EP0598645A1 - Kalzium und/oder Magnesium eventuell auch Bor und/oder Phosphor, und/oder Schwevel enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive - Google Patents

Kalzium und/oder Magnesium eventuell auch Bor und/oder Phosphor, und/oder Schwevel enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive Download PDF

Info

Publication number
EP0598645A1
EP0598645A1 EP93402746A EP93402746A EP0598645A1 EP 0598645 A1 EP0598645 A1 EP 0598645A1 EP 93402746 A EP93402746 A EP 93402746A EP 93402746 A EP93402746 A EP 93402746A EP 0598645 A1 EP0598645 A1 EP 0598645A1
Authority
EP
European Patent Office
Prior art keywords
colloidal product
acid
mass
phosphorus
colloidal
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.)
Withdrawn
Application number
EP93402746A
Other languages
English (en)
French (fr)
Inventor
Bruno Delfort
Bertrand Daoudal
Jean-Claude Hipeaux
Jacques Lallement
Maurice Born
Pierre Marchand
Françoise Dixmier
Monique Pregent
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
IFP Energies Nouvelles IFPEN
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
Application filed by IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Publication of EP0598645A1 publication Critical patent/EP0598645A1/de
Withdrawn legal-status Critical Current

Links

Images

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
    • 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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • 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
    • C10M159/123—Reaction products obtained by phosphorus or phosphorus-containing compounds, e.g. P x S x with organic 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
    • 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

Definitions

  • the invention relates to colloidal products containing calcium and / or magnesium, as well as boron and / or phosphorus and / or sulfur, their preparation and their use as additives for lubricants.
  • Colloidal products obtained by carbonation of an excess of alkaline earth oxide or hydroxide dispersed within micelles are known by surfactants such as sulfonic acids and their salts. These products contain alkaline earth metal carbonate dispersed in a colloidal state.
  • an overbased detergent compound such as a sulfonate, a phenate, a salicylate or an alkaline or alkaline earth naphthenate overbased by an alkali or alkaline earth carbonate or hydroxide
  • an overbased detergent compound such as a sulfonate, a phenate, a salicylate or an alkaline or alkaline earth naphthenate overbased by an alkali or alkaline earth carbonate or hydroxide
  • the technique of the invention consists essentially in modifying the core of a micelle of pre-existing alkaline earth metal carbonate until a new micelle is obtained which is free of carbonate, without this affecting colloidal stability. of the products obtained.
  • the colloidal products of the invention are prepared by a process which comprises an optional step (a) of partial modification of the alkaline reserve of a colloidal product containing at least one carbonate of alkaline earth metal, by action of a compound chosen from alkylsulfonic and alkylarylsulfonic acids and their salts and long chain aliphatic carboxylic acids (for example of at least 10 carbon atoms) such as stearic acid, and their salts, this modification when 'it is carried out, which can affect a proportion of up to 70%, more particularly a proportion of 30 to 60% of the basic reserve of the starting colloidal product; and a step (b) of neutralizing the residual basicity reserve of the colloidal product with at least one so-called "functional" acid containing boron and / or phosphorus and / or sulfur.
  • the salts formed in step (a) are soluble in oil and are located at the periphery of the micelle.
  • the salts formed in step (b) are insoluble in oil and constitute the
  • the starting substrates generally consist of alkaline earth metal carbonates (more particularly magnesium and / or calcium) micellized with a overbased sulfonate. They have a basicity reserve which can range, for example, from 200 to around 600 (TBN or total basic index in mg of potassium hydroxide per g of product).
  • alkaline earth metal carbonates more particularly magnesium and / or calcium micellized with a overbased sulfonate. They have a basicity reserve which can range, for example, from 200 to around 600 (TBN or total basic index in mg of potassium hydroxide per g of product).
  • overbased detergent additives These substrates are known to those skilled in the art as overbased detergent additives. Some of them and their preparation have been described for example in US patents 2,865,956, 3,150,088, 3,537,996, 3,830,739, 3,865,737, 4,148,740, 3,953,519, 3,966,621 and 4 505,830 and French patent 2,101,813.
  • overbasing reaction which notably use preformed carbonates from alkoxides and CO2 before contacting with the alkali or alkaline earth salt of the compound acid; they are described in particular in US patents 2,956,018, 3,932,289 and 4,104,180.
  • the hydrocarbon portion of the molecule advantageously has a molecular mass at least equal to 370 to ensure the miscibility of the corresponding sulfonates in mineral oils.
  • They can be so-called "natural" acids, resulting from the sulfonation of petroleum fractions, or synthetic acids prepared by sulfonation of charges prepared by synthetic route: alkenyl hydrocarbons, such as polyisobutenes (US Pat. No. 4,159,956) , alkylaryl hydrocarbons, such as for example postdodecylbenzenes obtained as the bottom product of the manufacture of dodecylbenzene.
  • step (b) of the process for the preparation of the colloidal products of the invention the so-called “functional” acids can be introduced directly into the reaction medium or can be formed in situ .
  • boric acids in particular orthoboric acid or metaboric acid, phosphoric acids and their derivatives
  • sulfuric carboxylic acids corresponding to the general formula: X-R1S x -R3-S y -R3-COOH in which R1 and R2 each represent a divalent hydrocarbon radical, for example an alkylene radical of 1 to 6 carbon atoms , or a phenylidene radical, R3 represents a simple bond or a divalent hydrocarbon radical, for example an alkylene radical of 1 to 4 carbon atoms, X represents a hydrogen atom or a carboxylic group; x and y each have an average value of 1 to 4 when R3 is a divalent hydrocarbon radical, and the sum (x + y) has an average value of 1 to 4 when R3 represents a single bond.
  • the sulfur carboxylic acids are of the form: H00C-R1-S (x + y) -R2-COOH and we can give as examples thio-, dithio-, trithio- and tetrathiodiglycolic, dipropionic and dibutyric acids, as well as 2,2 '-dithiodibenzoic acid.
  • R3 is a divalent hydrocarbon radical and X a carboxylic group
  • the acids are of the form: HOCO-R1-S x -R3-S y -R2-COOH and we can give as examples the methylene- and ethylene-bis (thio-, dithio- and trithioacetic) acids and the methylene- and ethylene-bis (thio-, dithio- and trithiopropionic) acids.
  • the acids are of the form HR1-S (x + y) -R2-COOH and we can give as examples the ethylthio-, dithio- and trithio-acetic, propionic and butyric acids.
  • these acids can be formed more particularly between, on the one hand, the phosphorus sulfides, in particular P4S10, and their derivatives, the phosphorus oxides , such as P2O5, boron oxides, such as B2O3 and mixtures thereof; and on the other hand water and / or an aliphatic monoalcohol, such as for example methanol.
  • the phosphorus sulfides in particular P4S10
  • the phosphorus oxides such as P2O5
  • boron oxides such as B2O3 and mixtures thereof
  • water and / or an aliphatic monoalcohol such as for example methanol.
  • the above acids can be used separately or in mixtures in different combinations. It is in particular possible to directly introduce at least one acid, while forming at least one other in situ .
  • the preparation of the colloidal products according to the invention is generally carried out in an organic solvent, which can more particularly consist of an aliphatic hydrocarbon (such as for example a hexane, a heptane, an octane or a nonane), a cycloaliphatic hydrocarbon (such as, for example, cyclohexane), an aromatic hydrocarbon (such as, for example, toluene or a xylene), optionally combined with tetrahydrofuran or methanol, used as co-solvents.
  • an organic solvent which can more particularly consist of an aliphatic hydrocarbon (such as for example a hexane, a heptane, an octane or a nonane), a cycloaliphatic hydrocarbon (such as, for example, cyclohexane), an aromatic hydrocarbon (such as, for example, toluene or a xylene), optionally combined with tetrahydro
  • reaction temperature of steps (a) and (b) ranges, for example, from room temperature to the reflux temperature of the solvent used.
  • the products of the invention are characterized by their high content of boron and / or sulfur and / or phosphorus in the colloidal state.
  • the contents of these active elements are higher than those observed in the prior art during the partial modification of micelles containing calcium carbonate and / or sodium carbonate, for example in French patent application 2,681,872 and in French patent application 2,689,031 mentioned above.
  • the sulfur content of the colloidal products of the invention can range, for example, up to approximately 30% by mass, the boron content up to approximately 15% by mass, and the phosphorus content up to approximately 15% by mass, these percentages being counted relative to the mass of active material.
  • the content of the colloidal products of the invention in calcium and / or magnesium can range from example up to about 25% by mass. In these products, calcium and magnesium are no longer in the form of carbonates as has been shown by the infrared spectra of the products, which do not have a band corresponding to the carbonate ion. This confirms the complete substitution of carbonates from the heart of the micelle by the salts of the acids introduced.
  • dialysis tests make it possible to locate the boron and / or the sulfur and / or the phosphorus in the dialysis concentrate, thus confirming the micellization of the salts formed and their intrinsic insolubility in the oils.
  • the colloidal products containing boron and / or sulfur and / or phosphorus according to the invention constitute excellent antiwear and extreme pressure additives.
  • Antiwear and extreme pressure additives are incorporated into lubricants when they are intended to lubricate organs subjected to significant mechanical stresses, such as distribution in heat engines, gears, bearings or stops. Significant mechanical stresses also appear during the machining of metals, whether cutting or forming.
  • colloidal products containing boron and / or sulfur, and / or phosphorus according to the invention are endowed with a great thermal stability which authorizes their use in lubricants subjected in service at very high temperatures which can reach 160 ° C, as in some engine casings, in heavily loaded transmissions or high speed metal cuts.
  • the products of the invention as additives for lubricating oils and greases, they can be incorporated into them, for example at a concentration of 0.1 to 25% by mass, preferably from 1 to 15% by mass .
  • Lubricating oils also generally contain one or more other additives such as additives improving the viscosity index, additives for lowering the pour point, antioxidants, anti-rust, anti-corrosion additives of copper, antifoam, dispersants, detergents, friction reducers, with which the products of the invention are compatible.
  • a calcium sulfonate 50 g are introduced into a reactor equipped with an agitator, a Dean and Stark separator and a dropping funnel alkaline reserve overbased (TBN) equivalent to 500 mg of KOH per gram of product (here, 0.4456 basic equivalent), which is dissolved in 150 cm3 of xylene.
  • TBN alkaline reserve overbased
  • a calcium sulfonate 50 g are introduced into a reactor equipped with an agitator, a Dean and Stark separator and a dropping funnel alkaline reserve overbased (TBN) equivalent to 500 mg of KOH per gram of product (here, 0.4456 basic equivalent), which is dissolved in 150 cm3 of xylene.
  • TBN alkaline reserve overbased
  • the spectra of the products of Examples 2, 4 and 7 are to be compared with the spectrum of the same overbased calcium sulfonate before modification ( Figure 1).
  • the spectra of the products of Examples 11 and 12 are to be compared to the spectrum of the same overbased calcium sulfonate before modification ( Figure 5).
  • the products of the invention are evaluated for their antiwear and extreme pressure properties in a 130 Neutral mineral oil.
  • the antiwear and extreme pressure performances are evaluated on a 4-ball machine according to standard ASTM D 2783.
  • the results are shown in Table II below.
  • Table II PRODUCT OF THE EXAMPLE OIL CONCENTRATION (% by mass) ANTI-WEAR AND EXTREME-PRESSURE PERFORMANCE ON 4-BALL MACHINE Additive It Load / wear index (daN) Welding load (daN) Footprint diameter after 1 hour under 40 daN (mm) 2 10 0.61 44 315 0.47 6 10 0.81 48 315 0.48 6 15 1.22 60 400 0.43 7 10 0.87 50 315 0.42 7 15 1.29 67 400 0.43 8 10 0.91 44 315 0.41 9 10 1.04 41 250 0.40 12 10 0.92 53 315 0.41 13 10 0.96 52 315 0.44 Comparative examples Colloidal CaCO3 5 0.59 29 170 0.75 11.90% of Ca 10 1.19 36

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Colloid Chemistry (AREA)
EP93402746A 1992-11-18 1993-11-09 Kalzium und/oder Magnesium eventuell auch Bor und/oder Phosphor, und/oder Schwevel enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive Withdrawn EP0598645A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9213934 1992-11-18
FR9213934A FR2698019B1 (fr) 1992-11-18 1992-11-18 Produits colloïdaux contenant du calcium et/ou du magnésium, ainsi que du bore et/ou du phosphore et/ou du soufre, leur préparation et leur utilisation comme additifs pour lubrifiants.

Publications (1)

Publication Number Publication Date
EP0598645A1 true EP0598645A1 (de) 1994-05-25

Family

ID=9435717

Family Applications (1)

Application Number Title Priority Date Filing Date
EP93402746A Withdrawn EP0598645A1 (de) 1992-11-18 1993-11-09 Kalzium und/oder Magnesium eventuell auch Bor und/oder Phosphor, und/oder Schwevel enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive

Country Status (4)

Country Link
US (1) US5470495A (de)
EP (1) EP0598645A1 (de)
JP (1) JPH06238157A (de)
FR (1) FR2698019B1 (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20030164451A1 (en) * 2002-02-26 2003-09-04 Reischman Paul Thomas Method for the analysis of lubricant basicity
EP1743933B1 (de) * 2005-07-14 2019-10-09 Infineum International Limited Verwendung zur Verbesserung der Kompatibilität eines Detergens mit Reibungsmodifikatoren in einer Schmiermittelzusammensetzung
US20090325829A1 (en) * 2008-06-27 2009-12-31 Cowan Sandra S Reduced Molybdenum Grease Formulation
US20120329687A1 (en) * 2011-06-23 2012-12-27 Caterpillar Inc. Extreme pressure additives and lubricants containing them

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2417429A (en) * 1945-04-16 1947-03-18 Union Oil Co Complex basic soap greases
GB912561A (en) * 1959-02-20 1962-12-12 Ulric Bannister Bray Process of preparing dispersions of alkaline earth metal compounds
US3480548A (en) * 1967-06-21 1969-11-25 Texaco Inc Alkaline earth metal polyborate carbonate overbased alkaline earth metal sulfonate lube oil composition
US4328111A (en) * 1978-11-20 1982-05-04 Standard Oil Company (Indiana) Modified overbased sulfonates and phenates
FR2554825A1 (fr) * 1983-11-15 1985-05-17 Shell Int Research Sel metallique basique borate et composition d'huile lubrifiante le contenant
WO1988004686A2 (en) * 1986-12-22 1988-06-30 The Lubrizol Corporation Borated overbased material
FR2645168A1 (fr) * 1989-03-30 1990-10-05 Inst Francais Du Petrole Nouveaux composes thiophosphores, leur preparation et leur utilisation comme additifs pour lubrifiants
EP0536020A1 (de) * 1991-09-30 1993-04-07 Institut Francais Du Petrole Bor, Schwefel und Phosphor enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive
EP0562912A1 (de) * 1992-03-26 1993-09-29 Institut Francais Du Petrole Geschaufelte organische Verbindung enthaltende überbasische kolloidale Produkte und ihre Verwendung als Reinigungsmittelzusätze mit Verschleissvermindernder und Extremdruck-Wirkung in Schmieröle

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714042A (en) * 1969-03-27 1973-01-30 Lubrizol Corp Treated overbased complexes
US4560489A (en) * 1983-09-14 1985-12-24 Witco Chemical Corporation High performance calcium borate modified overbased calcium sulfonate complex greases
FR2612526B1 (fr) * 1987-03-17 1990-02-02 Elf France Procede de preparation d'un additif suralcanise renfermant un derive du bore, l'additif ainsi obtenue et compositions lubrifiantes renfermant ledit additif
US5308514A (en) * 1993-03-03 1994-05-03 Witco Corporation Sulfonate greases

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2417429A (en) * 1945-04-16 1947-03-18 Union Oil Co Complex basic soap greases
GB912561A (en) * 1959-02-20 1962-12-12 Ulric Bannister Bray Process of preparing dispersions of alkaline earth metal compounds
US3480548A (en) * 1967-06-21 1969-11-25 Texaco Inc Alkaline earth metal polyborate carbonate overbased alkaline earth metal sulfonate lube oil composition
US4328111A (en) * 1978-11-20 1982-05-04 Standard Oil Company (Indiana) Modified overbased sulfonates and phenates
FR2554825A1 (fr) * 1983-11-15 1985-05-17 Shell Int Research Sel metallique basique borate et composition d'huile lubrifiante le contenant
WO1988004686A2 (en) * 1986-12-22 1988-06-30 The Lubrizol Corporation Borated overbased material
FR2645168A1 (fr) * 1989-03-30 1990-10-05 Inst Francais Du Petrole Nouveaux composes thiophosphores, leur preparation et leur utilisation comme additifs pour lubrifiants
EP0536020A1 (de) * 1991-09-30 1993-04-07 Institut Francais Du Petrole Bor, Schwefel und Phosphor enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive
EP0562912A1 (de) * 1992-03-26 1993-09-29 Institut Francais Du Petrole Geschaufelte organische Verbindung enthaltende überbasische kolloidale Produkte und ihre Verwendung als Reinigungsmittelzusätze mit Verschleissvermindernder und Extremdruck-Wirkung in Schmieröle

Also Published As

Publication number Publication date
FR2698019B1 (fr) 1995-02-24
US5470495A (en) 1995-11-28
FR2698019A1 (fr) 1994-05-20
JPH06238157A (ja) 1994-08-30

Similar Documents

Publication Publication Date Title
EP0404650B1 (de) Überbasischen Molybdänkomplex enthaltende Schmieröladditive, Verfahren zu ihrer Herstellung und Zusammensetzung, die sie enthalten
EP0007257A1 (de) Verfahren zur Herstellung von Reinigungsmittellösungen hoher Alkalität für Schmieröle und daraus hergestelltes Produkt
EP0536020B1 (de) Bor, Schwefel und Phosphor enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive
EP0007260B1 (de) Verfahren zur Herstellung von Metall enthaltenden reinigenden dispergierenden Zusatzstoffen hoher Alkalität, besonders für Schmieröl, und daraus hergestelltes Produkt
EP0598646A1 (de) Schwefel und/oder phosphor und/oder Bor enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive
EP0390664B1 (de) Neue Thiophosphorverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Schmiermittelzusatzstoffe
EP0308445B1 (de) Verfahren zur herstellung eines ein anorganisches borderivat enthaltenden überbasischen additivs, danach erhaltene additive und diese enthaltende schmiermittel
EP0598645A1 (de) Kalzium und/oder Magnesium eventuell auch Bor und/oder Phosphor, und/oder Schwevel enthaltende kolloidale Produkte, ihre Herstellung und ihre Verwendung als Schmieröladditive
EP0562912A1 (de) Geschaufelte organische Verbindung enthaltende überbasische kolloidale Produkte und ihre Verwendung als Reinigungsmittelzusätze mit Verschleissvermindernder und Extremdruck-Wirkung in Schmieröle
FR2909684A1 (fr) Additifs et formulations de lubrifiants utilises pour obtenir des proprietes antiusure ameliorees
EP0665217B1 (de) Sulfonierte Wismutverbindungen, ihre Herstellung und ihre Verwendung zur Herstellung von überbasischen kolloidalen Produkten, verwendbar als Zusätze für Schmiermittel
EP0639634B1 (de) Kalzium und/oder Magnesium auch Schwefel und Stickstoff enthaltende Kolloidale Produkte, ihre Herstellung und ihre Verwendung, insbesondere als Schmieröladditive
EP0738776A1 (de) Kolloidale Alkali- oder Erdalkalicarbonate, enthaltend eine mizellförmige Kalzium, Phosphor und Schwefelverbindung
EP0006796B1 (de) Verfahren zur Herstellung von Metall enthaltenden überalkalisierten Reinigungsmittellösungen für Schmieröl und daraus hergestelltes Produkt
EP0803565B1 (de) Neue kolloidale Produkte, ihre Herstellung und ihre Verwendung
FR2624133A1 (fr) Compositions d'olefines polysulfurees, leur preparation et leur utilisation comme additifs pour lubrifiants
EP0438942A1 (de) Überbasische Detergensmittel für Schmieröle, die ein organisches Derivat von Phosphor enthalten und diese enthaltende Schmierölzusammensetzungen
FR2716891A1 (fr) Produits colloïdaux contenant du calcium, du baryum et/ou du magnésium ainsi que du bismuth, modifiés par action d'acides carboxyliques contenant du soufre et éventuellement de l'azote.
FR2484442A1 (fr) Procede de preparation de compositions contenant du molybdene utiles pour une meilleure economie du combustible des moteurs a combustion interne
FR2563231A1 (fr) Procede de preparation d'olefines polysulfurees, les produits obtenus et leur utilisation comme additifs pour lubrifiants
EP0383359A2 (de) Verfahren zur Herstellung eines, ein anorganisches Borderivat enthaltenden, überbasischen Additivs, so erhaltenes Additiv und Schmiermittel, die dieses Additiv enthalten
BE579028A (de)
FR2755377A1 (fr) Produits thio-phosphores colloidaux derives de chaux colloidale, preparation et utilisations
FR2727427A1 (fr) Hydrocarbures ethyleniques sulfures par le soufre elementaire en presence d'alkyleneglycols ou de derives d'alkyleneglycols et d'hydroxydes de metaux alcalins ou alcalino-terreux, leur preparation et leur utilisation
EP0436422A1 (de) Phosphor enthaltendes überbasisches Alkali- oder Erdalkalimetallphenolat und dieses enthaltende Schmierölzusammensetzungen

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: A1

Designated state(s): BE DE ES GB IT NL

17P Request for examination filed

Effective date: 19941125

17Q First examination report despatched

Effective date: 19970117

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

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 19981029