US2633471A - Wax modifying agent - Google Patents
Wax modifying agent Download PDFInfo
- Publication number
- US2633471A US2633471A US130606A US13060649A US2633471A US 2633471 A US2633471 A US 2633471A US 130606 A US130606 A US 130606A US 13060649 A US13060649 A US 13060649A US 2633471 A US2633471 A US 2633471A
- Authority
- US
- United States
- Prior art keywords
- wax
- modifying agent
- oil
- wax modifying
- acid
- 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
Links
- 238000000034 method Methods 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 8
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000002480 mineral oil Substances 0.000 claims description 2
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 6
- 239000010687 lubricating oil Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000007513 acids Chemical class 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 230000000881 depressing effect Effects 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical class CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical class CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Chemical class CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Chemical class CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Chemical class CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Chemical class 0.000 description 1
- 239000005642 Oleic acid Chemical class 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Chemical class CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003240 coconut oil Chemical class 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007757 hot melt coating Methods 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Chemical class CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Chemical class CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical class CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G73/00—Recovery or refining of mineral waxes, e.g. montan wax
- C10G73/02—Recovery of petroleum waxes from hydrocarbon oils; Dewaxing of hydrocarbon oils
- C10G73/04—Recovery of petroleum waxes from hydrocarbon oils; Dewaxing of hydrocarbon oils with the use of filter aids
-
- 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
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
-
- 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
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
-
- 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
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
Definitions
- the aliphatic acids employed in the process of the present invention may be straight or branched chain compounds, saturated or unsaturated, and may be monobasic or polybasic.
- Examples of the more preferred acids include stearic acid, palmitic acid, margaric acid, lauric acid, oleic acid, sebacic acid, coconut oil acids, wax oxidation acids, and the like.
- the wax modifying additive in proportions of about 0.1 to 5% based on the lubricating oil base stock, although usually 1% is sufiicient for most purposes. It will be understood that different oils require slightly different amounts of the material to produce a given drop in pour point. and likewise material prepared from different types of acids vary somewhat in their pour depressing stren th.
- Example 400 g. of commercial stearic acid and 10 g. of steel wool were placed in a Claisen flask and The product was recovered by vacuum distillation to 600 F. under a pressure of mm. mercury. The steel wool was removed from the product by filtering the bottoms from the distillation step through a steam funnel. A yield of 247 g. of a dark waxy material was obtained.
- the pour depressing potency of this product was tested by blending 1% by weight of the same in a waxy base oil consisting of 80 parts by weight of a. light parafiinic lubricating oil of the white Pennsylvania type and 20 parts of Pennsylvania, bright stock, the blend having-aviscosity of 5.0 secondssayboltat 210-F.
- the unblended base stock exhibited a pourj point of +30 F. as determined by the standard ASTM procedure while the blend containing 1% of the additive exhibited a pour point under this procedure of -30 F.
- 5 ing is about 6 hours.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
Patented Mar. 31, 1953 f WAX MODIFYING AGENT Eugene Lieber, Chicago, Ill., and Aloysius F. Cashman, Staten Island, N. Y., assignors to Standard Oil Development Company, a corporation of Delaware No Drawing. Application December 1, 1949, Serial No. 130,606
2 Claims. (Cl. 260-407) The present invention relates to the art of producing wax modifying agents particularly those which may be employed for reducing the pour point or waxy lubricating oils or in connection with processes for dewaxing oils containing paramnic wax or in any other process or composition in which a wax structure is to be modified by reducing the crystal size. The invention will be fully understood from the following description.
In U. S. Patent 2,251,550, granted to E. Lieber, there was described a process of producing an effective wax modifying agent by heat condensation-polymerization of an acid chloride which had been derived from fatty acids containing to 20 carbon atoms. The production of such a material required a step of converting the fatty acid into a fatty acid chloride prior to the heat treatment.
It has now been found, in accordance with the present invention, that satisfactory wax modifying agents may be prepared by the direct pyrolysis of fatty acids and the like. For this purpose, aliphatic carboxylic acids containing 10 to 30 carbon atoms per molecule, the range of 12 to 22 carbon atoms being more generally preferred, are heated at a temperature of 400 F. to 800 F., preferably 500 F. to 700 F., for a period of 1 to 20 hours, more commonly from 4 to 10 hours. While normal atmospheric pressure may be used, reduced pressures are often advantageous in carrying out this process. It is enerally advantageous to conduct the heat treatment in the presence of a heat conducting material of large surface area such as steel wool, although such material is not required. The resulting product may be refined in various ways, such as by filtration or distillation to remove raw materials and low boiling condensation products, or by solvent extraction, clay treating, etc.
The exact nature of the chemical process involved is not known, but it is believed that the process is primarily a dehydration-condensation reaction.
The aliphatic acids employed in the process of the present invention may be straight or branched chain compounds, saturated or unsaturated, and may be monobasic or polybasic. Examples of the more preferred acids include stearic acid, palmitic acid, margaric acid, lauric acid, oleic acid, sebacic acid, coconut oil acids, wax oxidation acids, and the like.
The hydrocarbon base stocks into which the wax modifying agents of the present invention are incorporated are preferably waxy mineral heated at 600 F. for 6 hours.
lubricating oils such as a paraflinic lubricating oil base stock or a mixed base, which may have been subjected to any one or more of the commonly used refining steps, such as distillation, solvent extraction, acid treating, clay treating, etc., as Well as partial dewaxing. Such oil base stock may either be one which is within the known lubricating oil viscosity range or it may be an oil of much lower viscosity, such as a gas oil used in the preparation of hydraulic oils, etc., and which may have a viscosity as low as 40 seconds Saybolt at 100 F. Solid hydrocarbon base stocks maybe used, such as parafiin wax for hot melt coating of paper.
In carrying out the invention it is desirable to use the wax modifying additive in proportions of about 0.1 to 5% based on the lubricating oil base stock, although usually 1% is sufiicient for most purposes. It will be understood that different oils require slightly different amounts of the material to produce a given drop in pour point. and likewise material prepared from different types of acids vary somewhat in their pour depressing stren th.
The wax modifying agents of the present invention may be used in connection with the process for dewaxin hydrocarbon oils and then added either to the oil to be dewaxed or to the oil after it has been diluted with naphtha or with other su table dewaxing solvents. The mixture is chilled to the wax separating point and the actual separation may be conducted either by filtration, sedimentation or centrifugation. In any case it will be found that the presence of a relatively small amount of the material, say 1% more or less. will considerably increase the ease with which the separation is accomplished and increase the rate at which chilling may be carried out.
The desirable results obtained by the use of the additives described in the present specification may be illustrated by the following example which, however, is not to be considered as limiting the scope of the invention in any way.
Example 400 g. of commercial stearic acid and 10 g. of steel wool were placed in a Claisen flask and The product was recovered by vacuum distillation to 600 F. under a pressure of mm. mercury. The steel wool was removed from the product by filtering the bottoms from the distillation step through a steam funnel. A yield of 247 g. of a dark waxy material was obtained. The pour depressing potency of this product was tested by blending 1% by weight of the same in a waxy base oil consisting of 80 parts by weight of a. light parafiinic lubricating oil of the white Pennsylvania type and 20 parts of Pennsylvania, bright stock, the blend having-aviscosity of 5.0 secondssayboltat 210-F. The unblended base stock exhibited a pourj point of +30 F. as determined by the standard ASTM procedure while the blend containing 1% of the additive exhibited a pour point under this procedure of -30 F.
This application is a continuationein-partbf Serial No. 789,576, filed December .3, .1947, for the same inventors which is nowabandoned.
What is claimed is:
1. A process for the formation of a material having the characteristic of lowering the pour point of waxy mineral oils which comprises heating stearic acid at a temperature of from500".;F.
5 ing is about 6 hours.
EUGENE LIEBER. ALOYSIUS F. CASHIMAN.
REFERENCES CITED The following references are of record in the 'file'of this patent:
"UNITED STATES PATENTS Number Name Date 15 2,201,767 Franceway May 21, 1940 2,256,353 Rheineck et a1. Sept. 16, 1941 2,349,165 Grant May 16, 1944 2,373,015 Cowan et al. Apr. 3, 1945
Claims (1)
1. A PROCESS FOR THE FORMATION OF A MATERIAL HAVING THE CHARACTERISTIC OF LOWERING THE POUR POINT OF WAXY MINERAL OILS WHICH COMPRISES HEATING STEARIC ACID AT A TEMPERATURE OF FROM 500* F. TO 700* F. FOR A PERIOD OF FROM 4 TO 10 HOURS IN THE PRESENCE OF STEEL WOOL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US130606A US2633471A (en) | 1949-12-01 | 1949-12-01 | Wax modifying agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US130606A US2633471A (en) | 1949-12-01 | 1949-12-01 | Wax modifying agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2633471A true US2633471A (en) | 1953-03-31 |
Family
ID=22445474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US130606A Expired - Lifetime US2633471A (en) | 1949-12-01 | 1949-12-01 | Wax modifying agent |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2633471A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2201767A (en) * | 1936-07-02 | 1940-05-21 | James A Franceway Sr | Lubricating oil |
| US2256353A (en) * | 1941-09-16 | Oil from hydroxylated fatty acids | ||
| US2349165A (en) * | 1940-04-05 | 1944-05-16 | Max Isaacson | Composition containing resinous type products |
| US2373015A (en) * | 1942-02-24 | 1945-04-03 | Claude R Wickard | Process for producing polymeric materials |
-
1949
- 1949-12-01 US US130606A patent/US2633471A/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2256353A (en) * | 1941-09-16 | Oil from hydroxylated fatty acids | ||
| US2201767A (en) * | 1936-07-02 | 1940-05-21 | James A Franceway Sr | Lubricating oil |
| US2349165A (en) * | 1940-04-05 | 1944-05-16 | Max Isaacson | Composition containing resinous type products |
| US2373015A (en) * | 1942-02-24 | 1945-04-03 | Claude R Wickard | Process for producing polymeric materials |
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