US2666020A - Sepaeation of wax-like constituents - Google Patents
Sepaeation of wax-like constituents Download PDFInfo
- Publication number
- US2666020A US2666020A US9771749A US2666020A US 2666020 A US2666020 A US 2666020A US 9771749 A US9771749 A US 9771749A US 2666020 A US2666020 A US 2666020A
- Authority
- US
- United States
- Prior art keywords
- oil
- urea
- constituents
- water
- complex
- 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
- 239000000470 constituent Substances 0.000 title claims description 19
- 239000003921 oil Substances 0.000 claims description 41
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 39
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 229930195733 hydrocarbon Natural products 0.000 claims description 22
- 150000002430 hydrocarbons Chemical class 0.000 claims description 21
- 239000010687 lubricating oil Substances 0.000 claims description 21
- 239000004202 carbamide Substances 0.000 claims description 20
- 239000004215 Carbon black (E152) Substances 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 230000009918 complex formation Effects 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 8
- 239000012188 paraffin wax Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000008139 complexing agent Substances 0.000 description 18
- 239000001993 wax Substances 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- -1 aliphatic alcohols Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- YCOZIPAWZNQLMR-UHFFFAOYSA-N heptane - octane Natural products CCCCCCCCCCCCCCC YCOZIPAWZNQLMR-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- TUMNHQRORINJKE-UHFFFAOYSA-N 1,1-diethylurea Chemical compound CCN(CC)C(N)=O TUMNHQRORINJKE-UHFFFAOYSA-N 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- CNWSQCLBDWYLAN-UHFFFAOYSA-N butylurea Chemical compound CCCCNC(N)=O CNWSQCLBDWYLAN-UHFFFAOYSA-N 0.000 description 1
- 239000011365 complex material Substances 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing 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
- C10G73/24—Recovery of petroleum waxes from hydrocarbon oils; Dewaxing of hydrocarbon oils by formation of adducts
Definitions
- X may be either oxygen, or sulfur.
- effective compounds or agents are urea, thiourea, and derivatives thereof which are capable of forming with waxy constituents of mineral oil, solid crystalline complex compounds readily separable from the oil. More specifically, the invention contemplates effecting contact between feed oil and the complexing agent in the presence of water and an added normally liquid parafiin hydrocarbon having about 9 to 10 carbon atoms or having in the range about 7 to 14 carbon atoms per molecule.
- the invention has particular application to the treatment of oils of higher molecular weight, that is, having more than about 10 or 14 carbon atoms per molecule including gas oils and lubricating oils.
- a complexing agent such as urea enters into complex formation with paraffinic hydrocarbons in the C7 to C14 range in the presence of water, forming complex compounds that are stable at temperatures in the range up to 125 to 150 F.
- Stable complex compounds are also formed with higher molecular weight hydrocarbons or oils of the character of gas oils or lubricating oils in the presence of small amounts of alcohol but stable complex compounds are not formed with such higher molecular weight hydrocarbons in the presence of water only.
- the present invention involves the discovery that stable complex compounds are formed in' the gas oil and lubricating oil range in themesence of water if there is also present some of the aforesaid paraffinic hydrocarbons having '7 to 14 carbon atoms per molecule.
- the invention contemplates adding a parafiinic hydrocarbon such as octanes, nonanes and decanes to feed oils of the character of gas oil and lubricating oil and using water rather than alcohol to promote complex formation.
- waxy constituents are removed from gas oils and lubricating oils by treatment with the complexing agent in the presence of both water and an added low molecular weight hydrocarbon.
- the added hydrocarbon may be blended with the feed oil prior to, during, or both prior to and during treatment with the complexing agent.
- the water and the complexing agent may be added separately or in admixture.
- the feed oil, complexing agent. water and added hydrocarbon are subjected to thorough mixing at a temperature in the range about to F. and usually not in excess of F. to complete complex formation with the constituents of the feed oil which it is desired to remove therefrom. Thereafter, the mixture is subjected to settling, filtration, centrifuging or other treatment adapted to remove the complex material from the remaining liquid phase.
- the oil can be washed with water, advantageously employing the well-known principle of countercurrent flow scrubbing to remove residual amounts of complexing agent. This washing may be carried out at normal room temperature or at a temperature not in excess of about 150 F.
- the separated solid complex is advantageously heated to a temperature of about or in the range 150 to 200 F. to effect decomposition.
- the heated complex breaks down into an oily or Waxy layer and an aqueous or urea layer. These layers may be separated.
- the waxy layer can be washed with an additional quantity of water to scrub residual complexing agent therefrom.
- the wash water containing residual complexing agent can be distilled to form a concentrated solution of complexing agentin water. ,On the other hand, it may be commingled directly with the aforesaid aqueous layer and the resulting mixture concentrated to form a solution of complexing agent in water or a mixture of complexing agent in water of the desired composition effective for the treatment of fresh feed oil.
- the added parafiin hydrocarbon remains in the waxy fraction and can be separated therefrom by distillation or other means as desired and'thus recovered for re-use in the process.
- the amount of complexing agent employed will depend upon the wax content of the feed oil undergoing treatment and may amount to from about 3 to 4 lbs. of complexing agent per pound of waxy constituents contained in the feed oil and which it is desired to remove therefrom.
- the amount of added hydrocarbon will depend upon the character of the feedoil undergoing treatment as well as the waxy constituents thereof. Usually, this added oil will amount to from about It; to 2 parts by weight of the waxy constituents of the feed oil which it is desired to remove.
- the amount of water required to promote the complex formation usually ranges from about 1 or 2% to 5 or even by weight of the feed oil although it is contemplated that either smaller or larger amounts may be used.
- a lubricating oil distillate having a Saybolt Universal viscosity of'about 300 seconds at 100 F. containing about 1% wax by volume and having a Freon haze temperature of around minus F. was treated with urea amounting to about 4 lbs. per lb. of wax contained in the oil in the presence of a small amount of water, namely, about 10% by volume of the oil.
- the mixture was subjected to agitation at a temperature of about 75 F. for a period of '75 minutes.
- formation of a solid complex did not occur to any appreciable extent so that upon settling it was possible to separate only substantially pure urea as the solid material.
- the action of the added hydrocarbon n-tetradecane appears to be that of a complex stabilizer or promoter so that the resulting complex of urea and haze-forming constituents of the aforementioned lubricating oil distillate is sufiiciently stable to remain in solid crystalline form during settling and separation from the settling vessel.
- An important advantage of the invention resides in the use of water rather than alcohol or some other solvent liquid to promote complex formation.
- the water can be readily separated from the treated oil, whereas a liquid such as alcohol, due to its miscibility with oil, requires provision for solvent recovery.
- the present invention eliminates the need for such solvent recovery and, therefore, provides a more simple and economical process.
- the invention may have application to the treatment of more viscous oils and oils of relatively high wax content.
- the treatment of the more viscous type of oil may be facilitated by the use of petroleum hydrocarbon type diluents such as naphtha and liquefied normally gaseous hydrocarbons. In this way, the process may be applied to the treatment of waxy con- 4 centrates to effect separation of desired wax fractions.
- the process may have application to the treatment of oils derived from animal, vegetable or marine sources and to oils which have been subjected to other types of refining such as hydrogenation.
- the process may be used in conjunction with other types of dewaxing operations either to effect a preliminary removal of wax or to effect removal of residual wax constituents from previously dewaxed oil. It may also be used for deoiling wax concentrates and for the fractionation of wax according to molecular or melting point.
- the process may be used to effect separation of normal parafiins from non-paraffinic hydrocarbons such as aromatics and naphthene hydrocarbons and thus provide a means for manufacturing transformer oil.
- non-paraffinic hydrocarbons such as aromatics and naphthene hydrocarbons
- certain aromatic and naphthenic hydrocarbons having long aliphatic side chains enter into complex formation with urea and thus such constituents maybe separated from hydrocarbon mixtures containing them by the procedure of this invention. It may be used for the removal of oxygencontainingcompounds from mineral oil which have been subjected to previous treatment with oxidizing agents.
- the invention is particularly effective for the treatment of oils of the character of gas oils and relatively low viscosity lubricating oil distillates useful in the manufacture of lubricants for refrigerator service and turbines or for the manufacture of oils useful as-diesel fuels and jet fuels, etc.
- urea has been specifically mentioned, it is contemplated that substituted derivatives thereof such as'ethanol urea, diethyl urea, butyl urea, may be used as well as other derivatives containing various di, tri and/or tetra valent inorganic and/or organic compounds.
- a method which comprises subjecting said lube oil to contact with said agent in the presence of water and an added paraifin hydrocarbon containing between 7 and 14 carbon atoms which readily forms complexes with said complexing agent with the result that complex-forming constituents of said lube oil enter into crystalline complex formation with urea and separating the resulting crystalline complex from said lube oil.
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Lubricants (AREA)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9771749 US2666020A (en) | 1949-06-07 | 1949-06-07 | Sepaeation of wax-like constituents |
US14383850 US2658887A (en) | 1949-06-07 | 1950-02-11 | Process for forming urea complexes |
GB13982/50A GB686701A (en) | 1949-06-07 | 1950-06-05 | Improvements in or relating to the forming of urea or thiourea complexes |
FR1019762D FR1019762A (en, 2012) | 1949-06-07 | 1950-06-06 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US9771749 US2666020A (en) | 1949-06-07 | 1949-06-07 | Sepaeation of wax-like constituents |
US14383850 US2658887A (en) | 1949-06-07 | 1950-02-11 | Process for forming urea complexes |
Publications (1)
Publication Number | Publication Date |
---|---|
US2666020A true US2666020A (en) | 1954-01-12 |
Family
ID=33161730
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US9771749 Expired - Lifetime US2666020A (en) | 1949-06-07 | 1949-06-07 | Sepaeation of wax-like constituents |
US14383850 Expired - Lifetime US2658887A (en) | 1949-06-07 | 1950-02-11 | Process for forming urea complexes |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US14383850 Expired - Lifetime US2658887A (en) | 1949-06-07 | 1950-02-11 | Process for forming urea complexes |
Country Status (3)
Country | Link |
---|---|
US (2) | US2666020A (en, 2012) |
FR (1) | FR1019762A (en, 2012) |
GB (1) | GB686701A (en, 2012) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2733218A (en) * | 1956-01-31 | Method for removing water from liquid | ||
US3044949A (en) * | 1958-04-17 | 1962-07-17 | Process for lowering the pour point of |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2846428A (en) * | 1952-05-08 | 1958-08-05 | Basf Ag | Separation of optical antipodes with urea |
US2849511A (en) * | 1953-05-25 | 1958-08-26 | Union Oil Co | Separation of organic compounds |
DE1107362B (de) * | 1956-07-21 | 1961-05-25 | Scholven Chemie Ag | Verfahren zur Herstellung eines nicht backenden, feinkoernigen Adduktes aus Kohlenwasserstoffen und Harnstoff |
DE1035298B (de) * | 1957-10-10 | 1958-07-31 | Edeleanu Gmbh | Verfahren zur Abtrennung von n-Paraffinen aus Kohlenwasserstoffoelen |
US3953319A (en) * | 1974-09-09 | 1976-04-27 | Texaco Inc. | Preparation of refrigeration oils |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2499820A (en) * | 1947-02-21 | 1950-03-07 | Thiourea-hydrocarbon complexes | |
US2549372A (en) * | 1947-04-15 | 1951-04-17 | Extractive fractionation process |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2189128A (en) * | 1936-07-17 | 1940-02-06 | Ferdinand W Breth | Process of refining a mineral oil |
US2253638A (en) * | 1939-12-15 | 1941-08-26 | Pan American Refining Corp | Treating motor fuels |
-
1949
- 1949-06-07 US US9771749 patent/US2666020A/en not_active Expired - Lifetime
-
1950
- 1950-02-11 US US14383850 patent/US2658887A/en not_active Expired - Lifetime
- 1950-06-05 GB GB13982/50A patent/GB686701A/en not_active Expired
- 1950-06-06 FR FR1019762D patent/FR1019762A/fr not_active Expired
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2499820A (en) * | 1947-02-21 | 1950-03-07 | Thiourea-hydrocarbon complexes | |
US2549372A (en) * | 1947-04-15 | 1951-04-17 | Extractive fractionation process |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2733218A (en) * | 1956-01-31 | Method for removing water from liquid | ||
US3044949A (en) * | 1958-04-17 | 1962-07-17 | Process for lowering the pour point of |
Also Published As
Publication number | Publication date |
---|---|
US2658887A (en) | 1953-11-10 |
FR1019762A (en, 2012) | 1953-01-26 |
GB686701A (en) | 1953-01-28 |
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