EP0899324A1 - Combinaison d'additifs inhibitant la corrosion pour huiles lubrifiantes de turbines - Google Patents
Combinaison d'additifs inhibitant la corrosion pour huiles lubrifiantes de turbines Download PDFInfo
- Publication number
- EP0899324A1 EP0899324A1 EP19980306777 EP98306777A EP0899324A1 EP 0899324 A1 EP0899324 A1 EP 0899324A1 EP 19980306777 EP19980306777 EP 19980306777 EP 98306777 A EP98306777 A EP 98306777A EP 0899324 A1 EP0899324 A1 EP 0899324A1
- Authority
- EP
- European Patent Office
- 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.)
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- 0 *[*@@]([N+](*)[O-])N=CN[Mn] Chemical compound *[*@@]([N+](*)[O-])N=CN[Mn] 0.000 description 3
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- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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- C10N2040/135—Steam engines or turbines
Definitions
- the present invention relates to turbine oils, particularly aviation turbine oils containing additives exhibiting enhanced corrosion resistance.
- 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 carrying additive.
- the lubricant may also contain hydrolytic stabilizers and lead corrosion inhibitors, e.g., a C 1 -C 20 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 1 -C 20 alkyl gallate, neopentyl glycol, disebacate, sebacic acid, and quinizarin.
- lead corrosion inhibitors selected from the group consisting of C 1 -C 20 alkyl gallate, neopentyl glycol, disebacate, sebacic acid, and quinizarin.
- 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 additives present 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 transmissions 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 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 being a succinic anhydride amine derivative of the formula: where R 1 and R 2 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 tetrapropenyl succinic acid of the formula and about 25.5 wt% of a partially esterified tetrapropenyl succinic acid of the formula
- the lubricant can be natural oil or synthetic oil based, synthetic oils including synthetic ester.
- the lubricants are described as useful in automotive applications, e.g., engine oils, transmission oils, aviation piston engines, turbines and the like.
- the lubricant can contain other additives which include dispersants, anti-wear agents, anti-oxidants, corrosion inhibitors, detergents, pour point depressants, extreme pressure additives, viscosity index improvers, 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 composition consisting of (a) N-acylsarcosine compound, (b) dicarboxylic acid having 6 to 48 carbon atoms and (c) an amine selected from primary, secondary or tertiary amines or imidazoline compounds.
- the primary, secondary, or tertiary amine is described as being one selected from the group of compounds of the formula: wherein R 1 , R 2 , R 3 are independently selected from hydrogen, alkyl having up to 14 carbons, hydroxyalkyl, cycloalkyl, or polyalkyleneoxy groups.
- 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 (1) N acyl derivatives of C 10 to C 20 linear 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 succinimi
- 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 C 6 -C 15 aliphatic alcohols with one of such dibasic acids as adipic, sebacic, or azelaic acids.
- dibasic acids as adipic, sebacic, or azelaic acids.
- 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 from 4 to 12 carbon atoms and includes the straight and branched chain aliphatic acids, and mixtures of monocarboxylic acids may be used.
- the preferred polyol ester base oil is one prepared from technical pentaerythritol and a mixture of C 4 -C 12 carboxylic acids.
- Technical pentaerythritol 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 and about 12% of dipentaerythritol having the formula
- the technical pentaerythritol may also contain some tri and tetra pentaerythritol that is normally formed as by-products during the manufacture of technical pentaerythritol.
- esters from alcohols and carboxylic acids can be accomplished using conventional methods and techniques known and familiar to those skilled in the art.
- technical pentaerythritol is heated with the desired carboxylic acid mixture optionally in the presence of a catalyst.
- a slight excess of acid is employed to force the reaction to completion. Water is removed during the reaction and any excess acid is then stripped from the reaction mixture.
- the esters of technical pentaerythritol may be used without further purification or may be further purified using conventional techniques such as distillation.
- the term "technical pentaerythritol ester” is understood as meaning the polyol ester base oil prepared from technical pentaerythritol and a mixture of C 4 -C 12 carboxylic acids.
- the dibasic carboxylic acid comprising one component of the combination additive added to the base stock to enhance the corrosion inhibiting performance of the lubricant is a C 8 to C 40 total carbon number dicarboxylic acid or mixture of such acids, preferably a C 9 to C 36 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 derivatives of C 10 -C 20 linear or branched chain alkyl or alkenyl mono carboxylic acids, said material having the structural formula: where R 1 is linear or branched C 1 -C 6 alkyl and R 2 is C 10 -C 20 linear or branched alkyl or alkenyl group; preferably R 1 is CH 3 and R 2 is oleic (a commercial 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 or hemi-ester, said material having the structural formula: wherein R 3 is a C 8 -C 16 linear or branched alkyl or alkenyl,
- 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.
- the combination which is employed is the combination of dibasic carboxylic acid and the N acyl derivative of C 10 -C 20 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.
- longer chain dicarboxylic acids such as dimers and trimers of C 18 dicarboxylic acids, e.g., C 36 -C 54 poly carboxylic acids, exemplified by EMPOL 1022 can be used in combination with hydrocarbyl substituted imidazole, such as 2-(heptadecenyl)-4,5-dihydro- 1H-imidazole-1-ethanol, represented by the formula and available commercially from Ciba Geigy as Amine O.
- 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.
- 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 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. phenylnaphtylamines 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/extreme pressure additives include hydrocarbyl phosphate esters, particularly trihydrocarbyl phosphate esters in which the hydrocarbyl radical is an aryl or alkaryl radical or mixture thereof.
- Particular antiwear/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/extreme pressure additives are typically used in an amount in the range 0 to 4 wt%, preferably 1 to 3 wt%.
- Such known corrosion inhibitors include the various triazols, for example, tolyltriazol, 1,2,4 benzotriazol, 1,2,3 benzotriazol, carboxy benzotriazole, alkylated benzotriazol.
- 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%.
- rust inhibitors common to the industry include the various hydrocarbyl amine phosphates and/or amine phosphates.
- additives can also be employed including hydrolytic stabilizers pour point depressants, anti foaming agents, viscosity and viscosity index improver, etc.
- Base Formulation 1 is a Tech-PE polyol ester additized with tricresylphosphate, arylamine antioxidants, benzotriazole derivative copper deactivator, an amine phosphate extreme pressure agent.
- 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 achievable via a single corrosion inhibitor. It is desirable to limit the concentration of dicarboxylic acid component because higher levels of acidity can catalyze polyol ester hydrolysis. By using the combination of corrosion inhibitors total acidity is reduced while anti-corrosion performance equal to or exceeding that achieved with high concentrations of acid are obtained.
- Table 3 shows additive combinations in Base Formulation 2.
- Base Formulation 2 differs from Base Formulation I only in that the antioxidant treat rate is somewhat higher. Again combination of corrosion inhibitors at certain concentrations 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 treat rate.
- 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 trimers of C 18 unsaturated dicarboxylic fatty acids.
- Table 5 provides results for Base Formulation 3 with a combination of corrosion inhibitors. Passing results are achieved for 400 ppm sebacic acid with 1000 ppm of the second corrosion inhibitor.
- Table 6 reports the results with Empol 1022 and Amine O showing that for the apparently severe Base Formulation 3 the combination achieves passing results at concentration of as low as 100 ppm of each of Empol 1022 and Amine O.
- 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 higher concentrations. For this reason, therefore, Amine O is not a preferred corrosion inhibitor for formulated turbine oils.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US91882797A | 1997-08-26 | 1997-08-26 | |
US918827 | 1997-08-26 |
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EP0899324A1 true EP0899324A1 (fr) | 1999-03-03 |
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Application Number | Title | Priority Date | Filing Date |
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EP19980306777 Withdrawn EP0899324A1 (fr) | 1997-08-26 | 1998-08-25 | Combinaison d'additifs inhibitant la corrosion pour huiles lubrifiantes de turbines |
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EP (1) | EP0899324A1 (fr) |
CA (1) | CA2242253A1 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1344769A1 (fr) | 2002-03-13 | 2003-09-17 | BP Corporation North America Inc. | Polyol esters dérivés de polyamines et leur utilisation comme additif dispersant pour des huiles lubrifiantes |
WO2020260569A1 (fr) * | 2019-06-28 | 2020-12-30 | Total Marketing Services | Composition lubrifiante pour prévenir la corrosion et/ou la tribocorrosion des pièces métalliques dans un moteur |
Citations (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 |
EP0359071A1 (fr) * | 1988-09-13 | 1990-03-21 | BP Chemicals Limited | Fluide hydraulique résistant au feu et procédé de préparation |
US5397487A (en) * | 1991-12-18 | 1995-03-14 | Exxon Research & Engineering Co. | Lubricating oil 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/fr not_active Abandoned
- 1998-08-25 EP EP19980306777 patent/EP0899324A1/fr not_active Withdrawn
Patent Citations (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 |
EP0359071A1 (fr) * | 1988-09-13 | 1990-03-21 | BP Chemicals Limited | Fluide hydraulique résistant au feu et procédé de préparation |
US5397487A (en) * | 1991-12-18 | 1995-03-14 | Exxon Research & Engineering Co. | Lubricating oil for inhibiting rust formation |
US5599779A (en) * | 1996-03-20 | 1997-02-04 | R. T. Vanderbilt Company, Inc. | Synergistic rust inhibitors and lubricating compositions |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1344769A1 (fr) | 2002-03-13 | 2003-09-17 | BP Corporation North America Inc. | Polyol esters dérivés de polyamines et leur utilisation comme additif dispersant pour des huiles lubrifiantes |
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 |
WO2020260569A1 (fr) * | 2019-06-28 | 2020-12-30 | Total Marketing Services | Composition lubrifiante pour prévenir la corrosion et/ou la tribocorrosion des pièces métalliques dans un moteur |
FR3097874A1 (fr) * | 2019-06-28 | 2021-01-01 | Total Marketing Services | Composition lubrifiante pour prévenir la corrosion et/ou la tribocorrosion des pièces métalliques dans un moteur |
Also Published As
Publication number | Publication date |
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CA2242253A1 (fr) | 1999-02-26 |
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