EP0102254A1 - Überalkalisierter Detergens-Dispergierzusatz für Schmieröle - Google Patents
Überalkalisierter Detergens-Dispergierzusatz für Schmieröle Download PDFInfo
- Publication number
- EP0102254A1 EP0102254A1 EP83401254A EP83401254A EP0102254A1 EP 0102254 A1 EP0102254 A1 EP 0102254A1 EP 83401254 A EP83401254 A EP 83401254A EP 83401254 A EP83401254 A EP 83401254A EP 0102254 A1 EP0102254 A1 EP 0102254A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- amount
- moles
- amine
- new additive
- ratio
- 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.)
- Granted
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
- 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
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
- C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/028—Overbased salts 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
-
- 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
- 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
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased salts
Definitions
- the present invention relates to a new additive based on calcium and magnesium salts improving the detergency and dispersion properties of lubricating oils.
- the Applicant has in fact found a detergent-dispersant additive having a TBN of at least 225, containing more than 3.8% by weight of magnesium and, generally, of the order of 2 to 3% by weight of calcium, this which gives said additive, in addition to the detergency and dispersion characteristics, a good activity as anti-wear.
- magnesium alkylbenzene sulfonate denotes any solution containing from 25 to 80% by weight, preferably from 30 to 70% by weight of a magnesium alkylbenzene sulfonate in a dilution oil which may or may not be the same as that used to prepare the new additive.
- magnesium alkylbenzenesulfonates which can be used, mention may be made of the magnesium salts of sulfonic acids obtained by sulfonation of alkylbenzenes derived from olefins or from C 15 -C 30 olefin polymers.
- the amount of dilution oil that can be used is such that the amount of oil contained in the final product (including that from the starting magnesium alkylbenzenesulfonate) represents from 20 to 60% by weight of said product, preferably from 25 to 55% and very particularly from 30 to 45% by weight of said product.
- sulfurized alkylphenol is understood to mean the mixture obtained by sulfurization of the alkylphenol using sulfur or sulfur chloride, the said mixture consisting mainly of non-sulfurized alkylphenol and sulfurized alkylphenol which may be represented by the following formula : where R represents a C 9 -C 30 (preferably C 9 -C 22 ) alkyl radical x varies from 1 to 3 y varies from 0 to 6
- a simplified representation of said mixture constituting the “sulfurized alkylphenol” can be the following average formula: where x 'varies from 1 to 3 and generally from 1.4 to 2.5.
- active magnesium oxide denotes magnesium oxide MgO with a specific surface greater than or equal to 80 m2 / g, for example between 100 and 170 m2 / g.
- magnesium oxide MgO with a specific surface greater than or equal to 80 m2 / g, for example between 100 and 170 m2 / g.
- Maglite DF with a specific surface area close to 140 m2 / g sold by Merck
- the "Ferumag” with a specific surface area close to 160 m2 / g and marketed by Rhône-Poulenc.
- polyalkyleneamines such as polyethylenamines and very particularly ethylenediamine
- etheramines and most particularly tris (3-oxa-6-amino hexyl) amine.
- the amine used may be present in the "milk of magnesia" from the start of the 1st carbonation operation or during it.
- the first carbonation operation is favorably carried out at a temperature which can range from 90 to 140 ° C. and preferably from 110 to 140 ° C., in one or more stages with the introduction of "milk of magnesia” into the medium containing the alkylbenzenesulfonate of magnesium, the sulfurized alkylphenol and the dilution oil in one or more stages, each stage of introduction of "milk of magnesia” being followed by a stage of carbonation.
- the neutralization-over-alkalization operation of the alkylphenol sulfurized by lime is favorably carried out at a temperature between 110 and 145 ° C, and preferably between 120 and 140 ° C.
- the possible second carbonation operation is favorably carried out at a temperature between 120 and 170 ° C, and preferably between 130 and 150 ° C, using a slight excess of CO 2 .
- the new additive which is the subject of the present invention has the advantage of being perfectly compatible with viscous oils, of containing a low level of sediment and of being slightly viscous.
- the present invention also relates to the use of the new additive to improve the detergent, dispersing and anti-wear properties of lubricating oils.
- the amount of additive to be used depends on the future use of said oils. Thus for a gasoline engine oil, the amount of additive to be added is generally between 1 and 3.5 X; for a diesel engine oil it is generally between 1.8 and 5 X, for a marine engine oil, this. this can go up to 25 X.
- the lubricating oils which can thus be improved can be chosen from a wide variety of lubricating oils, such as naphthenic, paraffinic and mixed base lubricating oils, other hydrocarbon lubricants, for example lubricating oils derived from products. coal, and synthetic oils, for example alkylene polymers, alkylene oxide type polymers and their derivatives, including alkylene oxide polymers prepared by polymerizing alkylene oxide to presence of water or alcohols, for example ethyl alcohol, esters of dicarboxylic acids, liquid esters of phosphorus acids, alkylbenzenes and dialkylbenzenes, polyphenyls, alkylbiphenyl ethers, polymers of silicon, etc.
- lubricating oils such as naphthenic, paraffinic and mixed base lubricating oils, other hydrocarbon lubricants, for example lubricating oils derived from products. coal, and synthetic oils, for example alkylene polymers, alkylene oxide type polymers and their derivative
- Additional additives may also be present in said lubricating oils alongside the new additive of the invention; include, for example, anti-oxidant, anti-corrosion additives, ashless dispersant additives //
- the reaction medium is heated for 30 minutes at 110 ° C at atmospheric pressure, then 30 minutes in vacuo so as to distill the reaction water.
- Milk of magnesia is prepared in a beaker by mixing, with stirring, active magnesium oxide, glycol and polyamine, milk which is added to the medium to be carbonated.
- C0 2 is introduced at 110-120 ° C, then after 3 hours of carbonation at 135 ° C, water is introduced and the carbonation is continued for 1 hour 30 minutes.
- the carbonated medium is placed under vacuum for 30 minutes.
- the slaked lime is introduced at 120 ° C, then the medium is gradually placed under vacuum (120 10 2 Pa) and the mixture is heated to 130 ° C.
- the vacuum is broken and then heated to 145 ° C.
- the mixture obtained is carbonated for 2 hours at 145 ° C.
- This test is carried out by adding 10 X by weight of product to be tested to an SAE 30 mineral oil, storing the solution obtained for 1 month at 20 ° C. and studying the appearance of the solution as a function of time.
- the finished product is added to a SAE 50 oil with a paraffinic tendency so as to obtain a solution containing 125 milliliters of calcium + magnesium.
- Example 3 The various steps described in Example 3 are carried out by replacing the ethylenediamine with an equivalent amount of tris (3-oxa-6-amino-hexyl) amine called "TOA".
- The% of sediments obtained before neutralization cannot be lower than 5 and 4 respectively even by increasing the duration of carbonation.
- the vacuum is tightened to the maximum and heated to 130 ° C.
- the vacuum is broken, 411 g of a sulfurized dodecylphenol containing approximately 11% sulfur are loaded, then the remaining 496 g of Mg0 + glycol mixture.
- the carbonate medium is placed under vacuum.
- the vacuum is broken and 100 g of slaked lime are loaded.
- the flask is brought to 115 ° C under 346 10 2 Pa, then heated for 1 hour at 140 ° C under 346 10 2 Pa.
- the glycol is distilled for 2 hours at 190 ° C under 66.5 10 2 Pa.
- the gross sediment X is 0.8.
- Example 13 The operations described in Example 13 are carried out by however introducing the 19 g of ethylenediamine into the 496 g of MgO + glycol mixture.
- the "milk of magnesia” thus obtained is introduced in 3 times into the medium to be carbonated, each introduction being followed by a carbonation step, the interval between each introduction being approximately 1 hour.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT83401254T ATE24545T1 (de) | 1982-06-24 | 1983-06-17 | Ueberalkalisierter detergens-dispergierzusatz fuer schmieroele. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8211058A FR2529224B1 (fr) | 1982-06-24 | 1982-06-24 | Nouvel additif detergent-dispersant suralcalinise pour huiles lubrifiantes |
FR8211058 | 1982-06-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0102254A1 true EP0102254A1 (de) | 1984-03-07 |
EP0102254B1 EP0102254B1 (de) | 1986-12-30 |
Family
ID=9275355
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP83401254A Expired EP0102254B1 (de) | 1982-06-24 | 1983-06-17 | Überalkalisierter Detergens-Dispergierzusatz für Schmieröle |
Country Status (17)
Country | Link |
---|---|
US (1) | US4464289A (de) |
EP (1) | EP0102254B1 (de) |
JP (1) | JPS6025078B2 (de) |
AT (1) | ATE24545T1 (de) |
AU (1) | AU559590B2 (de) |
BR (1) | BR8303302A (de) |
CA (1) | CA1182626A (de) |
DE (1) | DE3368679D1 (de) |
DK (1) | DK289783A (de) |
EG (1) | EG15959A (de) |
ES (1) | ES523538A0 (de) |
FR (1) | FR2529224B1 (de) |
GB (1) | GB2123021B (de) |
GR (1) | GR78594B (de) |
PH (1) | PH19613A (de) |
PT (1) | PT76928B (de) |
ZA (1) | ZA834556B (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0312312A1 (de) * | 1987-10-12 | 1989-04-19 | Exxon Chemical Patents Inc. | Schmieröladditiv |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2564830B1 (fr) * | 1984-05-25 | 1986-09-19 | Orogil | Procede de preparation d'alkylaryl sulfonates de metaux alcalino-terreux a partir d'acides alkylaryl sulfoniques lineaires et additifs detergents-dispersants pour huiles lubrifiantes ainsi obtenus |
FR2588269B1 (fr) * | 1985-10-03 | 1988-02-05 | Elf France | Procede de preparation d'additifs surbases tres fluides et a basicite elevee et composition contenant lesdits additifs |
JPS6281291U (de) * | 1985-11-08 | 1987-05-23 | ||
DE3708339A1 (de) * | 1987-03-14 | 1988-09-22 | Wintershall Ag | Verfahren zur herstellung von basischen magnesiumdialkylbenzolsulfonaten |
US5032299A (en) * | 1987-07-30 | 1991-07-16 | The Lubrizol Corporation | Magnesium overbasing process |
US4775490A (en) * | 1987-07-30 | 1988-10-04 | The Lubrizol Corporation | Magnesium overbasing process |
JPH0542549Y2 (de) * | 1989-08-21 | 1993-10-26 | ||
JPH0398821A (ja) * | 1989-09-01 | 1991-04-24 | Sanyo Electric Co Ltd | 薬剤供給器 |
GB9611424D0 (en) * | 1996-05-31 | 1996-08-07 | Exxon Chemical Patents Inc | Overbased metal-containing detergents |
US5759966A (en) * | 1996-10-01 | 1998-06-02 | Chevron Chemical Company | High overbased metal sulfurized alkyphenates |
US7084092B2 (en) * | 2003-08-25 | 2006-08-01 | M-I L.L.C. | Shale hydration inhibition agent and method of use |
US20080139430A1 (en) * | 2006-12-08 | 2008-06-12 | Lam William Y | Additives and lubricant formulations for improved antiwear properties |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1605316A (de) * | 1966-08-24 | 1974-08-02 | ||
US4016093A (en) * | 1976-03-19 | 1977-04-05 | Mobil Oil Corporation | Metal alkylphenate sulfides of reduced corrosiveness and method of preparing same |
EP0003694A1 (de) * | 1978-02-08 | 1979-08-22 | Orogil | Verfahren zur Bereitung von hochbasischen Mitteln mit detergierender, dispergierender Wirkung für Schmieröle, und so erhaltenes Produkt |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3282835A (en) * | 1963-02-12 | 1966-11-01 | Lubrizol Corp | Carbonated bright stock sulfonates and lubricants containing them |
US3464970A (en) * | 1967-03-13 | 1969-09-02 | Maruzen Oil Co Ltd | Process for preparing over-based sulfurized calcium phenates |
GB1280749A (en) * | 1970-06-18 | 1972-07-05 | Maruzen Oil Company Ltd | Process for preparation of over-based sulphurized phenates |
GB1399092A (en) * | 1971-05-27 | 1975-06-25 | Cooper & Co Ltd Edwin | Lubricant additives |
US3936480A (en) * | 1971-07-08 | 1976-02-03 | Rhone-Progil | Additives for improving the dispersing properties of lubricating oil |
BE786032A (fr) * | 1971-07-08 | 1973-01-08 | Rhone Progil | Nouveaux additifs pour huiles lubrifiantes |
GB1470338A (en) * | 1974-05-17 | 1977-04-14 | Exxon Research Engineering Co | Lubricating oil compositions |
GB1469289A (en) * | 1974-07-05 | 1977-04-06 | Exxon Research Engineering Co | Detergent additives |
FR2300793A1 (fr) * | 1975-02-17 | 1976-09-10 | Orogil | Nouvelles compositions lubrifiantes |
US4229308A (en) * | 1978-02-08 | 1980-10-21 | Rhone-Poulenc Industries | Polymer lubricating oil additives bearing nitrogen groups and their use as additives for lubricating oils |
US4222882A (en) * | 1978-02-08 | 1980-09-16 | Rhone-Poulenc Industries | Polymers bearing groups derived from N-substituted lactams and their use as lubricating oil additives |
FR2429831A2 (fr) * | 1978-06-26 | 1980-01-25 | Orogil | Nouveau procede de preparation de detergents-dispersants de haute alcalinite pour huiles lubrifiantes |
FR2429832A1 (fr) * | 1978-06-26 | 1980-01-25 | Orogil | Procede perfectionne de preparation d'additifs detergents-dispersants, metalliques de haute alcalinite notamment pour huiles lubrifiantes |
FR2450868A1 (fr) * | 1979-03-09 | 1980-10-03 | Orogil | Procede de preparation d'alkylphenates de magnesium et application des produits obtenus comme additifs detergents-dispersants pour huiles lubrifiantes |
-
1982
- 1982-06-24 FR FR8211058A patent/FR2529224B1/fr not_active Expired
-
1983
- 1983-06-17 DE DE8383401254T patent/DE3368679D1/de not_active Expired
- 1983-06-17 AT AT83401254T patent/ATE24545T1/de not_active IP Right Cessation
- 1983-06-17 EP EP83401254A patent/EP0102254B1/de not_active Expired
- 1983-06-22 US US06/506,775 patent/US4464289A/en not_active Expired - Lifetime
- 1983-06-22 EG EG383/83A patent/EG15959A/xx active
- 1983-06-22 ZA ZA834556A patent/ZA834556B/xx unknown
- 1983-06-22 BR BR8303302A patent/BR8303302A/pt not_active IP Right Cessation
- 1983-06-22 GR GR71753A patent/GR78594B/el unknown
- 1983-06-22 AU AU16126/83A patent/AU559590B2/en not_active Ceased
- 1983-06-23 PT PT76928A patent/PT76928B/pt unknown
- 1983-06-23 ES ES523538A patent/ES523538A0/es active Granted
- 1983-06-23 DK DK289783A patent/DK289783A/da unknown
- 1983-06-23 GB GB08317021A patent/GB2123021B/en not_active Expired
- 1983-06-23 CA CA000431108A patent/CA1182626A/fr not_active Expired
- 1983-06-24 PH PH29118A patent/PH19613A/en unknown
- 1983-06-24 JP JP58112998A patent/JPS6025078B2/ja not_active Expired
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1605316A (de) * | 1966-08-24 | 1974-08-02 | ||
US4016093A (en) * | 1976-03-19 | 1977-04-05 | Mobil Oil Corporation | Metal alkylphenate sulfides of reduced corrosiveness and method of preparing same |
EP0003694A1 (de) * | 1978-02-08 | 1979-08-22 | Orogil | Verfahren zur Bereitung von hochbasischen Mitteln mit detergierender, dispergierender Wirkung für Schmieröle, und so erhaltenes Produkt |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0312312A1 (de) * | 1987-10-12 | 1989-04-19 | Exxon Chemical Patents Inc. | Schmieröladditiv |
Also Published As
Publication number | Publication date |
---|---|
JPS5951997A (ja) | 1984-03-26 |
BR8303302A (pt) | 1984-02-07 |
CA1182626A (fr) | 1985-02-19 |
EG15959A (en) | 1987-07-30 |
ES8403962A1 (es) | 1984-04-01 |
GB2123021A (en) | 1984-01-25 |
AU559590B2 (en) | 1987-03-12 |
PT76928B (fr) | 1986-01-24 |
DE3368679D1 (en) | 1987-02-05 |
GB2123021B (en) | 1985-06-05 |
DK289783D0 (da) | 1983-06-23 |
ZA834556B (en) | 1984-03-28 |
FR2529224A1 (fr) | 1983-12-30 |
FR2529224B1 (fr) | 1986-02-07 |
GR78594B (de) | 1984-09-27 |
PT76928A (fr) | 1983-07-01 |
GB8317021D0 (en) | 1983-07-27 |
ES523538A0 (es) | 1984-04-01 |
ATE24545T1 (de) | 1987-01-15 |
US4464289A (en) | 1984-08-07 |
DK289783A (da) | 1983-12-25 |
AU1612683A (en) | 1984-01-05 |
JPS6025078B2 (ja) | 1985-06-15 |
PH19613A (en) | 1986-05-30 |
EP0102254B1 (de) | 1986-12-30 |
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