EP0007257B1 - Verfahren zur Herstellung von Reinigungsmittellösungen hoher Alkalität für Schmieröle und daraus hergestelltes Produkt - Google Patents
Verfahren zur Herstellung von Reinigungsmittellösungen hoher Alkalität für Schmieröle und daraus hergestelltes Produkt Download PDFInfo
- Publication number
- EP0007257B1 EP0007257B1 EP79400376A EP79400376A EP0007257B1 EP 0007257 B1 EP0007257 B1 EP 0007257B1 EP 79400376 A EP79400376 A EP 79400376A EP 79400376 A EP79400376 A EP 79400376A EP 0007257 B1 EP0007257 B1 EP 0007257B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- parts
- alkylbenzenesulphonate
- magnesium
- alkylphenol
- 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
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
Definitions
- the present invention relates to new detergent-dispersants of high alkalinity for lubricating oils.
- D 2896 can only be obtained by using an alcohol of the methanol type and this preferably with an organic solvent of the toluene type.
- Such a process has the drawback of using toxic methanol or a toxic mixture containing methanol which, in addition, forms with water an azeotrope which is difficult to remove.
- the Applicant has found how to adapt this type of process using an alkylene glycol, to the preparation of TBN products greater than 200 containing at least 2% magnesium and possibly at least 0.5% calcium, said products also having good properties anti-wear.
- the quantity of CO 2 used to carry out the step of over-alkalinization-carbonation can vary between the quantity which can be completely absorbed and an excess of 40% by weight of this quantity; preferably, the amount of CO 2 will correspond substantially to that which can be completely absorbed.
- calcium and / or magnesium alkylbenzene sulfonate denotes any solution containing from 40 to 95% by weight, preferably from 55 to 85% by weight of a calcium and / or magnesium alkylbenzene sulfonate in an oil of dilution which may or may not be the same as that used to carry out the process which is the subject of the invention.
- calcium and / or magnesium alkylbenzenesulfonates which can be used, mention may be made of the calcium and / or magnesium salts of sulfonic acids obtained by sulfonation of alkylbenzenes derived from olefins or polymers of C 15 ⁇ C 30 olefins.
- alkylphenols which can be used to carry out the process which is the subject of the invention, mention may preferably be made of those carrying one or more C 9 ⁇ C 15 alkyl substituents, and very particularly nonyl, decyl, dodecyl or tetradecylphenols.
- 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.
- MgO magnesium oxide MgO with a specific surface greater than or equal to 80 m2 / g, for example between 100 and 170 m2 / g.
- Maglite DE with a specific surface area close to 140 m2 / g and marketed by Merck, as well as “Ferumag”, with a specific surface area close to 160 m2 / g and marketed by RHONE-POULENC INDUSTRIES.
- alkali metal hydroxides mention may be made of sodium hydroxide, lithium hydroxide, potassium hydroxide.
- paraffinic oils such as 100 Neutral oil ...; naphthenic or mixed oils may also be suitable.
- 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 alkylbenzenesulfonate) represents from 20 to 60% by weight of said product and preferably 25 to 55% of said product.
- alkylene glycols which can be used, mention may very particularly be made of glycol; these can optionally be present in mixture with up to 200% of their weight of a monoalcohol such as ethylhexanol, tridecyl alcohol, oxo alcohols in C $ -C, 4 and in general the alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
- a monoalcohol such as ethylhexanol, tridecyl alcohol, oxo alcohols in C $ -C, 4 and in general the alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
- a variant of the process which is the subject of the invention consists in carrying out a precarbonation operation after the suifurization step and before the over-alkalinization-carbonation step.
- This operation can be carried out at a temperature between 100 and 250 ° C and preferably between 100 and 185 ° C, using carbon dioxide.
- the quantity of CO 2 that can be used corresponds, to more or less 30%, by weight, to that which can be completely absorbed by the sulfurized medium; preferably this quantity of CO 2 will correspond substantially to that which can be completely absorbed.
- a treatment with water may be carried out in addition to or in place of that provided for in the step of over-alkalinization-carbonation; this treatment can be carried out under the same conditions as those indicated above.
- the present invention also relates to detergents-dispersants of high alkalinity obtained by the process described above.
- 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 type polymers prepared by polymerizing alkylene oxide in the 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.
- 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 poly
- Additional additives may also be present in said lubricating oils alongside the detergent-dispersants obtained according to the process of the invention; include, for example, anti-oxidant, anti-corrosion additives, ashless dispersant additives, etc.
- the medium is brought to 145 ° C. under 260 mm of mercury, then glycol is added over 1 hour; it is heated to 165 ° C. and this temperature is maintained for 1 hour under 260 mm of mercury.
- the superalkalinized and carbonated medium is brought to a temperature of 184 ° C. under 30 mm of mercury; glycol distills; it is filtered to remove the sediment and a solution in 100 N oil of overbased detergent-dispersant is recovered, the characteristics of which appear in Tables 1 to III '.
- Example 3 The operation described in Example 3 is carried out by carrying out the precarbonation step at 140 ° C. at atmospheric pressure.
- Example 3 The operation described in Example 3 is carried out from an 80% solution in 100 N oil of a magnesium alkylbenzenesulfonate of molecular weight approximately 470, solution containing 2.25% of magnesium and having a TBN of 32.
- Example 3 The operation described in Example 3 is carried out, carried out from a 60% solution in 100 N oil of a magnesium aikylbenzene sulfonate, with a molecular mass of approximately 470, solution containing 2.2% magnesium and having a TBN of 45.
- Example 3 The operation described in Example 3 is carried out from a 60% solution in 100 N oil of a calcium alkylbenzene sulfonate of molecular weight approximately 470, solution containing 2.7% of calcium and having a TBN of 25, and without adding water during the precarbonation and carbonation operations.
- Example 3 The operation described in Example 3 is carried out without adding water during the precarbonation and carbonation operations.
- the product obtained has characteristics equivalent to those of Example 3.
- Example 17 The operation described in Example 17 is carried out from a 60% solution in 100 N oil of a calcium alkylbenzenesulfonate of molecular weight approximately 470, solution containing 2.7% of calcium and having a TBN of 25 and performing a carbonation step.
- Example 17 The operation described in Example 17 is carried out using the same quantities of reagents, but. by carrying out the sulfurization operation first at 165 ° C for 1 hour under 260 mm of mercury and then for 2 hours at 185 ° C under 700 mm of mercury.
- the product obtained has characteristics equivalent to those of Example 17.
- Example 7 The product of Example 7 is added to an SAE 50 oil with a paraffinic tendency so as to obtain a solution containing 125 millimoles of calcium + magnesium. The solution is stored for 15 days at 20 ° C; we see that the solution remains clear.
- mixture (A) is brought for 25 days to 80 ° C. and is then added to an SAE 30 oil so as to have a concentration of 6.6% by weight of mixture (A).
- the solution is stored for 5 days at 80 ° C.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Detergent Compositions (AREA)
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT79400376T ATE1342T1 (de) | 1978-06-26 | 1979-06-11 | Verfahren zur herstellung von reinigungsmittelloesungen hoher alkalitaet fuer schmieroele und daraus hergestelltes produkt. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7818945 | 1978-06-26 | ||
FR7818945A FR2429831A2 (fr) | 1978-06-26 | 1978-06-26 | Nouveau procede de preparation de detergents-dispersants de haute alcalinite pour huiles lubrifiantes |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0007257A1 EP0007257A1 (de) | 1980-01-23 |
EP0007257B1 true EP0007257B1 (de) | 1982-07-14 |
Family
ID=9209958
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP79400376A Expired EP0007257B1 (de) | 1978-06-26 | 1979-06-11 | Verfahren zur Herstellung von Reinigungsmittellösungen hoher Alkalität für Schmieröle und daraus hergestelltes Produkt |
Country Status (11)
Country | Link |
---|---|
US (1) | US4302342A (de) |
EP (1) | EP0007257B1 (de) |
JP (1) | JPS555991A (de) |
AT (1) | ATE1342T1 (de) |
BR (1) | BR7904003A (de) |
CA (1) | CA1122963A (de) |
DE (1) | DE2963335D1 (de) |
ES (1) | ES481863A1 (de) |
FR (1) | FR2429831A2 (de) |
MX (1) | MX5733E (de) |
ZA (1) | ZA793194B (de) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4710308A (en) * | 1982-04-08 | 1987-12-01 | Amoco Corporation | Process for preparing overbased sulfurized phenates |
FR2529224B1 (fr) * | 1982-06-24 | 1986-02-07 | Orogil | Nouvel additif detergent-dispersant suralcalinise pour huiles lubrifiantes |
FR2529225B1 (fr) * | 1982-06-24 | 1986-04-25 | Orogil | Nouvel additif detergent-dispersant metallique de haute alcalinite pour huiles lubrifiantes |
FR2529226B1 (fr) * | 1982-06-24 | 1987-01-16 | Orogil | Procede de preparation d'alkylphenates sulfurises de metaux alcalino-terreux utilisables comme additifs pour huiles lubrifiantes |
JPS5931724A (ja) * | 1982-08-16 | 1984-02-20 | Cosmo Co Ltd | 塩基性アルカリ土類金属フェネートもしくはその二酸化炭素処理物の製造法 |
JPS59232190A (ja) * | 1983-06-15 | 1984-12-26 | Taiyo Kako Kk | 高塩基度の硫化アルキルフエノ−ルアルカリ土類金属塩を含有する油溶液の製法 |
FR2584414B1 (fr) * | 1985-07-08 | 1987-10-30 | Orogil | Nouveaux additifs detergents-dispersants sulfones et sulfurises pour huiles lubrifiantes |
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 |
DK0385616T3 (da) * | 1989-02-25 | 1994-10-10 | Bp Chemicals Additives | Fremgangsmåde til fremstilling af et smøreolieadditivkoncentrat |
US4973411A (en) * | 1989-09-15 | 1990-11-27 | Texaco Inc. | Process for the preparation of sulfurized overbased phenate detergents |
US5332514A (en) * | 1990-08-06 | 1994-07-26 | Texaco Inc. | Continuous process for preparing overbased salts |
US5330663A (en) * | 1992-09-02 | 1994-07-19 | Chevron Research And Technology Company | Neutral and low overbased alkylphenoxy sulfonate additive compositions |
US5330664A (en) * | 1992-09-02 | 1994-07-19 | Chevron Research And Technology Company | Neutral and low overbased alkylphenoxy sulfonate additive compositions derived from alkylphenols prepared by reacting an olefin or an alcohol with phenol in the presence of an acidic alkylation catalyst |
TW278098B (de) * | 1992-09-18 | 1996-06-11 | Cosmo Sogo Kenkyusho Kk | |
US5320763A (en) * | 1993-03-12 | 1994-06-14 | Chevron Research And Technology Company | Low viscosity group II metal overbased sulfurized C10 to C16 alkylphenate compositions |
US5320762A (en) * | 1993-03-12 | 1994-06-14 | Chevron Research And Technology Company | Low viscosity Group II metal overbased sulfurized C12 to C22 alkylphenate compositions |
US5318710A (en) * | 1993-03-12 | 1994-06-07 | Chevron Research And Technology Company | Low viscosity Group II metal overbased sulfurized C16 to C22 alkylphenate compositions |
US6235688B1 (en) | 1996-05-14 | 2001-05-22 | Chevron Chemical Company Llc | Detergent containing lithium metal having improved dispersancy and deposit control |
US7405185B2 (en) * | 2003-09-26 | 2008-07-29 | Chevron Oronite Company Llc | Process for making Group II metal overbased sulfurized alkylphenols |
US11555118B2 (en) | 2016-09-01 | 2023-01-17 | Dow Toray Co., Ltd. | Curable organopolysiloxane composition and a protectant or adhesive composition of electric/electronic parts |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1080531A (fr) * | 1952-02-01 | 1954-12-09 | Standard Oil Dev Co | Préparation de produits composés contenant des sulfonates métalliques et des selsmétalliques de sulfures aromatiques |
USB194963I5 (de) * | 1962-05-15 | |||
US3178368A (en) * | 1962-05-15 | 1965-04-13 | California Research Corp | Process for basic sulfurized metal phenates |
US3878116A (en) * | 1970-09-09 | 1975-04-15 | Bray Oil Co | Overbased sulfonates |
GB1429243A (en) * | 1973-02-22 | 1976-03-24 | Orobis Ltd | Overbased phenates |
GB1469289A (en) * | 1974-07-05 | 1977-04-06 | Exxon Research Engineering Co | Detergent additives |
JPS5272707A (en) * | 1975-12-15 | 1977-06-17 | Karonaito Kagaku Kk | Preparation of additive for perbasic lubricating oil |
FR2416942A1 (fr) * | 1978-02-08 | 1979-09-07 | Orogil | Procede de preparation de detergents-dispersants de haute alcalinite pour huiles lubrifiantes |
US4148740A (en) * | 1978-05-01 | 1979-04-10 | Witco Chemical Corporation | Preparation of overbased magnesium sulfonates |
-
1978
- 1978-06-26 FR FR7818945A patent/FR2429831A2/fr active Granted
-
1979
- 1979-06-11 DE DE7979400376T patent/DE2963335D1/de not_active Expired
- 1979-06-11 AT AT79400376T patent/ATE1342T1/de not_active IP Right Cessation
- 1979-06-11 EP EP79400376A patent/EP0007257B1/de not_active Expired
- 1979-06-19 US US06/050,089 patent/US4302342A/en not_active Expired - Lifetime
- 1979-06-21 MX MX798105U patent/MX5733E/es unknown
- 1979-06-22 CA CA330,658A patent/CA1122963A/fr not_active Expired
- 1979-06-25 ES ES481863A patent/ES481863A1/es not_active Expired
- 1979-06-25 BR BR7904003A patent/BR7904003A/pt not_active IP Right Cessation
- 1979-06-26 JP JP7979479A patent/JPS555991A/ja active Granted
- 1979-06-26 ZA ZA793194A patent/ZA793194B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
JPH0142998B2 (de) | 1989-09-18 |
FR2429831A2 (fr) | 1980-01-25 |
JPS555991A (en) | 1980-01-17 |
ES481863A1 (es) | 1980-02-16 |
FR2429831B2 (de) | 1982-06-11 |
EP0007257A1 (de) | 1980-01-23 |
MX5733E (es) | 1984-01-25 |
ATE1342T1 (de) | 1982-07-15 |
DE2963335D1 (en) | 1982-09-02 |
ZA793194B (en) | 1980-06-25 |
US4302342A (en) | 1981-11-24 |
CA1122963A (fr) | 1982-05-04 |
BR7904003A (pt) | 1980-03-25 |
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