996 additive effect Effects 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 150000003626 triacylglycerols Chemical class 0.000 claims abstract description 5
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 4
- 229920000642 polymer Polymers 0.000 claims abstract description 4
- 150000001412 amines Chemical group 0.000 claims description 15
- 238000009835 boiling Methods 0.000 claims description 9
- 150000003973 alkyl amines Chemical class 0.000 claims description 7
- 239000010695 polyglycol Substances 0.000 claims description 7
- 229920000151 polyglycol Polymers 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 4
- 239000003981 vehicle Substances 0.000 claims description 4
- 229920001296 polysiloxane Polymers 0.000 claims description 3
- 230000000087 stabilizing effect Effects 0.000 claims description 3
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 125000005456 glyceride group Chemical group 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 239000001993 wax Substances 0.000 claims description 2
- 239000013530 defoamer Substances 0.000 claims 2
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 230000032683 aging Effects 0.000 abstract description 3
- 239000011814 protection agent Substances 0.000 abstract 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 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
- 235000010338 boric acid Nutrition 0.000 description 7
- 229960002645 boric acid Drugs 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229920001971 elastomer Polymers 0.000 description 4
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 150000001642 boronic acid derivatives Chemical class 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 2
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 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 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N methyl undecanoic acid Natural products CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N n-hexadecanoic acid Natural products CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-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
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-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
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- DZDVMKLYUKZMKK-UHFFFAOYSA-N 7-methyloctan-1-amine Chemical compound CC(C)CCCCCCN DZDVMKLYUKZMKK-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 1
- 229930024421 Adenine Natural products 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 239000004255 Butylated hydroxyanisole Substances 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
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 description 1
- 229920005682 EO-PO block copolymer Polymers 0.000 description 1
- 229910003887 H3 BO3 Inorganic materials 0.000 description 1
- 101000825841 Homo sapiens Vacuolar-sorting protein SNF8 Proteins 0.000 description 1
- 101100490437 Mus musculus Acvrl1 gene Proteins 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- QVHMSMOUDQXMRS-UHFFFAOYSA-N PPG n4 Chemical compound CC(O)COC(C)COC(C)COC(C)CO QVHMSMOUDQXMRS-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 102100022787 Vacuolar-sorting protein SNF8 Human genes 0.000 description 1
- ITBPIKUGMIZTJR-UHFFFAOYSA-N [bis(hydroxymethyl)amino]methanol Chemical compound OCN(CO)CO ITBPIKUGMIZTJR-UHFFFAOYSA-N 0.000 description 1
- 229960000643 adenine Drugs 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- BNMJSBUIDQYHIN-UHFFFAOYSA-N butyl dihydrogen phosphate Chemical compound CCCCOP(O)(O)=O BNMJSBUIDQYHIN-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 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 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- NFORZJQPTUSMRL-UHFFFAOYSA-N dipropan-2-yl hydrogen phosphite Chemical compound CC(C)OP(O)OC(C)C NFORZJQPTUSMRL-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical class COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000000687 hydroquinonyl group Chemical class C1(O)=C(C=C(O)C=C1)* 0.000 description 1
- 230000002401 inhibitory effect Effects 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
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000002372 labelling Methods 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- JACMPVXHEARCBO-UHFFFAOYSA-N n-pentylpentan-1-amine Chemical compound CCCCCNCCCCC JACMPVXHEARCBO-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000001484 phenothiazinyl group Chemical class C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- 230000036314 physical performance Effects 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229940066767 systemic antihistamines phenothiazine derivative Drugs 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
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/18—Ethers, e.g. 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
- 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
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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
- 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
- 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
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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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
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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
- C10M2207/04—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
- 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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
- C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
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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
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
- C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
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- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/40—Low content or no content compositions
- C10N2030/44—Boron free or low content boron compositions
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- 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
- the present invention relates to a low viscosity functional fluid composition
- a low viscosity functional fluid composition comprising a mixture of methyl polyglycols, polyglycols and additives, the fluid having a low content in boric acid esters of glycols or alkylpolyglycols.
- the fluid exhibits a low temperature kinematic viscosity of less than 700 centistokes, determined at -40°C and exhibits an equilibrium reflux boiling point (ERBP) of at least 250°C and a wet equilibrium reflux boiling point (WERBP) of at least 155 °C, according to the FMVSS no. 116.
- ERBP equilibrium reflux boiling point
- WERBP wet equilibrium reflux boiling point
- the low viscosity functional fluid composition according to the present invention is useful in a variety of applications and in particular as a brake fluid, especially for new electronic or automated anti-lock brake systems which require lower viscosity fluids for satisfactory operation at low temperatures.
- borate esters are well known in the art.
- these borate ester based compositions must meet stringent physical properties and performance requirements particularly with respect to minimum dry equilibrium reflux boiling point (“ERBP”), minimum wet equilibrium reflux boiling point (“WERBP”) and maximum low temperature kinematic viscosity (e.g. determined at -40°C) while maintaining adequate resistance to corrosion, stability and meeting other physical property requirements such as pH, reserve alkalinity, corrosion protection and rubber swelling.
- ERBP dry equilibrium reflux boiling point
- WERBP minimum wet equilibrium reflux boiling point
- maximum low temperature kinematic viscosity e.g. determined at -40°C
- the content of boron in the brake fluids is associated with a certain risk of gel formation or precipitation due to salt formation of the inorganic character of boron salts, especially upon ageing of the brake fluids As a result, particles may occur in the brake fluid and limit its performance in critical situations.
- WO-00/65001 describes hydraulic fluids comprising alkoxy glycol borate esters, alkoxy glycols and corrosion inhibitors, additionally containing cyclic carboxylic acid derivatives.
- WO-02/38711 describes low viscosity functional fluid compositions comprising alkoxy glycol borate esters, alkoxy glycol components and additives such as corrosion inhibitors, wherein the alkoxylation degrees of the alkoxy glycol borate esters and the alkoxy glycols are restricted to a certain narrow pattern.
- US-4371448A teaches a hydraulic fluid which formally fulfils the specification DOT 5.
- This hydraulic fluid essentially consists of (A) about 20 to 40% by weight of at least one boric acid ester obtained from orthoboric acid, diethylene glycol and an ethylene glycol monoalkyl ether; (B) 30 to 60% by weight of at least one ethylene glycol monoalkyl ether; (C) 10 to 40% by weight of at least one bis-(ethylene glycol monoalkyl ether)-formal; (D) 0.1 to 5% by weight of at least one alkylamine; and (E) 0.05 to 5% by weight of at least one stabilizer and/or inhibitor; the percentages by weight in each case being relative to the total weight of the fluid.
- EP-0750033A1 teaches a hydraulic fluid composition, especially a brake fluid composition, based on a boric ester of a glycol ether and comprising a corrosion- inhibiting system which includes: (1 ) at least one constituent (A) chosen from fatty amines or the salts of one or more carboxylic acids with the said amines, and (2) at least one constituent (B) chosen from the products resulting from the reaction of one or more carboxylic fatty acids with a polyoxyalkylene glycol, or from the transesterification reaction of one or more esters of carboxylic fatty acids with a polyoxyalkylene glycol.
- A at least one constituent chosen from fatty amines or the salts of one or more carboxylic acids with the said amines
- B at least one constituent chosen from the products resulting from the reaction of one or more carboxylic fatty acids with a polyoxyalkylene glycol, or from the transesterification reaction of one or more esters of carboxylic fatty acids with a polyoxyal
- EP-0617116A1 teaches a hydraulic fluid composition having a high boiling point, in particular a high equilibrium reflux boiling point and a low viscosity.
- the composition contains, as additive, at least one ether amine having a molecular weight between 120 and 300 and having the formula in which
- R3 is linear or branched radical having at least one ether functional group and no alcohol functional group
- R is a methyl radical or a hydrogen atom
- p is an integer from 1 to 3
- q is an integer from 0 to 2.
- WO-2012/003117A1 discloses a functional fluid composition comprising
- alkoxy glycol mixture in an amount of about 38% to 47% by weight of the functional fluid composition, where the alkoxy glycol mixture is comprised alkoxy glycols having the formula
- EP-A-0129240 teaches hydraulic fluids with a boron content of from 0 to 1 % by weight, and consisting essentially of a) 2 - 40% by weight, of an alkylenglycol of general formula (I):
- R a is an alkylene radical having from 2 to 3 carbon atoms, and x is an integer between 1 and 3; b) 15 - 65% by weight, referred to the total weight of the fluid, of an alkylenglycol monoalkylether of general formula (II); R - (RaO) x - OH (II) wherein
- R a and x have the above indicated meanings, and R is a Ci -C4 alkyl; c) 15 - 55% by weight, referred to the total weight of the fluid, of at least one polyalkyleglycol monoalkylether of general formula (III)
- R is a Ci -C4 alkyl
- R' is H or CH3 and n is an integer whereby the molecular weight of the compound will be between 208 and 1000; d) 0 - 54% by weight, referred to the total weight of the fluid, of the reaction product of H3 BO3 with the alkylenglycols of formula (I), in a molar ratio of 1 : 1.5 - 3; e) 0 - 10% by weight, referred to the total weight of the fluid, of at least one inhibitor.
- DE3627432 teaches a brake fluid based on glycols and glycol ethers, consisting essentially of A) 30 to 80% by weight, based on the total weight of the brake fluid, of a glycol component, consisting of a) 0 to 80% by weight diethylene glycol and I or dipropylene glycol and b) 20 to 100% by weight of triethylene glycol, tripropylene glycol, tetraethylene glycol and I or tetrapropylene glycol, percent by weight based on the mixture of these glycols, B) 20 to 70% by weight, based on the total weight of the brake fluid, of a glycol ether component, consisting of a) 10 to 100% by weight.
- R- (OAlkl ) x-0R1 in which R and R1 are an alkyl group with 1 to 4 C atoms, Alk1 is the ethylene or a propylene group and x is an integer from 3 to 6, and b) 0 to 90 wt. -% of at least one glycol monoalkyl ether of the following formula
- R2- (OAIk2) y-OH in which R2 is an alkyl group with 1 to 4 carbon atoms, Alk2 is the ethylene or a propylene group and y is an integer from 2 to 4, percent by weight based on the mixture of these glycol ethers, and C) 0 to 5% by weight, based on the total weight of the brake fluid, of at least one inhibitor for fluids based on glycol and glycol ethers, with the proviso that at least 14% by weight in the brake fluid of the glycol component b) are contained, weight percent based on the total weight of the brake fluid.
- borate-free brake fluids are described in the literature
- DOT3/class 3 fluids which are in general of a lower ERBP, lower wERBP and higher viscosity at -40°C), according to FMVSS.
- DE-3627432C2 Hoechst
- US2006/0264337 BASF disclose diethylene/triethylene glycol and dipropylene glycol based brake fluids, fulfilling just the minimum requirement of DOT 4 and ISO 4925 class 4 norm.
- WO-2007/005593A2 describes compositions of brake fluids containing 0-10 wt.-% of borate ester and the use of larger quantities of butoxy-glycols, mainly butoxy-triglycol.
- EP-0129240A1 (Montedison S.p.A.) discloses borate-free brake fluid formulations consisting of min. 30 wt.-% diethylene glycol or higher glycols but suffering from elevated viscosity at -40 °C.
- a functional fluid composition being essentially free from borates and butoxy glycols has been found which exhibits superior values of ERBP and of WERBP and for low temperature kinematic viscosity, while maintaining excellent resistance to corrosion, high stability and meeting other physical property requirements such as pH, reserve alkalinity and rubber swell. Especially very high WERBP values are achieved.
- this invention relates to a functional fluid, comprising
- n is a number from 2 to 5, with the proviso that in at least 50 wt.-% of all compounds according to formula (I) n is 3, and with 8 - 40 wt.-% of all compounds according to formula (I) n is 4 or 5, (B) 0 wt% to 10 wt% of alkoxy glycol according to formula (II)
- Ri is a C 2 to Cs alkyl residue
- m is a number from 2 to 6
- at least one additive selected from the group consisting of corrosion inhibitor, alkalinity agents, aging protection agents, defoamers and lubricants, the fluid comprising 0 wt% to at most 3 wt.-% of an ester between boric acid and a glycol or polyglycol compound.
- this invention provides the use of the functional fluid of the first aspect as a brake fluid for vehicular brakes.
- this invention provides for a method of operating a vehicular brake that transmits braking force through a hydraulic system, the method comprising filling the hydraulic system with a functional fluid according to the first aspect.
- the functional fluid will be referred to as fluid in the following.
- Component (A) of the functional fluid according to this invention is a methyl- terminated polyglycol according to formula (I).
- Suitable compounds according to formula (I) comprise 2, 3, 4 or 5 ethoxy units. Compounds with a higher number of ethoxy units than 5, i.e. 6 ethoxy units or more, may be present but should preferably be restricted to a content of 3 wt.-% at most, relative to the total weight of all compounds according to formula (I).
- the total amount of all compounds according to formula (I) in the fluid is at least 75 wt.-%, relative to the weight of the fluid.
- the functional fluid contains at most 10 wt% of component (B) according to formula (II).
- the content of the fluid in content (B) may be zero, i.e. the fluid may be free of component (B).
- Component (B) may be a single species or a mixture of different species with regard to the ethoxylation degree and/or to radical Ri. Radical Ri is preferably a C2- to C4-alkyl radical.
- Ri for example may be ethyl, n-propyl, isopropyl, n-butyl, isobutyl, secbutyl, tert-butyl. Ethyl, and especially butyl, are most preferred.
- alkoxy glycols making up component (B) of the present invention include ethyldiglycol, ethyltriglycol, ethyltetraglycol, ethylpentaglycol, ethylhexaglycol, n-propyldiglycol, n-propyltriglycol, n-propyltetraglycol, n-propylpentaglycol, n-propylhexaglycol, n-butyldiglycol, n-butyltriglycol, n-butyltetraglycol, n-butylpentaglycol, n-butylhexaglycol and mixtures thereof.
- “glycol” always means "ethylene glycol”.
- the component (B) may comprise a mixture of alkoxy glycols of general formula
- Weight percentages of species of component (B) are given in wt.-% with the total amount of component (B) being 100 wt.-%.
- Component (C) is a polyethylene glycol according to formula (III).
- k is a number of 2, or higher. It is preferred, that k is a number from 2 - 4. More preferably, k is 2 or 3.
- (III) are provided as weight percentages of the fluid, i.e. the total weight of the fluid is 100 wt.-%. They are not provided as weight percentages of the total weight of component (C).
- Component (D) is an additive that is required to impart particular properties to the functional fluid for performing on specifications to be fulfilled for brake fluids according to the current norms and standards FMVSS, SAE J 1703 and ISO 4925.
- the total amount of all components (D) in the fluid is preferably from 0.4 to 6 wt.-%, more preferably from 0.5 to 5 wt.-%.
- Component (D) comprises one or more additives selected from the group consisting of corrosion inhibitors, amines as reserve alkalinity agents, stabilizing antioxidants, defoamers, lubricants and dyes.
- Component (D) may comprise an amine.
- Amines are preferably alkyl or cycloalkyl amines, alkanol amines, alkyl amine ethoxylates and their mixtures.
- Preferred alkyl amines are mono- and di-(C4- to C2o-alkyl)amines.
- alkyl or cycloalkyl amines examples include n-butylamine, n-hexylamine, n-octylamine, 2-ethylhexylamine, isononylamine, n-decylamine, n-dodecylamine, oleylamine, d-n-propylamine, di-isopropylamine, di-n-butylamine, tri-n-butylamine, di-n-amylamine, cyclohexylamine, and salts of such amines.
- alkanolamines are mono-, di- and trimethanolamine, mono-, di- and triethanolamine, mono-, di- and tri-n-propanolamine and mono-, di- and tri-isopropanolamine.
- suitable alkyl amine ethoxylates are such linear or branched alkylamine ethoxylates carrying 1.5 to 20 EO moieties and an alkyl chain having 8 to 18 carbon atoms.
- Component (D) of the present functional fluid composition may comprise, besides the Amine, at least one additive with corrosion inhibition action, although the alkylamine ethoxylates exhibit corrosion inhibition properties themselves.
- suitable customary additives with corrosion inhibition properties include fatty acids such as lauric, palmitic, stearic or oleic acid; esters of phosphorus or phosphoric acid with aliphatic alcohols or aliphatic alcohol ethoxylates; phosphites such as ethyl phosphate, dimethyl phosphate, isopropyl phosphate, n-butyl phosphate, triphenyl phosphite and diisopropyl phosphite; heterocyclic nitrogen containing organic compounds such as benzotriazole, tolyltriazole, 1 ,2,4-triazole, benzoimidazole, purine, adenine and derivatives of such heterocyclic organic compounds.
- mixtures of the above additives with corrosion inhibition action can be used.
- Defoamers may be selected from groups of oil based defoamers, such as natural oils, glycerides, waxes, fine powdered silica, alkoxylates such es EO/PO block copolymers, silicone based defoamers, preferably polyether modified or silicone derivatives and mixtures thereof.
- oil based defoamers such as natural oils, glycerides, waxes, fine powdered silica, alkoxylates such es EO/PO block copolymers, silicone based defoamers, preferably polyether modified or silicone derivatives and mixtures thereof.
- the fluid may include from 0 to 5% by weight, based on the total weight of the fluid, of a lubricant.
- Suitable lubricants are for example, propylene oxide containing alkylene oxide polymers that are optionally substituted with a Ci to C4 alkyl group, triglycerides, castor oil, ricinoleic acid, and ethoxylates of castor oil or ricinoleic acid and mixtures thereof.
- the lubricants are homopolymers of propylene oxide, copolymers of propylene oxide with ethylene oxide and/or butylene oxide, mono Ci to C4 alkyl substituted homopolymers of propylene oxide, mono Ci to C4 alkyl substituted copolymers of propylene oxide with ethylene oxide and/or butylene oxide, triglycerides, castor oil, ricinoleic acid, and ethoxylates of castor oil or ricinoleic acid and mixtures thereof. In case of such ethoxylates, 1 to 50 ethoxy units are preferred.
- the propylene oxide containing alkylene oxide polymers that are optionally substituted with a Ci to C4 alkyl group have a number average molecular weight in the range of 150 to 3000 g/mol.
- Suitable stabilizers or antioxidants are phenolic stabilizers like Bisphenols (e,g. Bisphenol A or Bisphenol M), butyl hydroxytoluene, methoxy phenols, butylated hydroxy anisole, hydroquinone derivatives; sterically hindered amines such as benzylated, alkylated or styrenated diphenylamine, styrenated phenylamine, substituted piperidine derivatives, phenothiazine derivatives or quinoline derivatives and mixtures thereof.
- any literature known glycol stabilizing agents could be used herein.
- the % values (A) - (D) add up to 100% by weight.
- the fluid should have a low content in boric acid esters, particularly esters between boric acid and glycol or alkyl polyglycol compounds.
- the fluid's content in boric acid esters, particularly esters between boric acid and glycol or alkyl polyglycol compounds, is less than 3 wt.-%, preferably less than 0.3 wt.-%, the fluid being most preferably essentially free of such boric acid ester.
- the content of the fluid in said boric acid esters may be zero.
- the functional fluid composition of the present invention exhibits superior behavior in ERBP and WERBP temperature and simultaneously in low temperature viscosity performance. It exhibits an ERBP of at least 250 °C, more preferably of at least 255 °C and a WERBP of at least 155 °C, more preferably at least 158 °C.
- the low viscosity functional fluid composition of the present invention is especially useful as a brake fluid, for example for vehicles such as passenger cars and trucks, especially for new electronic or automated anti-lock brake systems which require lower viscosity fluids for satisfactory operation at low temperatures.
- the functional fluid composition of the present invention exhibits a good corrosion protection, a good water compatibility, a mild pH value, a good stability with regard to low and high temperatures, a good oxidation stability, a good chemical stability, a good behavior towards rubber and elastomers, a good lubrication performance and good foaming behavior.
- Table 1 shows functional fluid compositions and their performance. Numbers are provided in wt.-%, unless noted otherwise. Table 1
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- 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)
Abstract
La présente invention concerne un fluide fonctionnel, comprenant (A) au moins 75 % en poids d'alcoxy glycol selon la formule (I) CH3 - O - (CH2 - CH2 - O)n -H (I), dans laquelle n représente un nombre de 2 à 5, à condition que, pour au moins 50 % en poids de tous les composés selon la formule (I), n vaut 3, et que pour de 8 à 40 % en poids de tous les composés selon la formule (I), n = 4 ou 5, et (B) de 0 % en poids à 10 % en poids d'alcoxy glycol selon la formule (II), R1 - O - (CH2 - CH2 - O)m - H (II), dans laquelle R1 est un résidu alkyle en C2 à C8, m représente un nombre de 2 à 6, (C) de 6 à 22, de préférence de 8 à 18 % en poids d'au moins un composé selon la formule (III) H O - (CH2 - CH2 - O)k - HH (III), dans laquelle k représente un nombre supérieur ou égal à 2, à condition que, dans au moins 80 % en poids de tous les composés selon la formule (III), k vaut 2 ou 3, (D) au moins un additif, choisi dans le groupe constitué par des inhibiteurs de corrosion, des agents d'alcalinité, des agents de protection contre le vieillissement, des agents antimousse et des lubrifiants, les lubrifiants étant choisis dans le groupe constitué par de l'oxyde de propylène contenant des polymères d'oxyde d'alkylène qui sont éventuellement substitués par un groupe alkyle en C1 à C4, des triglycérides, de l'huile de ricin, de l'acide ricinoléique et des éthoxylates d'huile de ricin ou d'acide ricinoléique, et des mélanges de ceux-ci, le fluide comprenant de 0 % en poids à au plus 3 % en poids d'un ester entre l'acide borique et un composé glycol ou alkylpolyglycol.
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EP22737871.8A EP4381034A1 (fr) | 2021-08-02 | 2022-06-27 | Composition de fluide fonctionnel à faible viscosité |
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EP21189129.6A EP4130211A1 (fr) | 2021-08-02 | 2021-08-02 | Composition de liquide fonctionnelle peu visqueuse |
EP21189129.6 | 2021-08-02 |
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Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4371448A (en) | 1979-11-08 | 1983-02-01 | Hoechst Aktiengesellschaft | Hydraulic fluid composition with improved properties based on boric acid esters, glycol mono-ethers and bis-(glycolether) formals |
EP0129240A1 (fr) | 1983-06-21 | 1984-12-27 | Montedison S.p.A. | Fluides hydrauliques |
DE3627432A1 (de) | 1986-08-13 | 1988-02-18 | Hoechst Ag | Bremsfluessigkeit auf der basis von glykolen und glykolethern |
EP0617116A1 (fr) | 1993-03-17 | 1994-09-28 | BP Chemicals Limited | Composition de fluide hydraulique |
EP0750033A1 (fr) | 1995-06-23 | 1996-12-27 | BP Chemicals Limited | Composition de fluide hydraulique |
WO2000065001A1 (fr) | 1999-04-22 | 2000-11-02 | Basf Aktiengesellschaft | Liquides hydrauliques contenant des derives cycliques d'acide carboxylique |
WO2002038711A1 (fr) | 2000-11-10 | 2002-05-16 | Union Carbide Chemicals & Plastics Technology Corporation | Compositions de liquides fonctionnelles peu visqueuses |
US20060264337A1 (en) | 2003-03-12 | 2006-11-23 | Bernd Wenderoth | Dot 4 brake fluids |
WO2007005593A2 (fr) | 2005-07-01 | 2007-01-11 | Dow Global Technologies, Inc. | Fluide fonctionnel a faible viscosite |
WO2012003117A1 (fr) | 2010-07-01 | 2012-01-05 | Dow Global Technologies Llc | Fluides fonctionnels à faible viscosité |
-
2021
- 2021-08-02 EP EP21189129.6A patent/EP4130211A1/fr not_active Withdrawn
-
2022
- 2022-06-27 WO PCT/EP2022/067578 patent/WO2023011801A1/fr unknown
- 2022-06-27 EP EP22737871.8A patent/EP4381034A1/fr active Pending
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4371448A (en) | 1979-11-08 | 1983-02-01 | Hoechst Aktiengesellschaft | Hydraulic fluid composition with improved properties based on boric acid esters, glycol mono-ethers and bis-(glycolether) formals |
EP0129240A1 (fr) | 1983-06-21 | 1984-12-27 | Montedison S.p.A. | Fluides hydrauliques |
DE3627432A1 (de) | 1986-08-13 | 1988-02-18 | Hoechst Ag | Bremsfluessigkeit auf der basis von glykolen und glykolethern |
DE3627432C2 (fr) | 1986-08-13 | 1990-10-31 | Hoechst Ag, 6230 Frankfurt, De | |
EP0617116A1 (fr) | 1993-03-17 | 1994-09-28 | BP Chemicals Limited | Composition de fluide hydraulique |
EP0750033A1 (fr) | 1995-06-23 | 1996-12-27 | BP Chemicals Limited | Composition de fluide hydraulique |
WO2000065001A1 (fr) | 1999-04-22 | 2000-11-02 | Basf Aktiengesellschaft | Liquides hydrauliques contenant des derives cycliques d'acide carboxylique |
WO2002038711A1 (fr) | 2000-11-10 | 2002-05-16 | Union Carbide Chemicals & Plastics Technology Corporation | Compositions de liquides fonctionnelles peu visqueuses |
US20060264337A1 (en) | 2003-03-12 | 2006-11-23 | Bernd Wenderoth | Dot 4 brake fluids |
WO2007005593A2 (fr) | 2005-07-01 | 2007-01-11 | Dow Global Technologies, Inc. | Fluide fonctionnel a faible viscosite |
WO2012003117A1 (fr) | 2010-07-01 | 2012-01-05 | Dow Global Technologies Llc | Fluides fonctionnels à faible viscosité |
Also Published As
Publication number | Publication date |
---|---|
EP4381034A1 (fr) | 2024-06-12 |
EP4130211A1 (fr) | 2023-02-08 |
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