TWI598322B - 用於寡聚化乙烯的製程 - Google Patents
用於寡聚化乙烯的製程 Download PDFInfo
- Publication number
- TWI598322B TWI598322B TW102135872A TW102135872A TWI598322B TW I598322 B TWI598322 B TW I598322B TW 102135872 A TW102135872 A TW 102135872A TW 102135872 A TW102135872 A TW 102135872A TW I598322 B TWI598322 B TW I598322B
- Authority
- TW
- Taiwan
- Prior art keywords
- reactor
- ethylene
- fraction
- weight
- chromium
- Prior art date
Links
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 74
- 239000005977 Ethylene Substances 0.000 title claims description 74
- 238000000034 method Methods 0.000 title claims description 50
- 230000003606 oligomerizing effect Effects 0.000 title claims description 8
- 239000002904 solvent Substances 0.000 claims description 28
- 239000003054 catalyst Substances 0.000 claims description 24
- 238000005194 fractionation Methods 0.000 claims description 22
- 238000001816 cooling Methods 0.000 claims description 19
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 12
- 238000010791 quenching Methods 0.000 claims description 11
- 230000000171 quenching effect Effects 0.000 claims description 9
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- 239000004711 α-olefin Substances 0.000 claims description 6
- 239000012190 activator Substances 0.000 claims description 5
- 239000011651 chromium Substances 0.000 claims description 5
- 150000001845 chromium compounds Chemical class 0.000 claims description 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052804 chromium Inorganic materials 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 238000005829 trimerization reaction Methods 0.000 claims description 4
- BFGKITSFLPAWGI-UHFFFAOYSA-N chromium(3+) Chemical compound [Cr+3] BFGKITSFLPAWGI-UHFFFAOYSA-N 0.000 claims description 3
- 239000003446 ligand Substances 0.000 claims description 3
- 230000000153 supplemental effect Effects 0.000 claims description 3
- WVSBQYMJNMJHIM-UHFFFAOYSA-N (benzene)chromium tricarbonyl Chemical compound [Cr].[O+]#[C-].[O+]#[C-].[O+]#[C-].C1=CC=CC=C1 WVSBQYMJNMJHIM-UHFFFAOYSA-N 0.000 claims description 2
- 229910021556 Chromium(III) chloride Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 claims description 2
- 235000007831 chromium(III) chloride Nutrition 0.000 claims description 2
- 239000011636 chromium(III) chloride Substances 0.000 claims description 2
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims description 2
- 239000000446 fuel Substances 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000002861 polymer material Substances 0.000 claims description 2
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 claims description 2
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 claims description 2
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 claims description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims 2
- NPCUWXDZFXSRLT-UHFFFAOYSA-N chromium;2-ethylhexanoic acid Chemical compound [Cr].CCCCC(CC)C(O)=O NPCUWXDZFXSRLT-UHFFFAOYSA-N 0.000 claims 1
- 229960005489 paracetamol Drugs 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000006384 oligomerization reaction Methods 0.000 description 14
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000001993 wax Substances 0.000 description 7
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- -1 butene compound Chemical class 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000003505 terpenes Chemical class 0.000 description 4
- 235000007586 terpenes Nutrition 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000011027 product recovery Methods 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000010960 commercial process Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- JCALBVZBIRXHMQ-UHFFFAOYSA-N [[hydroxy-(phosphonoamino)phosphoryl]amino]phosphonic acid Chemical compound OP(O)(=O)NP(O)(=O)NP(O)(O)=O JCALBVZBIRXHMQ-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WBKDDMYJLXVBNI-UHFFFAOYSA-K chromium(3+);2-ethylhexanoate Chemical compound [Cr+3].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O WBKDDMYJLXVBNI-UHFFFAOYSA-K 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 1
- 229910001502 inorganic halide Inorganic materials 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009469 supplementation Effects 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/32—Catalytic processes with hydrides or organic compounds as complexes, e.g. acetyl-acetonates
- C07C2/34—Metal-hydrocarbon complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/36—Catalytic processes with hydrides or organic compounds as phosphines, arsines, stilbines or bismuthines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/20—Carbonyls
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/22—Organic complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups C07C2531/02 - C07C2531/24
- C07C2531/34—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups C07C2531/02 - C07C2531/24 of chromium, molybdenum or tungsten
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12194589.3A EP2738151B8 (en) | 2012-11-28 | 2012-11-28 | Process for oligomerization of ethylene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201420550A TW201420550A (zh) | 2014-06-01 |
| TWI598322B true TWI598322B (zh) | 2017-09-11 |
Family
ID=47226048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW102135872A TWI598322B (zh) | 2012-11-28 | 2013-10-03 | 用於寡聚化乙烯的製程 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US10112876B2 (cg-RX-API-DMAC7.html) |
| EP (1) | EP2738151B8 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6141441B2 (cg-RX-API-DMAC7.html) |
| KR (1) | KR101951268B1 (cg-RX-API-DMAC7.html) |
| CN (1) | CN104781216B (cg-RX-API-DMAC7.html) |
| BR (1) | BR112015012012B1 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2889817C (cg-RX-API-DMAC7.html) |
| ES (1) | ES2524905T3 (cg-RX-API-DMAC7.html) |
| IN (1) | IN2015DN03293A (cg-RX-API-DMAC7.html) |
| MX (1) | MX377524B (cg-RX-API-DMAC7.html) |
| MY (1) | MY169037A (cg-RX-API-DMAC7.html) |
| RU (1) | RU2635551C9 (cg-RX-API-DMAC7.html) |
| SG (1) | SG11201503088QA (cg-RX-API-DMAC7.html) |
| TW (1) | TWI598322B (cg-RX-API-DMAC7.html) |
| WO (1) | WO2014082689A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2684857A1 (en) * | 2012-07-10 | 2014-01-15 | Saudi Basic Industries Corporation | Method for oligomerization of ethylene |
| JP6228246B2 (ja) | 2015-03-03 | 2017-11-08 | エボニック デグサ ゲーエムベーハーＥｖｏｎｉｋ Ｄｅｇｕｓｓａ ＧｍｂＨ | エテンのオリゴマー化に使用される不均一系触媒の再生 |
| KR101928765B1 (ko) | 2015-06-09 | 2018-12-13 | 주식회사 엘지화학 | 에틸렌을 회수하기 위한 분리방법 및 분리공정 시스템 |
| KR101928766B1 (ko) | 2015-06-09 | 2018-12-13 | 주식회사 엘지화학 | 에틸렌을 회수하기 위한 분리방법 및 분리공정 시스템 |
| EP4257234B1 (en) | 2015-06-19 | 2025-04-09 | Saudi Arabian Oil Company | Antifouling oligomerization catalyst systems |
| WO2017010998A1 (en) * | 2015-07-14 | 2017-01-19 | Chevron Phillips Chemical Company Lp | Olefin compositions |
| KR101749542B1 (ko) * | 2015-09-03 | 2017-06-21 | 한택규 | 에틸렌의 선택적 올리고머화 반응 공정 |
| KR101929897B1 (ko) | 2015-10-19 | 2018-12-17 | 주식회사 엘지화학 | 에틸렌 올리고머화 반응물의 분리 방법 |
| TWI641590B (zh) * | 2015-12-30 | 2018-11-21 | 薩比克全球科技公司 | 生產己烯之方法 |
| ES2939636T3 (es) * | 2015-12-30 | 2023-04-25 | Sabic Global Technologies Bv | Método para separar hexeno |
| TWI633085B (zh) * | 2015-12-30 | 2018-08-21 | 薩比克全球科技公司 | 己烯的產製方法 |
| US11104621B2 (en) | 2016-01-07 | 2021-08-31 | Saudi Arabian Oil Company | Antifouling oligomerization catalyst systems |
| WO2017187289A1 (en) * | 2016-04-25 | 2017-11-02 | Sabic Global Technologies B.V. | Process for removing heat from an oligomerization reaction |
| KR101818180B1 (ko) * | 2016-05-13 | 2018-02-21 | 한국화학연구원 | 에틸렌 올리고머화 방법 |
| US10329212B2 (en) * | 2016-05-27 | 2019-06-25 | Chevron Phillips Chemical Company Lp | Reduced polymer formation for selective ethylene oligomerizations |
| US10093873B2 (en) | 2016-09-06 | 2018-10-09 | Saudi Arabian Oil Company | Process to recover gasoline and diesel from aromatic complex bottoms |
| US10280125B2 (en) | 2016-12-07 | 2019-05-07 | Sumitomo Chemical Company, Limited | Process for selective ethylene oligomerization with antifouling components |
| CN110087747A (zh) * | 2016-12-19 | 2019-08-02 | 沙特基础工业全球技术有限公司 | 分离线性α烯烃的方法 |
| KR102579091B1 (ko) * | 2016-12-19 | 2023-09-15 | 사빅 글로벌 테크놀러지스 비.브이. | 선형 알파 올레핀의 분리 방법 |
| US20200087582A1 (en) * | 2016-12-19 | 2020-03-19 | Sabic Global Technologies B.V. | Method of treating a hydrocarbon stream |
| EP3558483B1 (en) * | 2016-12-20 | 2020-11-04 | SABIC Global Technologies B.V. | Method of separating linear alpha olefins |
| WO2018122704A1 (en) * | 2016-12-30 | 2018-07-05 | Sabic Global Technologies B.V. | Method for temperature control in a bubble column reactor for selective 1-hexene production |
| US11066344B2 (en) | 2017-02-16 | 2021-07-20 | Saudi Arabian Oil Company | Methods and systems of upgrading heavy aromatics stream to petrochemical feedstock |
| US10053401B1 (en) | 2017-02-16 | 2018-08-21 | Saudi Arabian Oil Company | Process for recovery of light alkyl mono-aromatic compounds from heavy alkyl aromatic and alkyl-bridged non-condensed alkyl aromatic compounds |
| US11279663B2 (en) | 2017-02-16 | 2022-03-22 | Saudi Arabian Oil Company | Methods and systems of upgrading heavy aromatics stream to petrochemical feedstock |
| US10508066B2 (en) | 2017-02-16 | 2019-12-17 | Saudi Arabian Oil Company | Methods and systems of upgrading heavy aromatics stream to petrochemical feedstock |
| WO2018170054A1 (en) * | 2017-03-14 | 2018-09-20 | Saudi Arabian Oil Company | Process for ethylene oligomerization to produce alpha-olefins |
| WO2019060299A1 (en) | 2017-09-22 | 2019-03-28 | Saudi Arabian Oil Company | ONLINE PROCESS FOR MANUFACTURING CO-CATALYST OF ANTIFOULING AGENT FOR OLIGOMERIZING ETHYLENE |
| TW201925146A (zh) * | 2017-11-21 | 2019-07-01 | 南韓商韓華道達爾有限公司 | 製備異丁烯寡聚物的方法 |
| CN112654422B (zh) * | 2018-09-06 | 2023-08-25 | 公共型股份公司希布尔控股 | 鼓泡壳管式设备 |
| KR102618592B1 (ko) | 2018-11-26 | 2023-12-28 | 주식회사 엘지화학 | 에틸렌의 올리고머화 방법 |
| KR102595110B1 (ko) * | 2018-11-30 | 2023-10-30 | 주식회사 엘지화학 | 에틸렌의 올리고머화 방법 |
| KR102383417B1 (ko) | 2018-12-10 | 2022-04-07 | 주식회사 엘지화학 | 에틸렌 올리고머화 반응 생성물의 분리방법 |
| WO2020185426A1 (en) * | 2019-03-13 | 2020-09-17 | Tpc Group Llc | Flexible manufacturing system for selectively producing different linear alpha olefins |
| FR3099476B1 (fr) * | 2019-07-31 | 2021-07-30 | Ifp Energies Now | Procede d’oligomerisation mettant en œuvre un recycle du ciel gazeux |
| KR102577661B1 (ko) * | 2019-08-21 | 2023-09-11 | 주식회사 엘지화학 | 올리고머 제조 방법 및 올리고머 제조 장치 |
| US11440980B2 (en) | 2020-07-22 | 2022-09-13 | Saudi Arabian Oil Company | Methods for forming ultra high molecular weight polyethylenes and methods for reducing contaminant content in such |
| FR3112775B1 (fr) * | 2020-07-24 | 2022-07-01 | Ifp Energies Now | Procédé d’oligomérisation mettant en oeuvre un recycle du ciel gazeux |
| US20230331641A1 (en) * | 2020-09-09 | 2023-10-19 | Sabic Global Technologies B. V. | Process For Production of Linear Alpha Olefins With Parallel Reactors |
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| US11613714B2 (en) | 2021-01-13 | 2023-03-28 | Saudi Arabian Oil Company | Conversion of aromatic complex bottoms to useful products in an integrated refinery process |
| WO2022191882A1 (en) | 2021-03-12 | 2022-09-15 | Saudi Arabian Oil Company | Catalyst systems |
| CN113233951B (zh) * | 2021-05-12 | 2022-11-18 | 天津科技大学 | 一种用于乙烯选择性齐聚生产线性α-烯烃的生产装置及生产工艺 |
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| CN114225856A (zh) * | 2021-12-01 | 2022-03-25 | 浙江智英石化技术有限公司 | 一种乙烯选择性齐聚生产1-己烯的装置及工艺 |
| US11591526B1 (en) | 2022-01-31 | 2023-02-28 | Saudi Arabian Oil Company | Methods of operating fluid catalytic cracking processes to increase coke production |
| CN115040883A (zh) * | 2022-08-01 | 2022-09-13 | 中化泉州石化有限公司 | 一种用于乙烯齐聚生产a-烯烃的反应装置及反应方法 |
| CN115106037A (zh) * | 2022-08-04 | 2022-09-27 | 山东京博石油化工有限公司 | 一种连续式乙烯选择性齐聚生产α-烯烃的装置和工艺 |
| US11639321B1 (en) | 2022-08-31 | 2023-05-02 | Saudi Arabian Oil Company | Catalyst systems that include meta-alkoxy substituted n-aryl bis-diphosphinoamine ligands |
| US11623901B1 (en) | 2022-08-31 | 2023-04-11 | Saudi Arabian Oil Company | Catalyst systems that include silyl ether moieties |
| DK181857B1 (en) * | 2023-05-02 | 2025-02-20 | Topsoe As | Process and plant for producing synthetic paraffinic kerosene as jet fuel |
| WO2024227724A2 (en) | 2023-05-02 | 2024-11-07 | Topsoe A/S | Process and plant for producing synthetic paraffinic kerosene as jet fuel |
| CN121039256A (zh) | 2023-05-02 | 2025-11-28 | 托普索公司 | 生产作为喷气燃料的合成链烷烃煤油的方法和设备 |
| US20250100952A1 (en) * | 2023-09-27 | 2025-03-27 | Chevron Phillips Chemical Company Lp | Alkyl aluminum catalyst deactivation with water and solids removal via filtration |
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| FR2737203B1 (fr) | 1995-07-24 | 1997-09-05 | Inst Francais Du Petrole | Procede de separation d'alpha-olefines par distillation d'un effluent comprenant de l'ethylene et du butene-1 |
| US5811608A (en) * | 1995-12-15 | 1998-09-22 | Uop Llc | Process for oligomer production and saturation |
| JP3890626B2 (ja) * | 1996-06-17 | 2007-03-07 | 東ソー株式会社 | １−ヘキセンの製造方法 |
| JPH11199357A (ja) | 1998-01-19 | 1999-07-27 | Rippasu Kenkyusho:Kk | 水生植物類を利用した半発酵肥料 |
| US6858767B1 (en) * | 2000-08-11 | 2005-02-22 | Uniroyal Chemical Company, Inc. | Process for producing liquid polyalphaolefin polymer, metallocene catalyst therefor, the resulting polymer and lubricant containing same |
| US7727291B2 (en) * | 2005-04-27 | 2010-06-01 | Himmelsbach Holdings, Llc | Low molecular weight fuel additive |
| DE602005019239D1 (de) * | 2005-10-20 | 2010-03-25 | Linde Ag | Verfahren zur Oligomerisierung von Ethylen und Reaktorsystem dafür mit Kühlvorrichtung |
| US7858833B2 (en) * | 2006-02-03 | 2010-12-28 | Exxonmobil Chemical Patents Inc. | Process for generating linear alpha olefin comonomers |
| US8076524B2 (en) * | 2006-02-03 | 2011-12-13 | Exxonmobil Chemical Patents Inc. | Process for generating alpha olefin comonomers |
| EP2167231B8 (en) | 2007-07-11 | 2013-03-06 | Linde AG | Catalyst composition and process for di-, tri- and/or tetramerization of ethylene |
| EP2106854B1 (en) * | 2008-04-04 | 2011-05-25 | Saudi Basic Industries Corporation | Catalyst for oligomerization of ethylene, method for preparation thereof and process for oligomerization using it |
| ATE516878T1 (de) | 2009-04-09 | 2011-08-15 | Saudi Basic Ind Corp | Katalysatorzusammensetzung und verfahren zur oligomerisierung von ethylen |
| SG183230A1 (en) * | 2010-03-09 | 2012-09-27 | Exxonmobil Chem Patents Inc | System and method for selective trimerization |
| EP2684857A1 (en) | 2012-07-10 | 2014-01-15 | Saudi Basic Industries Corporation | Method for oligomerization of ethylene |
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|---|---|
| JP2015535529A (ja) | 2015-12-14 |
| EP2738151B8 (en) | 2014-12-17 |
| BR112015012012A2 (pt) | 2017-07-11 |
| BR112015012012B1 (pt) | 2020-12-08 |
| RU2015124111A (ru) | 2017-01-11 |
| SG11201503088QA (en) | 2015-05-28 |
| TW201420550A (zh) | 2014-06-01 |
| EP2738151A1 (en) | 2014-06-04 |
| EP2738151B1 (en) | 2014-11-12 |
| WO2014082689A1 (en) | 2014-06-05 |
| KR101951268B1 (ko) | 2019-02-22 |
| RU2635551C9 (ru) | 2017-12-06 |
| ES2524905T3 (es) | 2014-12-15 |
| IN2015DN03293A (cg-RX-API-DMAC7.html) | 2015-10-09 |
| CN104781216B (zh) | 2016-11-09 |
| MX377524B (es) | 2025-03-10 |
| US10112876B2 (en) | 2018-10-30 |
| KR20150088249A (ko) | 2015-07-31 |
| US20150299069A1 (en) | 2015-10-22 |
| CA2889817A1 (en) | 2014-06-05 |
| CA2889817C (en) | 2016-10-11 |
| MY169037A (en) | 2019-02-07 |
| RU2635551C2 (ru) | 2017-11-14 |
| MX2015006560A (es) | 2015-08-05 |
| JP6141441B2 (ja) | 2017-06-07 |
| CN104781216A (zh) | 2015-07-15 |
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