US2413353A - Cutting oil composition - Google Patents

Cutting oil composition Download PDF

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US2413353A
US2413353A US488428A US48842843A US2413353A US 2413353 A US2413353 A US 2413353A US 488428 A US488428 A US 488428A US 48842843 A US48842843 A US 48842843A US 2413353 A US2413353 A US 2413353A
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oil
cutting
per cent
oils
cutting oil
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US488428A
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Benjamin F Hunter
Harold P Hobart
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Gulf Oil Corp
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Gulf Oil Corp
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    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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Definitions

  • Patented Dec. 31, 1946 STATES PATENT OFFICE I 2,413,353 CUTTING on. COMPOSITION Benjamin F. Hunter and Harold P. Hobart, Pittsburgh, Pa., assignors to Gulf Oil Corporation, Pittsburgh, Pa., a corporation of Pennsylvania N Drawing. Application May 25, 1943; Serial No. 488,428
  • light mineral oils having viscosities and boiling ranges at least as high asv those of kerosene and advantageously not greater than those of the very light lubricating oils such as mechanism oil have been found most satisfactory.
  • mineral oil fractions boiling above about 350 F. and having viscosities less than about 40-SUV at 100 F. have been found most useful.
  • a particularly advantageous form of light oil is the product known as mineral seal oil, atypical example of which has an API gravity of 41.0, a flash oint of about 260 F., a fire point of about 300 F., a viscosity at 100 F. of 38.7 SUV and a pour point of about +25? F.
  • these light oils are used in amounts corresponding to at least about 50 per cent by weight and advantageously in amounts corresponding to about to 97.5 per cent by weight.
  • Various types .of fixed fatty oils may be used in the cutting oil compositions of our invention. These oils are intended primarily to increase the oiliness or lubricity of the resultant composition and are'customarily used in amounts corresponding to 0.5 to 15.0 per cent by weight. Lard oil is particularly satisfactory for this purpose. However, other animal oils such as tallow oil, neats-foot oil, sperm oil, wool oil, whale oil and the like may be used. Also certain fish andvegetable oils may be used. The fish oils are generally less advantageous due to their ofiensive odor and the vegetable oils are likewise less advantageous because of their tendency to oxidize and form gum at the temperatures encountered.
  • a lubricating oil having a' viscosity of about 150 SUV at 210' F. is most satisfactory but oils ranging in viscosity from about 100 to' 200 SUV at 210 F. may be used.
  • oils ranging in viscosity from about 100 to' 200 SUV at 210 F. may be used.
  • 2 per cent of the highly viscous oil is used in the cut-v 1 ting oil compositions of our invention, but amounts between 1 and per cent may be used with advantage.
  • the oxidation inhibitor used in the compositions of our inventicm increases the useful life of the cutting oil and decreases any tendency to thicken due to the formation of sludge or gum.
  • any of the oxidation inhibitors heretofore used for the prevention of oxidational deterioration of petroleum oil compositions may be used, for example, the amino phenols, the alkylated phenols, the alkyl phosphites and the alkylated phenol phosphite and phosphate esters.
  • the latter class, particularly the alkyl phenyl phosphite esters are also effective in increasing the extreme pressure characteristics of mineral oil compositions to which they are added.
  • Variousother components may be incorporated in the cutting oil compositions of our invention if desired, to improve other specific properties without deleteriously afiecting the primary combination of properties of high capacity for heat removal, good lubricity and good extreme pressure characteristics, which characterize the cutting oil compositions of our invention.
  • wetting agents such as fatty acids and in accordance with our invention act as energizers for the heavier cutting oil compositions. They have the property of increasing the penetration,-wetting ability and cooling effect of such cutting oils. They are advantageously used in amounts corresponding to about 10 to 30 parts by weight on th mixture, although good'results may also be obtained with greater or lesser .amounts.
  • the resulting composition had an API gravity of 39.6, a flash point of 270 F., a fire point of 305 F., a viscosity of 40.9 SUV at 100 F., and a pour point of F.
  • This composition was employed in the tapping of aluminum castings in comparison with commerical cutting oil A, a soluble cutting oil used in an emulsion in water. castings were tapped using each of the cutting oils. In the case of the castings using the commercial cutting oil emulsion, castings were lost due to inadequate lubrication, while with the cutting oil compositions of the present invention no castings were lost from this cause. In other words, one casting out of every twenty was lost due to cracking or other damage caused by overheating or inadequate lubrication using the commercial cutting oil emulsion, while no castings were lost out of 500 processed using the composition of the present invention.
  • the cutting oil composition prepared according to the present invention was mixed in the proportion of 10 per cent with 90 per .cent of commercial cutting oil B, which was a cutting oll containing about 3 per cent of sulfur and having a viscosity of about 100 SUV at 210 F. Comparative tests were then made between the re- Monel metal increased tool life by 250 per cent and reduced the cutting time 45 per cent over the results obtainable with the unblended cutting
  • a third blended oil was prepared by mixing 15 parts of the cutting oil composition of the present invention with 85 parts of commercial cutting oil C, which had a viscosity of about 70 SUV at 210 F. and contained sulfurized lard oil and free and combined sulfur to a total of about 2 per cent. This blend when used in connection with the drilling of SAE-X4130 steel having a Rockwell C hardness of 38 to 40 increased the service of the drill 200 to 300 percent.
  • Another blended cutting oil was prepared by mixing one part of the cutting oil composition above outlined with commercial cutting oil D, corresponding in composition to commercial cutting oil C above but having a slightly higher viscosity. When used in connection with the borin and reaming of 4150 steel this blend gave a per cent increase in tool life.
  • An improved cuttingoil composition comprising at least about 50.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 SUV at 100 F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F.,
  • An improved cutting oil composition comprising at least about 5.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 .SUV at F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F., from about 0.5 to about 15.0 per cent by weight of lard oil, from about 0.03 to about 5.0 per cent by weight of a petroleum oil anti-oxidant, and up to about 10.0 per cent by Weight of the residue which remains after removal of the solvent from the extract obtained by extracting a petroleum distillate oil with a solvent capable of removing polycyclic hydrocarbons and sulfur compounds from petroleum distillate oils, said residue having a viscosity between about 55 and about 70 SUV at 210 F.
  • An improved cutting oil composition comprising at least about 50.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 SUV at 100 F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F., from about 0.5 to about 15.0 per cent by weight of lard oil, from about 0.03 to about 5.0.per cent by weight of tri(tertiary-amyl-phenyl) -phosphite, and up to about 10.0 per cent by weight of the residue which remains after removal of the solvent from the extract obtained by extracting a petroleum distillate oil with a solvent capable of removing polycyclic hydrocarbons and sulfur compounds from petroleum distillate oils, said residue having a viscosity between about 55 an phite, and about 1.0 per cent by weight of the residue which remains after removal of the furfural from the extract. obtained by extracting a petroleum distillate oil with furfural, said residue

Description

Patented Dec. 31, 1946 STATES PATENT OFFICE I 2,413,353 CUTTING on. COMPOSITION Benjamin F. Hunter and Harold P. Hobart, Pittsburgh, Pa., assignors to Gulf Oil Corporation, Pittsburgh, Pa., a corporation of Pennsylvania N Drawing. Application May 25, 1943; Serial No. 488,428
portant to lessen wear on tools, to diminish the energy input required, to improve thefinish of the shaped articles, to permit shaping articles to accurate dimension, and to permit the use of relatively high cutting speeds. The more viscous cutting oils which have viscosities of 100SUV or more at 210 F. are satisfactory for many of these cutting operations. However, where excessive heat is generated, for example'in the cutting of aluminum and brass and certain types of steels, the heat removal by more viscous oils may not be sufficiently rapid to permit the use of high cutting speeds and the production of satisfactory surfaces on thecut articles. On the other hand light mineral oils such as have been used heretofore, while they have high heat removal capacity, are less dense than the more viscous oils and their lubricity and extreme pressure characteristics are such that greater power input is required and greater tool wear results.
bile and have high heat removing capacity and.
which at the same time have good lubricity and extreme pressure characteristics. It is a further object achieved by the present invention to provide improved cutting oil compositions useful particularly in cutting operations on aluminum, brass and certain types of steels whereby there is obtained an improved finish on the cut products. It is also an object of this invention to provide improved cutting oil compositions useful as additives for the commercially available cutting oils, to improve their heat removal properties, their lubricity and extreme pressure charastei'istics whereby tool wear is lessened, energy consumption is diminished, improved finish and improved accuracy of dimensions are obtained, even at high cutting speeds.
We have found that by incorporating in a light non-viscous mineral oil a relatively small amount of a viscous mineral lubricatingoil having a Saybolt Universal viscosity of at least about 100 4 Claims. (Cl. 252-56) at 210 F. and a small amount of an antioxidant I adapted to prevent oxidational deterioration of mineral oils, and advantageously containing also a small percentage of a residue obtained from the solvent refining of distillate oils, a cutting oil composition having particularly advantageous properties for use in the cutting of aluminum, magnesium, brass, copper and other non-ferrous alloys and certain steels is obtained. We have 'found also that cutting oil compositions of this general type are particularly adapted for blending with heavier cutting oils of the types commercially available, with substantial improvement in the properties which recommend their use in the cutting of such metals.
As a base oil for the cutting oil compositions of our invention, light mineral oils having viscosities and boiling ranges at least as high asv those of kerosene and advantageously not greater than those of the very light lubricating oils such as mechanism oil, have been found most satisfactory. In general mineral oil fractions boiling above about 350 F. and having viscosities less than about 40-SUV at 100 F. have been found most useful. A particularly advantageous form of light oil is the product known as mineral seal oil, atypical example of which has an API gravity of 41.0, a flash oint of about 260 F., a fire point of about 300 F., a viscosity at 100 F. of 38.7 SUV and a pour point of about +25? F. In compounding the cutting oil compositions of our invention these light oils are used in amounts corresponding to at least about 50 per cent by weight and advantageously in amounts corresponding to about to 97.5 per cent by weight.
Various types .of fixed fatty oils may be used in the cutting oil compositions of our invention. These oils are intended primarily to increase the oiliness or lubricity of the resultant composition and are'customarily used in amounts corresponding to 0.5 to 15.0 per cent by weight. Lard oil is particularly satisfactory for this purpose. However, other animal oils such as tallow oil, neats-foot oil, sperm oil, wool oil, whale oil and the like may be used. Also certain fish andvegetable oils may be used. The fish oils are generally less advantageous due to their ofiensive odor and the vegetable oils are likewise less advantageous because of their tendency to oxidize and form gum at the temperatures encountered.
in cutting operations. However, by the use of a sufficient amount of oxidation inhibitor this defect may be minimized and vegetable oils suchas olive oil, rapeseed oil, corn oil and castor oil may be used.
, compounds.
The addition of the high viscosity petroleum maintained by the high viscosity petroleum oil present. A lubricating oil having a' viscosity of about 150 SUV at 210' F. is most satisfactory but oils ranging in viscosity from about 100 to' 200 SUV at 210 F. may be used. Typically 2 per cent of the highly viscous oil is used in the cut-v 1 ting oil compositions of our invention, but amounts between 1 and per cent may be used with advantage.
The oxidation inhibitor used in the compositions of our inventicm increases the useful life of the cutting oil and decreases any tendency to thicken due to the formation of sludge or gum. Substantially any of the oxidation inhibitors heretofore used for the prevention of oxidational deterioration of petroleum oil compositions may be used, for example, the amino phenols, the alkylated phenols, the alkyl phosphites and the alkylated phenol phosphite and phosphate esters. The latter class, particularly the alkyl phenyl phosphite esters, are also effective in increasing the extreme pressure characteristics of mineral oil compositions to which they are added. For this reason we have found these compounds most advantageous for use in the cutting oil compositions of our invention. Typical compounds which have proved satisfactory are triJtertiary-amylphenyl) -phosphite, triebutyl phosphite and similar compounds. The extreme pressure characteristics imparted by the addition of this class of phosphite oxidation inhibitors increase the polishing action obtainable with the cutting oil compositions of our invention and minimize the scuf flng or tearing action on the metal. The antioxidants are advantageously incorporated in the cutting oil compositions in amounts from 0.03 to 5 per cent by weight.
By incorporating a small amount of each of the. above components that is a fixed fatty oil, a relatively heavy lubricating oil and an oxidation inhibitor, particularly of the phosphite type. in a predominant amount 'of a mineral seal oil or other light mineral oil fraction cutting oil compositions having the desired properties can be obtained. We have found, however, that it is generally advantageous to incorporate also a relatively small amount of a residual material obtained by the solvent extraction. of petroleum oil distillates. In the solvent refining of distillate petroleum oils, particularly for use as lubricating oils, extraction with furfural, nitrobenzene, sulfur dioxide, phenols and the like is-often resorted to for the removal of certain undesired components, including polycyclic hydrocarbons and certain sulfur These extracted materials, when incorporated in the cutting oil compositions of our invention, are also effective to increase their extreme pressure characteristics. Furthermore, in view of the fact that the sulfur content in these compounds is closely combined, there is little or no tendency of the resulting cutting oils to cause tarnishing or discoloration of out metal surfaces on which they are used. Solvent refining extracts obtained from distillate oils and having viscosities of 55 to 70 SUV at 210 F. have been found most useful. These distillate oil extracts, while advantageous in the compositions of our invention, are not essential components thereof,
. 4 but when used may be incorporated with advantage in amounts up to about 10.0 per cent by weight. A typical residual product of this type which has been found suitable for the composi- 113 of our invention has the following prope es:
-AP I gravity, 14.4 Flash point F. 365 Fire point F 435 Viscosity at 100 F "SUV" 1222 Viscosity at 210 F sUv 61.8 Pour point IL- +5 Other extreme piessure agents may also be used in the compositions of. our-invention, such as sulfurized fatty oils or sulfurized mineral oil bases containing not only the chemically combined but also dissolved sulfur, or chlorinated organic compounds, and the like. However, for cutting oil compositions to be used in conjunction with readily tarnishable or readily discolored metal surfaces it is generally undesirable to use extreme pressure agents containing loosely combined or dissolved sulfur as such sulfur tends to mar the cut surfaces. I
Variousother components may be incorporated in the cutting oil compositions of our invention if desired, to improve other specific properties without deleteriously afiecting the primary combination of properties of high capacity for heat removal, good lubricity and good extreme pressure characteristics, which characterize the cutting oil compositions of our invention. For example, wetting agents such as fatty acids and in accordance with our invention act as energizers for the heavier cutting oil compositions. They have the property of increasing the penetration,-wetting ability and cooling effect of such cutting oils. They are advantageously used in amounts corresponding to about 10 to 30 parts by weight on th mixture, although good'results may also be obtained with greater or lesser .amounts.
In the following specific example there are illustrated the results obtainable with the cutting oil compositions prepared in accordance with pour point l Tri-(tertiary-amyl-phenyl) -phosphite 0.05
Oil of citronella (scenting agent) 0.01
- oil.
. The resulting composition had an API gravity of 39.6, a flash point of 270 F., a fire point of 305 F., a viscosity of 40.9 SUV at 100 F., and a pour point of F.
This composition was employed in the tapping of aluminum castings in comparison with commerical cutting oil A, a soluble cutting oil used in an emulsion in water. castings were tapped using each of the cutting oils. In the case of the castings using the commercial cutting oil emulsion, castings were lost due to inadequate lubrication, while with the cutting oil compositions of the present invention no castings were lost from this cause. In other words, one casting out of every twenty was lost due to cracking or other damage caused by overheating or inadequate lubrication using the commercial cutting oil emulsion, while no castings were lost out of 500 processed using the composition of the present invention.
It was found in further tests that the speed of cutting aluminum could be increased 15 to 20 per cent without deleterious eifect using the cutting oil of the present invention and the tool life could be lengthened up to 75 per cent. Also it was found in these tests that the cut aluminum surface had a high finish resembling that obtained in a polishing operation.
The cutting oil composition prepared according to the present invention was mixed in the proportion of 10 per cent with 90 per .cent of commercial cutting oil B, which was a cutting oll containing about 3 per cent of sulfur and having a viscosity of about 100 SUV at 210 F. Comparative tests were then made between the re- Monel metal increased tool life by 250 per cent and reduced the cutting time 45 per cent over the results obtainable with the unblended cutting A third blended oil was prepared by mixing 15 parts of the cutting oil composition of the present invention with 85 parts of commercial cutting oil C, which had a viscosity of about 70 SUV at 210 F. and contained sulfurized lard oil and free and combined sulfur to a total of about 2 per cent. This blend when used in connection with the drilling of SAE-X4130 steel having a Rockwell C hardness of 38 to 40 increased the service of the drill 200 to 300 percent.
Another blended cutting oil was prepared by mixing one part of the cutting oil composition above outlined with commercial cutting oil D, corresponding in composition to commercial cutting oil C above but having a slightly higher viscosity. When used in connection with the borin and reaming of 4150 steel this blend gave a per cent increase in tool life.
While this invention has been described herein with respect to certain specific embodiments hereof, it is to be understood that the invention is not limited to the details of such embodiments eizcept as hereinafter defined in the appended c aims.
In this cutting test 500 What we claim is:
1. An improved cuttingoil composition comprising at least about 50.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 SUV at 100 F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F.,
- from about 0.5 to about 15.0 per cent by weight of a fixed fatty oil, from about 0.03 to about 5.0 per cent by weight of a petroleum oil anti-oxidant, and up to about 10.0 per cent by weight of the residue which remains after removal of the solvent from the extract obtained by extracting a petroleum distillate oil with a solvent capable of removing polycyclic hydrocarbons and sulfur compounds from petroleum distillate oils, said residue having a viscosity between about 55 and about SUV at 210 F.
2. An improved cutting oil composition comprising at least about 5.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 .SUV at F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F., from about 0.5 to about 15.0 per cent by weight of lard oil, from about 0.03 to about 5.0 per cent by weight of a petroleum oil anti-oxidant, and up to about 10.0 per cent by Weight of the residue which remains after removal of the solvent from the extract obtained by extracting a petroleum distillate oil with a solvent capable of removing polycyclic hydrocarbons and sulfur compounds from petroleum distillate oils, said residue having a viscosity between about 55 and about 70 SUV at 210 F.
3. An improved cutting oil composition comprising at least about 50.0 per cent by weight of a light mineral oil boiling above about 350 F. and having a viscosity not greater than about 40 SUV at 100 F., from about 1.0 to about 20.0 per cent by weight of a mineral oil having a viscosity between about 100 and about 200 SUV at 210 F., from about 0.5 to about 15.0 per cent by weight of lard oil, from about 0.03 to about 5.0.per cent by weight of tri(tertiary-amyl-phenyl) -phosphite, and up to about 10.0 per cent by weight of the residue which remains after removal of the solvent from the extract obtained by extracting a petroleum distillate oil with a solvent capable of removing polycyclic hydrocarbons and sulfur compounds from petroleum distillate oils, said residue having a viscosity between about 55 an phite, and about 1.0 per cent by weight of the residue which remains after removal of the furfural from the extract. obtained by extracting a petroleum distillate oil with furfural, said residue having a viscosity betweenabout 55 and about 70 SUV at 210 F.
' BENJAMIN F. HUNTER.
HAROLD P. HOBART.
' Certificate of Correction Patent No. 2,413,353. December 31, 1946. BENJAMIN F. HUNTER ET AL. It is hereby certified that error appears in the printed specification of the above numbered patent requiring correction as follows: Column 6, line 21, claim 2, for
5.0 per cent read 50.0 gar cent; and that the said Letters Patent should be read with this correction therein t at the same may conform to the record of the case in the Patent Oflice.
Signed and sealed this 4th day of March, A. D. 1947.
LESLIE FRAZER,
First Assistant Uommz'uioner of Patents.
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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2453710A (en) * 1946-09-17 1948-11-16 Standard Oil Co Grinding oil composition
US2500498A (en) * 1946-07-11 1950-03-14 Socony Vacuum Oil Co Inc Lubricant
US2643261A (en) * 1948-10-01 1953-06-23 Standard Oil Dev Co Phosphorus-containing lubricating oil additives
US2764549A (en) * 1952-12-30 1956-09-25 Pure Oil Co Soluble oil composition
US2773036A (en) * 1951-12-27 1956-12-04 Tidewater Oil Company Extreme pressure soluble oil compositions
US2773035A (en) * 1951-12-12 1956-12-04 Tidewater Oil Company Soluble oil compositions
US2826549A (en) * 1955-09-30 1958-03-11 Pure Oil Co Naphthenates as soluble oil emulsifiers
US2866753A (en) * 1956-07-17 1958-12-30 Pure Oil Co Process for removing free sulfur with an organic phosphite
US2899387A (en) * 1959-08-11 Process for preventing corrosion during
US2899386A (en) * 1959-08-11 Process for removing mercaptan sulfur
US3100680A (en) * 1960-12-27 1963-08-13 Gulf Oil Corp Method of inhibiting foaming of diethanolamine solutions in treating gases
US3115464A (en) * 1963-03-18 1963-12-24 Ethyl Corp Stabilized lubricants
US3115466A (en) * 1960-05-05 1963-12-24 Ethyl Corp Synergistic antioxidants
US3115463A (en) * 1963-03-18 1963-12-24 Ethyl Corp Stabilized lubricants
US3145177A (en) * 1960-04-11 1964-08-18 Ethyl Corp Synergistic antioxidants
US3280031A (en) * 1963-12-31 1966-10-18 Mobil Oil Corp High temperature lubricating oils
US3491024A (en) * 1967-09-15 1970-01-20 Hooker Chemical Corp 2,6-disubstituted primary aryl phosphites,their salts and phosphorodihalidites and processes for the manufacture thereof
US5298177A (en) * 1991-08-09 1994-03-29 The Lubrizol Corporation Functional fluid with triglycerides, detergent-inhibitor additives and viscosity modifying additives
US5763371A (en) * 1994-07-29 1998-06-09 Witco Corporation Ethylene compressor lubricant containing phospate ester of a monoglyceride or diglyceride

Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2899387A (en) * 1959-08-11 Process for preventing corrosion during
US2899386A (en) * 1959-08-11 Process for removing mercaptan sulfur
US2500498A (en) * 1946-07-11 1950-03-14 Socony Vacuum Oil Co Inc Lubricant
US2453710A (en) * 1946-09-17 1948-11-16 Standard Oil Co Grinding oil composition
US2643261A (en) * 1948-10-01 1953-06-23 Standard Oil Dev Co Phosphorus-containing lubricating oil additives
US2773035A (en) * 1951-12-12 1956-12-04 Tidewater Oil Company Soluble oil compositions
US2773036A (en) * 1951-12-27 1956-12-04 Tidewater Oil Company Extreme pressure soluble oil compositions
US2764549A (en) * 1952-12-30 1956-09-25 Pure Oil Co Soluble oil composition
US2826549A (en) * 1955-09-30 1958-03-11 Pure Oil Co Naphthenates as soluble oil emulsifiers
US2866753A (en) * 1956-07-17 1958-12-30 Pure Oil Co Process for removing free sulfur with an organic phosphite
US3145177A (en) * 1960-04-11 1964-08-18 Ethyl Corp Synergistic antioxidants
US3115466A (en) * 1960-05-05 1963-12-24 Ethyl Corp Synergistic antioxidants
US3100680A (en) * 1960-12-27 1963-08-13 Gulf Oil Corp Method of inhibiting foaming of diethanolamine solutions in treating gases
US3115464A (en) * 1963-03-18 1963-12-24 Ethyl Corp Stabilized lubricants
US3115463A (en) * 1963-03-18 1963-12-24 Ethyl Corp Stabilized lubricants
US3280031A (en) * 1963-12-31 1966-10-18 Mobil Oil Corp High temperature lubricating oils
US3491024A (en) * 1967-09-15 1970-01-20 Hooker Chemical Corp 2,6-disubstituted primary aryl phosphites,their salts and phosphorodihalidites and processes for the manufacture thereof
US5298177A (en) * 1991-08-09 1994-03-29 The Lubrizol Corporation Functional fluid with triglycerides, detergent-inhibitor additives and viscosity modifying additives
US5763371A (en) * 1994-07-29 1998-06-09 Witco Corporation Ethylene compressor lubricant containing phospate ester of a monoglyceride or diglyceride

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