HK36192A - Norbornyl dimer ester and polyester additives for lubricants and fuels - Google Patents

Norbornyl dimer ester and polyester additives for lubricants and fuels

Info

Publication number
HK36192A
HK36192A HK361/92A HK36192A HK36192A HK 36192 A HK36192 A HK 36192A HK 361/92 A HK361/92 A HK 361/92A HK 36192 A HK36192 A HK 36192A HK 36192 A HK36192 A HK 36192A
Authority
HK
Hong Kong
Prior art keywords
polyester
alkyl
carbon atoms
acid
aryl
Prior art date
Application number
HK361/92A
Other languages
German (de)
English (en)
Inventor
Richard Michael Lange
Original Assignee
The Lubrizol Corporation
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 The Lubrizol Corporation filed Critical The Lubrizol Corporation
Publication of HK36192A publication Critical patent/HK36192A/en

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165—Esters of thiophosphoric acids
    • C07F9/177—Esters of thiophosphoric acids with cycloaliphatic alcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/692—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
    • C08G63/6924—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus derived from polycarboxylic acids and polyhydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/26—Organic compounds containing phosphorus
    • C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
    • C10L1/265—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond) oxygen and/or sulfur bonds
    • C—CHEMISTRY; METALLURGY
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    • 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
    • C10M137/105—Thio derivatives not containing metal
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    • C10M153/00—Lubricating compositions characterised by the additive being a macromolecular compound containing phosphorus
    • C10M153/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M173/00—Lubricating compositions containing more than 10% water
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    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02—Water
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    • C10M2201/087—Boron oxides, acids or salts
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    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/14—Synthetic waxes, e.g. polythene waxes
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    • 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
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
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    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy
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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Combustion & Propulsion (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Lubricants (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Claims (21)

1. Un ester dimère de la formule dans laquelle A est où R est un alkyle, un aryle ou un aralkyle et R1 est, indépendamment, de l'hydrogène ou un hydrocarbyle et T est un hydrocarbyle.
2. L'ester dimère selon la revendication 1, dans lequel R est un alkylène de 1 à environ 6 atomes de carbone, et R1 est un alkyle de 1 à environ 12 atomes de carbone.
3. L'ester dimère selon la revendication 2, dans lequel R est de l'éthylène et R1 est un alkyle de 2 à environ 7 atomes de carbone.
4. Un polyester de formule : dans laquelle X et Y sont des groupes terminaux du polymère et sont, indépendamment, de l'hydrogène, un alkyle, un aryle, un aralkyle, un hydroxy, un alcoxy, un carboalcoxy, un aryloxy, un dialkylamino, un diarylamino, un alkylthio ou un arylthio ; p est 3 à environ 30 ; r est 0 à environ 30 et la somme de p + r se situe dans la gamme de 3 à environ 30 ; D est où R est un alkyle, un aryle ou un aralkyle et R2 et R3 représentent une liaison à d'autres motifs répétitifs ; et E est où R4 et R5 sont identiques ou différents et sont un hydrocarbyle, et n est 0 ou 1.
5. Le polyester selon la revendication 4, dans lequel p est de 4 à 10, r est 0, et R3 est un alkylène de 1 à environ 6 atomes de carbone.
6. Le polyester selon la revendication 5, dans lequel R3 est de l'éthylène.
7. Le polyester selon la revendication 4, dans lequel p est de 4 à 10, r est de 3 à 10 et la somme de p + r se situe dans la gamme de 7 à 12 ; R3 est un alkylène de 1 à environ 6 atomes de carbone ; R4 et R5 sont des radicaux succiniques alkylés, dans lesquels le groupe alkyle renferme d'environ 8 à environ 200 atomes de carbone.
8. Un diester préparé par le procédé comportant : la condensation de
(A) l'anhydride 5-norbornène-2,3-dicarboxylique ;
(B) l'acide dithiophosphorique 0,0-di-substitué, dans lequel les substituants qui peuvent être identiques ou différents sont des groupes alkyle, aryle ou aralkyle renfermant jusqu'à 30 atomes de carbone ; et
(C) un polyol dans lequel l'adduct de (A) et (B) est condensé avec un polyol (C) selon un rapport et sous des conditions tels que le produit est un ester dimère de la formule : A-T-A dans laquelle A est où R est un alkyle, un aryle ou un aralkyle et R1 est, indépendamment, de l'hydrogène ou un hydrocarbyle et T est un hydrocarbyle.
9. L'ester dimère selon la revendication 8, dans lequel ledit polyol est un alkylène glycol.
10. L'ester dimère selon la revendication 9, dans lequel ledit alkylène glycol est l'éthylène glycol.
11. Un polyester préparé par le procédé comportant :
la condensation
de (A) l'anhydride 5-norbomène-2,3-dicarboxylique ;
de (B) un acide dithiophosphorique 0,0-disubstitué, dans lequel les substituants qui peuvent être identiques ou différents, sont des groupes alkyle, aryle ou aralkyle renfermant jusqu'à 30 atomes de carbone ; et . de (C) un polyol dans lequel la réaction est mise en oeuvre de façon que des rapports équivalents de OH: C = O sont utilisés, la réaction est poursuivie jusqu'à l'élimination complète de l'eau et le polyester préparé présente un poids moléculaire d'environ 1000 à environ 10000.
12. Le polyester selon la revendication 11, dans lequel ledit polyol est un alkylène glycol.
13. Le polyester selon la revendication 12, dans lequel ledit alkylène glycol est l'éthylène glycol.
14. Le polyester selon la revendication 11, dans lequel ledit polyester est en outre préparé à partir d'un acide polycarboxylique supplémentaire ou d'un dérivé de celui-ci.
15. Le polyester selon la revendication 14, dans lequel ledit acide polycarboxylique supplémentaire est un acide succinique alkylé ou un dérivé de celui-ci, dans lequel ledit groupe alkyle renferme d'environ 8 à environ 200 atomes de carbone.
16. Une composition lubrifiante renfermant une quantité prépondérante d'une huile lubrifiante de viscosité lubrifiante et une faible quantité efficace d'au moins un ester dimère et/ou un polyester selon l'une quelconque des revendications 1 à 15.
17. Une composition combustible comportant une quantité prépondérante d'un combustible et une faible quantité efficace d'au moins un ester dimère et/ou un polyester selon l'une quelconque des revendications 1 à 15.
18. Un concentré pour la formulation d'un lubrifiant ou d'une composition combustible renfermant d'environ 1 % à environ 99% en poids d'au moins un ester dimère et/ou un polyester selon l'une quelconque des revendications 1 à 15 et un solvant/diluant organique pratiquement inerte, habituellement liquide.
19. Un additif pour la formulation de compositions lubrifiantes et combustibles, comportant au moins un ester dimère ou des polyesters selon l'une quelconque des revendications 1 à 15.
HK361/92A 1986-07-11 1992-05-21 Norbornyl dimer ester and polyester additives for lubricants and fuels HK36192A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/884,573 US4707301A (en) 1986-07-11 1986-07-11 Norbornyl dimer ester and polyester additives for lubricants and fuels
PCT/US1987/001581 WO1988000589A2 (fr) 1986-07-11 1987-07-02 Additifs de polyesters et d'esters dimeres de norbornyle pour lubrifiants et carburants

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HK36192A true HK36192A (en) 1992-05-29

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US (2) US4707301A (fr)
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JP (1) JP2582389B2 (fr)
AT (1) ATE67996T1 (fr)
AU (1) AU7709787A (fr)
CA (1) CA1291153C (fr)
DE (1) DE3773491D1 (fr)
ES (1) ES2006777A6 (fr)
HK (1) HK36192A (fr)
MX (1) MX164290B (fr)
SG (1) SG18992G (fr)
WO (1) WO1988000589A2 (fr)
ZA (1) ZA875003B (fr)

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Publication number Priority date Publication date Assignee Title
EP0595770B1 (fr) * 1992-10-30 1998-01-14 Ciba SC Holding AG Nouveaux dithiophosphates comme additifs anti-usure
US6475252B1 (en) 1998-09-17 2002-11-05 University Of Dayton Stabilizing additive for the prevention of oxidation and peroxide formation
KR100362938B1 (ko) * 1998-12-31 2003-10-10 주식회사 하이닉스반도체 신규의포토레지스트가교제,이를포함하는포토레지스트중합체및포토레지스트조성물
US7888298B2 (en) * 2007-03-20 2011-02-15 Exxonmobil Research And Engineering Company Lubricant compositions with improved properties
KR101278872B1 (ko) 2011-11-29 2013-07-01 한국화학연구원 디알킬 디티오카바메이트 그룹을 갖는 노보넨 디알킬 에스테르 화합물, 이를 포함하는 내마모제 및 윤활유
FR2984348B1 (fr) 2011-12-16 2015-02-27 Total Raffinage Marketing Compositions lubrifiantes pour transmissions
US10434520B2 (en) 2016-08-12 2019-10-08 Arr-Maz Products, L.P. Collector for beneficiating carbonaceous phosphate ores

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2644002A (en) * 1951-08-29 1953-06-30 American Cyanamid Co Thiophosphatosuccinimides
NL222328A (fr) * 1957-03-08
GB1055094A (en) * 1965-02-23 1967-01-11 Shell Int Research Novel phosphorus-containing esters
US3683054A (en) * 1968-11-29 1972-08-08 Ethyl Corp S{8 -3,5(or 6)-dihydrocarbyl-4-hydroxy-phenyl{9 {11 phosphates or phosphites
US3755250A (en) * 1968-11-29 1973-08-28 Ethyl Corp Phenolic phosphate and phosphite antioxidants
JPS4911226B1 (fr) * 1970-06-24 1974-03-15
GB1490335A (en) * 1973-10-04 1977-11-02 Cooper Ltd Ethyl Dithiophosphate ester derivatives and lubricating oils containing them
US3956361A (en) * 1974-05-23 1976-05-11 Ciba-Geigy Corporation Hindered phenolic derivatives of norbornane thioalcohols
US3962105A (en) * 1975-03-25 1976-06-08 The Lubrizol Corporation Lubricating compositions
US4028258A (en) * 1975-12-03 1977-06-07 Texaco Inc. Alkylene oxide adducts of phosphosulfurized N-(hydroxyalkyl) alkenylsuccinimides
US4306984A (en) * 1980-06-19 1981-12-22 Chevron Research Company Oil soluble metal (lower) dialkyl dithiophosphate succinimide complex and lubricating oil compositions containing same
US4389221A (en) * 1982-07-23 1983-06-21 Shell Oil Company Gasoline composition and method for reducing fuel consumption

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ATE67996T1 (de) 1991-10-15
DE3773491D1 (de) 1991-11-07
JPH02500973A (ja) 1990-04-05
WO1988000589A3 (fr) 1988-02-25
EP0314700A1 (fr) 1989-05-10
MX164290B (es) 1992-07-30
ZA875003B (en) 1988-03-30
SG18992G (en) 1992-04-16
US4707301A (en) 1987-11-17
JP2582389B2 (ja) 1997-02-19
ES2006777A6 (es) 1989-05-16
US4753662A (en) 1988-06-28
AU7709787A (en) 1988-02-10
WO1988000589A2 (fr) 1988-01-28
CA1291153C (fr) 1991-10-22
EP0314700B1 (fr) 1991-10-02

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