DE2233239C3 - Verfahren zum Abtrennen von mehrfach verzweigten Paraffinen aus Gemischen mit einfach verzweigten und Normalparaffinen durch direkte selektive Adsorption - Google Patents
Verfahren zum Abtrennen von mehrfach verzweigten Paraffinen aus Gemischen mit einfach verzweigten und Normalparaffinen durch direkte selektive AdsorptionInfo
- Publication number
- DE2233239C3 DE2233239C3 DE2233239A DE2233239A DE2233239C3 DE 2233239 C3 DE2233239 C3 DE 2233239C3 DE 2233239 A DE2233239 A DE 2233239A DE 2233239 A DE2233239 A DE 2233239A DE 2233239 C3 DE2233239 C3 DE 2233239C3
- Authority
- DE
- Germany
- Prior art keywords
- zeolite
- branched
- paraffins
- adsorption
- cations
- 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
- 238000001179 sorption measurement Methods 0.000 title claims description 25
- 239000000203 mixture Substances 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 18
- 239000010457 zeolite Substances 0.000 claims description 66
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 claims description 65
- 229910021536 Zeolite Inorganic materials 0.000 claims description 58
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 150000001768 cations Chemical class 0.000 claims description 14
- -1 Barium cations Chemical class 0.000 claims description 12
- 229910052788 barium Inorganic materials 0.000 claims description 9
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 16
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 14
- PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical compound CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 14
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 14
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 13
- 239000000463 material Substances 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 10
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 8
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 8
- 238000002474 experimental method Methods 0.000 description 6
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000003795 desorption Methods 0.000 description 4
- 239000012188 paraffin wax Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000003463 adsorbent Substances 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 239000001282 iso-butane Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CXOWYJMDMMMMJO-UHFFFAOYSA-N 2,2-dimethylpentane Chemical compound CCCC(C)(C)C CXOWYJMDMMMMJO-UHFFFAOYSA-N 0.000 description 2
- WGECXQBGLLYSFP-UHFFFAOYSA-N 2,3-dimethylpentane Chemical compound CCC(C)C(C)C WGECXQBGLLYSFP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N anhydrous n-heptane Natural products CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 2
- 229910001948 sodium oxide Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- KGKSTPKEAQNJJD-UHFFFAOYSA-N 1-bromo-3-methylpent-1-yn-3-ol Chemical group CCC(C)(O)C#CBr KGKSTPKEAQNJJD-UHFFFAOYSA-N 0.000 description 1
- BZHMBWZPUJHVEE-UHFFFAOYSA-N 2,3-dimethylpentane Natural products CC(C)CC(C)C BZHMBWZPUJHVEE-UHFFFAOYSA-N 0.000 description 1
- BSFODEXXVBBYOC-UHFFFAOYSA-N 8-[4-(dimethylamino)butan-2-ylamino]quinolin-6-ol Chemical compound C1=CN=C2C(NC(CCN(C)C)C)=CC(O)=CC2=C1 BSFODEXXVBBYOC-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000196171 Hydrodictyon reticulatum Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- HHUIAYDQMNHELC-UHFFFAOYSA-N [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O HHUIAYDQMNHELC-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
- 229910001950 potassium oxide Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 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
- C10G25/00—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents
- C10G25/02—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material
- C10G25/03—Refining of hydrocarbon oils in the absence of hydrogen, with solid sorbents with ion-exchange material with crystalline alumino-silicates, e.g. molecular sieves
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
- C07C7/13—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers by molecular-sieve technique
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Crystallography & Structural Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Separation Of Gases By Adsorption (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16090171A | 1971-07-08 | 1971-07-08 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2233239A1 DE2233239A1 (de) | 1973-01-25 |
| DE2233239B2 DE2233239B2 (de) | 1974-01-31 |
| DE2233239C3 true DE2233239C3 (de) | 1974-09-05 |
Family
ID=22578955
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2233239A Expired DE2233239C3 (de) | 1971-07-08 | 1972-07-06 | Verfahren zum Abtrennen von mehrfach verzweigten Paraffinen aus Gemischen mit einfach verzweigten und Normalparaffinen durch direkte selektive Adsorption |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3706813A (enExample) |
| JP (1) | JPS5243843B1 (enExample) |
| AR (1) | AR210306A1 (enExample) |
| BR (1) | BR7204510D0 (enExample) |
| CA (1) | CA969484A (enExample) |
| DE (1) | DE2233239C3 (enExample) |
| ES (1) | ES404640A1 (enExample) |
| FR (1) | FR2144906B1 (enExample) |
| GB (1) | GB1386850A (enExample) |
| IT (1) | IT960973B (enExample) |
| PL (1) | PL85114B1 (enExample) |
| SU (1) | SU525435A3 (enExample) |
| ZA (1) | ZA724616B (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3969223A (en) * | 1973-12-10 | 1976-07-13 | Universal Oil Products Company | Olefin separation process |
| US4487688A (en) * | 1979-12-19 | 1984-12-11 | Mobil Oil Corporation | Selective sorption of lubricants of high viscosity index |
| US4804802A (en) * | 1988-01-25 | 1989-02-14 | Shell Oil Company | Isomerization process with recycle of mono-methyl-branched paraffins and normal paraffins |
| US5107052A (en) * | 1990-12-31 | 1992-04-21 | Uop | Extraction of dimethyl paraffins from isomerates |
| US5177299A (en) * | 1991-12-30 | 1993-01-05 | Uop | Recovery of high octane components from isomerates |
| US5672265A (en) * | 1994-08-15 | 1997-09-30 | Uop | Catalytic reforming process with increased aromatics yield |
| US5858209A (en) * | 1994-08-15 | 1999-01-12 | Uop | Catalytic reforming process with increased aromatics yield |
| FR3038528B1 (fr) | 2015-07-09 | 2020-10-23 | Ifp Energies Now | Adsorbants zeolithiques, leur procede de preparation et leurs utilisations |
| FR3038529B1 (fr) * | 2015-07-09 | 2020-10-23 | Ceca Sa | Adsorbants zeolithiques, leur procede de preparation et leurs utilisations |
| ES2888923A1 (es) | 2020-06-29 | 2022-01-10 | Consejo Superior Investigacion | Uso del material cristalino microporoso de naturaleza zeolitica con estructura stw en procesos de adsorcion y separacion de hidrocarburos |
-
1971
- 1971-07-08 US US160901A patent/US3706813A/en not_active Expired - Lifetime
-
1972
- 1972-07-05 ZA ZA724616A patent/ZA724616B/xx unknown
- 1972-07-06 PL PL1972156539A patent/PL85114B1/pl unknown
- 1972-07-06 IT IT51382/72A patent/IT960973B/it active
- 1972-07-06 DE DE2233239A patent/DE2233239C3/de not_active Expired
- 1972-07-07 ES ES404640A patent/ES404640A1/es not_active Expired
- 1972-07-07 BR BR4510/72A patent/BR7204510D0/pt unknown
- 1972-07-07 CA CA146,617A patent/CA969484A/en not_active Expired
- 1972-07-07 AR AR242964A patent/AR210306A1/es active
- 1972-07-07 SU SU1806607A patent/SU525435A3/ru active
- 1972-07-07 GB GB3192772A patent/GB1386850A/en not_active Expired
- 1972-07-08 JP JP47068619A patent/JPS5243843B1/ja active Pending
- 1972-07-10 FR FR7224866A patent/FR2144906B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| PL85114B1 (enExample) | 1976-04-30 |
| CA969484A (en) | 1975-06-17 |
| IT960973B (it) | 1973-11-30 |
| DE2233239B2 (de) | 1974-01-31 |
| AR210306A1 (es) | 1977-07-29 |
| JPS5243843B1 (enExample) | 1977-11-02 |
| SU525435A3 (ru) | 1976-08-15 |
| FR2144906A1 (enExample) | 1973-02-16 |
| GB1386850A (en) | 1975-03-12 |
| FR2144906B1 (enExample) | 1977-08-19 |
| DE2233239A1 (de) | 1973-01-25 |
| ES404640A1 (es) | 1975-06-16 |
| BR7204510D0 (pt) | 1973-05-24 |
| ZA724616B (en) | 1973-04-25 |
| US3706813A (en) | 1972-12-19 |
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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 |