US2868729A - Lubricating oil thickened to a grease with an anhydrous calcium soap of an alkenyl substituted succinic acid - Google Patents
Lubricating oil thickened to a grease with an anhydrous calcium soap of an alkenyl substituted succinic acid Download PDFInfo
- Publication number
- US2868729A US2868729A US642336A US64233657A US2868729A US 2868729 A US2868729 A US 2868729A US 642336 A US642336 A US 642336A US 64233657 A US64233657 A US 64233657A US 2868729 A US2868729 A US 2868729A
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- US
- United States
- Prior art keywords
- grease
- succinic acid
- alkenyl substituted
- greases
- calcium soap
- 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.)
- Expired - Lifetime
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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
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/22—Acids obtained from polymerised unsaturated acids
-
- 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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
Definitions
- This invention relates to lubricating greases and their manufacture. More particularly, theinvention relates to. greases containing as the essential thickening component. an anhydrous calcium soap of an alkenyl substituted succinic acid.
- the greases of our invention include a mineral lubricating base oil andisuflicient to thicken the base oil to grease consistencyof an anhydrous calcium soap of an alkenyl substituted succinic acid in which the alkenyl group contains at least 14 and up to about 40 carbon atoms.
- the amount of the soap component will usually be in the range of about 5 to 30 weight percent of the finalgrease composition, preferably about to. 25 weightpercent.
- the alkenyl substituted succinic acids used in forming the anhydrous calcium soap must have an alkenyl substituent containingat-least 14 and upto about 40 carbon atoms. Preferably it has 18 to 35 carbon atoms.
- the alkenyl substituted acids are obtained by conventional procedures isuehtaasi' condensing'rn'aleic anhydride with an olefin having at least 14 carbon atoms. The condensation is carried out by heating the acid and olefin with stirring for several hours,'preferably at reflux temperatures under slight-pressurer The total condensation product can be-employed in the grease. making reaction oi --thetotal-*product can be" fractionated or recrystallized to' remove-lighter materialyfor example, for recycle.
- the olefin having at least 14 carbon atoms can be straight chain or branched but if branched, it should preferably be symmetrical.
- the olefin is obtained as the bottoms fraction from detergent propylene polymer production although it can be derived from various sources including propylene and butylene homoand hetero-polymers.
- the olefin can be substituted or unsubstituted but if substituted, the substituent should be non-reactive.
- the olefin can have more than one olefinic linkage but preferably has only one. The olefinic linkage can be at the terminal position or towards or in the middle of the molecule such as in 17-pentatriacontene and ll-tricosene.
- the reaction product has a normal side chain with the olefin being in the beta-position with respect to an alpha-carbon atom of the succinic anhydride or acid.
- the double bond is in a similar position and the chains attached to the carbon atoms of the double bond contain 16 and 17 carbon atoms, respectively, in the case of 17-pentatriacontene and 10 and 11 carbon
- the greases of ourinvention are prepared byformingthe soap in the presence ofwaterand in the presence or absence of the lubricating base oil.
- anhydridecan be employed and instead of lime, calcium hydroxide or calcium carbonate can be :used.
- Premium grease compositions characteristically aresubstantially anhydrous, i. e., the finished greases have' a water content below about 0.10 weight percent and preferably below about 0.05 weight percent.
- Grease 1 compositions of the instant invention also are substanboiling point of water for about 2 to 4 hours.
- Dehydration to result in this state can be-accomplished in any manner but preferably by maintaining the temperature of the reaction mass, after completion of saponification, at a temperature above the While dehydration can be afiected after finishing oil has been added, it is preferred to dehydrate prior to the addition of'finishing oil in order that less material need be handled.
- the mineral lubricating oil fraction Preferably, however, the acid is'saponified in the presence'of at least 1 ;a portion of the lubricating base.
- the mixture is then gradually heated with stirring to an elevated temperature, for instance of temperature had risen to 230 F. and all free water had disappeared. During a ten minute period another one pound of oil was added to make the soap concentration 20%. The mass was then dehydrated over the next ninety minutes by heating to 330 F. It was then cooled and 0.05 pound of Age Rite Resin D was added as an oxidation inhibitor.
- This inhibitor is a polymer of trimethyldihydroquinoline.
- It is a reddish-brown, brittle resin in the form of small pellets having a specific gravity of 1.08 and a melting point of 100 to 120 C. It isinsoluble in water, sparingly soluble in petroleum hydrocarbons and alcohols, but easily soluble in benzene.
- grease was then milled in a Charlotte colloid mill at 0.005 inch clearance and 110 F. The electron micrograph of this grease showed long, fiat, thin, sharply pointed fibers amongst amorphous material.
- test data on this grease is tabulated below in the first column.
- the table also contains data on other anhydrous lime greases made in a similar manner with other portions of the crude and topped anhydride.
- Example 11 In the same manner as in Example I, maleic adducts and anhydrous lime greases were prepared using two double straight chain alkenes and detergent propylene polymer bottoms. The double straight chain alkenes were l7-pentatriacontene and ll-tricosene. The test data The on the greases thus produced are presented in the table below.
- This polymer is predominantly in the Oil to Cu; carbon atom range. It has a boiling range of 235-305 F. at 5 mm. (approximately 400-580 T. at 760 mm.).
- a lubricating grease including a mineral lubricating base oil and suflicient to thicken the base oil to grease consistency of an anhydrous calcium soap of an alkenyl substituted succinic acid in which the alkenyl substituent contains at least 14 carbon atoms.
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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)
Description
United States Patenf LUBRICATING OIL TI-HCKENED TO A GREASE WITH AN ANHYDROUS CALCIUM SOAP OF AN ALKENYL SUBSTITUTED" SUCCINIC ACID John Walter Nelson, Lansing, and Joseph A. Verdol, Dolton, Ill., assignors to Sinclair-Refining Company, New York, N. Y., a corporation of Maine N Drawing. Application'February 26, 1957 Serial N0.v 642,336
4 Claims. (Cl. 252-39) This invention relates to lubricating greases and their manufacture. More particularly, theinvention relates to. greases containing as the essential thickening component. an anhydrous calcium soap of an alkenyl substituted succinic acid.
Previous attempts have been made to prepare greases from, the calcium soap of an alkenyl succinic acid in whichthe alkenyl group has from ten to twelve carbon atoms, and a mineral lubricating oil. These attempts produced a liquid, non-uniform product. We have now found, however, that calcium soap greases having a high dropping point and excellent shear and water stabilitycan be produced from such alkenyl succinic. acids providedthe alkenyl group contains at least fourteen and up, to about 40 carbon atoms.
Thus, the greases of our invention include a mineral lubricating base oil andisuflicient to thicken the base oil to grease consistencyof an anhydrous calcium soap of an alkenyl substituted succinic acid in which the alkenyl group contains at least 14 and up to about 40 carbon atoms. The amount of the soap component will usually be in the range of about 5 to 30 weight percent of the finalgrease composition, preferably about to. 25 weightpercent.
' The alkenyl substituted succinic acids used in forming the anhydrous calcium soap must have an alkenyl substituent containingat-least 14 and upto about 40 carbon atoms. Preferably it has 18 to 35 carbon atoms. The alkenyl substituted acids are obtained by conventional procedures isuehtaasi' condensing'rn'aleic anhydride with an olefin having at least 14 carbon atoms. The condensation is carried out by heating the acid and olefin with stirring for several hours,'preferably at reflux temperatures under slight-pressurer The total condensation product can be-employed in the grease. making reaction oi --thetotal-*product can be" fractionated or recrystallized to' remove-lighter materialyfor example, for recycle.
The olefin having at least 14 carbon atoms can be straight chain or branched but if branched, it should preferably be symmetrical. Preferably the olefin is obtained as the bottoms fraction from detergent propylene polymer production although it can be derived from various sources including propylene and butylene homoand hetero-polymers. The olefin can be substituted or unsubstituted but if substituted, the substituent should be non-reactive. The olefin can have more than one olefinic linkage but preferably has only one. The olefinic linkage can be at the terminal position or towards or in the middle of the molecule such as in 17-pentatriacontene and ll-tricosene. For instance, when the olefin is l-octadecene the reaction product has a normal side chain with the olefin being in the beta-position with respect to an alpha-carbon atom of the succinic anhydride or acid. In the case of the olefins 17-pentatriacontene and ll-tricosene, the double bond is in a similar position and the chains attached to the carbon atoms of the double bond contain 16 and 17 carbon atoms, respectively, in the case of 17-pentatriacontene and 10 and 11 carbon The greases of ourinvention are prepared byformingthe soap in the presence ofwaterand in the presence or absence of the lubricating base oil.
to a conventional grease kettle, the proportions. being such that the anhydrous grease contains the desired soap' concentration.
the order of 350, F., until an essentially anhydrous grease is obtained. Instead of the alkenyl substituted succinic acid, the anhydridecan be employed and instead of lime, calcium hydroxide or calcium carbonate can be :used.
Premium grease compositions characteristically aresubstantially anhydrous, i. e., the finished greases have' a water content below about 0.10 weight percent and preferably below about 0.05 weight percent. Grease 1 compositions of the instant invention also are substanboiling point of water for about 2 to 4 hours.
tially anhydrous. Dehydration to result in this state can be-accomplished in any manner but preferably by maintaining the temperature of the reaction mass, after completion of saponification, at a temperature above the While dehydration can be afiected after finishing oil has been added, it is preferred to dehydrate prior to the addition of'finishing oil in order that less material need be handled.
Materials normally incorporated in greases to, impartspecial characteristics can be added to our compositions. These include oxidation inhibitors, corrosion inhibitors: extreme pressure agents and anti-wear agents. The? amount of additives added to the grease compositio'ns usually ranges from about 0.01 weight percent up to about 10 weightpercent and, in general, can be employed in any amounts desired solo-ng as the" present invention is not deleteriously alfected. l
The following examples further illustrate the greases: of our invention. j t Example I Equimolecular quantities of l-octadecene and maleic, anhydride were heated at 200 to 250 C. for 16 hours The equipment used consisted of a round bottom laboratory flask equipped with a reflux condenser, a motor driven stirrer, a thermometer and a heating mantle. A portion of the crude reaction product was used to make anhydrous lime greases. Another portion was topped under a reduced pressure of 6-10 mm. Hg at 180200 C. to remove unreacted materials.
To a grease kettle were charged one pound of the crude octadecylene succinic anhydride produced above, 0.25 pound of lime, one pound of water and three pounds of a conventionally refined Coastal oil (300 SUS at F.). The lime was slurried in the oil prior to charging the kettle to insure adequate dispersion. After stirring the mixture for about five minutes, steam was introduced into the jacket of the kettle. After about ten minutes a temperature of F. was reached, a soap base had formed and free water was present. After heating and stirring for another twenty minutes, the
Patented Jan. :13, -1 959.
The mineral lubricating oil fraction Preferably, however, the acid is'saponified in the presence'of at least 1 ;a portion of the lubricating base.
the lubricating base, water, the acid and lime are charged Thus, for example,
The mixture is then gradually heated with stirring to an elevated temperature, for instance of temperature had risen to 230 F. and all free water had disappeared. During a ten minute period another one pound of oil was added to make the soap concentration 20%. The mass was then dehydrated over the next ninety minutes by heating to 330 F. It was then cooled and 0.05 pound of Age Rite Resin D was added as an oxidation inhibitor. (This inhibitor is a polymer of trimethyldihydroquinoline.) It is a reddish-brown, brittle resin in the form of small pellets having a specific gravity of 1.08 and a melting point of 100 to 120 C. It isinsoluble in water, sparingly soluble in petroleum hydrocarbons and alcohols, but easily soluble in benzene. grease was then milled in a Charlotte colloid mill at 0.005 inch clearance and 110 F. The electron micrograph of this grease showed long, fiat, thin, sharply pointed fibers amongst amorphous material.
The test data on this grease is tabulated below in the first column. The table also contains data on other anhydrous lime greases made in a similar manner with other portions of the crude and topped anhydride.
Acid Purification Topped Crude Crude Soap, Percent 20 25 20 Penetrations:
Unworked 320 348 226 After Working 60 Strokes 315 355 234 After Working 100 M Strokes 279 Change from W. 36
After 100,000 Strokes Wet 1 245 Change from W. P.-. 70 Dropping Point, F 500+ 500+ 500+ 250 F. 6 Hr Wheel Bearing Tes Pass Free Acid Percent as Oleic 0.455 437 0. 356 Norma Hofirnan Oxidation Test, Pressure Drop in 500 Hrs.:
Regular ASTM, lbs 16 14 Bronze Block, lbs 16 18 1 Containing Percent water by weight.
It will be noted in the above table that the greases became harder after working 100,000 strokes in the ASTM mechanical worker, indicating excellent shear stability. Another desirable characteristic of the greases is their extremely high dropping point of 500+ F. The water stability of the greases is reflected in that they became harder after working 100,000 strokes while having 10% water incorporated into them. A small quantity of each grease was placed in a beaker of water and boiled for ten minutes without having the oil separated or the water become cloudy. This is another indication of their water stability.
Example 11 In the same manner as in Example I, maleic adducts and anhydrous lime greases were prepared using two double straight chain alkenes and detergent propylene polymer bottoms. The double straight chain alkenes were l7-pentatriacontene and ll-tricosene. The test data The on the greases thus produced are presented in the table below.
Olefin Used Pentatri- Trieosene Propylene acontene Polymers 1 Soap, Percent 20 25 20. Penetrations:
Unworked 262 360 213. After Working 00 Strokes 304 364 247. After Working M Strokes..- 309 270 153. Change from W. P +5 94 94. After 100 M Strokes Not 1 352 355 192. Change from W. P---. +48 -9 -55. Dropping Point, "F 335 466 500+. 250 F. 6 Hr. Wheel Bearing Test- Paiss G, 0.0
ea Free Base Basic Basic Basic. Water, Percent 0. 0. 2 0.2.
1 Containing 10% water by weight.
2 This polymer is predominantly in the Oil to Cu; carbon atom range. It has a boiling range of 235-305 F. at 5 mm. (approximately 400-580 T. at 760 mm.).
It will be noted in the above table that the greases became harder after working 100,000 strokes in the ASTM mechanical worker, indicating excellent shear stability. The greases also exhibited high dropping points. The water stability of the greases is again reflected in that they became harder after working 100,000 strokes while having 10% water incorporated into them. A small quantity of each grease was placed in a beaker of water and boiled for ten minutes without having the oil separated or the water become cloudy. This is an other indication of their water stability.
We claim:
1. A lubricating grease including a mineral lubricating base oil and suflicient to thicken the base oil to grease consistency of an anhydrous calcium soap of an alkenyl substituted succinic acid in which the alkenyl substituent contains at least 14 carbon atoms.
2. The lubricating grease of claim 1 in which the soap is the calcium soap of octadecenyl succinic acid.
3. The lubricating grease of claim 1 in which the soap' References Cited in the file of this patent UNITED STATES PATENTS 2,292,308 Watkins Aug. 4, 1942 2,528,373 Knowles .et a1. Oct. 31, 1950 2,698,297 Giammaria Dec. 28, 1954 2,698,298 Giammaria Dec. 28, 1954 2,698,299 Giammaria Dec. 28, 1954
Claims (1)
1. A LUBRICATING GREASE INCLUDING A MINERAL LUBRICATING BASE OIL AND SUFFICIENT TO THICKEN THE BASE OIL TO GREASE CONSISTENCY OF AN ANHYDROUS CALCIUM SOAP OF AN ALKENYL SUBSTITUTED SUCCINIC ACID IN WHICH THE ALKENYL SUBSTITUENT CONTAINS AT LEAST 14 CARBON ATOMS.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US642336A US2868729A (en) | 1957-02-26 | 1957-02-26 | Lubricating oil thickened to a grease with an anhydrous calcium soap of an alkenyl substituted succinic acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US642336A US2868729A (en) | 1957-02-26 | 1957-02-26 | Lubricating oil thickened to a grease with an anhydrous calcium soap of an alkenyl substituted succinic acid |
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US2868729A true US2868729A (en) | 1959-01-13 |
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US642336A Expired - Lifetime US2868729A (en) | 1957-02-26 | 1957-02-26 | Lubricating oil thickened to a grease with an anhydrous calcium soap of an alkenyl substituted succinic acid |
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2980615A (en) * | 1959-03-20 | 1961-04-18 | Exxon Research Engineering Co | Lubricants thickened with metal salts of half esters of substituted dicarboxylic acids |
US3076763A (en) * | 1958-04-28 | 1963-02-05 | Sinclair Research Inc | Calcium alkenyl succinate grease |
US3136725A (en) * | 1958-09-18 | 1964-06-09 | Sinclair Research Inc | Calcium alkenyl succinate grease making |
US3234130A (en) * | 1962-11-30 | 1966-02-08 | Exxon Research Engineering Co | Lubricant |
US3271310A (en) * | 1964-09-08 | 1966-09-06 | Lubrizol Corp | Metal salts of alkenyl succinic acid |
US3413222A (en) * | 1965-12-27 | 1968-11-26 | Chevron Res | Grease compositions |
US4079013A (en) * | 1975-10-17 | 1978-03-14 | Mobil Oil Corporation | Grease thickeners |
US4306980A (en) * | 1979-12-03 | 1981-12-22 | Nl Industries, Inc. | Invert emulsion well-servicing fluids |
EP3476924A1 (en) * | 2017-10-27 | 2019-05-01 | Mitsubishi Heavy Industries Thermal Systems, Ltd. | Grease for refrigerating machine oil |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2292308A (en) * | 1940-10-11 | 1942-08-04 | Sinclair Refining Co | Lubricating oil composition |
US2528373A (en) * | 1949-01-21 | 1950-10-31 | Texas Co | Alkenyl succinic acid grease |
US2698297A (en) * | 1951-03-15 | 1954-12-28 | Socony Vacuum Oil Co Inc | Grease compositions containing synthetic gelling agents |
US2698299A (en) * | 1951-11-27 | 1954-12-28 | Socony Vacuum Oil Co Inc | Modified acidic copolymer-fatty acid soap greases |
US2698298A (en) * | 1951-03-15 | 1954-12-28 | Socony Vacuum Oil Co Inc | Lubricating greases containing an acidic copolymer salt |
-
1957
- 1957-02-26 US US642336A patent/US2868729A/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2292308A (en) * | 1940-10-11 | 1942-08-04 | Sinclair Refining Co | Lubricating oil composition |
US2528373A (en) * | 1949-01-21 | 1950-10-31 | Texas Co | Alkenyl succinic acid grease |
US2698297A (en) * | 1951-03-15 | 1954-12-28 | Socony Vacuum Oil Co Inc | Grease compositions containing synthetic gelling agents |
US2698298A (en) * | 1951-03-15 | 1954-12-28 | Socony Vacuum Oil Co Inc | Lubricating greases containing an acidic copolymer salt |
US2698299A (en) * | 1951-11-27 | 1954-12-28 | Socony Vacuum Oil Co Inc | Modified acidic copolymer-fatty acid soap greases |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3076763A (en) * | 1958-04-28 | 1963-02-05 | Sinclair Research Inc | Calcium alkenyl succinate grease |
US3136725A (en) * | 1958-09-18 | 1964-06-09 | Sinclair Research Inc | Calcium alkenyl succinate grease making |
US2980615A (en) * | 1959-03-20 | 1961-04-18 | Exxon Research Engineering Co | Lubricants thickened with metal salts of half esters of substituted dicarboxylic acids |
US3234130A (en) * | 1962-11-30 | 1966-02-08 | Exxon Research Engineering Co | Lubricant |
US3271310A (en) * | 1964-09-08 | 1966-09-06 | Lubrizol Corp | Metal salts of alkenyl succinic acid |
US3413222A (en) * | 1965-12-27 | 1968-11-26 | Chevron Res | Grease compositions |
US4079013A (en) * | 1975-10-17 | 1978-03-14 | Mobil Oil Corporation | Grease thickeners |
US4306980A (en) * | 1979-12-03 | 1981-12-22 | Nl Industries, Inc. | Invert emulsion well-servicing fluids |
EP3476924A1 (en) * | 2017-10-27 | 2019-05-01 | Mitsubishi Heavy Industries Thermal Systems, Ltd. | Grease for refrigerating machine oil |
JP2019081817A (en) * | 2017-10-27 | 2019-05-30 | 三菱重工サーマルシステムズ株式会社 | Grease for refrigeration oil |
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