JP2011503289A5 - - Google Patents
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- Publication number
- JP2011503289A5 JP2011503289A5 JP2010533114A JP2010533114A JP2011503289A5 JP 2011503289 A5 JP2011503289 A5 JP 2011503289A5 JP 2010533114 A JP2010533114 A JP 2010533114A JP 2010533114 A JP2010533114 A JP 2010533114A JP 2011503289 A5 JP2011503289 A5 JP 2011503289A5
- Authority
- JP
- Japan
- Prior art keywords
- olefin monomer
- polyolefin
- pentene
- hexene
- methyl
- 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
- 238000000034 method Methods 0.000 claims description 66
- 239000000178 monomer Substances 0.000 claims description 40
- 150000001336 alkenes Chemical class 0.000 claims description 36
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 27
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 24
- 229920000098 polyolefin Polymers 0.000 claims description 23
- 229910052751 metal Inorganic materials 0.000 claims description 22
- 239000002184 metal Substances 0.000 claims description 22
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 claims description 20
- 239000012041 precatalyst Substances 0.000 claims description 19
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 14
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 12
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 claims description 12
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 12
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 12
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 12
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 12
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 12
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 12
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 12
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims description 8
- 230000000379 polymerizing effect Effects 0.000 claims description 8
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 claims description 6
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 6
- JTXUVHFRSRTSAT-UHFFFAOYSA-N 3,5,5-trimethylhex-1-ene Chemical compound C=CC(C)CC(C)(C)C JTXUVHFRSRTSAT-UHFFFAOYSA-N 0.000 claims description 6
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 claims description 6
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical compound CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 6
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 6
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 6
- 229920000359 diblock copolymer Polymers 0.000 claims description 6
- 150000001993 dienes Chemical class 0.000 claims description 6
- SQZFVNSRRPRBQP-UHFFFAOYSA-N ethenylcyclobutane Chemical compound C=CC1CCC1 SQZFVNSRRPRBQP-UHFFFAOYSA-N 0.000 claims description 6
- LDLDYFCCDKENPD-UHFFFAOYSA-N ethenylcyclohexane Chemical compound C=CC1CCCCC1 LDLDYFCCDKENPD-UHFFFAOYSA-N 0.000 claims description 6
- UPHVHMSLLBDZEV-UHFFFAOYSA-N ethenylcyclooctane Chemical compound C=CC1CCCCCCC1 UPHVHMSLLBDZEV-UHFFFAOYSA-N 0.000 claims description 6
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 6
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims description 6
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- FUDNBFMOXDUIIE-SNVBAGLBSA-N (S)-3,7-Dimethyl-1,6-octadiene Chemical compound C=C[C@@H](C)CCC=C(C)C FUDNBFMOXDUIIE-SNVBAGLBSA-N 0.000 claims description 4
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical compound C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 claims description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 4
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 2
- 239000003426 co-catalyst Substances 0.000 claims 1
- 230000002794 monomerizing effect Effects 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000012718 coordination polymerization Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98674507P | 2007-11-09 | 2007-11-09 | |
| US60/986,745 | 2007-11-09 | ||
| PCT/US2008/012619 WO2009061499A1 (en) | 2007-11-09 | 2008-11-10 | Process for preparation of polyolefins via living coordinative chain transfer polymerization |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011503289A JP2011503289A (ja) | 2011-01-27 |
| JP2011503289A5 true JP2011503289A5 (enExample) | 2012-01-05 |
| JP5623912B2 JP5623912B2 (ja) | 2014-11-12 |
Family
ID=40626096
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010533114A Expired - Fee Related JP5623912B2 (ja) | 2007-11-09 | 2008-11-10 | リビング配位連鎖移動重合によるポリオレフィンの調製プロセス |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8188200B2 (enExample) |
| EP (1) | EP2220128B2 (enExample) |
| JP (1) | JP5623912B2 (enExample) |
| CA (1) | CA2705141C (enExample) |
| WO (1) | WO2009061499A1 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006102106A1 (en) * | 2005-03-17 | 2006-09-28 | University Of Maryland, College Park | Methods for modulated degenerative transfer living polymerization and isotactic-atactic stereoblock and stereogradient poly(olefins) thereby |
| KR101790801B1 (ko) | 2009-09-02 | 2017-10-26 | 토소 화인켐 가부시키가이샤 | 디에틸 아연 조성물, 열안정화 방법 및 열안정화용 화합물 |
| EP2521613A4 (en) * | 2010-01-04 | 2014-03-19 | Univ Maryland | Scalable production of precision hydrocarbons from trialkylaluminum via ternary living coordinative chain transfer polymerization |
| WO2011156742A2 (en) | 2010-06-10 | 2011-12-15 | University Of Maryland, College Park | Living coordinative chain transfer polymerization with dynamic counterion exchange |
| WO2012061706A1 (en) | 2010-11-04 | 2012-05-10 | Dow Global Technologies Llc | Double shuttling of polyolefin polymeryl chains |
| WO2013077944A1 (en) * | 2011-11-21 | 2013-05-30 | Exxonmobil Chemical Patents Inc. | Amidinate catalyst compounds, process for their use and polymers produced therefrom |
| US9102844B2 (en) | 2012-12-20 | 2015-08-11 | Exxonmobil Chemical Patents Inc. | Metal polymeryls and the polymer solubilized surfaces derived therefrom |
| US9546230B2 (en) * | 2013-01-11 | 2017-01-17 | University Of Maryland, College Park | Methods for stereoselective coordinative chain transfer polymerization of olefins |
| KR101757370B1 (ko) | 2015-06-01 | 2017-07-12 | 주식회사 엘지화학 | 1-옥텐 조성물 |
| TW201819391A (zh) * | 2016-09-30 | 2018-06-01 | 美商陶氏全球科技有限責任公司 | 用於製備適用於鏈梭移之多頭或雙頭組合物之方法 |
| KR101946249B1 (ko) | 2018-03-06 | 2019-02-11 | 아주대학교산학협력단 | 대칭형 폴리올레핀 블록 공중합체 및 이의 제조 방법 |
| US11041035B2 (en) * | 2018-03-08 | 2021-06-22 | Exxonmobil Chemical Patents Inc. | Process to produce long-chain branched polyolefins using dienes |
| WO2019173605A1 (en) | 2018-03-08 | 2019-09-12 | Exxonmobil Chemical Patents Inc. | Ethylene-propylene branched copolymers as viscosity modifiers with enhanced fuel economy |
| WO2019210029A1 (en) | 2018-04-26 | 2019-10-31 | Exxonmobil Chemical Patents Inc | A process to make non-coordinating anion type activators in aliphatic and alicyclic hydrocarbon solvents |
| CA3114200A1 (en) | 2018-09-28 | 2020-04-02 | Bostik, Inc. | Methods for making a plasticized polymer, methods for making a composition using the plasticized polymer, and compositions comprising the plasticized polymer |
| WO2020069853A1 (en) | 2018-10-02 | 2020-04-09 | Sabic Global Technologies B.V. | Method for the manufacture of a polyolefin compound |
| WO2021025903A1 (en) | 2019-08-02 | 2021-02-11 | Exxonmobil Chemical Patents Inc. | Non-coordinating anion type activators for use with polyolefin polymerization catalysts |
| WO2021034471A1 (en) * | 2019-08-16 | 2021-02-25 | Exxonmobil Chemical Patents Inc. | Producing blocks of block copolymer in a separator downstream of a reactor |
| US11629214B2 (en) | 2019-08-16 | 2023-04-18 | Exxonmobil Chemicals Patents Inc. | Producing blocks of block copolymer in a separator downstream of a reactor |
| WO2021119089A1 (en) | 2019-12-11 | 2021-06-17 | Exxonmobil Chemical Patents Inc. | Processes for introduction of liquid activators in olefin polymerization reactions |
| US20230141606A1 (en) | 2020-03-25 | 2023-05-11 | Exxonmobil Chemical Patents Inc. | Alkylation of Transition Metal Coordination Catalyst Complexes |
| WO2021247244A2 (en) | 2020-06-03 | 2021-12-09 | Exxonmobil Chemical Patents Inc. | Process for production of thermoplastic vulcanizates using supported catalyst systems and compositions made therefrom |
| WO2021262838A1 (en) | 2020-06-26 | 2021-12-30 | Exxonmobil Chemical Patents Inc. | Copolymers composed of ethylene, a-olefin, non-conjugated diene, and substituted styrene and articles therefrom |
| EP4192888A1 (en) | 2020-08-10 | 2023-06-14 | ExxonMobil Chemical Patents Inc. | Methods for delivery of non-aromatic solutions to polymerization reactors |
| CN114479227B (zh) * | 2020-10-26 | 2024-06-04 | 中国石油化工股份有限公司 | 一种聚烯烃组合物及其制备方法和应用 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5210338A (en) † | 1991-10-25 | 1993-05-11 | Ethyl Corporation | Catalyzed chain growth process |
| TW254950B (enExample) * | 1992-03-02 | 1995-08-21 | Shell Internat Res Schappej Bv | |
| US5648438A (en) * | 1994-04-01 | 1997-07-15 | Exxon Chemical Patents, Inc. | Process for producing polymers with multimodal molecular weight distributions |
| US6660816B2 (en) | 1996-12-20 | 2003-12-09 | Sumitomo Chemical Company, Limited | Process for preparing olefin polymers |
| EA200000902A1 (ru) * | 1998-03-04 | 2001-04-23 | Эксон Кемикэл Пейтентс Инк. | Способ высокотемпературной полимеризации олефинов |
| DE19832446A1 (de) * | 1998-07-18 | 2000-01-27 | Bayer Ag | Verfahren zur Polymerisation von konjugierten Diolefinen (Dienen) mit Katalysatoren der Seltenen Erden in Gegenwart vinylaromatischer Lösungsmittel |
| US20030134999A1 (en) * | 1998-07-18 | 2003-07-17 | Heike Windisch | Method for polymerizing conjugated diolefins (dienes) with rare earth catalysts in the presence of vinylaromatic solvents |
| JP2001026612A (ja) * | 1999-05-10 | 2001-01-30 | Agency Of Ind Science & Technol | オレフィン系リビング重合体の製法 |
| AU2407800A (en) * | 1999-10-28 | 2001-05-08 | University Of Maryland At College Park, The | Stereospecific living polymerization of olefins by a novel ziegler-natta catalyst composition |
| JP2002145927A (ja) * | 2000-11-08 | 2002-05-22 | National Institute Of Advanced Industrial & Technology | 末端にハロゲン原子を有するオレフィン系重合体の製法、末端にｉ族、ｉｉ族またはｉｉｉ族の金属含有基を有するオレフィン系重合体の製法およびオレフィン系ブロック共重合体の製法 |
| DE60211305T2 (de) * | 2001-01-12 | 2007-03-29 | Total Petrochemicals Research Feluy, Seneffe | Metallocen-filmharz |
| MXPA03010095A (es) * | 2001-05-04 | 2004-03-16 | Dow Global Technologies Inc | Copolimeros o terpolimeros aleatorios o de bloques, producidos usando catalizadores de complejo metalico. |
| WO2003008459A1 (en) * | 2001-07-20 | 2003-01-30 | University Of Maryland, College Park | Method for production of multimodal polyolefins of tunable composition, molecular weight, and polydispersity |
| US7087686B2 (en) † | 2001-08-06 | 2006-08-08 | Bp Chemicals Limited | Chain growth reaction process |
| US7041759B2 (en) * | 2002-11-20 | 2006-05-09 | The University Of Maryland, College Park | Method for the preparation of well-defined metal acetamidinate-based catalysts on solid supports |
| US7541412B2 (en) * | 2002-12-20 | 2009-06-02 | University Of Maryland, College Park | Process for preparation of polyolefins via degenerative transfer polymerization |
| US7183364B2 (en) * | 2002-12-20 | 2007-02-27 | University Of Maryland, College Park | Process for preparation of polyolefins via degenerative transfer polymerization |
| WO2006102106A1 (en) * | 2005-03-17 | 2006-09-28 | University Of Maryland, College Park | Methods for modulated degenerative transfer living polymerization and isotactic-atactic stereoblock and stereogradient poly(olefins) thereby |
| US7868088B2 (en) * | 2005-03-17 | 2011-01-11 | University Of Maryland, College Park | Methods for modulated degenerative transfer living polymerization and isotactic-atactic stereoblock and stereogradient poly(olefins) thereby |
| US7662895B2 (en) * | 2005-11-22 | 2010-02-16 | Exxonmobil Chemical Patents Inc. | Syndiotactic propylene elastomers |
-
2008
- 2008-11-10 EP EP08847706.2A patent/EP2220128B2/en active Active
- 2008-11-10 US US12/742,055 patent/US8188200B2/en not_active Expired - Fee Related
- 2008-11-10 JP JP2010533114A patent/JP5623912B2/ja not_active Expired - Fee Related
- 2008-11-10 WO PCT/US2008/012619 patent/WO2009061499A1/en not_active Ceased
- 2008-11-10 CA CA2705141A patent/CA2705141C/en not_active Expired - Fee Related
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