US2616916A - Preparation of olefin lubricant having a high viscosity - Google Patents
Preparation of olefin lubricant having a high viscosity Download PDFInfo
- Publication number
- US2616916A US2616916A US199571A US19957150A US2616916A US 2616916 A US2616916 A US 2616916A US 199571 A US199571 A US 199571A US 19957150 A US19957150 A US 19957150A US 2616916 A US2616916 A US 2616916A
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- United States
- Prior art keywords
- lubricating oil
- viscosity
- range
- polymer
- high viscosity
- Prior art date
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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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
- C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
- C10M2219/064—Thiourea type 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
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/135—Steam engines or turbines
-
- 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
-
- 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
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/04—Oxidation, e.g. ozonisation
Definitions
- the present invention is directed to a-lubricating oil composition. More particularly, the invention is directed to a method of preparing a lubricating oil composition having a high viscosity and a low neutralization value.
- a high viscosity lubricating oil composition having a low neutralization value is prepared by forming a mixture of an olefinic lubricating oil polymer having lubricating oil characteristics and an amount in the range between 0.1% and 5% by weight of diphenylthioureat The mixture is then subjected to oxidizingconditions at an elevated temperature for a time sufiicient to form an oxidized product.
- the oxidized product is appreciated in viscosity by formation of oxidized bodies but the oxidized product has a relatively low neutralization value indicating that the oxidized bodies are not acidic in nature.
- the diphenylthiourea employed in the practice of the present invention may be used, as stated, in an amount in the range between 0.1% and 5% by weight with a preferred range from 0.5% to 3% by weight. An amount which gives very satisfactory results is 1% by weight.
- the olefinic lubricatingv oil polymer employed in the practice of the present invention may be obtained by polymerizing. alpha olefins to produce polymers in the lubricating oil boiling range and having lubricating oil characteristics. Such polymers may be produced by polymerizing alpha olefins boiling in the range between 100 and 400 F. in the presence of a Friedel -Crafts catalyst at a temperature of about to 200 F.
- Olefins which may be polymerized to produce lubricating oil polymers are the alpha olefins having from 5 to 10 carbon atoms in the molecule including pentene-l, hexene-l, heptene-l, octene-l, nonene-l, and decene-l.
- a convenient source of alpha olefins is the naphtha fraction produced in the Fischer-Tropsch synthesis when employing a promoted iron catalyst.
- the olefinic lubricating oil polymer will ordinarily be employed in an amount in the range between and 99.9% by weight with a preferred range being from 97% to 99.5% by weight.
- the mixture may be oxidized at a temperature in the range from 300 to 600 F.
- the oxidation time may range from about 30 minutes up to about 16 hours.
- Air is a suitable source of oxygen but other sources may be used.
- compositions were made up in which various additives were admixed with an olefinic Table Oxidation Promoter Tests on Oxidized Oils Olefin Polymer i Wt. Percent Prometer Percent Increase Vis., sludge Formation Neut. Value None Beta-Naphthol Diethanol Sulfide Hydroquinone. Hydroquinone Dibenzyl p-Amino P Sulfur Monochloride...
- the oxidation of the naphthenic mineral oil in the method of the present invention was carflask is 5 cm. long and has an inside diameter of a 3 cm.
- the flask has two opposed side necks which are 6 cm. long and 1.5 cm. inside diameter, and are situated at a 30 angle with the central neck, perpendicular to the surface of the spherical flask.
- the stirrer is a glass rod 0.5 cm. in diameter, entering the flask through a glass tube bearing held in place by a rubber stopper in the central neck, with two glass blades 1.0 cm. long by 0.7 cm. wide welded to opposite sides of the bottom end of the glass rod at a 30 angle with the vertical.
- the stirrer is driven by a 1750 R. P. M.
- the blades of the stirrer are situated about 0.5 cm. from the bottom of the flask and spin in such a direction that their propeller-like action circulates the oil to the bottom of the flask, up along the sides of the flask, back to the center of the flask, and down to the stirrer blades again. A considerable amount of air is sucked down with the descending oil and intimately contacted with it by the action of the stirrer.
- a thermometer well 5cm. long and 1.0 cm. inside diameter is situated in one side of the flask equidistant from the two side arms. During the oxidation the flask is about twothirds immersed in an oil bath maintained at 375 F. The temperature of the oil in the flask is usually 5 to 10 F. below the temperature of the oil bath.
- the oxidation operation is carried out in the specially constructed flask by stirring 100 cc. of the sample in the presence of air for sixteen hours at 375 F. At the end of that time the flask is removed from the oil bath and tests obtained on the oxidized oil.
- the oxidation operation was carried out for 16 hours at 375 F.
- the operation to appreciate the viscosity may be conducted at a lower temperature for a longer period of time or at a higher temperature for a shorter period of time.
- the oxidation may be carried out at a temperature in the range from 300 to 600 F. and for a time ranging from about 30 minutes up to 16 hours.
- the neutralization value which is used as a method of test is described in A. S. T. M. Stand-' While the neutralization value of the oxidized product in accordance with the present invention is low it may be desirable to decrease the neutralization value even further. This may be done by contacting the oxidized product with an adsorbent material, such as a contact clay. Another way of lowering the neutralization value is to neutralize the organic acidic material with an alkaline material, such as a solution of sodium hydroxide or sodium carbonate.
- the oxidized product of the present invention may suitably be used as a compounding oil and may find particular usage as a component of steam cylinder lubricant or as the hydrocarbon component in grease manufacture.
- a method for increasing the viscosity of an ing oil characteristics which comprises oxidizing olefinic lubricating oil polymer having lubricatthe polymer at a temperature in the range from 300 to 600 F. in the presence of a promotional amount no less than 0.1% by weight of diphenylthiourea to form an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
- a method for forming a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of an alpha olefin having from 5 to 10 carbon atoms in the molecule and a promotional amount no less than 0.1% by weight of diphenylthiourea, oxidizing the mixture at a temperature in the range from 300 to 600 F. to form an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
- a method for forming a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of octene-l having lubricating oil characteristics and 1% by weight of diphenylthiourea, oxidizing the mixture at a temperature of about 375 F. for a time sufficient to form. an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
- a method for producing a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of an alpha olefin having from 5 to 10 carbon atoms in the molecule and a promotional amount in the range from 0.1% to 5% by Weight of diphenylthiourea, oxidizing the mixture in the presence of air at a temperature in the range from 300 to 600 F. for
Description
Patented Nov. 4, 1952 PREPARATION OLEFIN LUBRICANT HAVING A HIGH VISCOSITY Raymond L. Heinrich, Baytown, Tex., assignor,
by mesne assignments, to Standard Oil Development Company, Elizabeth, N. J., a corporation of Delaware.
N Drawing. Application December 6, 1950, Serial No. 199,571
. r 4 Claims. (01. 2so 451 The present invention is directed to a-lubricating oil composition. More particularly, the invention is directed to a method of preparing a lubricating oil composition having a high viscosity and a low neutralization value. In accordance with the present invention a high viscosity lubricating oil composition having a low neutralization value is prepared by forming a mixture of an olefinic lubricating oil polymer having lubricating oil characteristics and an amount in the range between 0.1% and 5% by weight of diphenylthioureat The mixture is then subjected to oxidizingconditions at an elevated temperature for a time sufiicient to form an oxidized product. The oxidized product is appreciated in viscosity by formation of oxidized bodies but the oxidized product has a relatively low neutralization value indicating that the oxidized bodies are not acidic in nature.
The diphenylthiourea employed in the practice of the present invention may be used, as stated, in an amount in the range between 0.1% and 5% by weight with a preferred range from 0.5% to 3% by weight. An amount which gives very satisfactory results is 1% by weight.
The olefinic lubricatingv oil polymer employed in the practice of the present invention may be obtained by polymerizing. alpha olefins to produce polymers in the lubricating oil boiling range and having lubricating oil characteristics. Such polymers may be produced by polymerizing alpha olefins boiling in the range between 100 and 400 F. in the presence of a Friedel -Crafts catalyst at a temperature of about to 200 F. Olefins which may be polymerized to produce lubricating oil polymers are the alpha olefins having from 5 to 10 carbon atoms in the molecule including pentene-l, hexene-l, heptene-l, octene-l, nonene-l, and decene-l. A convenient source of alpha olefins is the naphtha fraction produced in the Fischer-Tropsch synthesis when employing a promoted iron catalyst. The olefinic lubricating oil polymer will ordinarily be employed in an amount in the range between and 99.9% by weight with a preferred range being from 97% to 99.5% by weight.
In oxidizing a mixture of olefinic lubricating oil polymer having lubricating oil characteristics and diphenylthiourea, the mixture may be oxidized at a temperature in the range from 300 to 600 F. The oxidation time may range from about 30 minutes up to about 16 hours. Air is a suitable source of oxygen but other sources may be used.
In order to illustrate the invention further, a number of compositions were made up in which various additives were admixed with an olefinic Table Oxidation Promoter Tests on Oxidized Oils Olefin Polymer i Wt. Percent Prometer Percent Increase Vis., sludge Formation Neut. Value None Beta-Naphthol Diethanol Sulfide Hydroquinone. Hydroquinone Dibenzyl p-Amino P Sulfur Monochloride...
fi-Toluene Sultonyl Amide.
enzene Sultonyl Amide None. D
0. Moderate. None.
1 Prepared by A101; catalyzed polymerization of octane-l, 47.7 vis., 210 F. SS0, viscosity index. 1 Extremely viscous material, too viscous for SSU viscosity determination.
0'. Very Heavy It will be seen from the foregoing results that of 10 additives added to the olefinic polymer only diphenylthiourea increased the viscosity while yet maintaining a low neutralization value. High neutralization values are indicative of high acid contents which are undesirable in lubricating oil. These data show that the viscosity of an olefinic polymer may be varied by varying the amount of the diphenyl thiourea to produce nearly any desired viscosity While yet allowing the production of a lubricating oil having a low neutralization value and in which is not formed any substantial amount of sludge. d
The oxidation of the naphthenic mineral oil in the method of the present invention was carflask is 5 cm. long and has an inside diameter of a 3 cm. The flask has two opposed side necks which are 6 cm. long and 1.5 cm. inside diameter, and are situated at a 30 angle with the central neck, perpendicular to the surface of the spherical flask. The stirrer is a glass rod 0.5 cm. in diameter, entering the flask through a glass tube bearing held in place by a rubber stopper in the central neck, with two glass blades 1.0 cm. long by 0.7 cm. wide welded to opposite sides of the bottom end of the glass rod at a 30 angle with the vertical. The stirrer is driven by a 1750 R. P. M. motor connected to the stirrer by a rubber tubing coupling. The blades of the stirrer are situated about 0.5 cm. from the bottom of the flask and spin in such a direction that their propeller-like action circulates the oil to the bottom of the flask, up along the sides of the flask, back to the center of the flask, and down to the stirrer blades again. A considerable amount of air is sucked down with the descending oil and intimately contacted with it by the action of the stirrer. A thermometer well 5cm. long and 1.0 cm. inside diameter is situated in one side of the flask equidistant from the two side arms. During the oxidation the flask is about twothirds immersed in an oil bath maintained at 375 F. The temperature of the oil in the flask is usually 5 to 10 F. below the temperature of the oil bath.
The oxidation operation is carried out in the specially constructed flask by stirring 100 cc. of the sample in the presence of air for sixteen hours at 375 F. At the end of that time the flask is removed from the oil bath and tests obtained on the oxidized oil.
While the oxidation operation was carried out for 16 hours at 375 F., the operation to appreciate the viscosity may be conducted at a lower temperature for a longer period of time or at a higher temperature for a shorter period of time. For example, the oxidation may be carried out at a temperature in the range from 300 to 600 F. and for a time ranging from about 30 minutes up to 16 hours.
The neutralization value which is used as a method of test is described in A. S. T. M. Stand-' While the neutralization value of the oxidized product in accordance with the present invention is low it may be desirable to decrease the neutralization value even further. This may be done by contacting the oxidized product with an adsorbent material, such as a contact clay. Another way of lowering the neutralization value is to neutralize the organic acidic material with an alkaline material, such as a solution of sodium hydroxide or sodium carbonate.
The oxidized product of the present invention may suitably be used as a compounding oil and may find particular usage as a component of steam cylinder lubricant or as the hydrocarbon component in grease manufacture.
The nature and objects of the present invention having been completely'described and illustrated, what I wish to claim as new and useful and to secure by Letters Patent is:
1. A method for increasing the viscosity of an ing oil characteristics which comprises oxidizing olefinic lubricating oil polymer having lubricatthe polymer at a temperature in the range from 300 to 600 F. in the presence of a promotional amount no less than 0.1% by weight of diphenylthiourea to form an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
2. A method for forming a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of an alpha olefin having from 5 to 10 carbon atoms in the molecule and a promotional amount no less than 0.1% by weight of diphenylthiourea, oxidizing the mixture at a temperature in the range from 300 to 600 F. to form an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
3. A method for forming a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of octene-l having lubricating oil characteristics and 1% by weight of diphenylthiourea, oxidizing the mixture at a temperature of about 375 F. for a time sufficient to form. an oxidized product having an increased viscosity and a low neutralization value and recovering said product.
4. A method for producing a high viscosity lubricating oil which comprises forming a mixture of a lubricating oil polymer of an alpha olefin having from 5 to 10 carbon atoms in the molecule and a promotional amount in the range from 0.1% to 5% by Weight of diphenylthiourea, oxidizing the mixture in the presence of air at a temperature in the range from 300 to 600 F. for
a time in the range from. 30 minutes to 16 hours to form an oxidized product having an increased viscosity and a low neutralization value, and recovering said product.
RAYMOND L. HEINRICH.
REFERENCES CITED The following references are of record in the file of this patent:
UNITED STATES PATENTS
Claims (1)
1. A METHOD FOR INCREASING THE VISCOSITY OF AN ING OIL CHARACTERISTICS WHICH COMPRISES OXIDIZING OLEFINIC LUBRICATING OIL POLYMER HAVING LUBRICATTHE POLYMER AT A TEMPERATURE IN THE RANGE FROM 300* TO 600* F. IN THE PRESENCE OF A PROMOTIONAL AMOUNT NO LESS THAN 0.1% BY WEIGHT OF DIPHENYLTHIOUREA TO FORM AN OXIDIZED PRODUCT HAVING AN INCREASED VISCOSITY AND A LOW NEUTRALIZATION VALUE AND RECOVERY SAID PRODUCT.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US199571A US2616916A (en) | 1950-12-06 | 1950-12-06 | Preparation of olefin lubricant having a high viscosity |
Applications Claiming Priority (1)
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US199571A US2616916A (en) | 1950-12-06 | 1950-12-06 | Preparation of olefin lubricant having a high viscosity |
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US2616916A true US2616916A (en) | 1952-11-04 |
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US199571A Expired - Lifetime US2616916A (en) | 1950-12-06 | 1950-12-06 | Preparation of olefin lubricant having a high viscosity |
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2924538A (en) * | 1956-04-16 | 1960-02-09 | Allied Chem | Dense papers and process for preparing them |
US3060163A (en) * | 1955-06-15 | 1962-10-23 | Allied Chem & Dye Corp | Process for the oxidation of high molecular weight aliphatic waxes and product |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2209464A (en) * | 1936-11-02 | 1940-07-30 | Standard Oil Co | Lubricant |
US2500162A (en) * | 1948-09-02 | 1950-03-14 | Socony Vacuum Oil Co Inc | Method of preparing viscous oils by the thermal condensation of short chain monoolkfins with long chain monoolefins |
-
1950
- 1950-12-06 US US199571A patent/US2616916A/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2209464A (en) * | 1936-11-02 | 1940-07-30 | Standard Oil Co | Lubricant |
US2500162A (en) * | 1948-09-02 | 1950-03-14 | Socony Vacuum Oil Co Inc | Method of preparing viscous oils by the thermal condensation of short chain monoolkfins with long chain monoolefins |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3060163A (en) * | 1955-06-15 | 1962-10-23 | Allied Chem & Dye Corp | Process for the oxidation of high molecular weight aliphatic waxes and product |
US2924538A (en) * | 1956-04-16 | 1960-02-09 | Allied Chem | Dense papers and process for preparing them |
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