US2999857A - Process for the separation of n-paraf- - Google Patents
Process for the separation of n-paraf- Download PDFInfo
- Publication number
- US2999857A US2999857A US76501958A US2999857A US 2999857 A US2999857 A US 2999857A US 76501958 A US76501958 A US 76501958A US 2999857 A US2999857 A US 2999857A
- Authority
- US
- United States
- Prior art keywords
- adduct
- solvent
- urea
- pressure
- oil
- 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 title claims description 16
- 238000000926 separation method Methods 0.000 title claims description 10
- 239000002904 solvent Substances 0.000 claims description 32
- 239000003921 oil Substances 0.000 claims description 27
- 239000004202 carbamide Substances 0.000 claims description 26
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 23
- 230000015572 biosynthetic process Effects 0.000 claims description 16
- 238000009835 boiling Methods 0.000 claims description 12
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 238000000354 decomposition reaction Methods 0.000 claims description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 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
- 230000008020 evaporation Effects 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/152—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound by forming adducts or complexes
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
-
- 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
- C10G21/00—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
- C10G21/06—Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/40—Characteristics of the process deviating from typical ways of processing
- C10G2300/44—Solvents
Definitions
- the agglomerate was broken up by intensive mixing with, for example, a turbine mixer.
- a sievable adduct was certainly obtained but, in spite of the fine division, free and unused urea may remain present.
- the breaking up of the adduct required a relatively long period of time and a considerable quantity of energy had to be expended for this pmpose.
- the adduct formation is normally carried out under atmospheric pressure and the material which is to serve as a solvent for the oil suitably chosen.
- the adduct formation is carried out in two stages under different pressures, the pressure of the second stage being lower than that of the first stage.
- the solvent whose boiling point is so low that when the pressure is reduced in the second step the boiling point is exceeded.
- the solvent will be an oil solvent.
- the adduct agglomerate includes an appreciable amount of the solvent, together with urea; the solvent content represents approximately one-quarter of the amount used. The reduction of pressure momentarily evaporates this solvent and breaks up the agglomerate, the unused urea is liberated and, at the same time, forms new adduct.
- the difierence between the two pressure stages, and not the absolute degree of the pressures themselves, is decisive for the invention.
- the pressure used in the second step can also amount to several atmospheres provided that the pressure used in the first step is greater.
- methylene chloride is used as a solvent then it is advantageous to carry out the adduct formation in the first step under normal pressure at the boiling point of methylene chloride (41 C.) and in the second step to reduce the pressure to about half an atmosphere.
- the first step must be carried out under pressure if the solvent to be used is to be added in a completely fluid condition.
- the pressure can be reduced to any desired lower pressure.
- urea solutions which contained 10 to 40% by weight of water referred to the solution possesses special advantages.
- the mixture consists of only one fluid and one solid phase; the unused urea solution is completely absorbed into the adduct and does not appear as its own fluid phase.
- the adduct possesses a fine-grained structure which allows it to be separated from the mixture by means of the simplest of separating devices. Any hydrocarbon oils containing n-paraffins may be used, regardless of their boiling range.
- the solvent is not necessary in all cases to use the solvent as an oil solvent.
- the dilution with a suitable oil solvent can be omitted, particularly if the oils in question contain very little n-paraflins.
- the suggested process is also applicable in this case if a low boiling point solvent for the urea is used together with water.
- a suitable solvent for the urea is, for example, methanol and water.
- the separated n-paraflin-urea adduct can, after separation, be decomposed into n-paraflins and urea by the methods described in specification No. 533,699.
- a process for the separation of n-parafifins from hydrocarbon oils in the presence of an oil solvent by treating said oils with an aqueous solution of urea containing 10-40% by weight of water to form an n-paraffinurea adduct containing solvent and unused urea, characterised in that the formation of the n-parafiin-urea adduct is carried out in two stages under small differences of Patented Sept. 12, 1961 of the aforesaid oil solvent the boiling point of which is.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEE14773A DE1035298B (de) | 1957-10-10 | 1957-10-10 | Verfahren zur Abtrennung von n-Paraffinen aus Kohlenwasserstoffoelen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2999857A true US2999857A (en) | 1961-09-12 |
Family
ID=7068884
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US76501958 Expired - Lifetime US2999857A (en) | 1957-10-10 | 1958-10-03 | Process for the separation of n-paraf- |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2999857A (enrdf_load_html_response) |
| DE (1) | DE1035298B (enrdf_load_html_response) |
| GB (1) | GB829540A (enrdf_load_html_response) |
| NL (1) | NL107156C (enrdf_load_html_response) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3117923A (en) * | 1960-01-30 | 1964-01-14 | Pkocess for washing abducts of urea | |
| US3412015A (en) * | 1964-08-10 | 1968-11-19 | Shell Oil Co | Thin film evaporator in an adduction process and apparatus system |
| US4735703A (en) * | 1984-05-16 | 1988-04-05 | Nippon Petrochemicals Company, Limited | Method of increasing the concentration of straight chain paraffin material |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2560193A (en) * | 1947-12-27 | 1951-07-10 | Standard Oil Co | Dehazing hydrocarbon oils |
| US2642422A (en) * | 1953-06-16 | Gorin | ||
| US2658887A (en) * | 1949-06-07 | 1953-11-10 | Process for forming urea complexes | |
| US2723220A (en) * | 1950-04-10 | 1955-11-08 | Phillips Petroleum Co | Dewaxing of lubricating oil |
| US2763637A (en) * | 1953-05-25 | 1956-09-18 | Phillips Petroleum Co | Separation of organic compounds through selective adduct-formation with urea or thiourea |
| US2799623A (en) * | 1953-07-16 | 1957-07-16 | Ashland Oil Inc | Process for separating waxes from oil |
| US2800466A (en) * | 1952-09-30 | 1957-07-23 | Rosenstein Ludwig | Process for treating a mixture of saturated and unsaturated fatty acids with expanded urea |
| US2861941A (en) * | 1958-11-25 | Urea-dewaxing lubricating oil | ||
| US2907708A (en) * | 1955-05-29 | 1959-10-06 | Urea-dewaxing of hydrocarbon oils |
-
1957
- 1957-10-10 DE DEE14773A patent/DE1035298B/de active Pending
-
1958
- 1958-10-02 GB GB31529/58A patent/GB829540A/en not_active Expired
- 1958-10-03 US US76501958 patent/US2999857A/en not_active Expired - Lifetime
- 1958-10-04 NL NL231973A patent/NL107156C/xx active
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2642422A (en) * | 1953-06-16 | Gorin | ||
| US2861941A (en) * | 1958-11-25 | Urea-dewaxing lubricating oil | ||
| US2560193A (en) * | 1947-12-27 | 1951-07-10 | Standard Oil Co | Dehazing hydrocarbon oils |
| US2658887A (en) * | 1949-06-07 | 1953-11-10 | Process for forming urea complexes | |
| US2723220A (en) * | 1950-04-10 | 1955-11-08 | Phillips Petroleum Co | Dewaxing of lubricating oil |
| US2800466A (en) * | 1952-09-30 | 1957-07-23 | Rosenstein Ludwig | Process for treating a mixture of saturated and unsaturated fatty acids with expanded urea |
| US2763637A (en) * | 1953-05-25 | 1956-09-18 | Phillips Petroleum Co | Separation of organic compounds through selective adduct-formation with urea or thiourea |
| US2799623A (en) * | 1953-07-16 | 1957-07-16 | Ashland Oil Inc | Process for separating waxes from oil |
| US2907708A (en) * | 1955-05-29 | 1959-10-06 | Urea-dewaxing of hydrocarbon oils |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3117923A (en) * | 1960-01-30 | 1964-01-14 | Pkocess for washing abducts of urea | |
| US3412015A (en) * | 1964-08-10 | 1968-11-19 | Shell Oil Co | Thin film evaporator in an adduction process and apparatus system |
| US4735703A (en) * | 1984-05-16 | 1988-04-05 | Nippon Petrochemicals Company, Limited | Method of increasing the concentration of straight chain paraffin material |
Also Published As
| Publication number | Publication date |
|---|---|
| GB829540A (en) | 1960-03-02 |
| NL107156C (enrdf_load_html_response) | 1964-01-15 |
| DE1035298B (de) | 1958-07-31 |
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