CA2242253A1 - Corrosion inhibiting additive combination for turbine oils - Google Patents
Corrosion inhibiting additive combination for turbine oils Download PDFInfo
- Publication number
- CA2242253A1 CA2242253A1 CA002242253A CA2242253A CA2242253A1 CA 2242253 A1 CA2242253 A1 CA 2242253A1 CA 002242253 A CA002242253 A CA 002242253A CA 2242253 A CA2242253 A CA 2242253A CA 2242253 A1 CA2242253 A1 CA 2242253A1
- Authority
- CA
- Canada
- Prior art keywords
- linear
- alkenyl
- branched alkyl
- ester
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 238000005260 corrosion Methods 0.000 title claims abstract description 39
- 230000007797 corrosion Effects 0.000 title claims abstract description 38
- 239000000654 additive Substances 0.000 title claims abstract description 31
- 239000010723 turbine oil Substances 0.000 title claims abstract description 23
- 230000000996 additive effect Effects 0.000 title claims description 15
- 230000002401 inhibitory effect Effects 0.000 title claims description 14
- -1 alkenyl monocarboxylic acid Chemical class 0.000 claims abstract description 48
- 150000002148 esters Chemical class 0.000 claims abstract description 47
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 41
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 24
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims abstract description 20
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229940014800 succinic anhydride Drugs 0.000 claims abstract description 11
- 239000001384 succinic acid Substances 0.000 claims abstract description 10
- 229960002317 succinimide Drugs 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 52
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims description 32
- 239000002253 acid Substances 0.000 claims description 17
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 12
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 10
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 9
- 150000002462 imidazolines Chemical class 0.000 claims description 8
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 8
- 150000001412 amines Chemical group 0.000 claims description 6
- 150000003512 tertiary amines Chemical class 0.000 claims description 6
- 150000003335 secondary amines Chemical class 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000010696 ester oil Substances 0.000 claims description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
- 230000001747 exhibiting effect Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 230000002708 enhancing effect Effects 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 4
- 239000003112 inhibitor Substances 0.000 description 26
- 238000009472 formulation Methods 0.000 description 19
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 17
- 229940059574 pentaerithrityl Drugs 0.000 description 12
- 239000003963 antioxidant agent Substances 0.000 description 11
- 235000006708 antioxidants Nutrition 0.000 description 11
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 11
- 239000003921 oil Substances 0.000 description 9
- 229920005862 polyol Polymers 0.000 description 9
- 239000000314 lubricant Substances 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 239000005069 Extreme pressure additive Substances 0.000 description 5
- 230000003078 antioxidant effect Effects 0.000 description 5
- 239000000539 dimer Substances 0.000 description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 5
- 239000002199 base oil Substances 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 description 4
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 229940052651 anticholinergic tertiary amines Drugs 0.000 description 3
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 3
- 239000012964 benzotriazole Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 230000003301 hydrolyzing effect Effects 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 description 3
- PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical compound NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 150000002990 phenothiazines Chemical class 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 150000003852 triazoles Chemical class 0.000 description 2
- GGQRKYMKYMRZTF-UHFFFAOYSA-N 2,2,3,3-tetrakis(prop-1-enyl)butanedioic acid Chemical compound CC=CC(C=CC)(C(O)=O)C(C=CC)(C=CC)C(O)=O GGQRKYMKYMRZTF-UHFFFAOYSA-N 0.000 description 1
- BNGLZYYFFZFNDJ-UHFFFAOYSA-N 2-(2-heptadec-1-enyl-4,5-dihydroimidazol-1-yl)ethanol Chemical compound CCCCCCCCCCCCCCCC=CC1=NCCN1CCO BNGLZYYFFZFNDJ-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- PTJWCLYPVFJWMP-UHFFFAOYSA-N 2-[[3-hydroxy-2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)COCC(CO)(CO)CO PTJWCLYPVFJWMP-UHFFFAOYSA-N 0.000 description 1
- DIOYAVUHUXAUPX-ZHACJKMWSA-N 2-[methyl-[(e)-octadec-9-enoyl]amino]acetic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-ZHACJKMWSA-N 0.000 description 1
- KFJDQPJLANOOOB-UHFFFAOYSA-N 2h-benzotriazole-4-carboxylic acid Chemical compound OC(=O)C1=CC=CC2=NNN=C12 KFJDQPJLANOOOB-UHFFFAOYSA-N 0.000 description 1
- AWGBKZRMLNVLAF-UHFFFAOYSA-N 3,5-dibromo-n,2-dihydroxybenzamide Chemical compound ONC(=O)C1=CC(Br)=CC(Br)=C1O AWGBKZRMLNVLAF-UHFFFAOYSA-N 0.000 description 1
- MSYFITFSZJKRQJ-UHFFFAOYSA-N 4,5-dihydroimidazol-1-amine Chemical class NN1CCN=C1 MSYFITFSZJKRQJ-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 101001126084 Homo sapiens Piwi-like protein 2 Proteins 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical class C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- NKZXVLWAJLPDIK-UHFFFAOYSA-N OCC(C)(C)CO.OC(=O)CCCCCCCCC(O)=O.OC(=O)CCCCCCCCC(O)=O Chemical compound OCC(C)(C)CO.OC(=O)CCCCCCCCC(O)=O.OC(=O)CCCCCCCCC(O)=O NKZXVLWAJLPDIK-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
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 102100029365 Piwi-like protein 2 Human genes 0.000 description 1
- 108010077895 Sarcosine Proteins 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- GYMWQLRSSDFGEQ-ADRAWKNSSA-N [(3e,8r,9s,10r,13s,14s,17r)-13-ethyl-17-ethynyl-3-hydroxyimino-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] acetate;(8r,9s,13s,14s,17r)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.O/N=C/1CC[C@@H]2[C@H]3CC[C@](CC)([C@](CC4)(OC(C)=O)C#C)[C@@H]4[C@@H]3CCC2=C\1 GYMWQLRSSDFGEQ-ADRAWKNSSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000001536 azelaic acids Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000012612 commercial material Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 125000005266 diarylamine group Chemical group 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000006078 metal deactivator Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- 230000009291 secondary effect Effects 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 230000009044 synergistic interaction Effects 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/36—Esters of polycarboxylic 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
- 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
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/04—Hydroxy compounds
- C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/26—Carboxylic acids; Salts thereof
- C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
- C10M129/42—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms polycarboxylic
-
- 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/72—Esters of polycarboxylic 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
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
- C10M129/92—Carboxylic acids
- C10M129/93—Carboxylic acids having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
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Abstract
Turbine oils of improved corrosion resistance comprise a synthetic ester base stock and additives comprising a combination of a dibasic carboxylic acid and a second component selected from N-acyl derivative of C10-C20 linear or branched alkyl or alkenyl monocarboxylic acid, alkyl or alkenyl succinic acid/anhydride ester or hemi-linear or branched ester and hydroxylated derivatives of such esters or hemi esters, and linear or branched alkyl or alkenyl substituted succinimide or amino substituted succinimide.
Description
.~ ..
BACKGROUND OF THE INVENTION
The present invention relates to turbine oils, particularly aviation turbine oils containing additives exhibiting enhanced corrosion resistance.
RELATED ART
While the use of polyol ester base stocks produces turbine lubricat-ing oils which possess outstanding thermal stability, a satisfactory level of oxidation stability and corrosion resistance can be achieved only by the use of additives.
To the end, a wide assortment of different additives have been proposed and utilized.
U.S. Patent 3,790,478 describes a lubricant for aviation turbines comprising hindered esters as base stock and containing alkylated diphenyl amines, and an alkylated phenyl naphthylamine as anti oxidants, a copper passivator, dispersant polymers and a neutral organic phosphate as load carryingadditive. The lubricant may also contain hydrolytic stabilizers and lead corrosion inhibitors, e.g., a C l-C20 alkyl gallate, neopentyl glycol disebacate, sebacic acid or quinizarin.
U.S. Patent 3,790,481 is similar to U.S. Patent 3,790,478 in being directed to an aviation turbine oil and also recites the presence of lead corrosion inhibitors selected from the group consisting of C l-C20 alkyl gallate, neopentyl glycol, disebacate, sebacic acid, and quinizarin.
' CA 022422~3 1998-08-12 U.S. Patent 3,585,137 is directed to a synthetic ester aviation turbine oil containing an anthranilamide type metal passivator, antioxidants, phosphate esters, dimer acids. A formulation is disclosed containing p,p'dioctyldiphenylamine, phenothiazine, sebacic acid, benzotriazole, a mixture of phosphate esters and, in other examples, various other additive ingredient. In all cases, however, sebacic acid is indicated as present in the formulation.
U.S. Patent 3,912,640 teaches a gas turbine lubricant comprising a base stock of a blend of carboxylate ester and low viscosity mineral oil and - various additives including anti oxidants such as phenothiazines or derivatives thereof and secondary diaryl amines. Methylene linked hindered bisphenol may be substituted for a portion of the phenothiazine material. Additional additivespresent in the examples include benzotriazole, sebacic acid, tricresyl phosphate.
Benzotriazole, tolyltriazole, N,N'-disalicylidene dialkyl amines and sebacic acid are identified as well known metal deactivators. They can be present in the formulations in amounts of from about 0.005 to about 1.0 wt%. See also GB
1,420,824.
WO 95/29214 discloses a synthetic ester based lubricant for helicopter tr~n~missions comprising a synthetic ester base stock, an antioxidant, a neutral organic phosphate, a dicarboxylic acid component, a monocarboxylic acid component, a triazole and a phosphorus containing extreme pressure additive.
WO 94/10270 discloses a synthetic ester based aviation turbine oil containing saturated or unsaturated dicarboxylic acids, e.g., sebacic acid, in combination with a triazole derivative and specified monocarboxylic acids or an CA 022422~3 1998-08-12 ester thereof. The combination is reported as being particularly effective in inhibiting corrosion.
U.S. Patent 5,397,487/U.S. Patent 5,225,094 are directed to lubricating oils having enhanced rust inhibitor capability containing a minor synergistic rust inhibiting amount of a combination of two additives, the first being a material of the Mobilad C 603 type, reported in the '487 patent as beinga succinic anhydride amine derivative of the folmula:
- R1~ H ~
~C C
\O
H~C ICl o where Rl and R2 are each independently alkyl or alkenyl of from 1 to 20 carbons, and a second material of the Lubrizol LZ 859 type, reported in 5,397,487 as being a mixture of about 74.5 wt% unreacted tell~ropenyl succinic acid of the formula and about 25.5 wt% of a partially esterified tetrapropenyl succinic acid of the formula CH2 COO(CH2)30H
The patents recite that the lubricant can be natural oil or synthetic oil based, synthetic oils including synthetic ester. The lubricants are described CA 022422~3 1998-08-12 as useful in automotive applications, e.g., engine oils, transmission oils, aviation piston engines, turbines and the like. The lubricant can contain other additiveswhich include dispersants, anti-wear agents, anti-oxidants, corrosion inhibitors, detergellls, pour point depressants, extreme pressure additives, viscosity indeximprovers, friction modifiers and the like. Specifics of these other additives were not provided and there were no examples presented employing such other additives.
USP 5,599,779 is directed to a synergistic rust inhibiting composi-tion consisting of (a) N-acylsarcosine compound, (b) dicarboxylic acid having 6 to 48 carbon atoms and (c) an amine selected from primary, secondary or tertiaryamines or imidazoline compounds. The primaly, secondary, or tertiary amine is described as being one selected from the group of compounds of the formula:
wherein Rl, R2, R3 are independently selected from hydrogen, alkyl having up to 14 carbons, hydroxyalkyl, cycloalkyl, or polyalkyleneoxy groups.
It would be highly desirable if the corrosion inhibiting performance of synthetic ester based aviation turbine oils could be improved employing a combination of readily available additives.
DESCRIPTION OF THE INVENTION
The present invention is a synthetic ester based turbine oil of enhanced corrosion inhibiting capacity comprising a major amount of a synthetic ester oil base stock and a minor amount of a corrosion inhibiting additive selected from the group consisting of ( I) N acyl derivatives of C,0 to C20 linear CA 022422~3 1998-08-12 _ S _ or branched alkyl or alkenyl mono carboxylic acid as a first component and a dicarboxylic acid as a second component in the absence of aliphatic primary, secondary, or tertiary amines or imidazolines, (2) a combination of as a first component one or more dicarboxylic acids such as sebacic acid, azelaic acid, dioleic acid (known as dimer acids) and a second component selected from (a) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such esters or hemi esters, and (b) linear or branched alkyl or alkenyl substituted succinimides or amino substituted succinimides, (3)longer chain dicarboxylic acids containing 36 to 54 carbons as the first component and hydrocarbyl substituted imidazolines as the second component.
The diesters that can be used as base oils for the improved turbo oil of the present invention are formed by esterification of linear or branched C6-CI5 aliphatic alcohols with one of such dibasic acids as adipic, sebacic, or azelaicacids. Examples of diesters are di-2-ethylhexyl sebacate and dioctyl adipate.
The synthetic polyol ester which can be used as the base oil is formed by the esterification of an aliphatic polyol with carboxylic acid. The aliphatic polyol contains from 4 to 15 carbon atoms and has from 2 to 8 esterifiable hydroxyl groups. Examples of polyol are trimethylolpropane, pentaerythritol, dipentaerythritol, neopentyl glycol, tripentaerythritol and mixtures thereof.
The carboxylic acid reactant used to produce the synthetic polyol ester base oil is selected from aliphatic monocarboxylic acid or a mixture of aliphatic monocarboxylic acid and aliphatic dicarboxylic acid. The carboxylic acid contains fiom 4 to 12 carl)on atoms and includes the straight and branched chain aliphatic acids, and mixtures of monocarboxylic acids may be used.
CA 022422~3 1998-08-12 The preferred polyol ester base oil is one prepared from technical pentaerythritol and a mixture of C4-C12 carboxylic acids. Technical penta-ery~ritol is a mixture which includes about 85 to 92% monopentaerythritol and 8 to 15% dipentaerythritol. A typical commercial technical pentaerythritol contains about 88% monopentaerythritol having the formula HoH2c--c--c H2oH
and about 12% of dipentaerythritol having the formula II cH2oH cH2oH
The technical pentaerythritol may also contain some tri and tetra pentaerythritol that is normally formed as by-products duling the manufacture of technical pentaerythritol .
The preparation of esters from alcohols and carboxylic acids can be accomplished using conventional methods and techniques known and f~mili~r to those skilled in the art. In general, technical pentaerythritol is heated with the desired carboxylic acid mixture optionally in the presence of a catalyst.
Generally, a slight excess of acid is employed to force the reaction to comple-tion. Water is removed during the reaction and any excess acid is then stripped fiom the reaction mixture. The esters of technical pentaerythritol may be used CA 022422~3 1998-08-12 without further purification or may be fulther purified using conventional techniques such as distillation.
For the purposes of this specification and the following claims, the term "technical pentaerythritol ester" is understood as meaning the polyol esterbase oil prepared from technical pentaerythritol and a mixture of C4-C,2 carboxylic acids.
The dibasic carboxylic acid comprising one component of the combination additive added to the base stock to enhance the corrosion inhibitingperformance of the lublicant is a C8 to C40 total carbon number dicarboxylic acid or mixture of such acids, preferably a Cg to C36 dicarboxylic acid or mixture thereof. The dicarboxylic acids can be any n-alkyl, branched alkyl, aryl, or alkyl substituted aryl dicarboxylic acid or mixture thereof having a total number of carbons within the above recited ranges. Preferred dicarboxylic acids are selected from the group consisting of the commercially available di-oleic acids known as "dimer acids", sebacic acid, azelaic acid and mixtures thereof. These acids are added to the turbo oil formulations in an amount in the range of 100 to 1000 ppm, preferably 200 to 500 ppm, more preferably 200 to 400 ppm.
The second component of the corrosion inhibiting additive combination is selected from the group consisting of (a) N-acyl delivatives of C1o-C20 linear or branched chain alkyl or alkenyl mono carboxylic acids, said material having the structural formula:
CA 022422~3 1998-08-12 where R1 is linear or branched C1-C6 alkyl and R2 is Clo-C20 linear or branched alkyl or alkenyl group; preferably R~ is CH3 and R2 is oleic (a comrnercial material called Sarkosyl O, available from Ciba Geigy Corporation, which is the N-acyl derivative of the amine acid sarcosine is an example of one such suitable material); (b) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such esters orhemi-ester, said material having the structural formula:
~ o Rs R3 Cl H IV
wherein R3 is a Cg-C 16 linear or branched alkyl or alkenyl, R4 and Rs are the same or different and are hydrogen, C l-C4 alkyl or C2-C4 alkenyl or (CH2)n Cl H CH3 OH
where n can be an integer from zero to 5, preferably R3 is C10 12 branched alkenyl, R~ is H and R5 is C H2 f H C H3 OH
and n and m are each 1, (commercial materials such as Lubrizol 859 from the Lubrizol Corporation or Parabar 302 from Exxon Chemical Company being representative of such materials) and (c) reaction product of linear or branchedalkyl or alkenyl substituted succinic anhydride with substituted amino-imidazolines resulting in what are believed to be linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimides, which are believed to be of the structural formula:
R ~C N (C H2)X~N--(C H2)~ ~N
~ ~ R7 and RR8~C C\
N--(CH2)X~N--(CH2)X3~N\
R6 ' R7 o and mixtures thereof, wherein R~" R8, R9 and Rlo are the same Ol different and are H or a Cl-CI6, linear or branched alkyl or alkenyl wherein at least one of R6, R8, Rg or Rlo is hydrocarbyl, preferably at least one of R~" R8, R9 or Rlo is a C10-C~4 hydrocarbyl, more preferably a C~2 hydrocarbyl, e.g., tetra propenyl, and R7 is C8-C20, preferably C~ C~8, linear or branched alkyl or alkenyl and x is 2 to 10, preferably 2 and y is 0 or 1~ preferably 0. Commercially available material known as Mobilad C-603 fiom Mobil Chemical Company and Hitec H 536 from Ethyl are believed to be examples of such materials.
CA 022422~3 1998-08-12 This second component is added to the turbo oil formulation in an amount in the range 100 to 1000 ppm, preferably 300 to 1000 ppm, more preferably 300 to 500 ppm.
When the combination which is employed is the combination of dibasic carboxylic acid and the N acyl derivative of Cl0-C20 linear or branched chain alkyl or alkenyl monocarboxylic acid, the combination is employed in the turbine oil formulation in the absence of any aliphatic primary, secondary, or tertiary amines or imidazolines.
In an altelnate embodiment, longer chain dicarboxylic acids such as dimers and trimers of Cl8 dicarboxylic acids, e.g., C36-Cs4 poly carboxylic acids, exemplifled by EMPOL 1022 can be used in combination with hydro-carbyl substituted imidazole, such as 2-(heptadecenyl)-4,5-dihydro-lH-imidazole-1-ethanol, represented by the formula CH3(CH2h6~
and available commercially from Ciba Geigy as Amine O. In this embodiment, the acid is employed in an amount in the range of about 100 to 300 ppm and the imidazole is employed in an amount in the range of about 100 to 500 ppm.
The turbine oil of the present invention may also contain any of the other, typical additives which are usually or preferably present in such fully formulated products. Thus, a fully formulated turbine oil may contain one or more of the following classes of additives: antioxidants, antiwear agents, extreme pressure additives, antifoamants, detergents, hydrolytic stabilizers, metal CA 022422~3 1998-08-12 deactivators, other rust inhibitors, etc. Total amounts of such other additives can be in the range 0.5 to 15 wt% preferably 2 to 10 wt%, most preferably 3 to 8 wt%
Antioxidants which can be used include aryl amines, e.g. phenyl-naphtylamines and dialkyl diphenyl amines and mixtures thereof, hindered phenols, phenothiazines, and their derivatives.
The antioxidants are typically used in an amount in the range 1 to 5 wt%.
Antiwear/exbreme pressure additives include hydrocarbyl phosphate esters, particularly brihydrocarbyl phosphate esters in which the hydrocarbyl radical is an aryl or alkaryl radical or mixture thereof. Particularantiwear/extreme pressure additives include tricresyl phosphate, triaryl phosphate and mixtures thereof. Other or additional anti wear/extreme pressure additives may also be used.
The antiwear/exbreme pressure additives are typically used in an amount in the range 0 to 4 wt%, preferably I to 3 wt%.
Industry standard corrosive inhibitors may also be included in the turbo oil. Such known corrosion inhibitors include the various b iazols, for example, tolylbiazol, 1,2,4 benzobriazol, 1,2,3 benzobriazol, carboxy benzo-triazole, alkylated benzobiazol.
The standard corrosion inhibitor additive can be used in an amount in the range 0.02 to .5 wt%, preferably 0.05 to 0.25 wt%.
CA 022422~3 1998-08-12 Other rust inhibitors common to the industry include the various hydrocarbyl amine phosphates and/or amine phosphates.
As previously indicated, other additives can also be employed including hydrolytic stabilizers pour point depressants, anti foaming agents, viscosity and viscosity index improver, etc.
The invention is fulther described by reference to the following non-limiting examples and comparative examples.
Base Folmulation I is a Tech-PE polyol ester additized with tricresylphosphate, arylamine antioxidants, benzotriazole derivative copper deactivator, an amine phosphate extreme pressure agent. To this base formulation individual corrosion inhibitors were added and D665A rust results were obtained as shown in Table 1. Values reported are percent rust in the D665A rust test. A passing result requires that no rust be present.
Additive combination of sebacic acid with alternatively Hitec 536, Mobilad-C603, Parabar 302 or Sarkosyl-0 are reported in Table 2. At lower concentrations the additive combinations show improvement over the base case in Table 1. With the combination of 200 ppm sebacic acid and 300 ppm of the other corrosion inhibitor, passing results are obtained which are not achievablevia a single corrosion inhibitor. It is desirable to limit the concentration of dicarboxylic acid component because higher levels of acidity can catalyze polyolester hydrolysis. By using the combination of corrosion inhibitors total acidity is reduced while anti-corrosion pel~ormance equal to or exceeding that achieved with high concentrations of acid are obtained.
CA 022422~3 1998-08-12 Table 3 shows additive combinations in Base Formulation 2. Base Formulabion 2 differs from Base Formulation I only in that the antioxidant breatrate is somewhat higher. Again combination of corrosion inhibitors at certain concenbrations are more effective than either inhibitor used alone.
Table 4 gives the base line results for single corrosion inhibitors in base Formulation 3. Base Formulation 3 is similar to Base Formulation 2 except that an alternate antioxidant is substituted at the same hreat rate. Several observations can be made. Only Amine-0 is capable of yielding passing results when used alone. Sebacic acid is much more efficient alone than the longer chain dicarboxylic acid Empol 1022, a mixture of dimers and bimers of Cl8 unsaturated dicarboxylic fatty acids.
Table 5 provides results for Base Folmulation 3 with a combina-bion of corrosion inhibitors. Passing results are achieved for 400 ppm sebacic acid with 1000 ppm of the second corrosion inhibitor.
Table 6 repolts the results with Empol 1022 and Amine O showing that for the apparently severe Base Folmulation 3 the combination achieves passing results at concenbation of as low as 100 ppm of each of Empol 1022 and Amine O.
While Amine O can be an effective corrosion inhibitor when used alone, in combination with other acidic components typically present in formulated turbine oils, incompatibilities can be observed, especially at higherconcentrations. For this reason, therefore, Amine O is not a preferred corrosioninhibitor for formulated turbine oils.
BASE FORMULATION #l PLUS ONE CORROSION ~NHIBITOR
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - - -D665 - % RustSebacic AcidHitec 536Mobilad-C603 PAR-302 SAR-0 CA 022422~3 1998-08-12 BASE FORMULATION #l PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - - -D665 - % Rust Sebacic AcidHitec 536 Mobilad-C603 PAR-302 SAR-0 Pass 200 300 Pass 200 300 BASE FORMULATION #2 PLUS COMBINATION OF CORROSION lNHIBITORS
AVERAGE - - - - - - CONCENTRATION, ppm - - - - - -D665 - % Rust Sebacic Acid Hitec 536 Mobilad-C603 - Pass 50 300 Pass 50 500 Pass 400 300 Pass 400 500 BASE FORMULATION #3 PLUS ONE CORROSION INHIBITOR
AVERAGE -- - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - -SebacicEmpol Mobilad D665 - % Rust Acid 1022 H-536 C603 SAR-0 Amine-0 (None) Pass 300 Pass 500 Pass 1000 CA 022422~3 1998-08-12 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - -D65 - % RustSebacic Acid H-536Mobilad C603 PAR-302 SAR-0 200 soo 600 So0 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION lNHIBITORS
(continu~) AVERAGE --- - -- - - - - - - CONCENTRATION, ppm -- - - -- - - -- - - - -D65 - % RustSebacic Acid H-536Mobilad C603 PAR-302 SAR-0 Pass 400 1000 Pass 600 1000 Pass 400 1000 CA 022422~73 1998-08-12 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - CONCENTRATION, ppm -- - - - -- - - - - - -D665 -%RustEmpol 1022 H-536Mobilad C603 SAR-0 Amine-0 Pass 200 500 Pass 100 100 Pass 200 300 Pass 200 500 Pass 400 300 When considering the data in these Tables, one needs to bear several factors in mind. Rust tests are highly variable. Thus, for those skilled in the art, it is the trend in rust results with increasing additive concentration which is most important. When all of the data are examined, it is clear that none of the additives alone (except for Amine O, which has its own unique drawbacks associated with it), are able to provide passing results. Combinations of rust inhibitors, however, are able to achieve passing results at concentration levelswhich do not have harmful secondary effects.
Even when the test results are not a pass, the combination of rust inhibitors provides an improved rust rating than either additive alone. This trend clearly indicates a synergistic interaction of the combined corrosion inhibitors.
BACKGROUND OF THE INVENTION
The present invention relates to turbine oils, particularly aviation turbine oils containing additives exhibiting enhanced corrosion resistance.
RELATED ART
While the use of polyol ester base stocks produces turbine lubricat-ing oils which possess outstanding thermal stability, a satisfactory level of oxidation stability and corrosion resistance can be achieved only by the use of additives.
To the end, a wide assortment of different additives have been proposed and utilized.
U.S. Patent 3,790,478 describes a lubricant for aviation turbines comprising hindered esters as base stock and containing alkylated diphenyl amines, and an alkylated phenyl naphthylamine as anti oxidants, a copper passivator, dispersant polymers and a neutral organic phosphate as load carryingadditive. The lubricant may also contain hydrolytic stabilizers and lead corrosion inhibitors, e.g., a C l-C20 alkyl gallate, neopentyl glycol disebacate, sebacic acid or quinizarin.
U.S. Patent 3,790,481 is similar to U.S. Patent 3,790,478 in being directed to an aviation turbine oil and also recites the presence of lead corrosion inhibitors selected from the group consisting of C l-C20 alkyl gallate, neopentyl glycol, disebacate, sebacic acid, and quinizarin.
' CA 022422~3 1998-08-12 U.S. Patent 3,585,137 is directed to a synthetic ester aviation turbine oil containing an anthranilamide type metal passivator, antioxidants, phosphate esters, dimer acids. A formulation is disclosed containing p,p'dioctyldiphenylamine, phenothiazine, sebacic acid, benzotriazole, a mixture of phosphate esters and, in other examples, various other additive ingredient. In all cases, however, sebacic acid is indicated as present in the formulation.
U.S. Patent 3,912,640 teaches a gas turbine lubricant comprising a base stock of a blend of carboxylate ester and low viscosity mineral oil and - various additives including anti oxidants such as phenothiazines or derivatives thereof and secondary diaryl amines. Methylene linked hindered bisphenol may be substituted for a portion of the phenothiazine material. Additional additivespresent in the examples include benzotriazole, sebacic acid, tricresyl phosphate.
Benzotriazole, tolyltriazole, N,N'-disalicylidene dialkyl amines and sebacic acid are identified as well known metal deactivators. They can be present in the formulations in amounts of from about 0.005 to about 1.0 wt%. See also GB
1,420,824.
WO 95/29214 discloses a synthetic ester based lubricant for helicopter tr~n~missions comprising a synthetic ester base stock, an antioxidant, a neutral organic phosphate, a dicarboxylic acid component, a monocarboxylic acid component, a triazole and a phosphorus containing extreme pressure additive.
WO 94/10270 discloses a synthetic ester based aviation turbine oil containing saturated or unsaturated dicarboxylic acids, e.g., sebacic acid, in combination with a triazole derivative and specified monocarboxylic acids or an CA 022422~3 1998-08-12 ester thereof. The combination is reported as being particularly effective in inhibiting corrosion.
U.S. Patent 5,397,487/U.S. Patent 5,225,094 are directed to lubricating oils having enhanced rust inhibitor capability containing a minor synergistic rust inhibiting amount of a combination of two additives, the first being a material of the Mobilad C 603 type, reported in the '487 patent as beinga succinic anhydride amine derivative of the folmula:
- R1~ H ~
~C C
\O
H~C ICl o where Rl and R2 are each independently alkyl or alkenyl of from 1 to 20 carbons, and a second material of the Lubrizol LZ 859 type, reported in 5,397,487 as being a mixture of about 74.5 wt% unreacted tell~ropenyl succinic acid of the formula and about 25.5 wt% of a partially esterified tetrapropenyl succinic acid of the formula CH2 COO(CH2)30H
The patents recite that the lubricant can be natural oil or synthetic oil based, synthetic oils including synthetic ester. The lubricants are described CA 022422~3 1998-08-12 as useful in automotive applications, e.g., engine oils, transmission oils, aviation piston engines, turbines and the like. The lubricant can contain other additiveswhich include dispersants, anti-wear agents, anti-oxidants, corrosion inhibitors, detergellls, pour point depressants, extreme pressure additives, viscosity indeximprovers, friction modifiers and the like. Specifics of these other additives were not provided and there were no examples presented employing such other additives.
USP 5,599,779 is directed to a synergistic rust inhibiting composi-tion consisting of (a) N-acylsarcosine compound, (b) dicarboxylic acid having 6 to 48 carbon atoms and (c) an amine selected from primary, secondary or tertiaryamines or imidazoline compounds. The primaly, secondary, or tertiary amine is described as being one selected from the group of compounds of the formula:
wherein Rl, R2, R3 are independently selected from hydrogen, alkyl having up to 14 carbons, hydroxyalkyl, cycloalkyl, or polyalkyleneoxy groups.
It would be highly desirable if the corrosion inhibiting performance of synthetic ester based aviation turbine oils could be improved employing a combination of readily available additives.
DESCRIPTION OF THE INVENTION
The present invention is a synthetic ester based turbine oil of enhanced corrosion inhibiting capacity comprising a major amount of a synthetic ester oil base stock and a minor amount of a corrosion inhibiting additive selected from the group consisting of ( I) N acyl derivatives of C,0 to C20 linear CA 022422~3 1998-08-12 _ S _ or branched alkyl or alkenyl mono carboxylic acid as a first component and a dicarboxylic acid as a second component in the absence of aliphatic primary, secondary, or tertiary amines or imidazolines, (2) a combination of as a first component one or more dicarboxylic acids such as sebacic acid, azelaic acid, dioleic acid (known as dimer acids) and a second component selected from (a) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such esters or hemi esters, and (b) linear or branched alkyl or alkenyl substituted succinimides or amino substituted succinimides, (3)longer chain dicarboxylic acids containing 36 to 54 carbons as the first component and hydrocarbyl substituted imidazolines as the second component.
The diesters that can be used as base oils for the improved turbo oil of the present invention are formed by esterification of linear or branched C6-CI5 aliphatic alcohols with one of such dibasic acids as adipic, sebacic, or azelaicacids. Examples of diesters are di-2-ethylhexyl sebacate and dioctyl adipate.
The synthetic polyol ester which can be used as the base oil is formed by the esterification of an aliphatic polyol with carboxylic acid. The aliphatic polyol contains from 4 to 15 carbon atoms and has from 2 to 8 esterifiable hydroxyl groups. Examples of polyol are trimethylolpropane, pentaerythritol, dipentaerythritol, neopentyl glycol, tripentaerythritol and mixtures thereof.
The carboxylic acid reactant used to produce the synthetic polyol ester base oil is selected from aliphatic monocarboxylic acid or a mixture of aliphatic monocarboxylic acid and aliphatic dicarboxylic acid. The carboxylic acid contains fiom 4 to 12 carl)on atoms and includes the straight and branched chain aliphatic acids, and mixtures of monocarboxylic acids may be used.
CA 022422~3 1998-08-12 The preferred polyol ester base oil is one prepared from technical pentaerythritol and a mixture of C4-C12 carboxylic acids. Technical penta-ery~ritol is a mixture which includes about 85 to 92% monopentaerythritol and 8 to 15% dipentaerythritol. A typical commercial technical pentaerythritol contains about 88% monopentaerythritol having the formula HoH2c--c--c H2oH
and about 12% of dipentaerythritol having the formula II cH2oH cH2oH
The technical pentaerythritol may also contain some tri and tetra pentaerythritol that is normally formed as by-products duling the manufacture of technical pentaerythritol .
The preparation of esters from alcohols and carboxylic acids can be accomplished using conventional methods and techniques known and f~mili~r to those skilled in the art. In general, technical pentaerythritol is heated with the desired carboxylic acid mixture optionally in the presence of a catalyst.
Generally, a slight excess of acid is employed to force the reaction to comple-tion. Water is removed during the reaction and any excess acid is then stripped fiom the reaction mixture. The esters of technical pentaerythritol may be used CA 022422~3 1998-08-12 without further purification or may be fulther purified using conventional techniques such as distillation.
For the purposes of this specification and the following claims, the term "technical pentaerythritol ester" is understood as meaning the polyol esterbase oil prepared from technical pentaerythritol and a mixture of C4-C,2 carboxylic acids.
The dibasic carboxylic acid comprising one component of the combination additive added to the base stock to enhance the corrosion inhibitingperformance of the lublicant is a C8 to C40 total carbon number dicarboxylic acid or mixture of such acids, preferably a Cg to C36 dicarboxylic acid or mixture thereof. The dicarboxylic acids can be any n-alkyl, branched alkyl, aryl, or alkyl substituted aryl dicarboxylic acid or mixture thereof having a total number of carbons within the above recited ranges. Preferred dicarboxylic acids are selected from the group consisting of the commercially available di-oleic acids known as "dimer acids", sebacic acid, azelaic acid and mixtures thereof. These acids are added to the turbo oil formulations in an amount in the range of 100 to 1000 ppm, preferably 200 to 500 ppm, more preferably 200 to 400 ppm.
The second component of the corrosion inhibiting additive combination is selected from the group consisting of (a) N-acyl delivatives of C1o-C20 linear or branched chain alkyl or alkenyl mono carboxylic acids, said material having the structural formula:
CA 022422~3 1998-08-12 where R1 is linear or branched C1-C6 alkyl and R2 is Clo-C20 linear or branched alkyl or alkenyl group; preferably R~ is CH3 and R2 is oleic (a comrnercial material called Sarkosyl O, available from Ciba Geigy Corporation, which is the N-acyl derivative of the amine acid sarcosine is an example of one such suitable material); (b) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such esters orhemi-ester, said material having the structural formula:
~ o Rs R3 Cl H IV
wherein R3 is a Cg-C 16 linear or branched alkyl or alkenyl, R4 and Rs are the same or different and are hydrogen, C l-C4 alkyl or C2-C4 alkenyl or (CH2)n Cl H CH3 OH
where n can be an integer from zero to 5, preferably R3 is C10 12 branched alkenyl, R~ is H and R5 is C H2 f H C H3 OH
and n and m are each 1, (commercial materials such as Lubrizol 859 from the Lubrizol Corporation or Parabar 302 from Exxon Chemical Company being representative of such materials) and (c) reaction product of linear or branchedalkyl or alkenyl substituted succinic anhydride with substituted amino-imidazolines resulting in what are believed to be linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimides, which are believed to be of the structural formula:
R ~C N (C H2)X~N--(C H2)~ ~N
~ ~ R7 and RR8~C C\
N--(CH2)X~N--(CH2)X3~N\
R6 ' R7 o and mixtures thereof, wherein R~" R8, R9 and Rlo are the same Ol different and are H or a Cl-CI6, linear or branched alkyl or alkenyl wherein at least one of R6, R8, Rg or Rlo is hydrocarbyl, preferably at least one of R~" R8, R9 or Rlo is a C10-C~4 hydrocarbyl, more preferably a C~2 hydrocarbyl, e.g., tetra propenyl, and R7 is C8-C20, preferably C~ C~8, linear or branched alkyl or alkenyl and x is 2 to 10, preferably 2 and y is 0 or 1~ preferably 0. Commercially available material known as Mobilad C-603 fiom Mobil Chemical Company and Hitec H 536 from Ethyl are believed to be examples of such materials.
CA 022422~3 1998-08-12 This second component is added to the turbo oil formulation in an amount in the range 100 to 1000 ppm, preferably 300 to 1000 ppm, more preferably 300 to 500 ppm.
When the combination which is employed is the combination of dibasic carboxylic acid and the N acyl derivative of Cl0-C20 linear or branched chain alkyl or alkenyl monocarboxylic acid, the combination is employed in the turbine oil formulation in the absence of any aliphatic primary, secondary, or tertiary amines or imidazolines.
In an altelnate embodiment, longer chain dicarboxylic acids such as dimers and trimers of Cl8 dicarboxylic acids, e.g., C36-Cs4 poly carboxylic acids, exemplifled by EMPOL 1022 can be used in combination with hydro-carbyl substituted imidazole, such as 2-(heptadecenyl)-4,5-dihydro-lH-imidazole-1-ethanol, represented by the formula CH3(CH2h6~
and available commercially from Ciba Geigy as Amine O. In this embodiment, the acid is employed in an amount in the range of about 100 to 300 ppm and the imidazole is employed in an amount in the range of about 100 to 500 ppm.
The turbine oil of the present invention may also contain any of the other, typical additives which are usually or preferably present in such fully formulated products. Thus, a fully formulated turbine oil may contain one or more of the following classes of additives: antioxidants, antiwear agents, extreme pressure additives, antifoamants, detergents, hydrolytic stabilizers, metal CA 022422~3 1998-08-12 deactivators, other rust inhibitors, etc. Total amounts of such other additives can be in the range 0.5 to 15 wt% preferably 2 to 10 wt%, most preferably 3 to 8 wt%
Antioxidants which can be used include aryl amines, e.g. phenyl-naphtylamines and dialkyl diphenyl amines and mixtures thereof, hindered phenols, phenothiazines, and their derivatives.
The antioxidants are typically used in an amount in the range 1 to 5 wt%.
Antiwear/exbreme pressure additives include hydrocarbyl phosphate esters, particularly brihydrocarbyl phosphate esters in which the hydrocarbyl radical is an aryl or alkaryl radical or mixture thereof. Particularantiwear/extreme pressure additives include tricresyl phosphate, triaryl phosphate and mixtures thereof. Other or additional anti wear/extreme pressure additives may also be used.
The antiwear/exbreme pressure additives are typically used in an amount in the range 0 to 4 wt%, preferably I to 3 wt%.
Industry standard corrosive inhibitors may also be included in the turbo oil. Such known corrosion inhibitors include the various b iazols, for example, tolylbiazol, 1,2,4 benzobriazol, 1,2,3 benzobriazol, carboxy benzo-triazole, alkylated benzobiazol.
The standard corrosion inhibitor additive can be used in an amount in the range 0.02 to .5 wt%, preferably 0.05 to 0.25 wt%.
CA 022422~3 1998-08-12 Other rust inhibitors common to the industry include the various hydrocarbyl amine phosphates and/or amine phosphates.
As previously indicated, other additives can also be employed including hydrolytic stabilizers pour point depressants, anti foaming agents, viscosity and viscosity index improver, etc.
The invention is fulther described by reference to the following non-limiting examples and comparative examples.
Base Folmulation I is a Tech-PE polyol ester additized with tricresylphosphate, arylamine antioxidants, benzotriazole derivative copper deactivator, an amine phosphate extreme pressure agent. To this base formulation individual corrosion inhibitors were added and D665A rust results were obtained as shown in Table 1. Values reported are percent rust in the D665A rust test. A passing result requires that no rust be present.
Additive combination of sebacic acid with alternatively Hitec 536, Mobilad-C603, Parabar 302 or Sarkosyl-0 are reported in Table 2. At lower concentrations the additive combinations show improvement over the base case in Table 1. With the combination of 200 ppm sebacic acid and 300 ppm of the other corrosion inhibitor, passing results are obtained which are not achievablevia a single corrosion inhibitor. It is desirable to limit the concentration of dicarboxylic acid component because higher levels of acidity can catalyze polyolester hydrolysis. By using the combination of corrosion inhibitors total acidity is reduced while anti-corrosion pel~ormance equal to or exceeding that achieved with high concentrations of acid are obtained.
CA 022422~3 1998-08-12 Table 3 shows additive combinations in Base Formulation 2. Base Formulabion 2 differs from Base Formulation I only in that the antioxidant breatrate is somewhat higher. Again combination of corrosion inhibitors at certain concenbrations are more effective than either inhibitor used alone.
Table 4 gives the base line results for single corrosion inhibitors in base Formulation 3. Base Formulation 3 is similar to Base Formulation 2 except that an alternate antioxidant is substituted at the same hreat rate. Several observations can be made. Only Amine-0 is capable of yielding passing results when used alone. Sebacic acid is much more efficient alone than the longer chain dicarboxylic acid Empol 1022, a mixture of dimers and bimers of Cl8 unsaturated dicarboxylic fatty acids.
Table 5 provides results for Base Folmulation 3 with a combina-bion of corrosion inhibitors. Passing results are achieved for 400 ppm sebacic acid with 1000 ppm of the second corrosion inhibitor.
Table 6 repolts the results with Empol 1022 and Amine O showing that for the apparently severe Base Folmulation 3 the combination achieves passing results at concenbation of as low as 100 ppm of each of Empol 1022 and Amine O.
While Amine O can be an effective corrosion inhibitor when used alone, in combination with other acidic components typically present in formulated turbine oils, incompatibilities can be observed, especially at higherconcentrations. For this reason, therefore, Amine O is not a preferred corrosioninhibitor for formulated turbine oils.
BASE FORMULATION #l PLUS ONE CORROSION ~NHIBITOR
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - - -D665 - % RustSebacic AcidHitec 536Mobilad-C603 PAR-302 SAR-0 CA 022422~3 1998-08-12 BASE FORMULATION #l PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - - -D665 - % Rust Sebacic AcidHitec 536 Mobilad-C603 PAR-302 SAR-0 Pass 200 300 Pass 200 300 BASE FORMULATION #2 PLUS COMBINATION OF CORROSION lNHIBITORS
AVERAGE - - - - - - CONCENTRATION, ppm - - - - - -D665 - % Rust Sebacic Acid Hitec 536 Mobilad-C603 - Pass 50 300 Pass 50 500 Pass 400 300 Pass 400 500 BASE FORMULATION #3 PLUS ONE CORROSION INHIBITOR
AVERAGE -- - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - -SebacicEmpol Mobilad D665 - % Rust Acid 1022 H-536 C603 SAR-0 Amine-0 (None) Pass 300 Pass 500 Pass 1000 CA 022422~3 1998-08-12 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - - CONCENTRATION, ppm - - - - - - - - - - - - -D65 - % RustSebacic Acid H-536Mobilad C603 PAR-302 SAR-0 200 soo 600 So0 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION lNHIBITORS
(continu~) AVERAGE --- - -- - - - - - - CONCENTRATION, ppm -- - - -- - - -- - - - -D65 - % RustSebacic Acid H-536Mobilad C603 PAR-302 SAR-0 Pass 400 1000 Pass 600 1000 Pass 400 1000 CA 022422~73 1998-08-12 BASE FORMULATION #3 PLUS COMBINATION OF CORROSION INHIBITORS
AVERAGE - - - - - - - - - - - CONCENTRATION, ppm -- - - - -- - - - - - -D665 -%RustEmpol 1022 H-536Mobilad C603 SAR-0 Amine-0 Pass 200 500 Pass 100 100 Pass 200 300 Pass 200 500 Pass 400 300 When considering the data in these Tables, one needs to bear several factors in mind. Rust tests are highly variable. Thus, for those skilled in the art, it is the trend in rust results with increasing additive concentration which is most important. When all of the data are examined, it is clear that none of the additives alone (except for Amine O, which has its own unique drawbacks associated with it), are able to provide passing results. Combinations of rust inhibitors, however, are able to achieve passing results at concentration levelswhich do not have harmful secondary effects.
Even when the test results are not a pass, the combination of rust inhibitors provides an improved rust rating than either additive alone. This trend clearly indicates a synergistic interaction of the combined corrosion inhibitors.
Claims (8)
1. A turbine oil composition exhibiting enhanced corrosion inhibiting capacity comprising a major amount of a synthetic ester oil base stock and a minor amount of corrosion inhibiting additive, said corrosion inhibiting additive being selected from the group consisting of (1) as a first component, one or more C8-C40 dicarboxylic acids in combination with, as a second component, an N-acyl derivative of C10-C20 linear or branched alkyl or alkenyl mono-carboxylic acid, said N-acyl derivative being of the formula wherein R1 is linear or branched C1-C6 alkyl and R2 is C10-C20 linear or branched alkyl or alkenyl group, in the absence of aliphatic primary, secondary,tertiary amines or imidazolines, or (2) a combination of as a first component one or more C8-C40 dicarboxylic acids and a second component selected from (a) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such esters or hemi esters and (b) linear or branchedalkyl or alkenyl substituted succinimides or amino-substituted succinimides, or (3) larger chain dicarboxylic acid containing 36 to 54 carbons as the first component present in an amount in the range of 100 to 300 ppm, and hydrocarbyl substituted imidazolines as the second component present in an amount in the range 100 to 500 ppm.
2. The turbine oil composition of claim 1 wherein the dicarboxylic acid employed in combination with the N-acyl derivative component or linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such esters or hemi esters or linear or branched alkyl or alkenyl substituted succinimides or amine substituted succinimides is added to the turbine oil composition in an amount in the range of 100 to 1000 ppm.
3. The turbine oil composition of claim 2 wherein the dicarboxylic acid is selected from dioleic acid, sebacic acid, azelaic acid and mixture thereof.
4. The turbine oil composition of claim 1, 2, or 3 wherein (a) the N-acyl derivative is of the formula:
wherein R1 is CH3 and R2 is oleic;
(b) the linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such ester or hemi ester is of the formula:
where R3 is a C8-C16 linear or branched alkyl or alkenyl, R4 and R5 are different and are hydrogen, C1-C4 alkyl, C2-C4 alkenyl or:
where n can be an integer from zero to five;
(c) the linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimide is of the formula:
or and mixture hereof, wherein R6, R8, R9, and R10 are the same or different and are H or a C1-C16 linear a branched alkyl or alkenyl wherein at least one of R6, R8, R9, and R10 is hydrocarbyl, and R7 is C8-C20 linear or branched alkyl or alkenyl, x is 2 to 10 and y is 0 or 1, said material being present in the turbine oil composition in an amount in the range of 100 to 1000 ppm.
wherein R1 is CH3 and R2 is oleic;
(b) the linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such ester or hemi ester is of the formula:
where R3 is a C8-C16 linear or branched alkyl or alkenyl, R4 and R5 are different and are hydrogen, C1-C4 alkyl, C2-C4 alkenyl or:
where n can be an integer from zero to five;
(c) the linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimide is of the formula:
or and mixture hereof, wherein R6, R8, R9, and R10 are the same or different and are H or a C1-C16 linear a branched alkyl or alkenyl wherein at least one of R6, R8, R9, and R10 is hydrocarbyl, and R7 is C8-C20 linear or branched alkyl or alkenyl, x is 2 to 10 and y is 0 or 1, said material being present in the turbine oil composition in an amount in the range of 100 to 1000 ppm.
5. A method for enhancing the corrosion inhibiting capacity of turbine oil composition comprising adding to a synthetic ester oil base stock a minor amount of corrosion inhibiting additive wherein said corrosion inhibiting additive is selected from the group consisting of (1) as a first component, one or more C8-C40 dicarboxylic acid in combination with, as a second component, an N-acyl derivative of C10-C20 linear or branched alkyl or alkenyl monocarboxylic acid, said N-acyl derivative being of the formula wherein R1 is linear or branched C1-C6 alkyl and R2 is C10-C20 linear or branched alkyl or alkenyl group, in the absence of aliphatic primary, secondary,or tertiary amines or imidazolines, or (2) a combination of as a first component one or more C8-C40 dicarboxylic acid and a second component selected from (a) linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such ester or hemi ester and (b) linear or branched alkyl or alkenyl substituted succinimides or aminosubstituted succinimides, or (3) longer chain dicarboxylic acids containing 36 to 54 carbons as the first component present in an amount in the range of 100 to 300 ppm and hydrocarbyl substituted imidazolines as the second component present in an amount in the range of 100 to 500 ppm.
6. The method of claim 5 wherein the dicarboxylic acid employed in combination with the N-acyl derivative compound or linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivative of such esters or hemi esters or linear or branched alkyl or alkenyl substituted succinimides or amino substituted succinimides is added to the turbine oil composition in an amount in the range of 100 to 1000 ppm.
7. The method of claim 6 wherein the dicarboxylic acid is selected from dioleic acid, sebacic acid, azelaic acid and mixtures thereof.
8. The method of claim 5, 6, or 7 wherein (a) the N-acyl derivative is of the formula:
wherein R1 is CH3 and R2 is oleic;
(b) the linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such ester or hemi ester is of the formula:
wherein R3 is a C8-C16 linear or branched alkyl or alkenyl, R4 and R5 are different and are hydrogen, C1-C4 alkyl, C2-C4 alkenyl or:
where n can be an integer from zero to five;
(c) the linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimide is of the formula:
or and mixtures thereof, wherein R6, R8, R9, and R10 are the same or different and are H or a C1-C16 linear or branched alkyl or alkenyl wherein at least one of R6, R8, R9, and R10 is hydrocarbyl, and R7 is C8-C20 linear or branched alkyl or alkenyl, x is 2 to 10 and y is 0 or 1, said materials being present in turbine oil composition in an amount in the range of 100 to 1000 ppm.
wherein R1 is CH3 and R2 is oleic;
(b) the linear or branched alkyl or alkenyl succinic acid/anhydride ester or hemi ester or hydroxylated derivatives of such ester or hemi ester is of the formula:
wherein R3 is a C8-C16 linear or branched alkyl or alkenyl, R4 and R5 are different and are hydrogen, C1-C4 alkyl, C2-C4 alkenyl or:
where n can be an integer from zero to five;
(c) the linear or branched alkyl or alkenyl substituted succinimide or amine substituted succinimide is of the formula:
or and mixtures thereof, wherein R6, R8, R9, and R10 are the same or different and are H or a C1-C16 linear or branched alkyl or alkenyl wherein at least one of R6, R8, R9, and R10 is hydrocarbyl, and R7 is C8-C20 linear or branched alkyl or alkenyl, x is 2 to 10 and y is 0 or 1, said materials being present in turbine oil composition in an amount in the range of 100 to 1000 ppm.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US91882797A | 1997-08-26 | 1997-08-26 | |
US918,827 | 1997-08-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2242253A1 true CA2242253A1 (en) | 1999-02-26 |
Family
ID=25441026
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002242253A Abandoned CA2242253A1 (en) | 1997-08-26 | 1998-08-12 | Corrosion inhibiting additive combination for turbine oils |
Country Status (2)
Country | Link |
---|---|
EP (1) | EP0899324A1 (en) |
CA (1) | CA2242253A1 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6844299B2 (en) | 2002-03-13 | 2005-01-18 | Bp Corporation North America Inc. | Polyol ester derivatives of polyamines and use in turbine oils to improve cleanliness |
FR3097874B1 (en) * | 2019-06-28 | 2022-01-21 | Total Marketing Services | Lubricating composition for preventing corrosion and/or tribocorrosion of metal parts in an engine |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2794782A (en) * | 1954-08-02 | 1957-06-04 | Monsanto Chemicals | Anti-rust emulsion resistant mineral oil composition |
US3282836A (en) * | 1963-03-22 | 1966-11-01 | Shell Oil Co | Corrosion resistant liquid hydrocarbons containing mixture of alkyl succinic acid and polyamine salt thereof |
US3912640A (en) * | 1972-08-07 | 1975-10-14 | Stauffer Chemical Co | Gas turbine lubricants |
US4101429A (en) * | 1977-07-21 | 1978-07-18 | Shell Oil Company | Lubricant compositions |
IT1227061B (en) * | 1988-09-13 | 1991-03-14 | Lubritalia Spa | SAFETY HYDRODYNAMIC FLUIDS RESISTANT TO FLAME PROPAGATION AND WITH HIGH SELF-IGNITION TEMPERATURE AND PROCEDURE FOR THEIR PREPARATION. |
EP0618954A4 (en) * | 1991-12-18 | 1995-02-22 | Exxon Research Engineering Co | Lubricating oil composition for inhibiting rust formation. |
US5599779A (en) * | 1996-03-20 | 1997-02-04 | R. T. Vanderbilt Company, Inc. | Synergistic rust inhibitors and lubricating compositions |
-
1998
- 1998-08-12 CA CA002242253A patent/CA2242253A1/en not_active Abandoned
- 1998-08-25 EP EP19980306777 patent/EP0899324A1/en not_active Withdrawn
Also Published As
Publication number | Publication date |
---|---|
EP0899324A1 (en) | 1999-03-03 |
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