NO134660B - - Google Patents
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- Publication number
- NO134660B NO134660B NO123/72A NO12372A NO134660B NO 134660 B NO134660 B NO 134660B NO 123/72 A NO123/72 A NO 123/72A NO 12372 A NO12372 A NO 12372A NO 134660 B NO134660 B NO 134660B
- Authority
- NO
- Norway
- Prior art keywords
- different
- glycol
- same
- carbon atoms
- group
- Prior art date
Links
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 51
- 239000012530 fluid Substances 0.000 claims description 36
- -1 ethylene, propylene Chemical group 0.000 claims description 29
- 150000001642 boronic acid derivatives Chemical class 0.000 claims description 26
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 25
- 150000002148 esters Chemical class 0.000 claims description 20
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 19
- 125000002947 alkylene group Chemical group 0.000 claims description 12
- 150000001412 amines Chemical class 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000004982 aromatic amines Chemical class 0.000 claims description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- 239000005977 Ethylene Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 150000005619 secondary aliphatic amines Chemical class 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- 229910052796 boron Inorganic materials 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 125000003827 glycol group Chemical group 0.000 claims description 3
- 229920005862 polyol Polymers 0.000 claims description 3
- 150000003077 polyols Chemical class 0.000 claims description 3
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 claims description 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 24
- 238000005886 esterification reaction Methods 0.000 description 12
- 230000032050 esterification Effects 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000654 additive Substances 0.000 description 10
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 10
- 235000010338 boric acid Nutrition 0.000 description 10
- 229960002645 boric acid Drugs 0.000 description 10
- 239000004359 castor oil Substances 0.000 description 9
- 235000019438 castor oil Nutrition 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Substances OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 238000009835 boiling Methods 0.000 description 8
- 238000005260 corrosion Methods 0.000 description 7
- 230000007797 corrosion Effects 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 6
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000004327 boric acid Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- JFCQEDHGNNZCLN-UHFFFAOYSA-N glutaric acid Chemical compound OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 150000003141 primary amines Chemical class 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
- CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
- PRGUJYJUTPITHV-UHFFFAOYSA-N B(O)(O)O.CC(COCCOCCO)O.C(C)C(COCCO)O.CC(COCCO)O Chemical compound B(O)(O)O.CC(COCCOCCO)O.C(C)C(COCCO)O.CC(COCCO)O PRGUJYJUTPITHV-UHFFFAOYSA-N 0.000 description 2
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229940067597 azelate Drugs 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 229940116351 sebacate Drugs 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000004434 sulfur atom Chemical group 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
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- JJMTXWDVOIYTSO-UHFFFAOYSA-N 2-hydroxy-4-nonoxy-2-(2-nonoxy-2-oxoethyl)-4-oxobutanoic acid Chemical compound CCCCCCCCCOC(=O)CC(O)(C(O)=O)CC(=O)OCCCCCCCCC JJMTXWDVOIYTSO-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
- DGKBIBWNRROPKS-UHFFFAOYSA-N 4-(2-ethylhexoxy)-2-[2-(2-ethylhexoxy)-2-oxoethyl]-2-hydroxy-4-oxobutanoic acid Chemical compound CCCCC(CC)COC(=O)CC(O)(C(O)=O)CC(=O)OCC(CC)CCCC DGKBIBWNRROPKS-UHFFFAOYSA-N 0.000 description 1
- SIINAHBZNVOMMM-UHFFFAOYSA-N 6-tert-butyl-2,3-dimethylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1C SIINAHBZNVOMMM-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 1
- KYMJNVNKFMZBFB-UHFFFAOYSA-N N-pentylpentan-1-amine phosphoric acid Chemical compound OP(O)(O)=O.CCCCCNCCCCC KYMJNVNKFMZBFB-UHFFFAOYSA-N 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
- QAPVYZRWKDXNDK-UHFFFAOYSA-N P,P-Dioctyldiphenylamine Chemical compound C1=CC(CCCCCCCC)=CC=C1NC1=CC=C(CCCCCCCC)C=C1 QAPVYZRWKDXNDK-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- PLZVEHJLHYMBBY-UHFFFAOYSA-N Tetradecylamine Chemical compound CCCCCCCCCCCCCCN PLZVEHJLHYMBBY-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 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
- 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- GTLQZNKUEFUUIS-UHFFFAOYSA-N carbonic acid;cyclohexanamine Chemical compound OC(O)=O.NC1CCCCC1 GTLQZNKUEFUUIS-UHFFFAOYSA-N 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 125000005266 diarylamine group Chemical group 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 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
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- RLSFMGRWULDCBG-UHFFFAOYSA-N n-nonylnonan-1-amine;phosphoric acid Chemical compound OP(O)(O)=O.CCCCCCCCCNCCCCCCCCC RLSFMGRWULDCBG-UHFFFAOYSA-N 0.000 description 1
- JACMPVXHEARCBO-UHFFFAOYSA-N n-pentylpentan-1-amine Chemical compound CCCCCNCCCCC JACMPVXHEARCBO-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-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
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- VAKMIIPDYZXBEV-DPMBMXLASA-M potassium;(z,12r)-12-hydroxyoctadec-9-enoate Chemical compound [K+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O VAKMIIPDYZXBEV-DPMBMXLASA-M 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000004317 sodium nitrate Substances 0.000 description 1
- 235000010344 sodium nitrate Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000003900 succinic acid esters Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- RTMBXAOPKJNOGZ-UHFFFAOYSA-N tris(2-methylphenyl) borate Chemical compound CC1=CC=CC=C1OB(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C RTMBXAOPKJNOGZ-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
- 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
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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Description
.Foreliggende oppfinnelse angår hydraulisk væske for anvendelse i væsketrykk-anordninger, slike som hydrauliske bremsesysteiri, hydrauliske styringsmekanismer og hydrauliske overføringsanord-ninger. The present invention relates to hydraulic fluid for use in fluid pressure devices, such as hydraulic brake systems, hydraulic steering mechanisms and hydraulic transmission devices.
Ifølge foreliggende oppfinnelse tilveiebringes der en hydraulisk væske omfattende fra 10 til 99 vekt% av en ester, eller blandinger av estere, av generell formel: According to the present invention, there is provided a hydraulic fluid comprising from 10 to 99% by weight of an ester, or mixtures of esters, of the general formula:
hvor R er en rettkjedet eller forgrenet alkylengruppe inneholdende minst 2, fortrinsvis 2-8 carbonatomer, hver av R<1> er lik eller forskjellig og er et alkylradikal inneholdende fra 1 til 4 carbonatomer eller et fenylradikal, hver av R 2 er lik eller forskjellig og er en ethylen-, propylen- eller butylengruppe, hver n er lik eller forskjellig og er 0 eller et tall fra 1 til 3, hver av R 3 er lik eller forskjellig og er en ethyl- eller methylgruppe, hver av R 4 er lik eller forskjellig og er en ethylen- eller propylengruppe og m er et helt tall, fortrinsvis et tall slik at det totale antall carbonatomer i 4R 40)m-gruppen er fra 4 til 12, fortrinsvis 4 til 9, hvilken hydrauliske væske er kjenneteg-net ved at den i tillegg omfatter fra 1 til 90 vekt% av en boratester, eller blanding av boratestere, av en av de følgende generelle formler: where R is a straight-chain or branched alkylene group containing at least 2, preferably 2-8 carbon atoms, each of R<1> is the same or different and is an alkyl radical containing from 1 to 4 carbon atoms or a phenyl radical, each of R 2 is the same or different and is an ethylene, propylene or butylene group, each n is the same or different and is 0 or a number from 1 to 3, each of R 3 is the same or different and is an ethyl or methyl group, each of R 4 is the same or different and is an ethylene or propylene group and m is an integer, preferably a number such that the total number of carbon atoms in the 4R 40)m group is from 4 to 12, preferably 4 to 9, which hydraulic fluid is characterized in that it additionally comprises from 1 to 90% by weight of a borate ester, or mixture of borate esters, of one of the following general formulas:
hvor hver av R er lik eller forskjellig og er en rettkjedet eller forgrenet alkylgruppe, hver av R^ er lik eller forskjellig og er en alkylgruppe, hver p er lik eller forskjellig og er et helt tall, q er et helt tall fra 2 til 6, R 7 er resten av en organisk di- eller polyhydroxyforbindelse med antall reaktive hydroxylgrupper lik q fortrinsvis avledet fra en glycol eller thioglycol, et alkanolamin eller alkoxylert alkanolamin eller polyol med fra 3 til 6 hydroxylgrupper, og hvor hver av R er lik eller forskjellig og er resten av en organisk dihydroxyforbindelse hvilken rest er forbundet med hvert boratom gjennom et oxygenatom, fortrinsvis glycolrest av generell formel: where each R is the same or different and is a straight-chain or branched alkyl group, each R^ is the same or different and is an alkyl group, each p is the same or different and is an integer, q is an integer from 2 to 6 . is the residue of an organic dihydroxy compound which residue is connected to each boron atom through an oxygen atom, preferably glycol residue of general formula:
— O —(-R13-Of- — O —(-R13-Of-
v v
13 13
hvor hver av R er lik eller forskjellig og er en alkylengruppe ov v er et helt tall fra 1 til 8, og eventuelt i tillegg et alifatisk eller aromatisk amin. where each of R is the same or different and is an alkylene group ov v is an integer from 1 to 8, and optionally in addition an aliphatic or aromatic amine.
Det er meget onskelig at de hydrauliske væsker ifolge foreliggende oppfinnelse har en kinematisk viskositet ved -<i>+0°C på ikke mer enn 5.000 cSt, spesielt ikke mer enn 2.000 cSt. Det er også onskelig at de hydrauliske væsker har et kokepunkt på minst 260°C. It is highly desirable that the hydraulic fluids according to the present invention have a kinematic viscosity at -<i>+0°C of no more than 5,000 cSt, especially no more than 2,000 cSt. It is also desirable that the hydraulic fluids have a boiling point of at least 260°C.
Dicarboxylsyreestrene av formel I er beskrevet i britisk patentskrift nr. I.O83.32^. Egnede estere er succinater, glutarater, adipater, azelater, sebacater, isosebacater og nylonater av methyl, ethylpropyl og butyloxitol, dioxitol og trioxitol som beskrevet i britisk patentskrift nr. 1.083.32<*>+, idet nylonatene, og spesielt di-(methyldioxitol)nylonater er spesielt foretrukket. The dicarboxylic acid esters of formula I are described in British Patent Document No. I.083.32^. Suitable esters are succinates, glutarate, adipate, azelate, sebacate, isosebacate and nylonate of methyl, ethylpropyl and butyloxitol, dioxitol and trioxitol as described in British patent document No. 1.083.32<*>+, the nylonates, and especially di-(methyldioxitol )nylonates are particularly preferred.
Glycol-di-estrene av formel II er kjente forbindelser og de foretrukne glyco-di-estere er glycol-di-propionater som beskrevet i britisk patentskrift nr. 1.2<1>+9.803. Det foretrekkes at de hydrauliske væsker ikke inneholder mer enn 50 vekt% av glycol-di-estrene, og at den eventuelt gjenværende carboxylsyreesterforbindelse er estere av formel I. The glycol di-esters of formula II are known compounds and the preferred glyco-diesters are glycol di-propionates as described in British Patent Document No. 1.2<1>+9,803. It is preferred that the hydraulic fluids do not contain more than 50% by weight of the glycol diesters, and that the possibly remaining carboxylic acid ester compound is esters of formula I.
Foretrukne boratestere er de av formel III hvor hver av R Preferred borate esters are those of formula III wherein each of R
inneholder fra 1 til h carbonatomer og hver R / r inneholder 1-8, fortrinnsvis 1 - h carbonatomer. Fortrinnsvis er hver faktor p fra 1 til 8, helst fra 1 til h. Det er spesielt foretrukket at summen av de tre faktorer p er fra 5 til 15. Spesifikke eksempler på slike boratestere er: Tris-methyl-triethylen-glycol-borat contains from 1 to h carbon atoms and each R / r contains 1-8, preferably 1 - h carbon atoms. Preferably, each factor p is from 1 to 8, preferably from 1 to h. It is particularly preferred that the sum of the three factors p is from 5 to 15. Specific examples of such borate esters are: Tris-methyl-triethylene-glycol-borate
tris-ethyl-triethylen-glycol-borat tris-ethyl-triethylene-glycol-borate
tris-methyl-diethylen-glycol-borat tris-methyl-diethylene-glycol-borate
tris-ethyl-diethylen-glycol-borat tris-ethyl-diethylene-glycol-borate
methyl-diethylen-glycol-ethyl-diethylen-glycol-methyl-triethylen-glycol-borat methyl-diethylene-glycol-ethyl-diethylene-glycol-methyl-triethylene-glycol-borate
butyl-diethylen-glycol eller bis-butyl-diethylen-glycol-bo^-rater i hvilke gruppen eller hver av gruppene -frOR^-J-.OR^ som ikke er avledet fra monobutyletheren av diethylen-glycol er avledet fra monomethyl- eller monoethyletieren av di- eller tri-ethylen-glycol. butyl-diethylene-glycol or bis-butyl-diethylene-glycol-borates in which the group or each of the groups -frOR^-J-.OR^ which is not derived from the monobutyl ether of diethylene glycol is derived from monomethyl- or the monoethyl ether of di- or tri-ethylene glycol.
Alkylgylcol- eller bis-alkylglycol-borater i hvilke Alkylglycol or bis-alkylglycol borates in which
gruppen eller hver av gruppene -{-OR^-J- srOR^ som ikke er avledet fra en monoalkylether av en monoglycol er avledet fra monomethyl- eller monoethyletheren av di- eller ' - Yr f tri-ethylenglycol. the group or each of the groups -{-OR^-J- srOR^ which is not derived from a monoalkyl ether of a monoglycol is derived from the monomethyl or monoethyl ether of di- or ' - Yr f tri-ethylene glycol.
Den foretrukne form for R5, R<6> og p i boratestrene iføl-ge formlene IV og V er den samme som de foretrukne R , R og p for boratestrene ifølge formel III. Gruppen R <7>kan være avledet fra en glycol eller thioglycol, et alkanolamin eller alkoxylert alkanolamin eller en polyol med fra 3 til 6 hydroxylgrupper. Ek-., sempler på polyoler som kan anvendes innbefatter pentaerythritol The preferred form for R5, R<6> and p in the borate esters according to formulas IV and V is the same as the preferred R , R and p for the borate esters according to formula III. The group R<7> can be derived from a glycol or thioglycol, an alkanolamine or alkoxylated alkanolamine or a polyol with from 3 to 6 hydroxyl groups. Examples of polyols that can be used include pentaerythritol
og sorbitol. Eksempler på egnede alkanolaminer har formelen: and sorbitol. Examples of suitable alkanolamines have the formula:
hvor hver av R 9er lik eller forskjellig, og er en alkylengruppe, fortrinsvis inneholdende 2-4 carbonatomer, r er et helt tall fra 1 til 10, s er 2 eller 3, og R^° er et hydrogenatom eller en alkylgruppe, fortrinsvis inneholdende 1-4 carbonatomer. Thioglycoler fra hvilke R 7 kan avledes kan være av formel HO—(—R"X )t R -0H hvor t er et helt tall, fortrinsvis fra 1 til 10, hver av X er lik eller forskjellig og er et oxygen- eller svovelatom, minst én X er et svovelatom, og hver av R" er lik eller forskjellig og er en alkylengruppe inneholdende fra 2 til 4 carbonatomer. where each of R 9 is the same or different, and is an alkylene group, preferably containing 2-4 carbon atoms, r is an integer from 1 to 10, s is 2 or 3, and R 9 is a hydrogen atom or an alkyl group, preferably containing 1-4 carbon atoms. Thioglycols from which R 7 may be derived may be of the formula HO—(—R"X )t R -OH where t is an integer, preferably from 1 to 10, each of X being the same or different and being an oxygen or sulfur atom , at least one X is a sulfur atom, and each of R" is the same or different and is an alkylene group containing from 2 to 4 carbon atoms.
Imidlertid er det spesielt foretrukket at R^ er avledet fra en glycol, q er i dette tilfelle 2. I dette tilfelle har R<7>However, it is particularly preferred that R^ is derived from a glycol, q in this case being 2. In this case R<7> has
12 12 12 12
formelen -0—fR -Ofr- hvor u er et helt tall, og R er en the formula -0—fR -Ofr- where u is an integer, and R is one
7 7
C2_-L2~a-l-'cy*-en9ruPPe' N^r R er avledet fra en enkel glycol, f.eks. ethylenglycol eller hexamethylenglycol, vil u være 1, og i' dette tilfelle er R 12 fortrinsvis en C -alkylengruppe. Al-7 2-8 C2_-L2~a-l-'cy*-en9ruPPe' N^r R is derived from a simple glycol, e.g. ethylene glycol or hexamethylene glycol, u will be 1, and in this case R 12 is preferably a C -alkylene group. Al-7 2-8
ternativt kan R være avledet fra en polyoxyalkylenglycol. I dette tilfelle vil u være et helt et helt tall. større enn 1. For-12 alternatively, R may be derived from a polyoxyalkylene glycol. In this case u will be an integer an integer. greater than 1. For-12
trinsvis,er.u et helt tall fra 2 til 4, og R er en alkylengruppe inneholdende fra 2 til 4 carbonatomer. in steps, u is an integer from 2 to 4, and R is an alkylene group containing from 2 to 4 carbon atoms.
' Q Q
I de angitte formler VI og VII er gruppen R avledet fra In the indicated formulas VI and VII, the group R is derived from
en dihydroxyforbindelse som er fortrinsvis en glycol. I dette a dihydroxy compound which is preferably a glycol. In this
8 13 8 13
tilfelle er R fortrinsvis en glycolrest av formelen -0—(—R -C»— case, R is preferably a glycol residue of the formula -O—(—R -C»—
13 v hvor hver av R er lik eller forskjellig, og er en alkylengruppe 13 v where each of R is the same or different, and is an alkylene group
13 13
og v er et helt tall fra 1 til 8. Når v er 1, kan R være en C2_g-alkylengruppe og R o vil være avledet fra f.eks. ethylenglyc- and v is an integer from 1 to 8. When v is 1, R may be a C 2 -g alkylene group and R o will be derived from e.g. ethylene glyc-
ol, propylenglycol eller hexamethylenglycol. Imidlertid foretrek- ol, propylene glycol or hexamethylene glycol. However, prefer-
kes det helst at R ger avledet fra en polyoxyalkylenglycol og v it is preferred that R is derived from a polyoxyalkylene glycol and v
13 13
er et helt tall fra 2 til 4. I denne utførelsesform er R fortrinsvis en C2_4-alkylengruppe. is an integer from 2 to 4. In this embodiment, R is preferably a C 2-4 alkylene group.
Boratestrene som benyttes i de hydrauliske væsker ifølge foreliggende oppfinnelse er også kjente forbindelser, f.eks. som beskrevet i US patentskrift 3.080.412 og britisk patentskrift 1.232.369 The borates used in the hydraulic fluids according to the present invention are also known compounds, e.g. as described in US patent specification 3,080,412 and British patent specification 1,232,369
og nr. I.232.37O. Boratestere ifolge formel III kan fremstilles ved forestring av orthoborsyre med monoethere av oxyalkylen- eller poly-oxyalkylen-rglycoler. Forestringen kan utfores etter vanlige forestring steknikker og forestringen kan foretaes med 3 noi glycol-monoether pr. mol orthoborsyre, med 1 eller 2 mol glycol-monoether fulgt av forestring med 2 eller 1 mol henholdsvis, av en forskjellig glycol-monoether eller ved en tre-trinnsprosess med 1 mol av hver av tre forskjellige glycol-monoéthere. Forestringen utfores fortrinnsvis i svakt overskudd, f.eks. 10 % overskudd, av glycol-monoether (dvs.'i overskudd med hensyn til molarforholdet). F.eks. foretrekkes det i en enkel en-trinns forestring av 1 mol orthoborsyre å anvende 3 > 3 mol glycol-monoether. and No. I.232.37O. Borate esters according to formula III can be prepared by esterification of orthoboric acid with monoethers of oxyalkylene or polyoxyalkylene glycols. The esterification can be carried out according to usual esterification techniques and the esterification can be carried out with 3 noi glycol monoether per mol of orthoboric acid, with 1 or 2 mol of glycol monoether followed by esterification with 2 or 1 mol, respectively, of a different glycol monoether or by a three-step process with 1 mol of each of three different glycol monoethers. The esterification is preferably carried out in a slight excess, e.g. 10% excess of glycol monoether (ie in excess with respect to the molar ratio). E.g. it is preferred in a simple one-step esterification of 1 mol of orthoboric acid to use 3 > 3 mol of glycol monoether.
Boratestrene ifolge formel IV kan fremstilles på lignende måte ved forestring av borsyre med en eller flere glycol-monoether i hen-siktsmessige mengder. Forestringen .kan utfores etter kjente fremgangs-måter. Tilsvarende kan boratestrene av formel V fremstilles etter kjente forestringsteknikker. Således forestres fortrinnsvis orthoborsyre med den doble molare mengde av en eller flere glycol-monoethere under dann-else av et mellomprodukt av formelen: The borate esters according to formula IV can be prepared in a similar way by esterification of boric acid with one or more glycol monoethers in appropriate amounts. The esterification can be carried out according to known procedures. Correspondingly, the borate esters of formula V can be prepared according to known esterification techniques. Thus orthoboric acid is preferably esterified with the double molar amount of one or more glycol monoethers to form an intermediate of the formula:
Mellomproduktet omsettes derefter med den passende orga-niske di- eller poly-hydroxyforbindelse fra hvilken gruppen R 7 er avledet. The intermediate is then reacted with the appropriate organic di- or poly-hydroxy compound from which the group R 7 is derived.
Boratestrene av formel VI og VII kan også fremstilles efter kjente forestringsmetoder ved bruk av passende molforhold mellom "borsyre og dihydroxyforbindelsene. The borates of formula VI and VII can also be prepared according to known esterification methods using suitable molar ratios between boric acid and the dihydroxy compounds.
Efter fremstilling av boratestrene kan separering og rensning utføres på kjent måte. After production of the borate esters, separation and purification can be carried out in a known manner.
Mengden av boratester som anvendes i den hydrauliske væske ifølge foreliggende oppfinnelse er fortrinsvis fra 2 til 80%, helst fra 2 til 60 vekt%, og innen dette foretrukne område kan et utall mengder velges med tilsvarende justering av dicarboxylsyre-ester-innhold. F.eks. kan der anvendes mengder fra 5 til 20 %, f.eks. 10 vekt%, av boratestere. Alternativt kan mengder fra 40 til 60 %, f.eks. 45 eller 55 vekt% boratestere anvendes. The amount of borate ester used in the hydraulic fluid according to the present invention is preferably from 2 to 80%, preferably from 2 to 60% by weight, and within this preferred range, a myriad of amounts can be selected with corresponding adjustment of dicarboxylic acid ester content. E.g. quantities from 5 to 20% can be used, e.g. 10% by weight, of borate esters. Alternatively, amounts from 40 to 60%, e.g. 45 or 55% by weight borate esters are used.
I tillegg til borat °<j dicarboxylsyreestrene av formel I til VII kan de hydrauliske væsker ifølge foreliggende oppfinnelse inneholde små mengder tilsetningsstoffer av dem som vanligvis anvendes i hydrauliske væsker. In addition to the borate °<j dicarboxylic acid esters of formulas I to VII, the hydraulic fluids according to the present invention may contain small amounts of additives of those which are usually used in hydraulic fluids.
Typiske tilsetningsstoffer som kan anvendes ifølge foreliggende oppfinnelse e r smørende tilsetningsstoffer valgt fra castofolje eller castoroljebehandlet på forskjellige måter, f.eks. Typical additives that can be used according to the present invention are lubricating additives selected from castor oil or castor oil treated in different ways, e.g.
castorolje av første klasse, first class castor oil,
castorolje ifølge Specification DTD72, blåst castorolje, dvs. castorolje blåst med luft eller castor oil according to Specification DTD72, blown castor oil, i.e. castor oil blown with air or
oxygen under oppvarmning, spesial lys blåst castorolje, dvs. tilsvarende blåst oxygen during heating, special light blown castor oil, i.e. similarly blown
castorolje, "Hydricin 4", dvs. en kommersielt tilgjengelig ethylen/ castor oil, "Hydricin 4", i.e. a commercially available ethylene/
oxyd/propylenoxydbehandlet castorolje. oxide/propylene oxide-treated castor oil.
Andre smørende tilsetningsstoffer som kan innarbeides i åen hydrauliske væske ifølge foreliggende oppfinnelse innbefatter boratestere, f.eks. tricresylborat og fosforholdige estere, spesielt fosfater, f.eks. tricresylfosfat. Other lubricating additives that can be incorporated into a hydraulic fluid according to the present invention include borate esters, e.g. tricresyl borate and phosphorus-containing esters, especially phosphates, e.g. tricresyl phosphate.
Den hydrauliske væske ifølge foreliggende oppfinnelse kan også innbefatte mindre mengder av polyoxyalkylenglycoler eller ethere derav, f.eks. de som selges av Union Carbide Corporation under det registrerte vårenerje "Ucon", spesielt de av LB- og HB-seriene. Eksempler på slike polyoxyalkylenglycoler og deres ethere og estere er beskrevet i britisk patentskrift nr. 1.055.641. The hydraulic fluid according to the present invention can also include smaller amounts of polyoxyalkylene glycols or ethers thereof, e.g. those sold by Union Carbide Corporation under the registered spring trade name "Ucon", especially those of the LB and HB series. Examples of such polyoxyalkylene glycols and their ethers and esters are described in British Patent No. 1,055,641.
Andre egnede smøremidler er orthofosfat- eller sulfatsalter av primære eller sekundære alifatiske aminer med totalt fra 4 til 24 Other suitable lubricants are orthophosphate or sulfate salts of primary or secondary aliphatic amines having a total of from 4 to 24
carbonatomer, dialkyl-citrater med et midlere innhold på fra 3 1/2 carbon atoms, dialkyl citrates with an average content of from 3 1/2
til 13 carbonatomer i alkylgruppene, alifatiske dicarboxylsyrer og estere derav, idet spesifikke eksempler er: to 13 carbon atoms in the alkyl groups, aliphatic dicarboxylic acids and esters thereof, specific examples being:
Diamylamin-orthofosfat Diamylamine orthophosphate
Dinonylamin-orthofosfat Dinonylamine orthophosphate
Diaminamin-sulfat Diamine sulfate
Dinonyl-citrat Dinonyl Citrate
Di(2-ethylhexyl)citrat Di(2-ethylhexyl) citrate
Polyoxyethylen-sebacat avledet fra en polyoxyethylen-glycolmed molvekt 200 Polyoxyethylene sebacate derived from a 200 molecular weight polyoxyethylene glycol
Polyoxyethylen-azelat avledet fra en polyoxyethylen-glycol med molvekt 200 Polyoxyethylene azelate derived from a 200 molecular weight polyoxyethylene glycol
Polyoxyethylen-adipat avledet fra en polyoxyethylen-glycol med molvekt 200 Polyoxyethylene adipate derived from a 200 molecular weight polyoxyethylene glycol
Polyoxyethylen/polyoxypropylen-glutarat Polyoxyethylene/polyoxypropylene glutarate
avledet fra blandede polyoxy-glycoler med midlere molvekt på ca. 200 derived from mixed polyoxy glycols with an average molecular weight of approx. 200
Glutarsyre Glutaric acid
..''/•'•:■ Azelainsyre ..''/•'•:■ Azelaic acid
Sebacinsyre Sebacic acid
Ravsyre Succinic acid
Di-ethyl-sebacat Diethyl sebacate
Di-2-ethylhexyl.-sebacat Di-2-ethylhexyl.-sebacate
Di-iso-octyl-azelat. Di-iso-octyl azelate.
Umettede alifatiske syrer eller deres salter kan også anvendes, Unsaturated aliphatic acids or their salts can also be used,
f.eks. oljesyre eller kalium-ricinoleat. e.g. oleic acid or potassium ricinoleate.
Korrosjonsinhibitorer som kan benyttes ifolge foreliggende oppfinnelse kan velges fra heterocykliske nitrogen-holdige forbindelser, f.eks. benzotriazol og benzotriazolderivater, slike som de som beskri-ves i britisk patentskrift nr. 1.061.90*+ eller mercapto-benzothiozol. Mange aminer eller derivater derav er også egnede som ..korrosjonsinhibitorer, f.eks. Corrosion inhibitors that can be used according to the present invention can be selected from heterocyclic nitrogen-containing compounds, e.g. benzotriazole and benzotriazole derivatives, such as those described in British Patent No. 1,061,90*+ or mercapto-benzothiozole. Many amines or derivatives thereof are also suitable as ..corrosion inhibitors, e.g.
di-n-butylamin di-n-butylamine
di-n-amylamin di-n-amylamine
ayclohexylamin ayclohexylamine
morfolin morpholine
triethanolamin triethanolamine
og loselige salter derav, f.eks. cyclohexylamin-carbonat. and soluble salts thereof, e.g. cyclohexylamine carbonate.
Fosfitter er også gode korrosjonsinhibitorer, f.eks. trifenyl-fosfitt Phosphites are also good corrosion inhibitors, e.g. triphenyl phosphite
diisopropyl-fosfitt diisopropyl phosphite
og visse uorganiske salter kan innarbeides, f.eks. natrium-nitrat. and certain inorganic salts can be incorporated, e.g. sodium nitrate.
Andre additiver som kan innarbeides er antioxydanter, slike som diarylaminer, f.eks. difényjåmin, p,p'-dioctyl-difenylamin, fenyl-a-nafthylamin eller fenyl-B-nafthylamin. Andre egnede antioxydanter er de som er allminnelig kjent som blokkerte fenoler som er eksemp-lifisert av Other additives that can be incorporated are antioxidants, such as diarylamines, e.g. diphenylamine, p,p'-dioctyl-diphenylamine, phenyl-α-naphthylamine or phenyl-B-naphthylamine. Other suitable antioxidants are those commonly known as blocked phenols exemplified by
2,^-dimethyl-6-t-butyl-fenol 2,3-dimethyl-6-t-butyl-phenol
2, 2,6-di-t-butyl-^-methyl-fenol 2, 2,6-di-t-butyl-^-methyl-phenol
2,6-di-t-butyl-fenol 2,6-di-t-butyl-phenol
1,1-bis (3,5-di-t-butyl-lf-hydroxyfenyl)-methan 1,1-bis(3,5-di-t-butyl-1f-hydroxyphenyl)-methane
3»3' ^^'-tetra-t-butyl-^-V-dihydroxy-difenyl 3-methyl-^,6-di-t-butyl-fenol 3»3' ^^'-tetra-t-butyl-^-V-dihydroxy-diphenyl 3-methyl-^,6-di-t-butyl-phenol
^--methyl-2-t-butyl-fenol ^--methyl-2-t-butyl-phenol
Ytterligere tilsatsstoffer som kan benyttes er fenothiazin og dets derivater, f.eks. de med alkyl^ eller arylgrupper, knyttet til nitrogenatomet eller til arylgruppene i molekylet. Further additives that can be used are phenothiazine and its derivatives, e.g. those with alkyl^ or aryl groups, attached to the nitrogen atom or to the aryl groups in the molecule.
Andre tilsatsstoffer som kan benyttes innbefatter alkylenoxyd/ ammoniakk-kondensasjonsprodukter til anvendelse som korrosjonsinhibi-tor, f.eks. det propylenoxyd/amminiakk-kondensasjonsprodukt som er beskrevet i britisk patentskrift nr. 1.2^9-803. Ytterligere smorende tilsatstoffer som kan benyttes er komplekse estere, slik som de som selges under varenavnet "Reoplex 6^1" og som også er beskrevet i britisk patentskrift nr. 1.21+9.803. I'tillegg kan lang-kjedete (f.eks. ^10-18^ primære aminkorrosjonsinhibitorer, og polymeriserte kinolin-harpiksantioxydanter ..benyttes, som beskrevet i britisk patentskrift nr. 1.2^9.803, og eksempler på slike;.aminer og harpikser er de kommersielt tilgjengelige materialene "Armeen 12D" ,-og "Agerite harpiks D". Other additives that can be used include alkylene oxide/ammonia condensation products for use as a corrosion inhibitor, e.g. the propylene oxide/ammonia condensation product described in British Patent No. 1.2^9-803. Further lubricating additives which can be used are complex esters, such as those sold under the trade name "Reoplex 6^1" and which are also described in British Patent No. 1,21+9,803. In addition, long-chain (e.g., 10-18^ primary amine corrosion inhibitors, and polymerized quinoline resin antioxidants can be used, as described in British Patent No. 1,29,803, and examples of such amines and resins are the commercially available materials "Armeen 12D" and "Agerite resin D".
Konvensjonelle tilsatsstoffer slik som her er beskrevet anvendes vanligvis i små mengder slik som 0,05 - 10 %, f.eks. 0,1 - 2 vékt#. Conventional additives as described here are usually used in small amounts such as 0.05 - 10%, e.g. 0.1 - 2 weight#.
Som tidligere angitt kan væskene ifolge foreliggende oppfinnelse inneholde konvensjonelle tilsatsstoffer for hydrauliske væsker, innbefattet korrosjonsinhibitorer slik som aminer og derivater derav. Det er nå funnet at visse aminer også er nyttige i hydrauliske væsker for et annet og forskjellig formål. I særdeleshet undertrykker disse aminer boratestrenes tendens til å utfelle borsyre under drift i den hydrauliske væske, idet borsyren dannes ved hydrolyse i nærvær av absorbert atmosfærisk fuktighet. As previously indicated, the fluids according to the present invention may contain conventional additives for hydraulic fluids, including corrosion inhibitors such as amines and derivatives thereof. It has now been found that certain amines are also useful in hydraulic fluids for another and different purpose. In particular, these amines suppress the tendency of the borate esters to precipitate boric acid during operation in the hydraulic fluid, the boric acid being formed by hydrolysis in the presence of absorbed atmospheric moisture.
De aminer som er spesielt nyttige for å stabilisere de hydrauliske væsker, dvs. for å undertrykke borsyre-utfelling, er alifatiske aminer og visse aromatiske aminer. Folgelig inneholder væskene i en foretrukket utforelsesform av oppfinnelsen et alifatisk amin, fortrinnsvis et primært eller sekundært alifatisk amin. Det er spesielt fordel-aktig å anvende et primært eller sekundært alifatisk amin inneholdende fra h til 12 carbonatomer, f.eks. n-butylamin7 n-laurylamin eller n-octylamin. Som tidligere angitt kan visse aromatiske aminer også anvendes, i en ikke-foretrukket utforelsesform, istedetfor de alifatiske aminer. Eksempler på aromatiske aminer innbefatter difenylamin, fenyl-hydrazin, p-fenylendiamin og o-, m- eller p-aminofenol. The amines which are particularly useful in stabilizing the hydraulic fluids, ie in suppressing boric acid precipitation, are aliphatic amines and certain aromatic amines. Consequently, the liquids in a preferred embodiment of the invention contain an aliphatic amine, preferably a primary or secondary aliphatic amine. It is particularly advantageous to use a primary or secondary aliphatic amine containing from h to 12 carbon atoms, e.g. n-butylamine7 n-laurylamine or n-octylamine. As previously stated, certain aromatic amines can also be used, in a non-preferred embodiment, instead of the aliphatic amines. Examples of aromatic amines include diphenylamine, phenylhydrazine, p-phenylenediamine and o-, m- or p-aminophenol.
Aminstabilisatorene kan benyttes i mengder fra 0^1 til 5, fortrinnsvis fra 0,5 til 3 vekt#, basert på den totale vekt av den hydrata liske væske. The amine stabilizers may be used in amounts from 0.1 to 5, preferably from 0.5 to 3, by weight, based on the total weight of the hydrating liquid.
Det skal forståes at blandinger av de tidligere beskrevne boratestere kan anvendes ifolge foreliggende oppfinnelse. Ennvidere kan "blandede" estere kanvendes, dvs. estere avledet fra to eller flere forskjellige glycol-monoethere. Slike "blandede" estere vil inneholde 2 eller flere forskjellige glycol-monoether-rester i hvert molekyl og det er mulig at transesterifisering kan finne sted i en storre eller mindre grad, dvs. overforing av glycol-monoether-rester fra et boratom. til et annet kan finne sted slik at forskjellige boratestere dannes under drift. Den resulterende blanding av boratestere vil selvfølgelig være uskillelig fra blandinger dannet ved blanding av de separate estere i passende mengder, siden bruk av slike blandinger i hydrauliske væsker er innbefattet innen rammen av foreliggende oppfinnelse. It should be understood that mixtures of the previously described borate esters can be used according to the present invention. Furthermore, "mixed" esters can be used, i.e. esters derived from two or more different glycol monoethers. Such "mixed" esters will contain 2 or more different glycol monoether residues in each molecule and it is possible that transesterification may take place to a greater or lesser extent, i.e. transfer of glycol monoether residues from a boron atom. to another may take place so that different borate esters are formed during operation. The resulting mixture of borate esters will of course be indistinguishable from mixtures formed by mixing the separate esters in appropriate amounts, since the use of such mixtures in hydraulic fluids is included within the scope of the present invention.
Oppfinnelsen skal nå illustreres ved de etterfølgende eksempler. The invention will now be illustrated by the following examples.
Eksempel 1 Example 1
Methyl-diethylen-g-iycol-ethyl-diethylen-glycol-methyl-triethylen-glycol-borat ble fremstilt ved å Koke under tilbakelop 2 mol orthoborsyre med 2,2 mol triethylen-glycol-monomethylether i 3 timer i en "Dean og Stark"-apparatur i nærvær av 200 mltoluen som vannfordriver. Etter utskillelåe^av 35 ml vann ble 2,2 mol diethylen-glycol-monoeth-ylether tilsatt og kokingen under tilbakelop fortsatt i 5 timer inntil ytterligere 36 ml vann ble utskilt. Deretter ble 2,2 mol diethylen-glycol-monomethylether tilsatt og kokingen fortsatt i 6 timer inntil 36 ml vann var utskilt. Etter at forestringsreaksjonen var fullfort, ble toluen og overskudd glycolether destillert fra (7,5 mm, kvikksolv, 10Q C)' under dannelsen av methyl-diethylen-glycol-ethyl-diethylen-gly-■. (> col-methyl-triethylen-glycol-borat (utbytte 77*+ g, 91 %) som hadde'et SAE likevekts-tilbakelopskokepunkt på 327°C og en viskositet på 889 Methyl diethylene glycol ethyl diethylene glycol methyl triethylene glycol borate was prepared by refluxing 2 moles of orthoboric acid with 2.2 moles of triethylene glycol monomethyl ether for 3 hours in a "Dean and Stark "-apparatus in the presence of 200 ml toluene as a water displacer. After separation of 35 ml of water, 2.2 mol of diethylene glycol monoethyl ether was added and the reflux continued for 5 hours until a further 36 ml of water was separated. Then 2.2 mol of diethylene glycol monomethyl ether were added and the boiling continued for 6 hours until 36 ml of water had separated. After the esterification reaction was complete, toluene and excess glycol ether were distilled from (7.5 mm, mercury solv, 10° C)' to form methyl-diethylene-glycol-ethyl-diethylene-gly-■. (> col-methyl-triethylene-glycol-borate (yield 77*+ g, 91%) which had an SAE equilibrium reflux point of 327°C and a viscosity of 889
cSt ved -^0°C. cSt at -^0°C.
Fuktighetstester ble utfort på blandinger av denne boratester med dicarboxylsyreestere ved å plassere 70 ml av den væske som skulle undersokes i et 250 ml's begerglass og la dette stå i 6 timer i et rom med 80 % relativ fuktighet og 35°C. Kokepunktet til væsken ble bestemt for og étter denne behandling, og fall i kokepunktet indikerte effekt av fuktighet på testvæskene. Moisture tests were carried out on mixtures of this borate tester with dicarboxylic acid esters by placing 70 ml of the liquid to be examined in a 250 ml beaker and leaving it for 6 hours in a room with 80% relative humidity and 35°C. The boiling point of the liquid was determined before and after this treatment, and a drop in the boiling point indicated the effect of moisture on the test liquids.
De undersokte væsker og de erholdte resultater er som folger: The liquids examined and the results obtained are as follows:
DMDGN var di-(monoethylether av diethylen-glycol)nylonat som beskrevet i britisk patentskrift nr. 1.083.32<!>+. DMDGN was di-(monoethylether of diethylene glycol)nylonate as described in British Patent Document No. 1,083,32<!>+.
Ytterligere eksempler på væsker ifolge foreliggende oppfinnelse ble formulert som angitt i de folgende eksempler 2 til 22, hvor alle deler er på vektbasis: Further examples of liquids according to the present invention were formulated as indicated in the following examples 2 to 22, where all parts are on a weight basis:
Eksempel 2 Example 2
TEGDP var dipropionatet av triethylen-glycol og Borat A var tris (mo no me thy letner, av triethylen-glycol)borat. TEGDP was the dipropionate of triethylene glycol and Borat A was tris(mo no me thy letner, of triethylene glycol)borate.
Eksempel 3 Example 3
Eksempel * f Eksempel 5 Example * f Example 5
Borat B var tris-(monoethylether av diethylen-glycoDborat. Borate B was tris-(monoethylether of diethyleneglycoDborate).
Eksempel 6 Example 6
Eksempel 7 Eksempel 8 Example 7 Example 8
TEGDA var diacetatet av triethylen-glycol og Primene 8l-R var en kommersielt tilgjengelig blanding av tertiær alkyl primære aminer inneholdende fra 12 til l*f carbonatomer. TEGDA was the diacetate of triethylene glycol and Primene 8l-R was a commercially available mixture of tertiary alkyl primary amines containing from 12 to 1*f carbon atoms.
Eksempel 9 Example 9
Armeen 10D var en kommersielt tilgjengelig destillert fraksjon av primært amin bestående av ca. 90 % n-decylamin, h % n-octylamin og $ % n-dodecylamin. Armeen 10D was a commercially available distilled fraction of primary amine consisting of approx. 90% n-decylamine, h% n-octylamine and $% n-dodecylamine.
Eksempel 10 Example 10
Eksempel 11 Example 11
■ Borat C var ethyl-diethylen-glycol-methyl-diethylen-glycol-methyl-triethylen-glycol-borat. ■ Borate C was ethyl diethylene glycol methyl diethylene glycol methyl triethylene glycol borate.
Eksempel 12 Example 12
Borat D var bis-methyl-triethylen-glycol-methyl-diethylen-glycol-borat. Borate D was bis-methyl-triethylene-glycol-methyl-diethylene-glycol-borate.
Eksempel 13 Example 13
Borat E var tris(monoethylether av triethylen-glycol)borat. Borate E was tris(monoethyl ether of triethylene glycol) borate.
Eksempel lh Example lh
Borat F var tris(l-butoxy-ethyl-2-propanol)borat. Borate F was tris(1-butoxy-ethyl-2-propanol) borate.
Eksempel 15 Example 15
Borat G var tris-{monobutylether av diethylen-glycol)borat. Borate G was tris-{monobutyl ether of diethylene glycol) borate.
Eksempel 16 Example 16
Borat H var bis-ethyl-triethylen-glycol-isopropyl-triethylen-glycol-borat. Borate H was bis-ethyl-triethylene-glycol-isopropyl-triethylene-glycol-borate.
Eksempel 17 Example 17
Armeen 12IXD var. en kommersielt tilgjengelig destillasjons-fraksjon av primært amin bestående av ca. 95 % nrdodecylamin, 2 % n-decylamin og 3 % n-tetradecylamin. The army 12IXD was. a commercially available distillation fraction of primary amine consisting of approx. 95% n-dodecylamine, 2% n-decylamine and 3% n-tetradecylamine.
Eksempel 18 Example 18
Eksempel 19 Example 19
Eksempel 20 Example 20
Eksempel 21 Eksempel 22 Example 21 Example 22
For å illustrere egenskapene til de hydrauliske væsker ifolge foreliggende oppfinnelse ble blandingene 2-22 testet etter flere standard test-metoder. Resultatene av disse tester viste at blandingene var nyttige hydrauliske væsker, spesielt for bruk i hydrauliske bremse- og clutch-systemer. F.eks. tilfredsstilte blandingene 2, 3 To illustrate the properties of the hydraulic fluids according to the present invention, the mixtures 2-22 were tested according to several standard test methods. The results of these tests showed that the mixtures were useful hydraulic fluids, particularly for use in hydraulic brake and clutch systems. E.g. satisfied the mixtures 2, 3
og , som benytter de samme esterkomponenter i forskjellige forhold, alle fullt ut kravene til SAE JI703 b-spesifikasjon for hoy-kvalitet, ekstra kraftige hydrauliske væsker, og tilfredsstilte også de string-ente korrosjonskrav til Ford ESA-M6C-1001-A-spesifikasjonen. Andre blandinger tilfredstilte også fullt ut SAE J1703 b-spesifikasjonen, eller den ubetydelig reviderte SAE J1703 c-spesifikasjonen, som ble innfort på det tidspunkt når blandingeneble testet. F.eks. tilfredsstilte blanding .10, i hvilken den carboxylerte esterforbindelse besto utelukkende av estere ifolge formel II, fullt kravene ifolge SAE and , which use the same ester components in different ratios, all fully meet the requirements of the SAE JI703 b specification for high quality, extra heavy duty hydraulic fluids, and also satisfy the stringent corrosion requirements of the Ford ESA-M6C-1001-A specification . Other blends also fully satisfied the SAE J1703 b specification, or the slightly revised SAE J1703 c specification, which was in place at the time the blends were tested. E.g. satisfied mixture .10, in which the carboxylated ester compound consisted exclusively of esters according to formula II, fully the requirements according to SAE
J1703 c-spesifikasjonen. The J1703 c specification.
Testent viste også at egenskapene til blandingen ikke var et enkelt kompromiss mellom de onskede hoye temperaturegenskaper til boratesterforbindelsen og de onskede lave temperaturegenskaper til den carboxylerte esterforbindelse. Tvert imot viste de undersokte blandinger at både lav- og hoy-temperaturegenskapene var bibeholdt til en uventet hoy grad, i enkelte tilfeller var det hovedsakelig . fullstendig bibeholdelse av (de onskede egenskaper ved både hoye og lave temperaturer. I særdeleshet hadde blandingene ifolge foreliggende oppfinnelse gode kokepunkter, vannlås-temperaturer pg lav-temperatur-viskositeter. Dessuten ble disse egenskaper ikke.urimelig forringet selv i nærvær av betydelige mengder vann. Under bruk vil en hydrau-liskc. bremsevæske-absorbere fuktighet fra atmosfæren og dette vil svekke væsken egenskaper. Hvis egenskapene svekkes i for hoy grad vil driftseffektiviteten til det hydrauliske system inneholdende væsken bli alvorlig redusert. Det er derfor av meget stor viktighet at egenskapene til en hydraulisk bremsevæske ikke urimelig forringes i nærvær av vann. Testent also showed that the properties of the mixture were not a simple compromise between the desired high temperature properties of the borate ester compound and the desired low temperature properties of the carboxylated ester compound. On the contrary, the examined mixtures showed that both the low and high temperature properties were retained to an unexpectedly high degree, in some cases it was mainly . complete retention of the desired properties at both high and low temperatures. In particular, the mixtures according to the present invention had good boiling points, water trap temperatures due to low-temperature viscosities. Moreover, these properties were not unreasonably degraded even in the presence of significant amounts of water. During use, a hydraulic brake fluid will absorb moisture from the atmosphere and this will weaken the fluid's properties. If the properties are weakened to a great extent, the operating efficiency of the hydraulic system containing the fluid will be seriously reduced. It is therefore of great importance that the properties of a hydraulic brake fluid does not unreasonably deteriorate in the presence of water.
Viskositetsegenskapene ved lav temperatur til væskene ifolge foreliggende oppfinnelse ble testet ved å bestemme viskositeten ved -4-0°C ifolge den fremgangsmåte som er angitt i SAE J1703-spesifika-' sjonen, idet viskositeten ble bestemt for torre prover og også for prover inneholdende kjente mengder vann. Resultatene er gitt i den etterfolgende tabell 1. The low temperature viscosity properties of the liquids according to the present invention were tested by determining the viscosity at -4-0°C according to the method specified in the SAE J1703 specification, the viscosity being determined for dry samples and also for samples containing known amounts of water. The results are given in the following table 1.
Kokepunktet til de undersøkte væsker ble bestemt ved den fremgangsmåte som var angitt i SAE J1703-fspesifikasjonen, idet kokepunktet ble bestemt på torre prover av testvæskene og også på dublettprover av væsken etter at denne hadde gjennomgått en D.D.T.-fuktighetstest ifolge den fremgangsmåte som er angjtt i F M V S S 116-spesifikasjon. Fuktighetstesten ble utfort ved at en prove av testvæsken ble inne-stengt i hver av to eksikatorer og en prove av en standard-referanse-væske i hver av to andre eksikatorer, idet det var plassert vandig velling av ammoniumsulfat i hver eksikator som tilveiebragte en relativ fuktighet på 80 %. Provene ble holdt i eksikatoren inntil re-feransevæsken hadde absorbert 3>5 vekt$ vann. De erholdte resultater er oppfort i tabell 2. The boiling point of the liquids examined was determined by the method specified in the SAE J1703 specification, the boiling point being determined on dry samples of the test liquids and also on duplicate samples of the liquid after it had undergone a D.D.T. moisture test according to the method specified in F M V S S 116 specification. The humidity test was carried out by enclosing a sample of the test liquid in each of two desiccators and a sample of a standard reference liquid in each of two other desiccators, with an aqueous slurry of ammonium sulphate placed in each desiccator which provided a relative humidity of 80%. The samples were kept in the desiccator until the reference liquid had absorbed 3.5% by weight of water. The results obtained are listed in table 2.
Gasslås-temperaturen til de testede væsker ble bestemt ved bruk av en apparatur som omfatter en hovedsakelig kuleformet glass-boble, med et hult, volumetrisk kalibrert, sylindrisk fremspring som utloper vertikalt fra toppen av boblen, idet fremspringet er for-seglet i dets ovre ende. Et glassror utloper lateralt fra bunnen av boblen og utgår videre vertikalt langs boblen, for den ender i en trakt. Boblen er fullstendig fyllt med testvæske gjennom trakten og glassroret slik^at ingen luftbobler forefinnes i boblen. Boblen ned-dykkes deretter fullstendig i et varmebad fyllt med en transparent væske gjennom hvilken den kalibrerte del av apparaturen kan overvåkes, og temperaturen på badet okes gradvis. Når eventuell dampdannelse finner sted, vil denne damp samles i den kalibrerte del av apparaturen, og den temperatur ved hvilken forhåhds-bestemt mengder damp samles, kan folgelig bestemmes. The gas lock temperature of the tested liquids was determined using an apparatus comprising a substantially spherical glass bubble, with a hollow, volumetrically calibrated, cylindrical projection extending vertically from the top of the bubble, the projection being sealed at its upper end . A glass tube runs laterally from the bottom of the bubble and continues vertically along the bubble, because it ends in a funnel. The bubble is completely filled with test liquid through the funnel and the glass tube so that no air bubbles are present in the bubble. The bubble is then completely immersed in a heating bath filled with a transparent liquid through which the calibrated part of the apparatus can be monitored, and the temperature of the bath is gradually increased. When any steam formation takes place, this steam will collect in the calibrated part of the apparatus, and the temperature at which a predetermined amount of steam collects can therefore be determined.
Den etterfølgende tabell 3 viser de erholdte resultater ved denne test for torre prover av testvæskene og også for en våt prove ay væskene dannet ved å blande de dobbelte prover av testvæsken som var benyttet ved kokepunkt-bestemmelsen etter D.0.T.-fuktighetstest-ene. The subsequent table 3 shows the results obtained in this test for dry samples of the test liquids and also for a wet sample and the liquids formed by mixing the duplicate samples of the test liquid that were used in the boiling point determination after the D.0.T.-moisture test- one.
Gummisvellingsegenskapene til testvasskene ble også bestemt ifolge den fremgangsmåte som er beskrevet i SAE ■ J1703-spesifikasjon. Resultatene er oppfort i tabell h. The rubber swelling properties of the test washes were also determined according to the procedure described in the SAE ■ J1703 specification. The results are listed in table h.
De resultater som er oppfort i tabell 1 viser at væskene ifolge foreliggende oppfinnelse er av samme hoye standard med hensyn til lav-temperatur-viskositetsegenskaper i nærvær av vann som de kjente hydrauliske væsker basert på carboxylerte estere ifolge foregående formel I og II uten tilsetning av boratestere. Tvert imot er hydrauliske væsker basert på boratestrene, uten foreliggende carboxylerte estere kjent for å ha relativt svake lav-temperatur-viskositetsegenskaper i nærvær av vann. The results listed in table 1 show that the fluids according to the present invention are of the same high standard with regard to low-temperature viscosity properties in the presence of water as the known hydraulic fluids based on carboxylated esters according to the preceding formula I and II without the addition of borate esters . On the contrary, hydraulic fluids based on the borate esters, with no carboxylated esters present, are known to have relatively poor low-temperature viscosity properties in the presence of water.
På tilsvarende måte viser de oppforte resultater oppfort i In a similar way, the above results show above i
tabellene 2 og 3 at hoyetemperaturegenskapene til væskene ifolge foreliggende oppfinnelse er sammenlignbare med hoy-temperaturegenskapene til væsker basert på boratestere, uten carboxylerte estere tilstede, mens væsker basert på carboxylerte estere uten boratestere er kjent for å ha relativt dårlige hoy-temperaturegenskaper. tables 2 and 3 that the high temperature properties of the liquids according to the present invention are comparable to the high temperature properties of liquids based on borate esters, without carboxylated esters present, while liquids based on carboxylated esters without borate esters are known to have relatively poor high temperature properties.
Resultatene av gummisvellingstesten er oppfort i tabell h og viser at væskene ifolge foreliggende oppfinnelse kan blandes slik at The results of the rubber swelling test are listed in table h and show that the liquids according to the present invention can be mixed so that
de imotekommer de vanlige aksepterte standarder som kreves, slik som spesifikasjonene i SAE J1703-spesifikasjonen. they meet the commonly accepted standards required, such as the specifications in the SAE J1703 specification.
Claims (6)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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GB287371 | 1971-01-21 | ||
GB3424071 | 1971-07-21 |
Publications (2)
Publication Number | Publication Date |
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NO134660B true NO134660B (en) | 1976-08-16 |
NO134660C NO134660C (en) | 1976-11-24 |
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Application Number | Title | Priority Date | Filing Date |
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NO123/72A NO134660C (en) | 1971-01-21 | 1972-01-20 |
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JP (1) | JPS5128076B1 (en) |
AT (1) | AT326255B (en) |
AU (1) | AU468409B2 (en) |
BE (1) | BE778294A (en) |
CA (1) | CA1019313A (en) |
DE (1) | DE2202732C3 (en) |
DK (1) | DK143506C (en) |
FR (1) | FR2122540B1 (en) |
GB (1) | GB1341901A (en) |
IE (1) | IE35999B1 (en) |
IT (1) | IT946760B (en) |
NL (1) | NL7200801A (en) |
NO (1) | NO134660C (en) |
SE (1) | SE385310B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
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GB1513881A (en) * | 1974-07-12 | 1978-06-14 | Castrol Ltd | Hydraulic fluids |
DE2804535C2 (en) * | 1978-02-03 | 1984-04-26 | Alfred Teves Gmbh, 6000 Frankfurt | Hydraulic fluids |
DE2831538C2 (en) * | 1978-07-18 | 1983-09-01 | Toho Chemical Industry Co. Ltd., Tokyo | brake fluid |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
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NL104477C (en) * | 1957-03-05 | |||
US3080412A (en) * | 1959-03-31 | 1963-03-05 | Dow Chemical Co | Borate esters of glycol monoethers |
GB1083324A (en) * | 1964-06-18 | 1967-09-13 | Castrol Ltd | Improvements in or relating to hydraulic fluids |
US3637794A (en) * | 1967-04-13 | 1972-01-25 | Olin Mathieson | Borate esters prepared by successive reactions of boric acid with glycol monoethers and polyols |
GB1249803A (en) * | 1969-05-02 | 1971-10-13 | Castrol Ltd | Improvements in or relating to hydraulic fluids |
-
1971
- 1971-01-21 GB GB287371A patent/GB1341901A/en not_active Expired
-
1972
- 1972-01-20 IT IT19612/72A patent/IT946760B/en active
- 1972-01-20 JP JP47008246A patent/JPS5128076B1/ja active Pending
- 1972-01-20 NO NO123/72A patent/NO134660C/no unknown
- 1972-01-20 DK DK28872A patent/DK143506C/en not_active IP Right Cessation
- 1972-01-20 IE IE81/72A patent/IE35999B1/en unknown
- 1972-01-20 SE SE7200655A patent/SE385310B/en unknown
- 1972-01-20 BE BE778294A patent/BE778294A/en not_active IP Right Cessation
- 1972-01-20 NL NL7200801A patent/NL7200801A/xx unknown
- 1972-01-20 FR FR7201856A patent/FR2122540B1/fr not_active Expired
- 1972-01-20 AT AT46772A patent/AT326255B/en not_active IP Right Cessation
- 1972-01-20 DE DE2202732A patent/DE2202732C3/en not_active Expired
- 1972-01-20 CA CA132,813A patent/CA1019313A/en not_active Expired
- 1972-01-20 AU AU38151/72A patent/AU468409B2/en not_active Expired
Also Published As
Publication number | Publication date |
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AU3815172A (en) | 1973-07-26 |
DK143506C (en) | 1982-01-25 |
JPS5128076B1 (en) | 1976-08-17 |
AT326255B (en) | 1975-12-10 |
NL7200801A (en) | 1972-07-25 |
DE2202732C3 (en) | 1984-02-23 |
DE2202732B2 (en) | 1974-02-07 |
DE2202732A1 (en) | 1973-05-10 |
FR2122540A1 (en) | 1972-09-01 |
GB1341901A (en) | 1973-12-25 |
ATA46772A (en) | 1975-02-15 |
NO134660C (en) | 1976-11-24 |
SE385310B (en) | 1976-06-21 |
FR2122540B1 (en) | 1979-01-19 |
DK143506B (en) | 1981-08-31 |
CA1019313A (en) | 1977-10-18 |
IT946760B (en) | 1973-05-21 |
IE35999L (en) | 1972-07-21 |
AU468409B2 (en) | 1976-01-15 |
IE35999B1 (en) | 1976-07-21 |
BE778294A (en) | 1972-05-16 |
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