EP4232533B1 - Biologisch abbaubares schmiermittel mit massgeschneiderter hydrolysestabilität und verbesserter wärmestabilität durch alkoxylierung von glycerin - Google Patents

Biologisch abbaubares schmiermittel mit massgeschneiderter hydrolysestabilität und verbesserter wärmestabilität durch alkoxylierung von glycerin

Info

Publication number
EP4232533B1
EP4232533B1 EP20838706.8A EP20838706A EP4232533B1 EP 4232533 B1 EP4232533 B1 EP 4232533B1 EP 20838706 A EP20838706 A EP 20838706A EP 4232533 B1 EP4232533 B1 EP 4232533B1
Authority
EP
European Patent Office
Prior art keywords
base oil
glycerol
lubricating base
fatty acid
acid
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.)
Active
Application number
EP20838706.8A
Other languages
English (en)
French (fr)
Other versions
EP4232533A1 (de
Inventor
Zachary J. Hunt
Benjamin F. Bergmann
Monika Mujkic
Jeffrey R. Dimaio
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.)
Vbase Oil Co
Original Assignee
Vbase Oil Co
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 Vbase Oil Co filed Critical Vbase Oil Co
Publication of EP4232533A1 publication Critical patent/EP4232533A1/de
Application granted granted Critical
Publication of EP4232533B1 publication Critical patent/EP4232533B1/de
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/38—Esters of polyhydroxy 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
    • 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
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • 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
    • C10M2207/28—Esters
    • C10M2207/287—Partial esters
    • C10M2207/289—Partial esters containing free hydroxy groups
    • C10M2207/2895—Partial esters containing free hydroxy groups used as base material
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
    • 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
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
    • 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
    • C10N2020/04—Molecular weight; Molecular weight distribution
    • 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
    • C10N2020/081—Biodegradable 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
    • C10N2030/08—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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2030/66—Hydrolytic stability

Landscapes

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

Claims (17)

  1. Synthetisches Ester-Schmiergrundöl, umfassend:
    einen Ester eines alkoxylierten Glycerins mit einem durchschnittlichen Alkoxylierungsgrad ≥3; und
    mindestens eine Fettsäure mit ≥8 Kohlenstoffatomen, wobei die mindestens eine Fettsäure eine verzweigte Fettsäure umfasst, und
    wobei das synthetische Schmiergrundöl im Vergleich zu einem Glycerinester mit derselben Fettsäurezusammensetzung Folgendes aufweist:
    erhöhte oxidative, thermische oder hydrolytische Stabilität;
    verringerte Schmelzenthalpie; und
    verringerte Unterkühlung.
  2. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei das Alkoxylat von Ethylenoxid, Propylenoxid, Butylenoxid oder einer Kombination davon abgeleitet ist.
  3. Synthetisches Ester-Schmiergrundöl nach Anspruch 2, wobei das alkoxylierte Glycerin propoxyliertes Glycerin mit 3 bis 20 Propoxygruppen ist.
  4. Synthetisches Ester-Schmiergrundöl nach Anspruch 3, wobei das propoxylierte Glycerin 5 bis 20 Propoxygruppen aufweist.
  5. Synthetisches Ester-Schmiergrundöl nach Anspruch 4, wobei das propoxylierte Glycerin 8 bis 12 Propoxygruppen aufweist.
  6. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei mindestens eine Fettsäure eine Dicarbonsäure ist.
  7. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei mindestens eine Fettsäure eine lineare gesättigte oder ungesättigte Säure ist.
  8. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei die verzweigte Fettsäure 2-Ethylhexansäure oder Isostearinsäure ist.
  9. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei das alkoxylierte Glycerin propoxyliertes Glycerin ist.
  10. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei die mindestens eine Fettsäure Kokosfettsäure oder ein Kokosfettsäureschnitt ist.
  11. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei die verzweigte Fettsäure Isostearinsäure ist.
  12. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei das Schmiergrundöl einen Pourpoint von weniger als -30 °C aufweist.
  13. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei ein detektierbarer Trübungspunkt des Schmiergrundöls nicht unter dem Pourpoint des Schmiergrundöls oder über - 50 °C beobachtet wird.
  14. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei die Schmelzenthalpie des Schmiergrundöls weniger als 15 J/g beträgt.
  15. Synthetisches Ester-Schmiergrundöl nach Anspruch 1, wobei die Fettsäure ≥8 und <12 Kohlenstoffatome aufweist.
  16. Synthetisches Schmiermittel, umfassend das synthetische Ester-Schmiergrundöl nach Anspruch 1, das mindestens ein Additiv enthält, das ausgewählt ist aus einem Antioxidans, einem Verschleißschutzmittel, einem Korrosionsschutzmittel, einem Schlammschutzmittel, einem Antischaummittel, einem Demulgator, einem Mittel zur Verbesserung des Viskositätsindexes, einem Detergens/Dispersionsmittel, einem Pourpoint-Erniedrigungsmittel, einem Alkalinitätsverbesserer, einem Reibungsmodifikator, einem Dichtungsquellmittel, einem Metalldeaktivator/Komplexbildner und/oder einem Extremdruckmittel.
  17. Verfahren zur Verwendung des synthetischen Ester-Schmiergrundöls nach Anspruch 1, wobei das Verfahren das Handhaben des Grundöls unter dem Pourpoint des Öls umfasst.
EP20838706.8A 2020-12-09 2020-12-09 Biologisch abbaubares schmiermittel mit massgeschneiderter hydrolysestabilität und verbesserter wärmestabilität durch alkoxylierung von glycerin Active EP4232533B1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2020/063872 WO2022125081A1 (en) 2020-12-09 2020-12-09 Biodegradable lubricant with tailored hydrolytic stability and improved thermal stability through alkoxylation of glycerol

Publications (2)

Publication Number Publication Date
EP4232533A1 EP4232533A1 (de) 2023-08-30
EP4232533B1 true EP4232533B1 (de) 2026-03-18

Family

ID=74141841

Family Applications (1)

Application Number Title Priority Date Filing Date
EP20838706.8A Active EP4232533B1 (de) 2020-12-09 2020-12-09 Biologisch abbaubares schmiermittel mit massgeschneiderter hydrolysestabilität und verbesserter wärmestabilität durch alkoxylierung von glycerin

Country Status (5)

Country Link
EP (1) EP4232533B1 (de)
KR (1) KR20230119171A (de)
CN (1) CN116615519A (de)
CA (1) CA3201075A1 (de)
WO (1) WO2022125081A1 (de)

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3337595A (en) 1960-09-15 1967-08-22 Nalco Chemical Co Fatty acid esters of polyoxypropylated glycerol
GB1157753A (en) 1966-06-24 1969-07-09 Bp Chem Int Ltd Improvements in or relating to Synthetic Lubricants
US4031118A (en) 1973-09-17 1977-06-21 The Lubrizol Corporation Ester-containing process and compositions
DE4323771A1 (de) 1993-07-15 1995-01-19 Henkel Kgaa Grundöl auf Triglyceridbasis für Hydrauliköle
US5916854A (en) 1995-02-14 1999-06-29 Kao Corporation Biodegradable lubricating base oil, lubricating oil composition containing the same and the use thereof
US6495188B2 (en) 2000-12-13 2002-12-17 Arco Chemical Technology L.P. Plastic and semisolid edible shortening products with reduced trans-fatty acid content
EP1335015A1 (de) * 2002-01-23 2003-08-13 Oleon Schmierester mit eingeschränktem Quellverhalten von Elastomeren
CN103459568A (zh) 2011-03-29 2013-12-18 陶氏环球技术有限责任公司 润滑剂组合物
WO2012173878A1 (en) 2011-06-14 2012-12-20 Dow Global Technologies Llc Natural and synthetic ester-containing lubricants having enhanced hydrolytic stability
WO2014124698A1 (en) 2013-02-18 2014-08-21 Amril Ag Ester lubricant for oilfield- and other industrial lubricant applications
US10160928B2 (en) 2013-11-07 2018-12-25 Dow Global Technologies Llc Demulsifiers for oil soluble polyalkylene glycol lubricants
US10190067B2 (en) 2016-02-24 2019-01-29 Washington State University High performance environmentally acceptable hydraulic fluid
JP6702603B2 (ja) 2016-03-31 2020-06-03 ホアウェイ・テクノロジーズ・カンパニー・リミテッド クリアチャネルアセスメントにおけるコンテンションウィンドウサイズを決定するための方法および装置
US11230682B2 (en) * 2018-06-04 2022-01-25 Tetramer Technologies, Llc Lubricating base oils from esterified alkoxylated polyols using saturated long-chain fatty acids

Also Published As

Publication number Publication date
WO2022125081A1 (en) 2022-06-16
EP4232533A1 (de) 2023-08-30
KR20230119171A (ko) 2023-08-16
CN116615519A (zh) 2023-08-18
CA3201075A1 (en) 2022-06-16

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