EP0195674B1 - Additif de pression extrême pour utilisation dans la lubrification de métal - Google Patents

Additif de pression extrême pour utilisation dans la lubrification de métal Download PDF

Info

Publication number
EP0195674B1
EP0195674B1 EP86302050A EP86302050A EP0195674B1 EP 0195674 B1 EP0195674 B1 EP 0195674B1 EP 86302050 A EP86302050 A EP 86302050A EP 86302050 A EP86302050 A EP 86302050A EP 0195674 B1 EP0195674 B1 EP 0195674B1
Authority
EP
European Patent Office
Prior art keywords
volume
percent
extreme pressure
approximately
lubricant additive
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.)
Expired - Lifetime
Application number
EP86302050A
Other languages
German (de)
English (en)
Other versions
EP0195674A3 (en
EP0195674A2 (fr
Inventor
Clifford R. Sloan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
PRO-LONG TECHNOLOGY OF CANADA INCORPORATED
Original Assignee
EPL PRO-LONG Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=4130084&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0195674(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by EPL PRO-LONG Inc filed Critical EPL PRO-LONG Inc
Priority to AT86302050T priority Critical patent/ATE91298T1/de
Publication of EP0195674A2 publication Critical patent/EP0195674A2/fr
Publication of EP0195674A3 publication Critical patent/EP0195674A3/en
Application granted granted Critical
Publication of EP0195674B1 publication Critical patent/EP0195674B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M141/08—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 sulfur-, selenium- or tellurium-containing compound
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/38—Lubricating compositions characterised by the base-material being a macromolecular compound containing halogen
    • 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
    • C10M131/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
    • C10M131/14—Halogenated waxes
    • 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
    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
    • 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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/24—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
    • 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
    • C10M163/00—Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
    • 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
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/08—Halogenated waxes
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbasedsulfonic acid salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/251—Alcohol-fuelled engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines

Definitions

  • This invention relates generally to the field of lubricant additives, and more specifically relates to the field of extreme pressure additives suitable for addition to motor oils and other lubricants.
  • chlorine-based compounds such as those chlorine derivates of paraffinic hydrocarbon compounds referred to as chlorinated paraffins
  • chlorinated paraffins can serve as lubricant additives to improve the performance of the lubricant under extreme pressure.
  • the two metal surfaces Under normal lubricating conditions, the two metal surfaces will be separated by a thin film of lubricant which provides the required reduction in friction. Under situations of extreme pressure between the two metal surfaces, all the liquid lubricant is forced from the area of contact between the surfaces.
  • an extreme pressure additive such as chlorinated paraffin is present, however, it has been found that the resultant heat generated between the two surfaces causes chlorine atoms to be liberated from the additive and to combine with the surface metal, such as iron, to form a chloride, such as iron chloride.
  • This surface coating of chloride has a much lower coefficient of friction than the dry metal surface. The iron chloride surface coating tends to fill in depressions in the surface, resulting in smoother surfaces at the point of interaction and reduced friction and wear.
  • Chlorinated paraffins have been used as extreme pressure additives in such applications as metal-working. However, the corrosive nature of chlorinated paraffin has made it generally unsuitable for use in internal combustion engine applications or other corrosion-sensitive applications. Under heating, the chlorinated paraffins release hydrochloric acid, which is corrosive.
  • GB 689,759 discloses lubricant improving agents and lubricants containing such agents.
  • the agents comprise: a halogen bearing organic compound; an organic sulphur compound; and sulphuric acid.
  • GB 831,788 discloses lubricant compositions comprising at least 90% mineral oils with a minor constituent comprising: a chlorine-bearing hydrocarbon such as chlorinated paraffin wax; an aliphatic or aryl-substituted disulphide; and a dialkyl phosphite.
  • the present invention provides an extreme pressure additive largely composed of chlorinated paraffins but having reduced corrosive properties. It is therefore suitable for use in internal combustion engine lubricants or other applications where corrosion must be avoided.
  • an extreme pressure lubricant additive comprising:
  • the alkaline earth metal sulfonate is preferably calcium or barium sulfonate.
  • a mineral oil, with or without mineral spirits, may be used as a base oil for the additive and a solvent may be added to improve the shelf life of the product.
  • the chlorinated paraffin comprises approximately 50 percent by volume of the extreme pressure lubricant additive.
  • the alkaline earth metal sulfonate comprises between 1 and 3 percent by volume of the extreme pressure lubricant additive.
  • the additive comprises approximately 51.5 volume percent chlorinated paraffins, approximately 31 volume percent of a solvent, approximately 15.5 volume percent of a mineral oil, approximately 1 volume percent of mineral spirits and approximately 1 volume percent of a calcium sulfonate.
  • a lubricant suitable for use as a motor oil in internal combustion engines is provided by adding one part of the extreme pressure lubricant additive to between 10 and 30 parts of standard motor oil. Preferably, approximately one part of the extreme pressure additive is added to twenty parts standard motor oil. Also the extreme pressure lubricant additive may be added to various greases, hydraulic fluid, cutting oil, gear box oil, automatic transmission fluid, air-conditioner refrigerant or penetrating oil to improve the extreme pressure performance of such lubricants. Further, the extreme pressure lubricant additive may be added to gasoline or diesel fuel conditioners to provide an improved gasoline or diesel fuel conditioner.
  • the method comprises the steps of
  • chlorinated paraffin used in the present invention is the product marketed by C-I-L Inc. under the trade name CERECLOR* 63L which has a stated molecular formula of C 15.5 H 26.8 Cl 16.31 .
  • the product is known to be mildly corrosive in contact with steel and to decompose into hydrochloric acid and hydrogen chloride).
  • Other grades of CERECLOR are also suitable.
  • the chlorinated paraffin in an amount approximately 51.5 percent by volume of the final additive product is mixed with a base mineral oil in an amount approximately 15.4 percent by volume by blending thoroughly at slow speeds to avoid foaming. The mixture may be heated to approximately 150°F to promote the mixing process and prevent subsequent separation of the consitutuent components.
  • a preferred mineral oil is marketed by Shell Canada Limited under the trade name VITREA* No. 220.
  • the calcium sulfonate is next mixed separately with mineral spirits. The preferred proportion is approximately 1 percent calcium sulfonate by volume of the final additive product, and approximately 1 percent by volume of the mineral spirits.
  • the preferred product for the calcium sulfonate is marketed under the trade mark LUBRIZOL* 78 by the Lubrizol Corporation. It is a highly basic calcium sulfonate, approximately 400 TBN having a calcium weight percent between 15.0 and 16.0 and a sulfur weight percent between 1.25 and 1.8.
  • the preferred mineral spirit product is marketed by Shell Canada Limited under the trade mark SHELL SOL* and has a composition of 89-94 percent by volume of saturates, and 6-15 percent by volume aromatics, and a maximum 0.1 percent by volume sulfur. * trade mark
  • the calcium sulfonate/mineral spirits mixture is then blended with the chlorinated paraffin/mineral oil mixture and an aromatic solvent is an amount of approximately 30.9 percent by volume of the final mixture.
  • the purpose of the solvent is to improve the shelf life of the product by thinning the mixture so that the paraffin remains in suspension for a longer period before separating out into layers.
  • a suitable aromatic solvent is that sold under the trade mark CYCLO-SOL*53 by Shell Canada Limited.
  • a small amount of an industrial scent such as Felton* Solvent Mask C #962 manufactured by Felton International may be added in an amount of approximately 1 litre of mask per 45 gallon drum of chlorinated paraffins.
  • the solvent may also be partly added to the initial CERECLOR/mineral oil mixture.
  • the blending is preferably done so that the product is not permitted to foam. Again, the ingredients may be blended at an elevated temperature of about 150° to avoid crystallization or sedimentation of the components. The result of this final blending process is the extreme pressure additive of the invention.
  • a sample of the lubricant additive of the invention has provided the following analysis. These factors are variable depending on the grade of chlorinated paraffin used and the precise proportion of components.
  • the invention has shown good compatability with all three standard types of motor oil.
  • mild steel blanks were left in the product for seven days at between 210°F (98.9°C) and 220°F (104.4°C).
  • ESSO UNIFLO* 10/40 oil When left in ESSO UNIFLO* 10/40 oil, there was no corrosion loss measured.
  • the additive of the invention was added in the amount of 6 percent by volume to the UNIFLO* there again was no corrosion loss measured.
  • the effectiveness of the invention as an extreme pressure lubricant can be readily demonstrated using an extreme pressure testing machine.
  • This machine utilizes an electric motor to rotate a steel bearing race.
  • a stationary steel bearing is brought into contact with the rotating bearing race. This is done by removably inserting the bearing into the end of a rotating arm which is allowed to rest in contact with the rotating bearing.
  • the arm is in turn levered by a second rotating arm to the end of which weights may be applied.
  • the effect of the arrangement of the arms is to provide a multiple lever effect so that a small weight applied to the end of the latter arm is greatly magnified through the principle of the lever through to the point of contact with the rotating bearing race. Because of the small area of contact, a very great pressure is applied by the stationary bearing to the rotating bearing race.
  • the bearing race is initially allowed to rotate in a bath of a standard motor oil, and the end of the arm with the test bearing is allowed to rest on the rotating race without additional pressure. On examination of the test bearing, it is found that a small scar, approximately one millimeter in width is formed in the surface of the bearing due to the friction. The test bearing is then rotated to apply a fresh surface to the bearing race, and again the test bearing is allowed to contact the rotating race, only this time a weight of approximately four pounds is applied to the end of the multiple-lever apparatus to apply more pressure to the point of contact. Upon examination of the test bearing, a large scar has been formed in the surface of the bearing, approximately four millimeters in width.
  • the point where the test bearing contacted the bearing race rotating in the oil-plus- additive bath appears to the eye to be a small polished area on the surface of the bearing.
  • the weight at the end of the lever mechanism is increased by a factor of six from the four-pound (1.81 kg.) weight, the size of the scar on the test bearing does not increase significantly and still is not significantly greater in width than was the case in the oil-only bath situation where no additional pressure was added.
  • the surface of the scar is shown to be polished compared to the pitted scar present in the oil- only situation.
  • the lubricant additive of the invention may also be added to other lubricants and fluids such as greases, (where approximately 10 percent by volume of the additive is preferred), metal cutting lubricants, industrial gear lubricants, hydraulic oils (excluding hydraulic brake fluid), automatic transmission fluid, power steering fluid, penetrating oil, air-conditioner refrigerant, and as a coating for brass.
  • the additive of the invention serves to reduce friction and metal wear under extreme pressure situations, and also serves to reduce corrosion. It has also been found that by adding the extreme pressure additive product of the invention to a gasoline or diesel fuel conditioner, the performance of the internal combustion engine is improved through lubrication of the moving metal parts which come into contact with the fuel in the upper end of the engine.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Control Of Steam Boilers And Waste-Gas Boilers (AREA)
  • Ultra Sonic Daignosis Equipment (AREA)
  • Decoration By Transfer Pictures (AREA)

Claims (11)

  1. Additif d'extrême-pression pour lubrifiant, comprenant :
    a) entre 30 et 70 % en volume de paraffine chlorée ;
    b) entre 30 et 70 % en volume d'un composant qui est au moins une substance choisie dans le groupe comprenant une huile minérale, des essences minérales et un solvant aromatique, sous réserve que le solvant aromatique ne soit pas un composé organique contenant du soufre ; et
    c) entre 0,5 et 10 % en volume d'un sulfonate de métal alcalino-terreux.
  2. Additif d'extrême-pression pour lubrifiant suivant la revendication 1, dans lequel la paraffine chlorée représente environ 50 % en volume dudit additif d'extrême-pression pour lubrifiant.
  3. Additif d'extrême-pression pour lubrifiant suivant la revendication 1 ou la revendication 2, dans lequel le sulfonate de métal alcalino-terreux représente entre 1 et 3 % en volume de l'additif d'extrême-pression pour lubrifiant.
  4. Additif d'extrême-pression pour lubrifiant suivant l'une quelconque des revendications précédentes, dans lequel le sulfonate de métal alcalino-terreux est le sulfonate de calcium ou le sulfonate de baryum.
  5. Additif d'extrême-pression pour lubrifiant suivant la revendication 1, comprenant :
    a) environ 51,5 % en volume d'une paraffine chlorée ;
    b) environ 31 % en volume d'un solvant aromatique ;
    c) environ 15,5 % en volume d'une huile minérale ;
    d) environ 1 % en volume de sulfonate de calcium ; et
    e) environ 1 % en volume d'essences minérales.
  6. Huile moteur, comprenant :
    a) entre 10 et 30 parties en volume d'une huile moteur classique ; et
    b) 1 partie an volume de l'additif d'extrême-pression pour lubrifiant tel que défini dans l'une quelconque des revendications 1 à 5.
  7. Huile moteur suivant la revendication 6, comprenant :
    a) 20 parties en volume d'une huile moteur classique ; et
    b) 1 partie en volume de l'additif d'extrême-pression pour lubrifiant suivant l'une quelconque des revendications 1 à 5.
  8. Procédé de production d'un additif d'extrême-pression pour lubrifiant, comprenant les étapes qui consistent :
    a) à mélanger 40 à 60 % en volume de paraffine chlorée avec 10 à 20 % en volume d'une huile minérale ;
    b) à mélanger entre 0,5 et 3 % en volume d'une essence minérale avec 0,5 à 10 % en volume d'un sulfonate de métal alcalino-terreux ; et
    c) à mélanger avec une quantité comprise entre 20 et 40 % en volume d'un solvant aromatique les mélanges des étapes a) et b).
  9. Procédé suivant la revendication 8, comprenant les étapes qui consistent :
    a) à mélanger environ 51,5 % en volume de paraffine chlorée et environ 15,5 % en volume d'huile minérale ;
    b) à mélanger environ 1 % en volume d'essence minérale et 1 % en volume d'un sulfonate de métal alcalino-terreux ; et
    c) à mélanger avec environ 31 % en volume d'un solvant aromatique les mélanges des étapes a) et b).
  10. Procédé suivant la revendication 8 ou la revendication 9, dans lequel le sulfonate de métal alcalino-terreux est le sulfonate de calcium ou la sulfonate de baryum.
  11. Conditionneur d'essence ou de carburant Diesel, comprenant l'additif suivant la revendication 1.
EP86302050A 1985-03-20 1986-03-19 Additif de pression extrême pour utilisation dans la lubrification de métal Expired - Lifetime EP0195674B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86302050T ATE91298T1 (de) 1985-03-20 1986-03-19 Extreme hochdruckadditive zur verwendung in metallschmierung.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CA000477059A CA1221677A (fr) 1985-03-20 1985-03-20 Additif d'huile pour lubrification de metaux a pression extreme
CA477059 1985-03-20

Publications (3)

Publication Number Publication Date
EP0195674A2 EP0195674A2 (fr) 1986-09-24
EP0195674A3 EP0195674A3 (en) 1987-05-27
EP0195674B1 true EP0195674B1 (fr) 1993-07-07

Family

ID=4130084

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86302050A Expired - Lifetime EP0195674B1 (fr) 1985-03-20 1986-03-19 Additif de pression extrême pour utilisation dans la lubrification de métal

Country Status (10)

Country Link
EP (1) EP0195674B1 (fr)
JP (1) JPS61258898A (fr)
KR (1) KR900000876B1 (fr)
CN (1) CN86102743A (fr)
AT (1) ATE91298T1 (fr)
CA (1) CA1221677A (fr)
DE (1) DE3688654T2 (fr)
FI (1) FI861151A (fr)
NO (1) NO861040L (fr)
PT (1) PT82234B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5806802B2 (ja) * 2007-03-30 2015-11-10 出光興産株式会社 潤滑油組成物
US20180148662A1 (en) * 2015-05-11 2018-05-31 Clifford Reginald Sloan Environmentally friendly high pressure lubricant additive
CN115678650A (zh) * 2022-10-20 2023-02-03 富兰克润滑科技（太仓）有限公司 一种低粘度多功能切削油及其制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB689759A (en) * 1944-07-27 1953-04-01 Lubrizol Dev Corp Lubricant improving agent and lubricant containing same
BE575579A (fr) * 1958-02-11
US4534873A (en) * 1983-09-28 1985-08-13 Clark Gary G Automotive friction reducing composition

Also Published As

Publication number Publication date
EP0195674A3 (en) 1987-05-27
FI861151A0 (fi) 1986-03-19
NO861040L (no) 1986-09-22
ATE91298T1 (de) 1993-07-15
PT82234A (en) 1986-04-01
DE3688654D1 (de) 1993-08-12
FI861151A (fi) 1986-09-21
CA1221677A (fr) 1987-05-12
CN86102743A (zh) 1986-10-01
KR860007363A (ko) 1986-10-10
KR900000876B1 (ko) 1990-02-17
EP0195674A2 (fr) 1986-09-24
DE3688654T2 (de) 1994-02-10
JPS61258898A (ja) 1986-11-17
PT82234B (en) 1987-08-17

Similar Documents

Publication Publication Date Title
US4844825A (en) Extreme pressure additive for use in metal lubrication
RU2171830C2 (ru) Концентрат смазочного материала и картерное моторное масло
JPH029079B2 (fr)
CA1248517A (fr) Lubrifiant pour le travail des metaux
CN1031107A (zh) 通用金属切削液的制备方法
EP0719316A1 (fr) Composition de graisse pour joints homocinetiques
US5332516A (en) Friction reducing composition and lubricant for motors
JP2019530783A (ja) 船舶用エンジンまたは定置エンジン用の潤滑油組成物
EP0195674B1 (fr) Additif de pression extrême pour utilisation dans la lubrification de métal
US5104560A (en) Anti-wear additive for refrigeration oil
US2944023A (en) Anticorrosive marine diesel lubricant
CA2090647A1 (fr) Compositions d'huile de lubrification pour moteurs a combustion interne comportant des paliers a l'argent
US2266325A (en) Lubricating composition and process of preparing same
CA2132100C (fr) Methode pour la lubrification des systemes de contact metal-metal utilises en metallurgie a l'aide d'esters de cyclohexyles
US2533700A (en) Nonfoaming lubricant composition
US2944021A (en) Marine diesel lubricant
US6093861A (en) Lubricating oil composition
US2367435A (en) Compounded oil and process of preparing the same
EP0578642B1 (fr) Composition d'huile lubrifiante
US2441496A (en) Lubricating oils
RU2194742C2 (ru) Противоизносная, антифрикционная присадка с модификатором трения, смазочный материал и способ получения модификатора трения
US2417827A (en) Lubricating composition
US2785130A (en) Extreme pressure lubricant
US2339710A (en) Lubricant
US6156709A (en) Lubricating oil composition

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH DE FR GB IT LI LU NL SE

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): AT BE CH DE FR GB IT LI LU NL SE

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: PRO-LONG TECHNOLOGY OF CANADA INCORPORATED

RIN1 Information on inventor provided before grant (corrected)
RIN1 Information on inventor provided before grant (corrected)

Inventor name: SLOAN, CLIFFORD R.

17P Request for examination filed

Effective date: 19871127

17Q First examination report despatched

Effective date: 19881111

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: EPL PRO-LONG, INC.

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE FR GB IT LI LU NL SE

REF Corresponds to:

Ref document number: 91298

Country of ref document: AT

Date of ref document: 19930715

Kind code of ref document: T

REF Corresponds to:

Ref document number: 3688654

Country of ref document: DE

Date of ref document: 19930812

ITF It: translation for a ep patent filed
ET Fr: translation filed
PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

EPTA Lu: last paid annual fee
26 Opposition filed

Opponent name: DELTA OIL INTERNATIONAL LTD

Effective date: 19940406

NLR1 Nl: opposition has been filed with the epo

Opponent name: DELTA OIL INTERNATIONAL LTD.

EAL Se: european patent in force in sweden

Ref document number: 86302050.9

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20040229

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: AT

Payment date: 20040303

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20040310

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20040318

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 20040319

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 20040322

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: LU

Payment date: 20040324

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20040511

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20050209

Year of fee payment: 20

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050319

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20050319

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050319

Ref country code: AT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050319

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050320

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050331

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050331

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050331

BERE Be: lapsed

Owner name: *EPL PRO-LONG INC.

Effective date: 20050331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20051001

EUG Se: european patent has lapsed
REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20050319

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20051130

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee

Effective date: 20051001

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20051130

RIN2 Information on inventor provided after grant (corrected)

Inventor name: SLOAN, CLIFFORD R.

BERE Be: lapsed

Owner name: *EPL PRO-LONG INC.

Effective date: 20050331