EP0504897A1 - Grease composition - Google Patents

Grease composition Download PDF

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Publication number
EP0504897A1
EP0504897A1 EP92104809A EP92104809A EP0504897A1 EP 0504897 A1 EP0504897 A1 EP 0504897A1 EP 92104809 A EP92104809 A EP 92104809A EP 92104809 A EP92104809 A EP 92104809A EP 0504897 A1 EP0504897 A1 EP 0504897A1
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EP
European Patent Office
Prior art keywords
composition
grease
grease composition
antiwear additive
parts
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.)
Withdrawn
Application number
EP92104809A
Other languages
German (de)
English (en)
French (fr)
Inventor
Koitsu Ito
Tetsuji Yamaguchi
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.)
DuPont Toray Specialty Materials KK
Original Assignee
Dow Corning Asia Ltd
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 Dow Corning Asia Ltd filed Critical Dow Corning Asia Ltd
Publication of EP0504897A1 publication Critical patent/EP0504897A1/en
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    • C10M131/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen
    • C10M131/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing halogen containing carbon, hydrogen and halogen only
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    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/047Siloxanes with specific structure containing alkylene oxide groups
    • C10M2229/0475Siloxanes with specific structure containing alkylene oxide groups used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/048Siloxanes with specific structure containing carboxyl groups
    • C10M2229/0485Siloxanes with specific structure containing carboxyl groups used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/0505Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/051Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen
    • C10M2229/0515Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/052Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing nitrogen
    • C10M2229/0525Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing nitrogen used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/053Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing sulfur
    • C10M2229/0535Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing sulfur used as base material
    • 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
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/054Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing phosphorus
    • C10M2229/0545Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing phosphorus used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties

Definitions

  • This invention relates to grease compositions. More particularly, this invention relates to grease compositions containing an additive that imparts excellent low temperature properties and anti-wear performance to the composition.
  • One class of additives can be characterized as chlorinated organic compounds and includes the esters of chlorendic acid described in U.S. Patent No. 3,759,857, which issued on September 18, 1973.
  • the esters are added to liquid polydiorganosiloxanes to improve the performance of the resultant lubricant composition.
  • These compositions exhibit good thermal stability and excellent lubricating characteristics under extremely high pressures, however their low temperature lubricating performance is relatively poor and an additional improvement in the antiwear performance of the compositions would be desirable.
  • One objective of this invention is to define a class of compounds that improve the antiwear and low temperature performance of prior art grease compositions, particularly those described in the aforementioned U.S. Patent No. 3,759,857.
  • a phenyl substituted hexachlorobicyclo[2,2,1]-hept-2-ene to a conventional grease composition
  • a base oil such as an organic oil or a liquid polyorganosiloxane
  • a thickener such as an organic oil or a liquid polyorganosiloxane
  • This invention provides an improved grease composition
  • a base oil selected from the group consisting of organic oils and liquid polyorganosiloxanes, a thickener and at least 1 weight percent, based on the total weight of said composition, of an antiwear additive.
  • the improvement consists essentially of selecting as the antiwear additive at least compound of the formula (I), where R1, R2, R3, R4, and R5 are individually selected from the group consisting of hydrogen, bromine and chlorine.
  • the chacterizing feature of the present grease compositions is the presence of an antiwear additive represented by formula (I).
  • an antiwear additive represented by formula (I).
  • one of the substituents represented by R1 - R5 in formula (I) represents a hydrogen atom and the other four substituents represent bromine atoms.
  • a particularly preferred additive is 1,2,3,4,7,7-hexachloro-5-(3',4',5',6'-tetrabromophenyl)-bicyclo[2,2,-1]hept-2-ene, represented by formula (II)
  • the antiwear additive constitutes at least one percent, preferably from 5 to about 30 percent, of the total weight of the present compositions.
  • the present grease compositions comprise a homogeneous blend of a base oil, a thickening agent and, and at least one antiwear additive represented by formula (I).
  • the grease composition may optionally contain additional ingredients conventionally present in grease compositions. These additional ingredients include but are not limited to surfactants, dyes, pigments, and dispersing agents.
  • the base oil used in the present compositions includes one or more liquid polyorganosiloxanes, also referred to as silicone oils, mineral oils and synthetic organic oils.
  • the thickener in the present compositions can be any of those known in the grease art, including but not limited to fatty acid soaps, silica, polytetrafluoroethylene, carbon black, lithium soaps, clay, copper phthalocyanine, ammeline, indanthrene blue, allyl-substituted urea, aromatic ureas, aromatic diureas, aromatic amides, aromatic diamides, cyanuramide, and cyanurodiamide.
  • the relative amounts of base oil and thickener are not specifically restricted, and are selected to provide a grease of the desired consistency.
  • Preferred embodiments of the present compositions contain a silicone oil as the base oil, a lithium salt of a fatty acid, also referred to as a lithium soap, or silica as the thickener and an antiwear additive represented by formula (II)
  • compositions can be prepared by either of the following methods:
  • the temperature When it is desired to heat the ingredients during the blending operation, the temperature must not exceed the decomposition temperature of the antiwear additive.
  • a mixture containing 69.84 parts of a polymethylphenylsiloxane exhibiting a viscosity of 500 centistokes (5 x 10-4 m2/sec), 19.71 parts of lithium stearate and 0.45 percent of a dye was mixed with heating at 200 o C for 10 minutes.
  • Ten parts of an antiwear additive of the formula was then added with mixing to produce a grease composition of this invention.
  • a grease composition of this invention was prepared as described in Example 1 using the ingredients of Example 1 in the following amounts: 62.08 parts of the polymethylphenylsiloxane, 17.52 parts of lithium stearate, 0.4 parts of dye and 20 parts of the antiwear additive.
  • Example 2 For comparative purposes a grease composition was prepared as described in Example 1 but omitting the antiwear additive.
  • the composition contained 77.6 weight percent of the polyorganosiloxane, 21.9 weight percent lithium stearate and 0.50 weight percent dye.
  • a grease composition was prepared using the ingredients and procedure described in Example 1, but using 10 parts of butyl chlorendate, described as a grease additive in U.S. Patent No. 3,759,827, in place of the antiwear additive of the present invention.
  • a grease composition of this invention was prepared by mixing for 30 minutes with heating at 180 o C 83.6 parts of a poly- ⁇ -olefin oil having a viscosity of 28.8 centistokes (2.88 x 10 ⁇ 5 m2/sec.) and 11.41 parts lithium-12-hydroxystearate. 5,.0 parts of the antiwear additive corresponding to formula (II) in Example 1 was added to the resultant mixture with stirring to form the grease composition.
  • a grease composition of this invention was prepared as described in Example 3 using 79.2 parts of the poly- ⁇ -olefin oil, 10.89 parts of the lithium compound and 10 parts of the antiwear additive.
  • Example 3 For comparative purposes a grease composition was prepared as described in Example 3 without the antiwear additive.
  • the composition contained 88.0 weight percent of the poly- ⁇ -olefin oil and 12.0 weight percent lithium 12-hydroxystearate.
  • the grease compositions prepared in the preceding examples and comparison examples were subjected to lubrication testing under the following conditions to measure the LFW-1 wear scar and the amount of wear. In addition, the low-temperature performance was examined by measuring the low-temperature torque.
  • the low-temperature torque was measured at -40 o C during start up and rotation using the tester specified in Japanese Industrial Standard (JIS) K-2220.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP92104809A 1991-03-19 1992-03-19 Grease composition Withdrawn EP0504897A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP78340/91 1991-03-19
JP3078340A JPH07113114B2 (ja) 1991-03-19 1991-03-19 グリース組成物

Publications (1)

Publication Number Publication Date
EP0504897A1 true EP0504897A1 (en) 1992-09-23

Family

ID=13659255

Family Applications (1)

Application Number Title Priority Date Filing Date
EP92104809A Withdrawn EP0504897A1 (en) 1991-03-19 1992-03-19 Grease composition

Country Status (2)

Country Link
EP (1) EP0504897A1 (ja)
JP (1) JPH07113114B2 (ja)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2869911A1 (fr) * 2004-05-05 2005-11-11 Rhodia Chimie Sa Graisse silicone a forte cohesion a froid

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3072571A (en) * 1958-06-13 1963-01-08 Texaco Inc Calcium base greases containing chlorinated bicycloheptene compounds
US3759827A (en) 1970-09-29 1973-09-18 Dow Corning Lubricant compositions
US3759857A (en) 1970-06-23 1973-09-18 Labofina Sa Cross linking of acrylamide polymers
EP0248641A2 (en) * 1986-06-02 1987-12-09 Shin-Etsu Chemical Co., Ltd. Silicone grease composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3072571A (en) * 1958-06-13 1963-01-08 Texaco Inc Calcium base greases containing chlorinated bicycloheptene compounds
US3759857A (en) 1970-06-23 1973-09-18 Labofina Sa Cross linking of acrylamide polymers
US3759827A (en) 1970-09-29 1973-09-18 Dow Corning Lubricant compositions
EP0248641A2 (en) * 1986-06-02 1987-12-09 Shin-Etsu Chemical Co., Ltd. Silicone grease composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2869911A1 (fr) * 2004-05-05 2005-11-11 Rhodia Chimie Sa Graisse silicone a forte cohesion a froid
WO2005121287A1 (fr) * 2004-05-05 2005-12-22 Rhodia Chimie Composition de graisse a base de silicone ayant une forte cohesion a froid

Also Published As

Publication number Publication date
JPH0586384A (ja) 1993-04-06
JPH07113114B2 (ja) 1995-12-06

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