DE2220594C3 - Verfahren zur Gewinnung von n-Paraffinen aus Mineralöldestillaten durch Umsetzung mit einer Harnstofflösung - Google Patents
Verfahren zur Gewinnung von n-Paraffinen aus Mineralöldestillaten durch Umsetzung mit einer HarnstofflösungInfo
- Publication number
- DE2220594C3 DE2220594C3 DE2220594A DE2220594A DE2220594C3 DE 2220594 C3 DE2220594 C3 DE 2220594C3 DE 2220594 A DE2220594 A DE 2220594A DE 2220594 A DE2220594 A DE 2220594A DE 2220594 C3 DE2220594 C3 DE 2220594C3
- Authority
- DE
- Germany
- Prior art keywords
- solvent
- adduct
- mineral oil
- hexane
- adducts
- 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
Links
- 239000004202 carbamide Substances 0.000 title claims description 25
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 20
- 239000002480 mineral oil Substances 0.000 title claims description 18
- 235000010446 mineral oil Nutrition 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000006243 chemical reaction Methods 0.000 title description 3
- 239000002904 solvent Substances 0.000 claims description 53
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 35
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 31
- 239000000843 powder Substances 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 11
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 239000011877 solvent mixture Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims description 2
- 239000012046 mixed solvent Substances 0.000 claims 1
- 238000009987 spinning Methods 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 66
- 239000003921 oil Substances 0.000 description 24
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 239000012188 paraffin wax Substances 0.000 description 18
- 239000000243 solution Substances 0.000 description 15
- 238000002474 experimental method Methods 0.000 description 13
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 5
- HGSJQWIWLVRMMH-UHFFFAOYSA-N CCCCCC.CCCCCC.CCCCCC.CCCCCC Chemical compound CCCCCC.CCCCCC.CCCCCC.CCCCCC HGSJQWIWLVRMMH-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000005360 mashing Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- -1 dichloromethane Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 1
- JQOAQUXIUNVRQW-UHFFFAOYSA-N hexane Chemical compound CCCCCC.CCCCCC JQOAQUXIUNVRQW-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- NUKZAGXMHTUAFE-UHFFFAOYSA-N hexanoic acid methyl ester Natural products CCCCCC(=O)OC NUKZAGXMHTUAFE-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- CETWDUZRCINIHU-UHFFFAOYSA-N methyl-n-amyl-carbinol Natural products CCCCCC(C)O CETWDUZRCINIHU-UHFFFAOYSA-N 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 210000002700 urine Anatomy 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2220594A DE2220594C3 (de) | 1972-04-27 | 1972-04-27 | Verfahren zur Gewinnung von n-Paraffinen aus Mineralöldestillaten durch Umsetzung mit einer Harnstofflösung |
| IT22582/73A IT987057B (it) | 1972-04-27 | 1973-04-04 | Procedimento per la produzione di n paraffine da distillati di olii minerali per reazione con urea |
| GB1901173A GB1421224A (en) | 1972-04-27 | 1973-04-19 | Recovery of normal paraffins from mineral oil distillates |
| US00354284A US3847791A (en) | 1972-04-27 | 1973-04-25 | Processs for the production of normal paraffins by urea dewaxing of mineral oil distillates |
| JP48048326A JPS5062904A (enExample) | 1972-04-27 | 1973-04-26 | |
| FR7315130A FR2182131B1 (enExample) | 1972-04-27 | 1973-04-26 | |
| BE130461A BE798771A (fr) | 1972-04-27 | 1973-04-26 | Procede de separation de n-paraffines de distillats d'huile minerale par reaction avec l'uree |
| CA169,580A CA1005082A (en) | 1972-04-27 | 1973-04-26 | Process for the production of normal paraffins by urea dewaxing of mineral oil distillates |
| NL7305962A NL7305962A (enExample) | 1972-04-27 | 1973-04-27 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2220594A DE2220594C3 (de) | 1972-04-27 | 1972-04-27 | Verfahren zur Gewinnung von n-Paraffinen aus Mineralöldestillaten durch Umsetzung mit einer Harnstofflösung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2220594A1 DE2220594A1 (de) | 1973-11-08 |
| DE2220594B2 DE2220594B2 (de) | 1975-04-17 |
| DE2220594C3 true DE2220594C3 (de) | 1975-11-27 |
Family
ID=5843396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2220594A Expired DE2220594C3 (de) | 1972-04-27 | 1972-04-27 | Verfahren zur Gewinnung von n-Paraffinen aus Mineralöldestillaten durch Umsetzung mit einer Harnstofflösung |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3847791A (enExample) |
| JP (1) | JPS5062904A (enExample) |
| BE (1) | BE798771A (enExample) |
| CA (1) | CA1005082A (enExample) |
| DE (1) | DE2220594C3 (enExample) |
| FR (1) | FR2182131B1 (enExample) |
| GB (1) | GB1421224A (enExample) |
| IT (1) | IT987057B (enExample) |
| NL (1) | NL7305962A (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2333470C3 (de) * | 1973-06-30 | 1980-02-21 | Deutsche Texaco Ag, 2000 Hamburg | Verfahren zur kontinuierlichen Herstellung von Kältemaschinenölen mit tiefem Stockpunkt und einem Trübungspunkt nach DIN 51 351 von wenigstens minus 55 Grad C |
| US4042411A (en) * | 1975-04-22 | 1977-08-16 | Ljudmila Petrovna Kazakova | Method of processing food paraffins and uses of obtained products |
| US4504376A (en) * | 1984-04-09 | 1985-03-12 | Texaco Inc. | Urea dewaxing of naphthene oils |
| EP0943341A1 (en) * | 1998-02-18 | 1999-09-22 | Oscar Gold | Procedure to prepare granulated compositions that contain erythromycin macrolides and procedure to prepare pharmaceutical compositions that contain said macrolides |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3163632A (en) * | 1964-12-29 | Process for toe separation of | ||
| DE1105090B (de) * | 1959-04-30 | 1961-04-20 | Edeleanu Gmbh | Verfahren zur Gewinnung eines oelarmen Adduktes aus der Behandlung von Kohlenwasser-stoffoelen mit Harnstoff |
| DE1225328B (de) * | 1963-08-22 | 1966-09-22 | Edeleanu Gmbh | Verfahren zur Herstellung siebfaehiger Addukte bei der Abtrennung von Normal-Paraffinen aus Kohlenwasserstoffoelen mittels waessriger Harnstoffloesungen |
| DE1645730A1 (de) * | 1967-06-13 | 1970-07-16 | Edeleanu Gmbh | Verfahren zur Herstellung leicht abtrennbarer Addukte bei der Entparaffinierung von Kohlenwasserstoffen mit Harnstoff |
-
1972
- 1972-04-27 DE DE2220594A patent/DE2220594C3/de not_active Expired
-
1973
- 1973-04-04 IT IT22582/73A patent/IT987057B/it active
- 1973-04-19 GB GB1901173A patent/GB1421224A/en not_active Expired
- 1973-04-25 US US00354284A patent/US3847791A/en not_active Expired - Lifetime
- 1973-04-26 CA CA169,580A patent/CA1005082A/en not_active Expired
- 1973-04-26 JP JP48048326A patent/JPS5062904A/ja active Pending
- 1973-04-26 FR FR7315130A patent/FR2182131B1/fr not_active Expired
- 1973-04-26 BE BE130461A patent/BE798771A/xx unknown
- 1973-04-27 NL NL7305962A patent/NL7305962A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| IT987057B (it) | 1975-02-20 |
| JPS5062904A (enExample) | 1975-05-29 |
| FR2182131A1 (enExample) | 1973-12-07 |
| CA1005082A (en) | 1977-02-08 |
| NL7305962A (enExample) | 1973-10-30 |
| US3847791A (en) | 1974-11-12 |
| DE2220594B2 (de) | 1975-04-17 |
| BE798771A (fr) | 1973-10-26 |
| DE2220594A1 (de) | 1973-11-08 |
| GB1421224A (en) | 1976-01-14 |
| FR2182131B1 (enExample) | 1977-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |