DE60130342T2 - Verfahren zur herstellung von alpha-olefinen - Google Patents
Verfahren zur herstellung von alpha-olefinen Download PDFInfo
- Publication number
- DE60130342T2 DE60130342T2 DE60130342T DE60130342T DE60130342T2 DE 60130342 T2 DE60130342 T2 DE 60130342T2 DE 60130342 T DE60130342 T DE 60130342T DE 60130342 T DE60130342 T DE 60130342T DE 60130342 T2 DE60130342 T2 DE 60130342T2
- Authority
- DE
- Germany
- Prior art keywords
- carbon group
- hydrogen
- group
- halogen
- reactor
- 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 55
- 238000002360 preparation method Methods 0.000 title claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 96
- 125000006413 ring segment Chemical group 0.000 claims description 53
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 51
- 239000005977 Ethylene Substances 0.000 claims description 51
- 239000001257 hydrogen Substances 0.000 claims description 50
- 229910052739 hydrogen Inorganic materials 0.000 claims description 50
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 43
- 239000004711 α-olefin Substances 0.000 claims description 31
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 30
- 239000007788 liquid Substances 0.000 claims description 30
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 29
- -1 R 14 Chemical compound 0.000 claims description 27
- 239000003054 catalyst Substances 0.000 claims description 26
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 17
- 238000006384 oligomerization reaction Methods 0.000 claims description 17
- 125000000524 functional group Chemical group 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 11
- 125000003107 substituted aryl group Chemical group 0.000 claims description 9
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- NALBLJLOBICXRH-UHFFFAOYSA-N dinitrogen monohydride Chemical group N=[N] NALBLJLOBICXRH-UHFFFAOYSA-N 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 229910052801 chlorine Inorganic materials 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- 239000012530 fluid Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 150000004698 iron complex Chemical class 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims 1
- 238000001816 cooling Methods 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 15
- 239000012071 phase Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 13
- 125000003118 aryl group Chemical group 0.000 description 11
- 239000007789 gas Substances 0.000 description 10
- 125000004429 atom Chemical group 0.000 description 9
- 150000001336 alkenes Chemical class 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 7
- 239000007791 liquid phase Substances 0.000 description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 0 C*c(c(*)c(C)c(*)c1*)c1O* Chemical compound C*c(c(*)c(C)c(*)c1*)c1O* 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000002826 coolant Substances 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003426 co-catalyst Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 210000003238 esophagus Anatomy 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 150000004678 hydrides Chemical group 0.000 description 1
- 125000000743 hydrocarbylene group Chemical group 0.000 description 1
- QIUBLANJVAOHHY-UHFFFAOYSA-N hydrogen isocyanide Chemical group [NH+]#[C-] QIUBLANJVAOHHY-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 150000002505 iron Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 150000003624 transition metals Chemical group 0.000 description 1
- 239000003039 volatile agent 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
-
- 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
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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21888800P | 2000-07-18 | 2000-07-18 | |
| US218888P | 2000-07-18 | ||
| PCT/US2001/022628 WO2002006192A1 (en) | 2000-07-18 | 2001-07-18 | MANUFACTURING PROCESS FOR α-OLEFINS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60130342D1 DE60130342D1 (de) | 2007-10-18 |
| DE60130342T2 true DE60130342T2 (de) | 2008-05-29 |
Family
ID=22816892
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60130342T Expired - Lifetime DE60130342T2 (de) | 2000-07-18 | 2001-07-18 | Verfahren zur herstellung von alpha-olefinen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6534691B2 (https=) |
| EP (1) | EP1311464B1 (https=) |
| JP (1) | JP2004504282A (https=) |
| KR (1) | KR100780226B1 (https=) |
| CN (1) | CN100374398C (https=) |
| AU (1) | AU2001273556A1 (https=) |
| BR (1) | BR0112568A (https=) |
| DE (1) | DE60130342T2 (https=) |
| WO (1) | WO2002006192A1 (https=) |
Families Citing this family (87)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6710006B2 (en) * | 2000-02-09 | 2004-03-23 | Shell Oil Company | Non-symmetrical ligands and catalyst systems thereof for ethylene oligomerization to linear alpha olefins |
| BR0113137A (pt) * | 2000-08-03 | 2003-07-01 | Du Pont | Método para a redução da formação de ceras de polietileno e polìmeros em um processo contìnuo para a fabricação de um produto de (alfa)-olefina linear e processo |
| US7037988B2 (en) * | 2000-10-03 | 2006-05-02 | Shell Oil Company | Process for the co-oligomerisation of ethylene and alpha olefins |
| CN1255419C (zh) * | 2001-08-01 | 2006-05-10 | 国际壳牌研究有限公司 | 乙烯低聚生产直链α烯烃用配位体及其催化剂体系 |
| US7053259B2 (en) * | 2002-09-17 | 2006-05-30 | E. I. Du Pont De Nemours And Company | Process of producing α-olefins |
| WO2004037415A2 (en) * | 2002-09-25 | 2004-05-06 | Shell Internationale Research Maatschappij B.V. | Catalyst systems for ethylene oligomerisation to linear alpha olefins |
| ATE432248T1 (de) * | 2002-09-25 | 2009-06-15 | Shell Int Research | Verfahren zur herstellung eines linearen olefin- oligomer unter verwendung eines wärmetauschers |
| US20040122271A1 (en) * | 2002-09-25 | 2004-06-24 | Van Zon Arie | Process for making a linear alpha-olefin oligomer using a heat exchanger |
| US20040143147A1 (en) * | 2002-11-08 | 2004-07-22 | Ittel Steven Dale | Process for producing alpha-olefins |
| US20050014983A1 (en) * | 2003-07-07 | 2005-01-20 | De Boer Eric Johannes Maria | Process for producing linear alpha olefins |
| US7022787B2 (en) * | 2003-09-25 | 2006-04-04 | E. I. Du Pont De Nemours And Company | Olefin polymerization catalyst |
| US20050187418A1 (en) * | 2004-02-19 | 2005-08-25 | Small Brooke L. | Olefin oligomerization |
| US20070043181A1 (en) * | 2005-08-19 | 2007-02-22 | Knudsen Ronald D | Methods of preparation of an olefin oligomerization catalyst |
| US20050187098A1 (en) * | 2004-02-20 | 2005-08-25 | Knudsen Ronald D. | Methods of preparation of an olefin oligomerization catalyst |
| US7384886B2 (en) * | 2004-02-20 | 2008-06-10 | Chevron Phillips Chemical Company Lp | Methods of preparation of an olefin oligomerization catalyst |
| US9550841B2 (en) | 2004-02-20 | 2017-01-24 | Chevron Phillips Chemical Company Lp | Methods of preparation of an olefin oligomerization catalyst |
| CA2560564C (en) | 2004-03-24 | 2013-07-09 | Shell Internationale Research Maatschappij B.V. | Transition metal complexes |
| US7442819B2 (en) * | 2004-07-09 | 2008-10-28 | E. I. Du Pont De Nemours And Company | Catalysts for olefin polymerization or oligomerization |
| AR049714A1 (es) | 2004-07-13 | 2006-08-30 | Shell Int Research | Proceso de preparacion de alfa olefinas lineales |
| US9512125B2 (en) | 2004-11-19 | 2016-12-06 | The Regents Of The University Of California | Substituted pyrazolo[3.4-D] pyrimidines as anti-inflammatory agents |
| HRP20100678T1 (hr) | 2005-03-29 | 2011-02-28 | Icos Corporation | Derivati heteroariluree korisni kao inhibitori chk1 |
| US7268096B2 (en) * | 2005-07-21 | 2007-09-11 | Chevron Phillips Chemical Company Lp | Diimine metal complexes, methods of synthesis, and methods of using in oligomerization and polymerization |
| US7271121B2 (en) * | 2005-07-21 | 2007-09-18 | Chevron Phillips Chemical Company Lp | Diimine metal complexes, methods of synthesis, and methods of using in oligomerization and polymerization |
| US7727926B2 (en) * | 2005-07-21 | 2010-06-01 | Chevron Phillips Chemical Company Lp | Diimine metal complexes, methods of synthesis, and method of using in oligomerization and polymerization |
| WO2007114926A2 (en) | 2006-04-04 | 2007-10-11 | The Regents Of The University Of California | Kinase antagonists |
| GB2467670B (en) | 2007-10-04 | 2012-08-01 | Intellikine Inc | Chemical entities and therapeutic uses thereof |
| US7902415B2 (en) * | 2007-12-21 | 2011-03-08 | Chevron Phillips Chemical Company Lp | Processes for dimerizing or isomerizing olefins |
| EP3613743B1 (en) | 2008-01-04 | 2022-03-16 | Intellikine, LLC | Processes for the preparation of 1h-pyrazolo[3,4-d]pyrimidin-4-amine derivatives |
| US8193182B2 (en) | 2008-01-04 | 2012-06-05 | Intellikine, Inc. | Substituted isoquinolin-1(2H)-ones, and methods of use thereof |
| US8993580B2 (en) | 2008-03-14 | 2015-03-31 | Intellikine Llc | Benzothiazole kinase inhibitors and methods of use |
| US8637542B2 (en) | 2008-03-14 | 2014-01-28 | Intellikine, Inc. | Kinase inhibitors and methods of use |
| JP5788316B2 (ja) | 2008-07-08 | 2015-09-30 | インテリカイン， エルエルシー | キナーゼインヒビターおよび使用方法 |
| US20110224223A1 (en) | 2008-07-08 | 2011-09-15 | The Regents Of The University Of California, A California Corporation | MTOR Modulators and Uses Thereof |
| US8703778B2 (en) | 2008-09-26 | 2014-04-22 | Intellikine Llc | Heterocyclic kinase inhibitors |
| WO2010045542A2 (en) | 2008-10-16 | 2010-04-22 | The Regents Of The University Of California | Fused ring heteroaryl kinase inhibitors |
| US8476431B2 (en) | 2008-11-03 | 2013-07-02 | Itellikine LLC | Benzoxazole kinase inhibitors and methods of use |
| EP2427195B1 (en) | 2009-05-07 | 2019-05-01 | Intellikine, LLC | Heterocyclic compounds and uses thereof |
| US8980899B2 (en) | 2009-10-16 | 2015-03-17 | The Regents Of The University Of California | Methods of inhibiting Ire1 |
| DE102010006589A1 (de) | 2010-02-02 | 2011-08-04 | Linde Aktiengesellschaft, 80331 | Verfahren zur Herstellung linearer a-Olefine |
| WO2011126788A1 (en) | 2010-03-29 | 2011-10-13 | E. I. Du Pont De Nemours And Company | Lubricant component |
| FR2959751B1 (fr) | 2010-05-06 | 2012-06-08 | Inst Francais Du Petrole | Procede de production de base pour carburants a partir d'une charge ethylenique mettant en oeuvre au moins une etape d'oligomerisation en presence d'un systeme catalytique homogene. |
| CA2799579A1 (en) | 2010-05-21 | 2011-11-24 | Intellikine, Inc. | Chemical compounds, compositions and methods for kinase modulation |
| JP2013545749A (ja) | 2010-11-10 | 2013-12-26 | インフィニティー ファーマシューティカルズ， インコーポレイテッド | 複素環化合物及びその使用 |
| CA2723515C (en) * | 2010-12-01 | 2018-05-15 | Nova Chemicals Corporation | Heat management in ethylene oligomerization |
| TWI674262B (zh) | 2011-01-10 | 2019-10-11 | 美商英菲尼提製藥股份有限公司 | 製備異喹啉酮之方法及異喹啉酮之固體形式 |
| US9295673B2 (en) | 2011-02-23 | 2016-03-29 | Intellikine Llc | Combination of mTOR inhibitors and P13-kinase inhibitors, and uses thereof |
| MX2014000648A (es) | 2011-07-19 | 2014-09-25 | Infinity Pharmaceuticals Inc | Compuestos heterociclicos y sus usos. |
| WO2013012915A1 (en) | 2011-07-19 | 2013-01-24 | Infinity Pharmaceuticals Inc. | Heterocyclic compounds and uses thereof |
| KR20140075693A (ko) | 2011-08-29 | 2014-06-19 | 인피니티 파마슈티칼스, 인코포레이티드 | 헤테로사이클릭 화합물 및 그의 용도 |
| MX370814B (es) | 2011-09-02 | 2020-01-08 | Univ California | Pirazolo[3,4-d]pirimidinas sustituidas y usos de las mismas. |
| JP5881370B2 (ja) * | 2011-10-28 | 2016-03-09 | 三井化学株式会社 | オレフィンの製造方法 |
| US9586872B2 (en) * | 2011-12-30 | 2017-03-07 | Chevron Phillips Chemical Company Lp | Olefin oligomerization methods |
| US8940742B2 (en) | 2012-04-10 | 2015-01-27 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| US8828998B2 (en) | 2012-06-25 | 2014-09-09 | Infinity Pharmaceuticals, Inc. | Treatment of lupus, fibrotic conditions, and inflammatory myopathies and other disorders using PI3 kinase inhibitors |
| MX2015003874A (es) | 2012-09-26 | 2015-12-16 | Univ California | Modulacion de ire1. |
| EP2914296B2 (en) | 2012-11-01 | 2021-09-29 | Infinity Pharmaceuticals, Inc. | Treatment of cancers using pi3 kinase isoform modulators |
| US9481667B2 (en) | 2013-03-15 | 2016-11-01 | Infinity Pharmaceuticals, Inc. | Salts and solid forms of isoquinolinones and composition comprising and methods of using the same |
| US10577564B2 (en) | 2013-03-28 | 2020-03-03 | The Procter & Gamble Company | Cleaning compositions containing a polyetheramine |
| MX2021012208A (es) | 2013-10-04 | 2023-01-19 | Infinity Pharmaceuticals Inc | Compuestos heterocíclicos y usos de los mismos. |
| WO2015051241A1 (en) | 2013-10-04 | 2015-04-09 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| NZ724368A (en) | 2014-03-19 | 2023-07-28 | Infinity Pharmaceuticals Inc | Heterocyclic compounds for use in the treatment of pi3k-gamma mediated disorders |
| EP3122850A1 (en) | 2014-03-27 | 2017-02-01 | The Procter & Gamble Company | Cleaning compositions containing a polyetheramine |
| CA2941253A1 (en) | 2014-03-27 | 2015-10-01 | Frank Hulskotter | Cleaning compositions containing a polyetheramine |
| WO2015160975A2 (en) | 2014-04-16 | 2015-10-22 | Infinity Pharmaceuticals, Inc. | Combination therapies |
| EP3152288A1 (en) | 2014-06-06 | 2017-04-12 | The Procter & Gamble Company | Detergent composition comprising polyalkyleneimine polymers |
| CA2956095C (en) | 2014-08-27 | 2019-10-08 | The Procter & Gamble Company | Detergent composition comprising a cationic polymer |
| WO2016032995A1 (en) | 2014-08-27 | 2016-03-03 | The Procter & Gamble Company | Method of treating a fabric |
| EP3186349B1 (en) | 2014-08-27 | 2019-09-25 | The Procter and Gamble Company | Detergent composition comprising a cationic polymer |
| JP6672266B2 (ja) | 2014-08-27 | 2020-03-25 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | カチオン性ポリマーを含む洗剤組成物 |
| EP3197992B1 (en) | 2014-09-25 | 2023-06-28 | The Procter & Gamble Company | Fabric care compositions containing a polyetheramine |
| WO2016054491A1 (en) | 2014-10-03 | 2016-04-07 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| EP4585268A3 (en) | 2015-09-14 | 2025-10-15 | Twelve Therapeutics, Inc. | Solid forms of isoquinolinone derivatives, process of making, compositions comprising, and methods of using the same |
| US10759806B2 (en) | 2016-03-17 | 2020-09-01 | Infinity Pharmaceuticals, Inc. | Isotopologues of isoquinolinone and quinazolinone compounds and uses thereof as PI3K kinase inhibitors |
| CN105732254B (zh) * | 2016-03-18 | 2019-01-08 | 浙江大学 | 一种乙烯齐聚制备线性α-烯烃的操作方法 |
| CN105693448B (zh) * | 2016-03-18 | 2018-06-19 | 浙江大学 | 一种乙烯齐聚的多釜串联工艺 |
| WO2017214269A1 (en) | 2016-06-08 | 2017-12-14 | Infinity Pharmaceuticals, Inc. | Heterocyclic compounds and uses thereof |
| RU2754507C2 (ru) | 2016-06-24 | 2021-09-02 | Инфинити Фармасьютикалз, Инк. | Комбинированная терапия |
| US9944661B2 (en) | 2016-08-09 | 2018-04-17 | Chevron Phillips Chemical Company Lp | Olefin hydroboration |
| KR101928079B1 (ko) | 2016-12-12 | 2018-12-11 | 한화케미칼 주식회사 | 디시클로펜타디엔계 수지의 제조 방법 및 디시클로펜타디엔계 수지 |
| FR3061034B1 (fr) * | 2016-12-22 | 2019-05-31 | IFP Energies Nouvelles | Procede d'oligomerisation d'olefines mettant en œuvre un dispositif de nettoyage |
| US10604457B2 (en) | 2016-12-29 | 2020-03-31 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization processes |
| US20180186708A1 (en) | 2016-12-29 | 2018-07-05 | Chevron Phillips Chemical Company Lp | Ethylene Oligomerization Processes |
| US10407360B2 (en) | 2017-12-22 | 2019-09-10 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization processes |
| US10633306B2 (en) * | 2017-06-06 | 2020-04-28 | Liquidpower Specialty Products Inc. | Method of increasing alpha-olefin content |
| KR102592638B1 (ko) | 2019-08-21 | 2023-10-23 | 주식회사 엘지화학 | 알파 올레핀 제조 방법 및 알파 올레핀 제조 장치 |
| WO2023017794A1 (ja) | 2021-08-10 | 2023-02-16 | 株式会社日本触媒 | ポリアルキレンオキシド含有化合物 |
| WO2024226497A1 (en) | 2023-04-27 | 2024-10-31 | Chevron Phillips Chemical Company Lp | Catalyst system and ethylene oligomerization process for the preparation of linear alpha olefins |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1509918A (en) * | 1974-08-29 | 1978-05-04 | Ici Ltd | Oligomerisation of ethylene |
| US4020121A (en) * | 1975-12-15 | 1977-04-26 | Shell Oil Company | Oligomerization reaction system |
| IL129929A0 (en) | 1996-12-17 | 2000-02-29 | Du Pont | Polymerization of ethylene with specific iron or cobalt complexes novel pyridinebis (imines) and novel complexes of pyridinebis(imines) with iron and cobalt |
| JPH10338722A (ja) * | 1997-06-10 | 1998-12-22 | Denki Kagaku Kogyo Kk | スチレン系重合体の製造方法 |
| US6103946A (en) | 1997-07-15 | 2000-08-15 | E. I. Du Pont De Nemours And Company | Manufacture of α-olefins |
| JPH1160626A (ja) * | 1997-08-26 | 1999-03-02 | Mitsubishi Chem Corp | α−オレフィン低重合体の製造方法 |
| CA2324310A1 (en) * | 1998-03-30 | 1999-10-07 | E.I. Du Pont De Nemours And Company | Polymerization of olefins |
| GB9819847D0 (en) | 1998-09-12 | 1998-11-04 | Bp Chem Int Ltd | Novel compounds |
| US6710006B2 (en) * | 2000-02-09 | 2004-03-23 | Shell Oil Company | Non-symmetrical ligands and catalyst systems thereof for ethylene oligomerization to linear alpha olefins |
| GC0000291A (en) * | 2000-06-30 | 2006-11-01 | Shell Int Research | Ligands and catalyst systems thereof for ethylene oligomerisation to linear alpha olefins |
-
2001
- 2001-07-17 US US09/906,974 patent/US6534691B2/en not_active Expired - Lifetime
- 2001-07-18 AU AU2001273556A patent/AU2001273556A1/en not_active Abandoned
- 2001-07-18 DE DE60130342T patent/DE60130342T2/de not_active Expired - Lifetime
- 2001-07-18 JP JP2002512099A patent/JP2004504282A/ja active Pending
- 2001-07-18 BR BR0112568-0A patent/BR0112568A/pt not_active Application Discontinuation
- 2001-07-18 EP EP01952841A patent/EP1311464B1/en not_active Expired - Lifetime
- 2001-07-18 WO PCT/US2001/022628 patent/WO2002006192A1/en not_active Ceased
- 2001-07-18 KR KR1020037000715A patent/KR100780226B1/ko not_active Expired - Fee Related
- 2001-07-18 CN CNB018130011A patent/CN100374398C/zh not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU2001273556A1 (en) | 2002-01-30 |
| EP1311464B1 (en) | 2007-09-05 |
| US6534691B2 (en) | 2003-03-18 |
| KR100780226B1 (ko) | 2007-11-27 |
| BR0112568A (pt) | 2003-07-29 |
| DE60130342D1 (de) | 2007-10-18 |
| CN1443149A (zh) | 2003-09-17 |
| JP2004504282A (ja) | 2004-02-12 |
| KR20030020385A (ko) | 2003-03-08 |
| EP1311464A1 (en) | 2003-05-21 |
| WO2002006192A1 (en) | 2002-01-24 |
| CN100374398C (zh) | 2008-03-12 |
| US20020016521A1 (en) | 2002-02-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE60130342T2 (de) | Verfahren zur herstellung von alpha-olefinen | |
| DE60109773T2 (de) | Liganden und katalysatorsysteme für die oligomerisierung von ethylen zu linearen alpha olefinen | |
| DE4338414C1 (de) | Verfahren zur Herstellung linearer Olefine | |
| DE69412623T2 (de) | Verfahren zur Herstellung von Oligomeren von alpha-Olefinen | |
| DE60305715T2 (de) | Katalysatorsysteme für die ethylen-oligomerisierung zu linearen alpha-olefinen | |
| DE69315493T2 (de) | Verfahren zur Oligomerisierung von leichten Alpha-Olefinen durch Oligomerisierung von Ethylen | |
| EP0839823B2 (de) | Metallocene | |
| DE69231490T2 (de) | Kontinuierliches Verfahren zur Herstellung von Aluminiumalkylen und linearen 1-Olefinen an Olefinen mit interner Doppelbindung | |
| DE19829466B4 (de) | Verknüpfung von Verfahren zur Oligomerisation von Olefinen | |
| DE60130570T2 (de) | Verfahren zur selektiven oligomerisierung von ethylen | |
| EP1430009A1 (de) | Verfahren zur trimerisierung von alpha-olefinen | |
| WO2002002496A1 (de) | Verfahren zur herstellung von hydroformylierungsprodukten von olefinen mit 2 bis 8 kohlenstoffatomen | |
| DE68909125T2 (de) | Selektive Herstellung von 2,6-Diäthylnaphthalin. | |
| DE1223828B (de) | Verfahren zur Herstellung von gradkettigen alpha-Olefinen | |
| DE69126328T2 (de) | Löschvorgang im reaktor bei der katalytischen hydratisierung von olefinen zur darstellung von ethern | |
| DE2426395B2 (de) | Verfahren zur Herstellung von Diäthylanilin | |
| DE2414801C2 (de) | Verfahren zur Herstellung von Metallkomplexe enthaltenden Sorptionsmitteln und ihre Verwendung zum Abtrennen von komplexierbaren Liganden aus Gasgemischen | |
| DE896652C (de) | Verfahren zur Herstellung von Phenol | |
| DE112017005411T5 (de) | Neuartige prozessintegration eines pyrolyseschritts mit methan oder höheren kohlenwasserstoffen, um ethylen und methanol und/oder wasserstoff zu erzeugen | |
| DE943645C (de) | Verfahren zur AEthylierung von acyclischen Olefinen | |
| DE2949847A1 (de) | Verfahren zur herstellung von carbonylverbindungen durch oxidation von olefinen | |
| WO2003059859A1 (de) | Verfahren zur hydroformylierung von olefinen mit 2 bis 6 kohlenstoffatomen | |
| DE2401923A1 (de) | Verfahren zur alkylierung von aromatischen verbindungen | |
| DE2526615A1 (de) | Verfahren zur oligomerisierung von alpha-olefinen und dafuer brauchbares katalysatorsystem | |
| DE1443562C (de) | Verfahren zur Herstellung von Olefinen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition |