FR2536085A1 - Procede de pretraitement de coupes d'olefines legeres - Google Patents
Procede de pretraitement de coupes d'olefines legeres Download PDFInfo
- Publication number
- FR2536085A1 FR2536085A1 FR8219009A FR8219009A FR2536085A1 FR 2536085 A1 FR2536085 A1 FR 2536085A1 FR 8219009 A FR8219009 A FR 8219009A FR 8219009 A FR8219009 A FR 8219009A FR 2536085 A1 FR2536085 A1 FR 2536085A1
- Authority
- FR
- France
- Prior art keywords
- isobutene
- boron trifluoride
- butadiene
- olefins
- effluent
- 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.)
- Granted
Links
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 22
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims description 12
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 58
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims abstract description 46
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229910015900 BF3 Inorganic materials 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 229920000642 polymer Polymers 0.000 claims abstract description 11
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims description 4
- 238000011049 filling Methods 0.000 claims description 3
- 238000005194 fractionation Methods 0.000 claims description 3
- ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- 238000007701 flash-distillation Methods 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 239000007983 Tris buffer Substances 0.000 claims 1
- 229920002857 polybutadiene Polymers 0.000 claims 1
- 238000003379 elimination reaction Methods 0.000 abstract description 4
- 230000008030 elimination Effects 0.000 abstract description 3
- 238000002203 pretreatment Methods 0.000 abstract description 2
- 239000003054 catalyst Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 238000006384 oligomerization reaction Methods 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 5
- 230000029936 alkylation Effects 0.000 description 4
- 238000005804 alkylation reaction Methods 0.000 description 4
- 239000011324 bead Substances 0.000 description 4
- 238000006471 dimerization reaction Methods 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 3
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 238000004523 catalytic cracking Methods 0.000 description 2
- 150000001993 dienes Chemical class 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical class CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 239000000686 essence Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- -1 ethylene, propylene Chemical group 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000013638 trimer 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
- C07C7/177—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound by selective oligomerisation or polymerisation of at least one compound of the mixture
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8219009A FR2536085A1 (fr) | 1982-11-12 | 1982-11-12 | Procede de pretraitement de coupes d'olefines legeres |
| ZA838218A ZA838218B (en) | 1982-11-12 | 1983-11-03 | A process for pre-treating light olefin fractions |
| DE8383402156T DE3361035D1 (en) | 1982-11-12 | 1983-11-07 | Process for the pretreatment of cuts of light olefines |
| EP83402156A EP0109335B1 (fr) | 1982-11-12 | 1983-11-07 | Procédé de prétraitement de coupes d'oléfines légères |
| DE198383402156T DE109335T1 (de) | 1982-11-12 | 1983-11-07 | Verfahren zur vorbehandlung von stroemen von leichten olefinen. |
| US06/551,187 US4520225A (en) | 1982-11-12 | 1983-11-14 | Process for the pretreatment of light olefin fractions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8219009A FR2536085A1 (fr) | 1982-11-12 | 1982-11-12 | Procede de pretraitement de coupes d'olefines legeres |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2536085A1 true FR2536085A1 (fr) | 1984-05-18 |
| FR2536085B1 FR2536085B1 (enExample) | 1985-04-26 |
Family
ID=9279136
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8219009A Granted FR2536085A1 (fr) | 1982-11-12 | 1982-11-12 | Procede de pretraitement de coupes d'olefines legeres |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4520225A (enExample) |
| EP (1) | EP0109335B1 (enExample) |
| DE (2) | DE109335T1 (enExample) |
| FR (1) | FR2536085A1 (enExample) |
| ZA (1) | ZA838218B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3611853A1 (de) * | 1986-04-09 | 1987-10-15 | Erdoelchemie Gmbh | Von sauerstoffhaltigen verbindungen freie umsetzungsprodukte von oligomerisierungsreaktionen |
| DE3612443A1 (de) * | 1986-04-12 | 1987-10-22 | Erdoelchemie Gmbh | Verfahren zur herstellung von tetraisobutylen aus diisobutylen |
| DE3611842A1 (de) * | 1986-06-12 | 1988-01-14 | Erdoelchemie Gmbh | Verfahren zur herstellung von tetraisobutylen aus diisobutylen |
| GB8704960D0 (en) * | 1987-03-03 | 1987-04-08 | Shell Int Research | Catalytic conversion of olefins-containing feed |
| GB8804033D0 (en) * | 1988-02-22 | 1988-03-23 | Shell Int Research | Process for preparing normally liquid hydrocarbonaceous products from hydrocarbon feed |
| US5095172A (en) * | 1991-03-20 | 1992-03-10 | Ethyl Corporation | Olefin purification process |
| US5811616A (en) * | 1995-06-13 | 1998-09-22 | Amoco Corporation | BF3 gas recovery process |
| US5763715A (en) * | 1996-10-08 | 1998-06-09 | Stone & Webster Engineering Corp. | Butadiene removal system for ethylene plants with front end hydrogenation systems |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2408010A (en) * | 1944-11-04 | 1946-09-24 | Standard Oil Dev Co | Purification of ethylene |
| US2438444A (en) * | 1945-02-02 | 1948-03-23 | Standard Oil Dev Co | Method of removing diolefins from an olefinic feed stock |
| US2777890A (en) * | 1953-06-15 | 1957-01-15 | Du Pont | Process of preparing oily butadiene polymers and products thereof |
| FR1346135A (fr) * | 1963-01-31 | 1963-12-13 | Universal Oil Prod Co | Procédé de polymérisation d'hydrocarbures oléfiniques |
| US3257473A (en) * | 1962-12-20 | 1966-06-21 | Sinclair Research Inc | Process for separating c to c nontertiary olefins from tertiary olefins with fluorine supported on alumina |
| US3340919A (en) * | 1965-12-15 | 1967-09-12 | Johnson & Johnson | Bag |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2433465A (en) * | 1943-07-23 | 1947-12-30 | Atlantic Refining Co | Process for effecting the separation of a monoolefin from a diolefin |
| US2552692A (en) * | 1947-11-20 | 1951-05-15 | Phillips Petroleum Co | Extraction of isobutylene by polymerization and depolymerization |
| US3340319A (en) * | 1964-05-18 | 1967-09-05 | Phillips Petroleum Co | Selective polymerization of isobutene |
| US3367987A (en) * | 1966-11-23 | 1968-02-06 | Gulf Research Development Co | Process for purifying an alpha olefin |
-
1982
- 1982-11-12 FR FR8219009A patent/FR2536085A1/fr active Granted
-
1983
- 1983-11-03 ZA ZA838218A patent/ZA838218B/xx unknown
- 1983-11-07 EP EP83402156A patent/EP0109335B1/fr not_active Expired
- 1983-11-07 DE DE198383402156T patent/DE109335T1/de active Pending
- 1983-11-07 DE DE8383402156T patent/DE3361035D1/de not_active Expired
- 1983-11-14 US US06/551,187 patent/US4520225A/en not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2408010A (en) * | 1944-11-04 | 1946-09-24 | Standard Oil Dev Co | Purification of ethylene |
| US2438444A (en) * | 1945-02-02 | 1948-03-23 | Standard Oil Dev Co | Method of removing diolefins from an olefinic feed stock |
| US2777890A (en) * | 1953-06-15 | 1957-01-15 | Du Pont | Process of preparing oily butadiene polymers and products thereof |
| US3257473A (en) * | 1962-12-20 | 1966-06-21 | Sinclair Research Inc | Process for separating c to c nontertiary olefins from tertiary olefins with fluorine supported on alumina |
| FR1346135A (fr) * | 1963-01-31 | 1963-12-13 | Universal Oil Prod Co | Procédé de polymérisation d'hydrocarbures oléfiniques |
| US3340919A (en) * | 1965-12-15 | 1967-09-12 | Johnson & Johnson | Bag |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2536085B1 (enExample) | 1985-04-26 |
| EP0109335A1 (fr) | 1984-05-23 |
| ZA838218B (en) | 1984-06-27 |
| DE3361035D1 (en) | 1985-11-21 |
| DE109335T1 (de) | 1984-09-27 |
| US4520225A (en) | 1985-05-28 |
| EP0109335B1 (fr) | 1985-10-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2294916C2 (ru) | Способ конверсии углеводородной загрузки | |
| RU2299191C2 (ru) | Способ многостадийной конверсии загрузки, содержащей олефины с четырьмя, пятью или более атомами углерода, с целью получения пропилена (варианты) | |
| US5146022A (en) | High VI synthetic lubricants from cracked slack wax | |
| CA2740606C (en) | Metathesis unit pretreatment process with formation of octene | |
| KR101374450B1 (ko) | 알킬화 공급재료의 제조방법 | |
| KR101759802B1 (ko) | 저 에틸렌 또는 에틸렌을 이용하지 않는 복분해를 통한 프로필렌 | |
| JP3199848B2 (ja) | ブタジエンの選択的水素化法 | |
| US11312669B2 (en) | Oligomerization of olefins | |
| KR960041140A (ko) | 올레핀계 c₄ 유분을 폴리이소부텐과 프로필렌으로 전환시키는 방법 및 장치 | |
| EP1006097A1 (en) | Oligomerization process | |
| FR2536085A1 (fr) | Procede de pretraitement de coupes d'olefines legeres | |
| US20140179964A1 (en) | Acid-Catalyzed Olefin Oligomerizations | |
| KR20150032580A (ko) | C4 탄화수소 혼합물 중 메르캅탄의 티오에테르화 | |
| US4650917A (en) | Method for upgrading olefinic lubes | |
| EP2228355A1 (fr) | Procédé de conversion directe d'une charge comprenant des oléfines à quatre et/ou cinq atomes de carbone pour la production de propylène | |
| EP0372939B1 (en) | Process for separating n-olefins and n-paraffins from hydrocarbon mixtures | |
| EP0376637B1 (en) | Process for the manufacture of polyolefin lubricants from sulfur-containing thermally cracked petroleum residua | |
| US12264208B2 (en) | Processes for converting C4 feeds to isobutylene, polyisobutylene, or derivatives thereof | |
| CN107406340A (zh) | 将含烯烃的烃进料转化为低聚产物或氢化低聚产物的方法 | |
| US4386229A (en) | Olefin dimerization | |
| US20040106836A1 (en) | Process to isomerize 1-butene to 2-butene | |
| EA199900252A2 (ru) | Способ олигомеризации низших олефинов | |
| JPH02194834A (ja) | オレフィン分離用改良ゼオライト組成物 | |
| TW202330885A (zh) | 可再生之穩定石油腦範圍之烴進料、熱裂解方法及其產物 | |
| KR100963324B1 (ko) | 흡착 분리 단계를 이용하여 선택된 페닐-알칸을 제조하는방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |