SG11201811335UA - Quinolinyldiamido transition metal complexes, production and use thereof - Google Patents

Quinolinyldiamido transition metal complexes, production and use thereof

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Publication number
SG11201811335UA
SG11201811335UA SG11201811335UA SG11201811335UA SG11201811335UA SG 11201811335U A SG11201811335U A SG 11201811335UA SG 11201811335U A SG11201811335U A SG 11201811335UA SG 11201811335U A SG11201811335U A SG 11201811335UA SG 11201811335U A SG11201811335U A SG 11201811335UA
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SG
Singapore
Prior art keywords
nme
apt
international
hfme
moscow
Prior art date
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SG11201811335UA
Inventor
John Hagadorn
Patrick Palafox
Peijun Jiang
Yaohua Gao
Xin Chen
Georgy Goryunov
Mikhail I Sharikov
Dmitry Uborsky
Alexander Voskoboynikov
Original Assignee
Exxonmobil Chemical Patents Inc
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Application filed by Exxonmobil Chemical Patents Inc filed Critical Exxonmobil Chemical Patents Inc
Publication of SG11201811335UA publication Critical patent/SG11201811335UA/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic System without C-Metal linkages
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F10/04—Monomers containing three or four carbon atoms
    • C08F10/06—Propene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F110/02—Ethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F110/04—Monomers containing three or four carbon atoms
    • C08F110/06—Propene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/04—Monomers containing three or four carbon atoms
    • C08F210/06—Propene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/64003—Titanium, zirconium, hafnium or compounds thereof the metallic compound containing a multidentate ligand, i.e. a ligand capable of donating two or more pairs of electrons to form a coordinate or ionic bond
    • C08F4/64082—Tridentate ligand
    • C08F4/64086—Neutral ligand
    • C08F4/64089—NNN
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/64003—Titanium, zirconium, hafnium or compounds thereof the metallic compound containing a multidentate ligand, i.e. a ligand capable of donating two or more pairs of electrons to form a coordinate or ionic bond
    • C08F4/64082—Tridentate ligand
    • C08F4/6411—Monoanionic ligand
    • C08F4/64113—NNN
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/642—Component covered by group C08F4/64 with an organo-aluminium compound
    • C08F4/6428—Component covered by group C08F4/64 with an organo-aluminium compound with an aluminoxane, i.e. a compound containing an Al-O-Al- group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2500/00—Characteristics or properties of obtained polyolefins; Use thereof
    • C08F2500/15—Isotactic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
    • C08F4/60—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
    • C08F4/62—Refractory metals or compounds thereof
    • C08F4/64—Titanium, zirconium, hafnium or compounds thereof
    • C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
    • C08F4/65908—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+

Abstract

INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property 1#11101111 0 11101 010 11111 3E1 0 01111011111110101011111011110 III OEN Organization International Bureau (10) International Publication Number (43) International Publication Date .....0\"\"\" WO 2018/005201 Al 04 January 2018 (04.01.2018) WIP0 I PCT (51) International Patent Classification: Xin; 7218 Commons Walk Lane, Humble, TX 77369 C07F 7/00 (2006.01) CO8F 4/64 (2006.01) (US). GORYUNOV, Georgy, P.; Apt. 127, 3 Dachnaya C08F 10/06 (2006.01) CO8F 4/642 (2006.01) Street, Kokoshkino, Moscow, 143390 (RU). SHARIKOV, (21) International Application Number: Mikhaill; Apt. B-1322, 1 Leninskie Gory, Moscow, 119234 (RU). UBORSKY, Dmitry, V.; Apt. 136, Bldg. 3 Aly- PCT/US2017/038606 mova St., Moscow, 107392 (RU). VOSKOBOYNIKOV, (22) International Filing Date: Alexander, Z.; Akademika Koroleva Street 5, Apt. 93, 21 June 2017 (21.06.2017) Moscow, 129515 (RU). (25) Filing Language: English (74) Agent: BELL, Catherine, L. et al.; ExxonMobil Chemical (26) Publication Language: English Company, Law Department, P.O. Box 2149, Baytown, TX 77522-2149 (US). (30) Priority Data: (81) Designated States (unless otherwise indicated, for every 62/357,033 30 June 2016 (30.06.2016) US kind of national protection available): AE, AG, AL, AM, 16185512.7 24 August 2016 (24.08.2016) EP AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, (71) Applicant: EXXONMOBIL CHEMICAL PATENTS CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, INC. [US/US]; 5200 Bayway Drive, Baytown, TX 77520 DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, (US). HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, (72) Inventors: HAGADORN, John, R.; 4838 Knickerbock-MG, MK, MN, MW, MX, MY MZ, NA, NG, NI, NO, NZ, — er Street, Houston, TX 77035 (US). PALAFOX, Patrick, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, J.; 155 Cross Creek Parkway, Apt. 438, Hattiesburg, MS SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, = 39402 (US). JIANG, Peijun; 119 Mariner Cove Court, ou TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. League City, TX 77573 (US). GAO, Yaohua; 4300 Bay = Area Blvd., Apt. 1322, Houston, TX 77058 (US). CHEN, = Title: TRANSITION METAL COMPLEXES, PRODUCTION AND USE THEREOF (54) QUINOLINYLDIAMIDO = = _ ° i t . . el = f& N N N N 'W N 'W I I ,,N ,N _,..N • = Hf Hf Hf 11 I-If - -- 19 - ' I 1101 N' I . N' I 110 N' I 1110 \"NMe 2 \"NMe 2 'NMe 2 \"NMe 2 = — NMe 2 NMe2 NMe2 NMe2 Aiik _ ® lir IP = (Q1)Hf(NMe 2 ) 2 (Q2)Hf(NMe (Q3)Hf(NMe 2 ) 2 (Q4)Hf(NMe 2 ) 2 2 ) 2 = = = = Si 0 1110 0 40 161 N = 0 i' 10 ri' 40 0,11, I r.- 1 , 6 NI' f N ----INI Hf Hf N w ir 'Me ilo 110 'Me IP 'Me N' H I N' I N C I Me N' H I ®® ® Me Me Me Me 1-1 (Q1)HfMe 2 (Q2)HfMe 2 (Q3)HfMe 2 (Q4)HfMe 2 1-1 0 ei kr) © FIG. 1 © -.... 00 N (57) : Quinolinyldiamido transition metal complexes are disclosed for use in alkene polymerization to produce multimodal polyolefms. [Continued on next page] WO 2018/005201 Al MIDEDIMOMOIDEIREEMOOVIIMMIIMOINEVOIMIE (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). Published: — with international search report (Art. 21(3))
SG11201811335UA 2016-06-30 2017-06-21 Quinolinyldiamido transition metal complexes, production and use thereof SG11201811335UA (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201662357033P 2016-06-30 2016-06-30
EP16185512 2016-08-24
PCT/US2017/038606 WO2018005201A1 (en) 2016-06-30 2017-06-21 Quinolinyldiamido transition metal complexes, production and use thereof

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US10562987B2 (en) 2016-06-30 2020-02-18 Exxonmobil Chemical Patents Inc. Polymers produced via use of quinolinyldiamido transition metal complexes and vinyl transfer agents
US10626200B2 (en) 2017-02-28 2020-04-21 Exxonmobil Chemical Patents Inc. Branched EPDM polymers produced via use of vinyl transfer agents and processes for production thereof
WO2018160276A1 (en) * 2017-02-28 2018-09-07 Exxonmobil Chemical Patents Inc. Polymers produced via use of quinolinyldiamido transition metal complexes and vinyl transfer agents
US10676551B2 (en) 2017-03-01 2020-06-09 Exxonmobil Chemical Patents Inc. Branched ethylene copolymers produced via use of vinyl transfer agents and processes for production thereof
US10954462B2 (en) * 2018-01-29 2021-03-23 Exxonmobil Chemical Patents Inc. Bimodal bottlebrush poly(alpha olefin) solid lubricants
US10807997B2 (en) * 2018-08-28 2020-10-20 Exxonmobil Chemical Patents Inc. Methods for making quinolinyldiamines
WO2020112547A1 (en) * 2018-11-29 2020-06-04 Exxonmobil Chemical Patents Inc. Poly(alpha-olefin)s and methods thereof
CN115427464A (en) * 2020-02-24 2022-12-02 埃克森美孚化学专利公司 Lewis base catalyst and process therefor
WO2021262842A1 (en) 2020-06-26 2021-12-30 Exxonmobil Chemical Patents Inc. COPOLYMERS OF ETHYLENE, α-OLEFIN, NON-CONJUGATED DIENE, AND ARYL-SUBSTITUTED CYCLOALKENE, METHODS TO PRODUCE, BLENDS, AND ARTICLES THEREFROM

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WO2018005201A1 (en) 2018-01-04
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