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EP3645686B1 - Huiles de moteur à faible viscosité contenant des détergents à base de composés hydroxybenzoates substitues avec alkyle isomerisé - Google Patents

Huiles de moteur à faible viscosité contenant des détergents à base de composés hydroxybenzoates substitues avec alkyle isomerisé Download PDF

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Publication number
EP3645686B1
EP3645686B1 EP18749528.8A EP18749528A EP3645686B1 EP 3645686 B1 EP3645686 B1 EP 3645686B1 EP 18749528 A EP18749528 A EP 18749528A EP 3645686 B1 EP3645686 B1 EP 3645686B1
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Prior art keywords
lubricating oil
oil composition
viscosity
alpha olefin
detergent
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German (de)
English (en)
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EP3645686A1 (fr
Inventor
Alexander Bowman Boffa
Jacob Daniel WARD
Brendan P. MILLER
Isao Tanaka
Hitoshi Ohkubo
Koichi Kubo
John Robert Miller
Curtis Bay Campbell
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Chevron Japan Ltd
Chevron Oronite Co LLC
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Chevron Japan Ltd
Chevron Oronite Co LLC
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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
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
    • 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
    • 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
    • C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04—Phosphate esters
    • C10M137/10—Thio derivatives
    • 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
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
    • C10M145/14—Acrylate; Methacrylate
    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/042—Mixtures of base-materials and additives the additives being compounds of unknown or incompletely defined constitution only
    • 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
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/045—Metal containing thio derivatives
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/071—Branched chain compounds
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/04—Detergent property or dispersant property
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/56—Boundary lubrication or thin film lubrication
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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

Definitions

  • ppm means parts per million by weight, based on the total weight of the lubricating oil composition.
  • the alkylhydroxybenzoate derived from C 10 -C 40 isomerized NAO may be prepared as described in US Patent 8, 993,499
  • the isomerized NAO of the alkylhydroxybenzoate detergent has an isomerization level of 0.26, and have from 20 to 24 carbon atoms.
  • the levels of phosphorus in the lubricating oil compositions of the present invention is less than or equal to about 0.10 wt. %, based on the total weight of the lubricating oil composition, e.g., a level of phosphorus of about 0.01 wt. % to about 0.10 wt. %. In one embodiment, the levels of phosphorus in the lubricating oil compositions of the present invention is less than or equal to about 0.09 wt. %, based on the total weight of the lubricating oil composition, e.g., a level of phosphorus of about 0.01 wt. % to about 0.09 wt. %.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Claims (15)

  1. Composition d'huile lubrifiante possédant une viscosité HTHS à 150 °C déterminée conformément à la norme ASTM D4683 dans une plage de 1,3 à 2,5 mPa.s (1,3 à 2,5 cP), comprenant
    (a) une quantité majoritaire d'une huile de viscosité lubrifiante possédant une viscosité cinématique à 100 °C déterminée conformément à la norme ASTM D445 dans une plage de 1,5 à 6,0 mm2/s, les termes « quantité majoritaire » signifiant plus de 50 % en poids d'une composition ; et
    (b) un sel métallique surbasé d'un détergent à base phénolique substitué par alkyle, le groupe alkyle étant issue d'une alphaoléfine normale isomérisée possédant de 10 à 40 atomes de carbone par molécule possédant un taux d'isomérisation (I) de l'alphaoléfine normale allant de 0,1 à 0,4 ;
    le taux d'isomérisation (I) de l'oléfine étant déterminé par RMN de l'hydrogène-1 (1H) obtenue sur un Bruker Ultrashield Plus 400 dans du chloroforme-d1 à 400 MHz en utilisant un logiciel de traitement spectral TopSpin 3.2, et le taux d'isomérisation (I) étant : I = m/ m + n ,
    Figure imgb0003
    où m est l'intégrale de RMN pour des groupes méthyle dotés de déplacements chimiques entre 0,30 ± 0,03 et 1,01 ± 0,03 ppm, et n est l'intégrale de RMN pour des groupes méthylène dotés de déplacements chimiques entre 1,01 ± 0,03 et 1,38 ± 0,10 ppm et le détergent à base phénolique substitué par alkyle est un composé de type alkylhydroxybenzoate de Ca ; et
    la composition d'huile lubrifiante comprend 0,01 à 2,0 % en poids en termes de teneur en Ca du composé de type alkylhydroxybenzoate.
  2. Composition d'huile lubrifiante selon la revendication 1, le détergent à base phénolique substitué par alkyle étant un détergent de type salicylate, le groupe alkyle étant issu d'une alphaoléfine isomérisée possédant de 10 à 40 atomes de carbone par molécule possédant un taux d'isomérisation (I) de l'alphaoléfine normale allant de 0,1 à 0,4.
  3. Composition d'huile lubrifiante selon la revendication 1, la composition d'huile lubrifiante étant d'une qualité de viscosité 0W-8, 0W-12 ou 0W-16 SAE.
  4. Composition d'huile lubrifiante selon la revendication 1, l'huile de viscosité lubrifiante étant une huile de base choisie parmi un ou plusieurs parmi le groupe II, le groupe III, le groupe IV et le groupe V de l'API.
  5. Composition d'huile lubrifiante selon la revendication 1, l'alphaoléfine normale isomérisée possédant un taux d'isomérisation (I) de l'alphaoléfine normale allant de 0,12 à 0,3, par exemple, l'alphaoléfine normale isomérisée possédant un taux d'isomérisation (I) de l'alphaoléfine normale de 0,16 à 0,26.
  6. Composition d'huile lubrifiante selon la revendication 1, le mélange d'alphaoléfines normales possédant de 14 à 28 atomes de carbone par molécule.
  7. Composition d'huile lubrifiante selon la revendication 1, le mélange d'alphaoléfines normales possédant de 18 à 24 atomes de carbone par molécule.
  8. Composition d'huile lubrifiante selon la revendication 1, le mélange d'alphaoléfines normales possédant de 20 à 24 atomes de carbone par molécule.
  9. Composition d'huile lubrifiante selon la revendication 1, le TBN du détergent déterminé conformément à la norme ASTM D2896 étant de 100 à 600 mg de KOH/gramme sur une base exempte d'huile.
  10. Composition d'huile lubrifiante selon la revendication 1, comprenant en outre un détergent supplémentaire choisi dans le groupe constitué par un sulfonate, un phénate et un salicylate.
  11. Composition d'huile lubrifiante selon la revendication 10, le détergent étant un sulfonate de magnésium.
  12. Composition d'huile lubrifiante selon la revendication 1, comprenant en outre un dispersant VII de type polyméthacrylate.
  13. Composition d'huile lubrifiante selon la revendication 1, comprenant en outre un composé de type dithiophosphate de zinc primaire ou secondaire ou un mélange correspondant.
  14. Composition d'huile lubrifiante selon la revendication 1, comprenant en outre un modificateur de friction.
  15. Procédé de lubrification d'un moteur comprenant la lubrification dudit moteur avec une composition d'huile lubrifiante selon l'une quelconque des revendications précédentes.
EP18749528.8A 2017-06-30 2018-06-28 Huiles de moteur à faible viscosité contenant des détergents à base de composés hydroxybenzoates substitues avec alkyle isomerisé Active EP3645686B1 (fr)

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US201762527119P 2017-06-30 2017-06-30
PCT/IB2018/054807 WO2019003179A1 (fr) 2017-06-30 2018-06-28 Huiles de moteur à faible viscosité contenant des détergents à base de composés phénoliques isomérisés

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EP3645686A1 EP3645686A1 (fr) 2020-05-06
EP3645686B1 true EP3645686B1 (fr) 2022-08-10

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US (1) US20190002784A1 (fr)
EP (1) EP3645686B1 (fr)
JP (1) JP7348077B2 (fr)
CN (1) CN110770331B (fr)
CA (1) CA3068707C (fr)
WO (1) WO2019003179A1 (fr)

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Publication number Publication date
CN110770331B (zh) 2023-01-24
WO2019003179A1 (fr) 2019-01-03
US20190002784A1 (en) 2019-01-03
EP3645686A1 (fr) 2020-05-06
CA3068707A1 (fr) 2019-01-03
JP2020525573A (ja) 2020-08-27
JP7348077B2 (ja) 2023-09-20
CA3068707C (fr) 2024-03-05
CN110770331A (zh) 2020-02-07

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