EP0007257A1 - 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 PDF

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Publication number
EP0007257A1
EP0007257A1 EP79400376A EP79400376A EP0007257A1 EP 0007257 A1 EP0007257 A1 EP 0007257A1 EP 79400376 A EP79400376 A EP 79400376A EP 79400376 A EP79400376 A EP 79400376A EP 0007257 A1 EP0007257 A1 EP 0007257A1
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EP
European Patent Office
Prior art keywords
parts
calcium
magnesium
mixture
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.)
Granted
Application number
EP79400376A
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English (en)
French (fr)
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EP0007257B1 (de
Inventor
Bernard Demoures
Jean-Louis Le Coent
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Orogil SA
Original Assignee
Orogil SA
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Publication date
Application filed by Orogil SA filed Critical Orogil SA
Priority to AT79400376T priority Critical patent/ATE1342T1/de
Publication of EP0007257A1 publication Critical patent/EP0007257A1/de
Application granted granted Critical
Publication of EP0007257B1 publication Critical patent/EP0007257B1/de
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M159/00Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12Reaction products
    • C10M159/20Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/24Reaction 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.
  • the Applicant has found a process which does not have the disadvantages of the previous process and which makes it possible to prepare detergent-dispersants based on alkylbenzenesulfonates and metal alkylphenates of TBN (Total Basic Number - Standard ASTM D 2896) greater than 200 containing at least 2% magnesium and possibly at least 0.5% calcium.
  • TBN Total Basic Number - Standard ASTM D 2896
  • magnesium or calcium alkybenzenesulfonate denotes any solution containing from 40 to 95% by weight, preferably from 55 to 85% by weight of a magnesium or calcium alkylbenzenesulfonate in a dilution oil which may or may not be be the same as that used to carry out the process which is the subject of the invention.
  • magnesium and / or calcium alkylbenzenesulfonates which can be used, there may be mentioned the magnesium and / or calcium salts of sulfonic acids obtained by sulfonation of alkylbenzenes derived from olefins or from polymers of C olefins 15 -C 30 .
  • 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 C9-C15 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
  • Flumag 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, etc.
  • 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 from 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% by weight of a monoalcohol such as ethylhexanol, tridecyl alcohol, C 8 -C 14 oxo alcohols and in general alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
  • a monoalcohol such as ethylhexanol, tridecyl alcohol, C 8 -C 14 oxo alcohols and in general alcohols having a boiling point higher than 120 ° C and preferably higher than 150 ° C.
  • the amount of CO 2 can vary between the amount which can be completely absorbed and an excess of 40% by weight of this amount; preferably the amount of CO 2 will correspond substantially to that which can be completely absorbed.
  • the over-alkalization-carbonation stage is preferably carried out in one or two stages.
  • a variant of the process which is the subject of the invention consists in preparing "in situ" before the sulfurization-neutralization step, the magnesium and / or calcium alkylbenzenesulfonate by the action of MgO or lime on an acid.
  • sulfonic alkylbenzene as defined above in the presence of oil and optionally of alkylene glycol, at a temperature between 40 and 150 ° C, the amount of MgO or lime and oil to be used.
  • 'magnesium and / or calcium alkylbenzenesulfonate obtained present a TBN less than or equal to 150, preferably less than or equal to 50
  • Another variant of the process which is the subject of the invention consists in carrying out a precarbonation operation after the sulfurization 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 amount of CO 2 that can be used corresponds, to within 30%, by weight, to that which can be completely absorbed by the sulfurized medium; preferably this amount of C0 2 will correspond substantially to that which can be completely absorbed.
  • 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 lubricating oils of naphthenic base, of paraffinic base and of mixed base, of other hydrocarbon lubricants, for example lubricating oils derived from products.
  • coal, and synthetic oils for example, alkylene polymers, polymers of the alkylene oxide type and derivatives thereof, including polymers of the alkylene oxide type prepared by polymerizing alkylene oxide to presence of water or alcohols, for example ethyl alcohol, esters of dicarboxylic acids, liquid esters of phosphorus, alkylbenzenes and dialkylbenzenes, polyphenyls, alkylbiphenylethers, polymers of silicon.
  • Additional additives may also be present in said lubricating oils in addition to 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 an hour under 260 mm of mercury. ,. 2nd phase (precarbonation)
  • 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 sediments and a solution in 100 N oil of overbased detergent-dispersant is recovered, the characteristics of which are given in Tables I '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 alkylbenzene sulfonate 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 alkylbenzene 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 using a 60% solution in 100 N oil of a calcium alkylbenzenesulfonate of molecular weight approximately 470, solution containing 2.7%. calcium and having a TBN of 25 and performing a carbonation step.
  • the mixture is heated to 145 ° C. under 260 mm of mercury, glycol is added over 1 hour, then it is brought to 165 ° C. for 1 hour under 200 mm of mercury.
  • the superalkalinized and carbonated medium is brought to a temperature of 184 ° C under 30 mm of mercury; the glycol distills, and it is filtered to remove the sediments and recover a solution of detergent-dispersants in the oil 100 N.
  • 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)
EP79400376A 1978-06-26 1979-06-11 Verfahren zur Herstellung von Reinigungsmittellösungen hoher Alkalität für Schmieröle und daraus hergestelltes Produkt Expired EP0007257B1 (de)

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 true EP0007257A1 (de) 1980-01-23
EP0007257B1 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)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2529225A1 (fr) * 1982-06-24 1983-12-30 Orogil Nouvel additif detergent-dispersant metallique de haute alcalinite pour huiles lubrifiantes
GB2126602A (en) * 1982-08-16 1984-03-28 Maruzen Oil Co Ltd Process for the production of basic alkaline earth metal phenates

Families Citing this family (18)

* Cited by examiner, † Cited by third party
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
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
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
ES2054235T3 (es) * 1989-02-25 1994-08-01 Bp Chemicals Additives Un proceso para la produccion de un concentrado de aditivo para aceites lubricantes.
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
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
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
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
KR102208498B1 (ko) 2016-09-01 2021-01-27 다우 도레이 캄파니 리미티드 경화성 오가노폴리실록산 조성물 및 전기·전자 부품의 보호제 또는 접착제 조성물

Citations (5)

* Cited by examiner, † Cited by third party
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
GB1015769A (en) * 1962-05-15 1966-01-05 California Research Corp Process for overbased sulfurized metal phenates
US3923670A (en) * 1973-02-22 1975-12-02 John Crawford Overbased phenates
FR2335588A1 (fr) * 1975-12-15 1977-07-15 Karonite Chem Co Ltd Procede de preparation d'additifs suralcalinises pour huiles lubrifiantes et produits obtenus
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 (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
GB1469289A (en) * 1974-07-05 1977-04-06 Exxon Research Engineering Co Detergent additives
US4148740A (en) * 1978-05-01 1979-04-10 Witco Chemical Corporation Preparation of overbased magnesium sulfonates

Patent Citations (5)

* Cited by examiner, † Cited by third party
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
GB1015769A (en) * 1962-05-15 1966-01-05 California Research Corp Process for overbased sulfurized metal phenates
US3923670A (en) * 1973-02-22 1975-12-02 John Crawford Overbased phenates
FR2335588A1 (fr) * 1975-12-15 1977-07-15 Karonite Chem Co Ltd Procede de preparation d'additifs suralcalinises pour huiles lubrifiantes et produits obtenus
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 (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2529225A1 (fr) * 1982-06-24 1983-12-30 Orogil Nouvel additif detergent-dispersant metallique de haute alcalinite pour huiles lubrifiantes
EP0101334A2 (de) * 1982-06-24 1984-02-22 Orogil Metallenthaltender Detergens-Dispergierzusatz von hoher Alkalität für Schmieröle
EP0101334A3 (en) * 1982-06-24 1985-10-09 Orogil High alkalinity metallic detergent-dispersant additive for lubricating oils
GB2126602A (en) * 1982-08-16 1984-03-28 Maruzen Oil Co Ltd Process for the production of basic alkaline earth metal phenates

Also Published As

Publication number Publication date
BR7904003A (pt) 1980-03-25
ES481863A1 (es) 1980-02-16
JPS555991A (en) 1980-01-17
JPH0142998B2 (de) 1989-09-18
FR2429831A2 (fr) 1980-01-25
EP0007257B1 (de) 1982-07-14
ATE1342T1 (de) 1982-07-15
FR2429831B2 (de) 1982-06-11
CA1122963A (fr) 1982-05-04
DE2963335D1 (en) 1982-09-02
ZA793194B (en) 1980-06-25
MX5733E (es) 1984-01-25
US4302342A (en) 1981-11-24

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