EP0758016B1 - Use of a lubricant composition containing an antioxidant additive combination - Google Patents
Use of a lubricant composition containing an antioxidant additive combination Download PDFInfo
- Publication number
- EP0758016B1 EP0758016B1 EP96305869A EP96305869A EP0758016B1 EP 0758016 B1 EP0758016 B1 EP 0758016B1 EP 96305869 A EP96305869 A EP 96305869A EP 96305869 A EP96305869 A EP 96305869A EP 0758016 B1 EP0758016 B1 EP 0758016B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- boron
- antioxidant
- oils
- aromatic amine
- lubricant
- 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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- 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
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- 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
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/12—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M2215/065—Phenyl-Naphthyl amines
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- C10M2215/066—Arylene diamines
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- C10M2215/067—Polyaryl amine alkanes
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- C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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- C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
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- C10M2215/26—Amines
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- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
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Definitions
- This invention relates to lubricant compositions, especially for the lubrication of internal combustion engines, having improved antioxidant performance.
- Engine oil lubricants contain a variety of performance enhancing additives including antioxidants and dispersants.
- the antioxidants such as diphenylamines and hindered phenols, are present to prevent the oil from oxidising. They function by trapping radicals formed during oil usage, thus interrupting the chain reaction which leads to acid build-up and hence sludge formation.
- the dispersants which typically consist of a polar head, such as a polyamine, attached to an inert, oil-soluble body, such as polyisobutene, function through the polar head binding to insoluble degradation products, thus suspending them in the oil.
- the polyamine employed for this purpose is often aggressive to the fluorocarbon elastomer seals used in the engine. To alleviate this problem the polyamine is usually capped by boron; the more aggressive the polyamine the higher the required boron level of the dispersant.
- GB-A-1271556 describes an antioxidant additive which is a mixture of (a) the reaction product of a boron compound with a long chain hydrocarbyl carboxylic acid or anhydride thereof with a primary or secondary amine, and (b) a polycyclic phenolic compound.
- US-A-5354484 describes a lubricant additive which provides high temperature stability comprising a mixture of (i) an amine salt of a substituted phosphoric acid and (ii) an amine-substituted hydrocarbyl succinic acid compound.
- EP-A-471120 describes the use of hindered phenolic/phosphoro-dithioate-derived alcohol borates as antioxidant and antiwear additive for lubricants and fuels.
- the present invention provides the use of a boron-containing compound to enhance the antioxidant performance in an internal combustion engine of an aromatic amine antioxidant in a lubricant composition in which:
- aromatic amine an amine compound wherein at least one nitrogen atom is bonded directly to at least one aryl moiety.
- amine compound is of the formula: where
- both R 1 and R 2 are aryl groups.
- R 3 is hydrogen.
- the aromatic antioxidant is a diarylamine compound.
- aromatic antioxidants examples include phenylamine, diphenyl-amine, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, di-[4-1,3-dimethylbutyl-phenyl]-amine, di-[4-(1,1,3,3-tetramethyl butyl)-phenyl]-amine, N-allyldiphenylamine, 4-isopropoxydiphenyl-amine and di-4-methoxyphenylamine.
- aromatic antioxidants examples include phenylamine, diphenyl-amine, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, di-[4-1,3-dimethylbutyl-phenyl]-amine, di-[4-(1,1,3,3-tetramethyl butyl)-phenyl]-amine, N-allyldiphenylamine, 4-isopropoxydiphenyl-amine
- the ashless dispersant is most preferably a borated polyisobutene-succinic acid or anhydride (PIBSA) dispersant, especially the PIBSA - polyamine (PIBSA-PAM) compounds formed by the reaction of the PIBSA compound with an amine such as polyethylene amine, polyoxyethylene or a polyol amine.
- PIBSA polyisobutene-succinic acid or anhydride
- PAM PIBSA - polyamine
- the dispersants may be borated using conventional techniques, for example by reacting the dispersant with a boron compound selected from, for example, boron oxide, boron halides, boron acids and esters of boron acids.
- a boron compound selected from, for example, boron oxide, boron halides, boron acids and esters of boron acids.
- the present invention provides a lubricant composition
- a lubricant composition comprising a major amount of lubricating oil basestock and a minor amount of the boron/aromatic amine antioxidant combination as described above.
- 'major amount' is meant greater than 50 wt.%, preferably from more than 50 to 98 wt.%, more preferably from 80 to 95.5 wt.%, the balance being made up of the boron/aromatic amine antioxidant combination and, optionally, other lubricant additives.
- minor amount' is meant an amount that is sufficient to improve the antioxidant performance of the lubricant composition.
- the amount of aromatic amine antioxidant contained in the lubricant composition is preferably from 0.01 to 5 wt.%, more preferably from 0.05 to 2 wt.%, and most preferably from 0.2 to 0.8 wt.% based on the total weight of the composition.
- the amount of ashless borated dispersant referred to above is generally in the range from 0.5 to 15 wt.%, preferably from 1 to 10 wt.%, more preferably from 2 to 8 wt.%, based on the total weight of the composition.
- the lubricating oil basestock can be derived from natural lubricating oils, synthetic lubricating oils, or mixtures thereof. Suitable lubricating oil basestocks include basestocks obtained by isomerization of synthetic wax and slack wax, as well as hydrocrackate basestocks produced by hydrocracking (rather than solvent extracting) the aromatic and polar components of the crude. In general, the lubricating oil basestock will have a kinematic viscosity ranging from about 2 to about 1,000 cSt at 40°C.
- Natural lubricating oils include animal oils, vegetable oils (e.g., castor oils and lard oil), petroleum oils, mineral oils, and oils derived from coal or shale.
- Synthetic oils include hydrocarbon oils and halo-substituted hydrocarbon oils such as polymerized and interpolymerized olefins, alkylbenzenes, polyphenyls, alkylated diphenyl ethers, alkylated diphenyl ethers, alkylated diphenyl sulfides, as well as their derivatives, analogs, and homologs thereof, and the like.
- Synthetic lubricating oils also include alkylene oxide polymers, interpolymers, copolymers and derivatives thereof wherein the terminal hydroxyl groups have been modified by esterification, etherification, etc.
- Another suitable class of synthetic lubricating oils comprises the esters of dicarboxylic acids with a variety of alcohols. Esters useful as synthetic oils also include those made from C 5 to C 12 monocarboxylic acids and polyols and polyol ethers.
- Silicon-based oils (such as the polyalkyl-, polyaryl-, polyalkoxy-, or polyaryloxysiloxane oils and silicate oils) comprise another useful class of synthetic lubricating oils.
- Other synthetic lubricating oils include liquid esters of phosphorus-containing acids, polymeric tetrahydro-furans, polyalphaolefins, and the like.
- the lubricating oil may be derived from unrefined, refined, rerefined oils, or mixtures thereof.
- Unrefined oils are obtained directly from a natural source or synthetic source (e.g., coal, shale, or tar sands bitumen) without further purification or treatment.
- Examples of unrefined oils include a shale oil obtained directly from a retorting operation, a petroleum oil obtained directly from distillation, or an ester oil obtained directly from an esterification process, each of which is then used without further treatment.
- Refined oils are similar to the unrefined oils except that refined oils have been treated in one or more purification steps to improve one or more properties.
- Suitable purification techniques include distillation, hydro-treating, dewaxing, solvent extraction, acid or base extraction, filtration, and percolation, all of which are known to those skilled in the art.
- Rerefined oils are obtained by treating refined oils in processes similar to those used to obtain the refined oils. These rerefined oils are also known as reclaimed or reprocessed oils and often are additionally processed by techniques for removal of spent additives and oil breakdown products.
- the lubricant composition may also contain other additives such as detergents, dispersants, friction modifiers, antiwear agents, extreme pressure agents, other antioxidants, rust and corrosion inhibitors, pour point depressants, viscosity index improvers, antifoam agents, demulsifiers, and hydrolytic stabilisers.
- additives are well known in the art, and are described, for example, in 'Lubricants and Related Products' by Dieter Klamann, Verlag Chemie, Weinheim, Germany 1984.
- the lubricant composition according to the invention may be used in any suitable lubricating application which requires stability against lubricant oxidation. However, it is especially useful as an engine oil, for example in an internal combustion engine.
- Engine oil formulations were blended as shown in Table 1 below. Each formulation contained mineral oil basestock, a conventional engine oil addpack, a conventional viscosity index (VI) improver, Irganox L57 - an alkyl-substituted diphenylamine antioxidant available from Ciba-Geigy Ltd., and a PIBSA-PAM dispersant available from Exxon Chemical Ltd. The boration level of the dispersant was varied from zero through to heavily borated.
- VI viscosity index
- Irganox L57 an alkyl-substituted diphenylamine antioxidant available from Ciba-Geigy Ltd.
- PIBSA-PAM dispersant available from Exxon Chemical Ltd.
- the boration level of the dispersant was varied from zero through to heavily borated.
- Comparative formulations were also blended containing no diphenylamine antioxidant.
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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)
- Lubricants (AREA)
Description
- This invention relates to lubricant compositions, especially for the lubrication of internal combustion engines, having improved antioxidant performance.
- Engine oil lubricants contain a variety of performance enhancing additives including antioxidants and dispersants. The antioxidants, such as diphenylamines and hindered phenols, are present to prevent the oil from oxidising. They function by trapping radicals formed during oil usage, thus interrupting the chain reaction which leads to acid build-up and hence sludge formation. The dispersants, which typically consist of a polar head, such as a polyamine, attached to an inert, oil-soluble body, such as polyisobutene, function through the polar head binding to insoluble degradation products, thus suspending them in the oil. The polyamine employed for this purpose, however, is often aggressive to the fluorocarbon elastomer seals used in the engine. To alleviate this problem the polyamine is usually capped by boron; the more aggressive the polyamine the higher the required boron level of the dispersant.
- With the advent of engine design changes that result in increased thermal stress being placed on the lubricant, there is a need for improved antioxidant performance. There are numerous patents describing lubricant additives with improved antioxidant performance. For example GB-A-1271556 describes an antioxidant additive which is a mixture of (a) the reaction product of a boron compound with a long chain hydrocarbyl carboxylic acid or anhydride thereof with a primary or secondary amine, and (b) a polycyclic phenolic compound. US-A-5354484 describes a lubricant additive which provides high temperature stability comprising a mixture of (i) an amine salt of a substituted phosphoric acid and (ii) an amine-substituted hydrocarbyl succinic acid compound. EP-A-471120 describes the use of hindered phenolic/phosphoro-dithioate-derived alcohol borates as antioxidant and antiwear additive for lubricants and fuels.
- Moreover, several prior art references indicate the use of a combination of a boron compound and an aromatic amine in lubricant compositions. Examples of such references include EP-A-0678569, EP-A-0673991, US-A-4657686, US-A-4689162, EP-A-0620267, EP-A-0447916 and JP-A-07126681. Of these, EP-A-0620267 in particular describes the use of a combination of a borated polyalkylene succinimide and an aryl amine. However, none of these prior art references specify the relative amounts of boron to the aminic nitrogen in the final additive composition. The criticality of the degree of boration has hitherto not been recognised, especially with respect to maximising the oxidation stability of the lubricants, particularly at relatively high temperatures, e.g. above 200°C, such as those encountered in internal combustion engines.
- We have found surprisingly that when a lubricant is formulated containing an aromatic amine antioxidant, the antioxidant performance can be improved by increasing the level of boron contained in the lubricant.
- The present invention provides the use of a boron-containing compound to enhance the antioxidant performance in an internal combustion engine of an aromatic amine antioxidant in a lubricant composition in which:
- (a) the aromatic amine antioxidant is selected from phenylamine, diphenylamine, phenylnaphthylamine, and mixtures thereof, which compounds may be substituted or unsubstituted, and
- (b) the boron-containing compound is a borated ashless dispersant, wherein the dispersant is a polyisobutene succinic acid, a polyisobutene succinic anhydride, a polyisobutene succinic acid - polyamine or a polyisobutene succinic anhydride - polyamine, wherein the additive combination contains by weight at least one part boron for every 250 parts nitrogen present in the aromatic amine antioxidant.
-
- Boron content is measured according to Inductively Coupled Plasma Emission Spectroscopy (ASTM D 5185). Nitrogen content is measured according to the Kjeldahl method (ASTM D 3228).
-
- R1 is a phenyl, C7-C18 alkylphenyl or C7-C18 alkoxyphenyl group;
- R2 is a phenyl, C7-C18 alkylphenol, C7-C18 alkoxyphenyl, naphthyl, C1-C18 alkyl, C7-C18 phenylalkyl, or C5-C18 cycloalkyl group; and
- R3 is hydrogen or a C1-C12 alkyl, benzyl, allyl or phenyl group.
-
- Preferably both R1 and R2 are aryl groups. Preferably R3 is hydrogen. Thus it is preferred that the aromatic antioxidant is a diarylamine compound.
- Examples of suitable aromatic antioxidants include phenylamine, diphenyl-amine, N-phenyl-1-naphthylamine, N-phenyl-2-naphthylamine, di-[4-1,3-dimethylbutyl-phenyl]-amine, di-[4-(1,1,3,3-tetramethyl butyl)-phenyl]-amine, N-allyldiphenylamine, 4-isopropoxydiphenyl-amine and di-4-methoxyphenylamine. These and similar compounds are described in EP-A-356677, which disclosure is incorporated herein by reference. The compounds can be prepared using conventional methods and/or are commercially available, for example from Ciba-Geigy Ltd.
- The ashless dispersant is most preferably a borated polyisobutene-succinic acid or anhydride (PIBSA) dispersant, especially the PIBSA - polyamine (PIBSA-PAM) compounds formed by the reaction of the PIBSA compound with an amine such as polyethylene amine, polyoxyethylene or a polyol amine.
- The dispersants may be borated using conventional techniques, for example by reacting the dispersant with a boron compound selected from, for example, boron oxide, boron halides, boron acids and esters of boron acids.
- Suitable borated dispersants and their methods of manufacture are described for example in EP-A-351964 and US-A-5354484, the disclosures of which are incorporated herein by reference.
- In another aspect the present invention provides a lubricant composition comprising a major amount of lubricating oil basestock and a minor amount of the boron/aromatic amine antioxidant combination as described above. By 'major amount' is meant greater than 50 wt.%, preferably from more than 50 to 98 wt.%, more preferably from 80 to 95.5 wt.%, the balance being made up of the boron/aromatic amine antioxidant combination and, optionally, other lubricant additives. By' minor amount' is meant an amount that is sufficient to improve the antioxidant performance of the lubricant composition.
- The amount of aromatic amine antioxidant contained in the lubricant composition is preferably from 0.01 to 5 wt.%, more preferably from 0.05 to 2 wt.%, and most preferably from 0.2 to 0.8 wt.% based on the total weight of the composition.
- The amount of ashless borated dispersant referred to above, is generally in the range from 0.5 to 15 wt.%, preferably from 1 to 10 wt.%, more preferably from 2 to 8 wt.%, based on the total weight of the composition.
- The lubricating oil basestock can be derived from natural lubricating oils, synthetic lubricating oils, or mixtures thereof. Suitable lubricating oil basestocks include basestocks obtained by isomerization of synthetic wax and slack wax, as well as hydrocrackate basestocks produced by hydrocracking (rather than solvent extracting) the aromatic and polar components of the crude. In general, the lubricating oil basestock will have a kinematic viscosity ranging from about 2 to about 1,000 cSt at 40°C.
- Natural lubricating oils include animal oils, vegetable oils (e.g., castor oils and lard oil), petroleum oils, mineral oils, and oils derived from coal or shale.
- Synthetic oils include hydrocarbon oils and halo-substituted hydrocarbon oils such as polymerized and interpolymerized olefins, alkylbenzenes, polyphenyls, alkylated diphenyl ethers, alkylated diphenyl ethers, alkylated diphenyl sulfides, as well as their derivatives, analogs, and homologs thereof, and the like. Synthetic lubricating oils also include alkylene oxide polymers, interpolymers, copolymers and derivatives thereof wherein the terminal hydroxyl groups have been modified by esterification, etherification, etc. Another suitable class of synthetic lubricating oils comprises the esters of dicarboxylic acids with a variety of alcohols. Esters useful as synthetic oils also include those made from C5 to C12 monocarboxylic acids and polyols and polyol ethers.
- Silicon-based oils (such as the polyalkyl-, polyaryl-, polyalkoxy-, or polyaryloxysiloxane oils and silicate oils) comprise another useful class of synthetic lubricating oils. Other synthetic lubricating oils include liquid esters of phosphorus-containing acids, polymeric tetrahydro-furans, polyalphaolefins, and the like.
- The lubricating oil may be derived from unrefined, refined, rerefined oils, or mixtures thereof. Unrefined oils are obtained directly from a natural source or synthetic source (e.g., coal, shale, or tar sands bitumen) without further purification or treatment. Examples of unrefined oils include a shale oil obtained directly from a retorting operation, a petroleum oil obtained directly from distillation, or an ester oil obtained directly from an esterification process, each of which is then used without further treatment. Refined oils are similar to the unrefined oils except that refined oils have been treated in one or more purification steps to improve one or more properties. Suitable purification techniques include distillation, hydro-treating, dewaxing, solvent extraction, acid or base extraction, filtration, and percolation, all of which are known to those skilled in the art. Rerefined oils are obtained by treating refined oils in processes similar to those used to obtain the refined oils. These rerefined oils are also known as reclaimed or reprocessed oils and often are additionally processed by techniques for removal of spent additives and oil breakdown products.
- The lubricant composition may also contain other additives such as detergents, dispersants, friction modifiers, antiwear agents, extreme pressure agents, other antioxidants, rust and corrosion inhibitors, pour point depressants, viscosity index improvers, antifoam agents, demulsifiers, and hydrolytic stabilisers. Such additives are well known in the art, and are described, for example, in 'Lubricants and Related Products' by Dieter Klamann, Verlag Chemie, Weinheim, Germany 1984.
- The lubricant composition according to the invention may be used in any suitable lubricating application which requires stability against lubricant oxidation. However, it is especially useful as an engine oil, for example in an internal combustion engine.
- The invention is illustrated by the following Example :
- Engine oil formulations were blended as shown in Table 1 below. Each formulation contained mineral oil basestock, a conventional engine oil addpack, a conventional viscosity index (VI) improver, Irganox L57 - an alkyl-substituted diphenylamine antioxidant available from Ciba-Geigy Ltd., and a PIBSA-PAM dispersant available from Exxon Chemical Ltd. The boration level of the dispersant was varied from zero through to heavily borated.
- Comparative formulations were also blended containing no diphenylamine antioxidant.
- The antioxidant performance of each of the formulations was determined using two test methods:
- TEST 1:
- Differential Scanning Calorimetry (DSC) Degradation Temperature. This measures the temperature at which the lubricant starts to degrade - the higher the temperature, the better the antioxidant performance. A sample of the lubricant was monitored at a pressure of 100 psi oxygen, starting at ambient temperature and increasing at 5°C/min. until degradation started to occur.
- TEST 2 :
- Differential Scanning Calorimetry (DSC) Induction Time. This measures the length of time a lubricant can withstand degradation when exposed to a temperature of 210°C. The longer the time, the better the antioxidant performance. A sample of the lubricant was monitored at a pressure of 100 psi oxygen and a temperature of 210°C, and the time at which degradation started to occur was recorded.
- The results show that with no aromatic amine antioxidant present the antioxidant performance is approximately constant regardless of the amount of boron present. However, when an aromatic amine antioxidant is present, the antioxidant performance is improved, and the degree of improvement depends upon the boron treat level, the higher the amount of boron, the better the antioxidant performance. Thus the results show a synergistic interaction exists between the aromatic amine antioxidant and high boron levels, resulting in greater lubricant oxidation control.
Formulation No. | ||||||
Component (wt%) | 1 | 2 | 3 | 4 | 5 | 6 |
Base oil | 78 | 78 | 78 | 79 | 79 | 79 |
Addpack | 6.5 | 6.5 | 6.5 | 6.5 | 6.5 | 6.5 |
VI improver | 8.5 | 8.5 | 8.5 | 8.5 | 8.5 | 8.5 |
PIBSA-PAM (non-borated) | 6 | - | - | 6 | - | - |
PIBSA-PAM (borated) | - | 6 | - | - | 6 | - |
PIBSA-PAM (heavily borated) | - | - | 6 | - | - | 6 |
Diphenylamine antioxidant | 1 | 1 | 1 | - | - | - |
Amount boron (ppm), | 3 | 223 | 704 | 4 | 225 | 702 |
Wt.% N in diphenylamine, | 0.044 | 0.045 | 0.047 | - | - | - |
Wt. ratio boron to nitrogen in diphenylamine | 1:1.5x105 | 1:324 | 1:67 | N/A | N/A | N/A |
DSC Degradation Temperature (°C) | 246 | 251 | 258 | 229 | 228 | 229 |
DSC Induction Time @ 210°C (min.) | 29.3 | 42.1 59.9 | 7.1 | 7.7 | 7.9 |
Claims (2)
- The use of a boron-containing compound to enhance the antioxidant performance in an internal combustion engine of an aromatic amine antioxidant in a lubricant composition in which:(a) the aromatic amine antioxidant is selected from phenylamine, diphenylamine, phenylnaphthylamine, and mixtures thereof, which compounds may be substituted or unsubstituted, and(b) the boron-containing compound is a borated ashless dispersant, wherein the dispersant is a polyisobutene succinic acid, a polyisobutene succinic anhydride, a polyisobutene succinic acid - polyamine or a polyisobutene succinic anhydride - polyamine,
- The use according to claim 1 wherein the aromatic amine antioxidant is selected from alkyl substituted phenylamine, alkyl substituted diphenylamine, alkyl substituted phenylalphanaphthylamine, and mixtures thereof.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9516326 | 1995-08-09 | ||
GBGB9516326.7A GB9516326D0 (en) | 1995-08-09 | 1995-08-09 | Lubricant composition containing antioxidant additive combination |
Publications (2)
Publication Number | Publication Date |
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EP0758016A1 EP0758016A1 (en) | 1997-02-12 |
EP0758016B1 true EP0758016B1 (en) | 2002-04-17 |
Family
ID=10778999
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP96305869A Expired - Lifetime EP0758016B1 (en) | 1995-08-09 | 1996-08-09 | Use of a lubricant composition containing an antioxidant additive combination |
Country Status (3)
Country | Link |
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EP (1) | EP0758016B1 (en) |
DE (1) | DE69620689T2 (en) |
GB (1) | GB9516326D0 (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
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FR2762848B1 (en) * | 1997-05-05 | 2000-02-04 | Chevron Res & Tech | USE OF BORATE COMPOUNDS FOR IMPROVING THE COMPATIBILITY OF LUBRICATING OILS WITH FLUOROCARBON ELASTOMERS |
HU226481B1 (en) * | 2005-12-16 | 2009-03-02 | Pannon Egyetem | Mechanically stabilizied rubber- bitumen composition combined with additives and procedure for making the same |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4657686A (en) * | 1980-06-12 | 1987-04-14 | Union Oil Company Of California | Lubricating compositions |
DE3568577D1 (en) * | 1984-10-12 | 1989-04-13 | Ciba Geigy Ag | Boron containing thioethers as additives |
JP2617807B2 (en) * | 1990-03-16 | 1997-06-04 | 日本石油株式会社 | Engine oil composition |
JP2859077B2 (en) * | 1993-04-09 | 1999-02-17 | 出光興産株式会社 | Lubricating oil composition |
US5344579A (en) * | 1993-08-20 | 1994-09-06 | Ethyl Petroleum Additives, Inc. | Friction modifier compositions and their use |
JP3650629B2 (en) * | 1993-10-29 | 2005-05-25 | 東燃ゼネラル石油株式会社 | Lubricating oil composition |
JPH07258671A (en) * | 1994-03-24 | 1995-10-09 | Lubrizol Corp:The | Ash-free low-phosphorus lubricant |
AU706587B2 (en) * | 1994-04-19 | 1999-06-17 | Lubrizol Corporation, The | Lubricating compositions with improved oxidation resistance containing a dispersant and an antioxidant |
-
1995
- 1995-08-09 GB GBGB9516326.7A patent/GB9516326D0/en active Pending
-
1996
- 1996-08-09 DE DE69620689T patent/DE69620689T2/en not_active Expired - Fee Related
- 1996-08-09 EP EP96305869A patent/EP0758016B1/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
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GB9516326D0 (en) | 1995-10-11 |
DE69620689D1 (en) | 2002-05-23 |
EP0758016A1 (en) | 1997-02-12 |
DE69620689T2 (en) | 2002-10-17 |
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