JP2005539059A - 金属アミド錯体の製造方法 - Google Patents
金属アミド錯体の製造方法 Download PDFInfo
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- 229910052751 metal Inorganic materials 0.000 title claims abstract description 46
- 239000002184 metal Substances 0.000 title claims abstract description 46
- 150000001408 amides Chemical class 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- 239000002879 Lewis base Substances 0.000 claims abstract description 19
- 239000003446 ligand Substances 0.000 claims abstract description 17
- 239000002841 Lewis acid Substances 0.000 claims abstract description 15
- 150000007517 lewis acids Chemical class 0.000 claims abstract description 14
- 150000007527 lewis bases Chemical class 0.000 claims abstract description 13
- 239000007787 solid Substances 0.000 claims abstract description 13
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- 239000002516 radical scavenger Substances 0.000 claims abstract description 10
- 230000007935 neutral effect Effects 0.000 claims abstract description 8
- 125000003368 amide group Chemical group 0.000 claims abstract description 7
- 230000008030 elimination Effects 0.000 claims abstract description 6
- 238000003379 elimination reaction Methods 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims description 15
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 7
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 5
- 229910052735 hafnium Inorganic materials 0.000 claims description 5
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical group [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 3
- 150000001805 chlorine compounds Chemical group 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 150000004678 hydrides Chemical group 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 2
- -1 amino-substituted cyclic amine compound Chemical class 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- 239000001257 hydrogen Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 9
- 150000004696 coordination complex Chemical class 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000001336 alkenes Chemical class 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- 230000001588 bifunctional effect Effects 0.000 description 5
- 150000001768 cations Chemical class 0.000 description 5
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 4
- 150000001639 boron compounds Chemical class 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000004913 activation Effects 0.000 description 3
- 125000001624 naphthyl group Chemical group 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 238000010668 complexation reaction Methods 0.000 description 2
- ZYLGGWPMIDHSEZ-UHFFFAOYSA-N dimethylazanide;hafnium(4+) Chemical compound [Hf+4].C[N-]C.C[N-]C.C[N-]C.C[N-]C ZYLGGWPMIDHSEZ-UHFFFAOYSA-N 0.000 description 2
- 125000004404 heteroalkyl group Chemical group 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- ZOICEQJZAWJHSI-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)boron Chemical compound [B]C1=C(F)C(F)=C(F)C(F)=C1F ZOICEQJZAWJHSI-UHFFFAOYSA-N 0.000 description 1
- NMXLXQGHBSPIDR-UHFFFAOYSA-N 2-(2-methylpropyl)oxaluminane Chemical compound CC(C)C[Al]1CCCCO1 NMXLXQGHBSPIDR-UHFFFAOYSA-N 0.000 description 1
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002178 anthracenyl group Chemical group C1(=CC=CC2=CC3=CC=CC=C3C=C12)* 0.000 description 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000005626 carbonium group Chemical group 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- BOXSCYUXSBYGRD-UHFFFAOYSA-N cyclopenta-1,3-diene;iron(3+) Chemical compound [Fe+3].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 BOXSCYUXSBYGRD-UHFFFAOYSA-N 0.000 description 1
- 150000001470 diamides Chemical class 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical class C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-O hydron;octadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCC[NH3+] REYJJPSVUYRZGE-UHFFFAOYSA-O 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-O oxonium Chemical compound [OH3+] XLYOFNOQVPJJNP-UHFFFAOYSA-O 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
- OBAJXDYVZBHCGT-UHFFFAOYSA-N tris(pentafluorophenyl)borane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1B(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F OBAJXDYVZBHCGT-UHFFFAOYSA-N 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- 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 Table
-
- 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 Table
- C07F7/003—Compounds containing elements of Groups 4 or 14 of the Periodic Table without C-Metal linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Pyridine Compounds (AREA)
Abstract
Description
本出願は、2002年9月12日に出願された米国仮出願第60/410,409号に基づく利益を主張する。
Mは4族金属、特にハフニウムであり;
Rは、それぞれ独立して、炭素数1〜20のヒドロカルビル基、若しくは炭素数1〜20のハロヒドロカルビル基であるか、又は2個のRが一緒になって2価の誘導体を形成しており(好ましくは、Rは、それぞれ独立して、炭素数1〜4のアルキルであり);
Xは、水素を数えないで20個までの原子からなるアミド基以外のアニオン性配位子であるか、又は2個のXが一緒になって2価の誘導体を形成しており(好ましくは、Xは、それぞれ、ハイドライド、ハライド、又は10個までの原子からなるヒドロカルビル、シリル、ヒドロカルビルオキシ若しくはシロキシ基であり、最も好ましくは、Xは、クロライド又はメチルであり);
mは1〜4の整数であり、そしてnは4−mの整数である。
R1HN−T−R2 (I)
(式中、R1は、水素を数えないで1〜30個までの原子を有する、アルキル、シクロアルキル、ヘテロアルキル、シクロへテロアルキル、アリール、及びこれらの不活性に置換された誘導体から選択され、
Tは、水素を数えないで1〜20個の原子からなる二価の橋かけ基であって、好ましくは、モノ又はジC1-20ヒドロカルビル置換メチレン又はシラン基であり、
R2は、炭素数6〜20のヘテロアリール基、特に、ピリジン−2−イル又は置換ピリジン−2−イル基である。)
で表される、ヒドロカルビルアミン置換へテロアリール化合物が含まれる。
ここで、R1及びTは上で定義した通りであり、そして
R3、R4、R5及びR6は、水素、ハロ、又は水素を数えないで20個までの原子からなるアルキル、シクロアルキル、ヘテロアルキル、ヘテロシクロアルキル、アリール若しくはシリル基であるか、隣接するR3、R4、R5又はR6が一緒になって、縮合環誘導体を形成してもよい。
ここで、R3、R4、R5及びR6は、上で定義した通りであり、好ましくは、R3、R4及びR5は水素、又は炭素数1〜4のアルキル、及びR6は炭素数6〜20のアリール、最も好ましくはナフチルであり、
Q1、Q2、Q3、Q4及びQ5は、それぞれ独立して、水素又は炭素数1〜4のアルキルであり、最も好ましくは、Q1及びQ5はイソプロピルであり、Q2、Q3及びQ4は水素であり、そして
R7及びR8は、それぞれ独立して、水素又は炭素数1〜20のアルキル又はアリール基であり、最も好ましくは、R7及びR8の一方が水素で、他方が炭素数6〜20のアリール基、特に縮合多環式アリール基(最も好ましくは、アントラセニル基)である。
金属錯体を以下の反応スキームによって調製した。
Claims (14)
- 一価又は二価のルイス塩基配位子を含む4族金属アミド錯体の製造方法であって、4族金属アミドを中性の一価又は二価のルイス塩基配位子の供給源及び固体状のルイス酸スカベンジャーとアミン脱離条件下で接触させ、接触前の4族金属アミドより金属部分あたり少なくとも1個少ないアミド基を含む4族金属アミド錯体を生成する工程を含む、前記製造方法。
- 4族金属アミドが、式M(NR2)mXnで表される、請求項1記載の製造方法:
ここで、Mは4族金属であり;
Rは、それぞれ独立して、炭素数1〜20のヒドロカルビル基、若しくは炭素数1〜20のハロヒドロカルビル基であるか、又は2個のRが一緒になって2価の誘導体を形成しており;
mは1〜4の整数であり;
nは4−mの整数である。 - Xが、それぞれ、ハイドライド、ハライド、又は10個までの原子からなるヒドロカルビル、シリル、ヒドロカルビルオキシ若しくはシロキシ基である、請求項2記載の製造方法。
- Xが、それぞれ、クロライド又はメチルである、請求項3記載の製造方法。
- Mがハフニウムである、請求項1〜4のいずれか1項記載の製造方法。
- 4族金属アミドが、4族金属テトラキス(N,N−ジヒドロカルビル)アミドである、請求項1〜4のいずれか1項記載の製造方法。
- 4族金属アミドが、4族金属テトラキス(N,N−ジメチル)アミドである、請求項6記載の製造方法。
- 4族金属アミドが、ハフニウムテトラキス(N,N−ジメチル)アミドである、請求項8記載の製造方法。
- 中性の一価又は二価のルイス塩基配位子の供給源が、下記式
で表される、請求項1〜4のいずれか1項記載の製造方法。 - 中性の一価又は二価のルイス塩基配位子の供給源が、下記式
で表される、請求項5記載の製造方法。 - 固体状のルイス酸スカベンジャーを4族金属アミドの量に基づき過剰に用いる、請求項1〜4のいずれか1項記載の製造方法。
- 固体状のルイス酸スカベンジャーがアルミナである、請求項11記載の製造方法。
- 固体状のルイス酸スカベンジャーを4族金属アミドの量に基づき過剰に用いる、請求項5記載の製造方法。
- 固体状のルイス酸スカベンジャーがアルミナである、請求項13記載の製造方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US41040902P | 2002-09-12 | 2002-09-12 | |
PCT/US2003/025227 WO2004024739A1 (en) | 2002-09-12 | 2003-08-13 | Preparation of metal amide complexes |
Publications (1)
Publication Number | Publication Date |
---|---|
JP2005539059A true JP2005539059A (ja) | 2005-12-22 |
Family
ID=31994130
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2004536024A Pending JP2005539059A (ja) | 2002-09-12 | 2003-08-13 | 金属アミド錯体の製造方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US7164020B2 (ja) |
EP (1) | EP1539770B1 (ja) |
JP (1) | JP2005539059A (ja) |
AU (1) | AU2003259791A1 (ja) |
DE (1) | DE60304223T2 (ja) |
WO (1) | WO2004024739A1 (ja) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE60308885T2 (de) * | 2002-09-12 | 2007-04-12 | Dow Global Technologies, Inc., Midland | Herstellung von metallkomplexen |
JP5227490B2 (ja) * | 2004-08-25 | 2013-07-03 | Jx日鉱日石エネルギー株式会社 | オレフィン重合体の製造方法 |
US7847099B2 (en) | 2006-09-21 | 2010-12-07 | California Institute Of Technology | Non-metallocene organometallic complexes and related methods and systems |
US7858817B2 (en) | 2008-03-10 | 2010-12-28 | Exxonmobil Chemical Patents Inc. | Metallocene-substituted pyridyl amines, their metal complexes, and processes for production and use thereof |
US8674040B2 (en) * | 2008-07-25 | 2014-03-18 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US8394902B2 (en) | 2008-07-25 | 2013-03-12 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US7973116B2 (en) * | 2008-07-25 | 2011-07-05 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US8710163B2 (en) | 2008-07-25 | 2014-04-29 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
WO2015073610A1 (en) * | 2013-11-15 | 2015-05-21 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US9315593B2 (en) | 2013-11-15 | 2016-04-19 | Exxonmobil Chemical Patents Inc. | Catalyst systems comprising pyridyldiamido transition metal complexes and chain transfer agent and use thereof |
WO2015073145A1 (en) * | 2013-11-15 | 2015-05-21 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US9290519B2 (en) | 2013-11-15 | 2016-03-22 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
US9315526B2 (en) | 2014-03-03 | 2016-04-19 | Exxonmobil Chemical Patents Inc. | Pyridyldiamido transition metal complexes, production and use thereof |
WO2018013283A2 (en) | 2016-07-13 | 2018-01-18 | Exxonmobil Chemical Patents Inc. | Dual metallocene catalyst copolymer compositions |
CN109641990B (zh) | 2016-07-13 | 2022-08-19 | 埃克森美孚化学专利公司 | 双金属茂催化剂共聚物组合物 |
US11299567B2 (en) | 2016-07-14 | 2022-04-12 | Exxonmobil Chemical Patents Inc. | Lubricating oil compositions comprising dual metallocene-catalyzed bimodal copolymer compositions useful as viscosity modifiers |
CN111032772B (zh) | 2017-06-14 | 2022-07-15 | 埃克森美孚化学专利公司 | 用于交联应用的乙烯共聚物共混物 |
EP3841168B1 (en) | 2018-08-29 | 2024-01-17 | ExxonMobil Chemical Patents Inc. | Methods of making polymer compositions with enhanced elasticity by employing vtp and hmp catalyst systems in parallel processes |
WO2020218874A1 (ko) * | 2019-04-26 | 2020-10-29 | 주식회사 엘지화학 | 리간드 화합물, 전이금속 화합물 및 이를 포함하는 촉매 조성물 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5312938A (en) * | 1990-09-20 | 1994-05-17 | The Dow Chemical Company | Homogeneous catalysts and olefin polymerization process |
US5597935A (en) * | 1994-06-01 | 1997-01-28 | University Of Iowa Research Foundation | Synthesis of ansa-metallocene catalysts |
IT1272939B (it) * | 1995-02-01 | 1997-07-01 | Enichem Spa | Catalizzatore metallocenico supportato per la (co)polimerizzazione delle olefine |
DE19516803A1 (de) * | 1995-05-08 | 1996-11-14 | Hoechst Ag | Organometallverbindung |
DE19546500A1 (de) * | 1995-12-13 | 1997-06-19 | Hoechst Ag | Verfahren zur Herstellung eines Cycloolefincopolymeren |
JP3892938B2 (ja) * | 1997-05-13 | 2007-03-14 | ダイセル化学工業株式会社 | オキソ化用触媒およびそれを用いたケトン類の製造方法 |
EP0933383A1 (en) * | 1998-01-29 | 1999-08-04 | Union Carbide Chemicals & Plastics Technology Corporation | Catalyst composition for the polymerization of olefins |
WO2002038628A2 (en) * | 2000-11-07 | 2002-05-16 | Symyx Technologies, Inc. | Substituted pyridyl amine ligands, complexes and catalysts therefrom; processes for producing polyolefins therewith |
DE60308885T2 (de) * | 2002-09-12 | 2007-04-12 | Dow Global Technologies, Inc., Midland | Herstellung von metallkomplexen |
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- 2003-08-13 JP JP2004536024A patent/JP2005539059A/ja active Pending
- 2003-08-13 AU AU2003259791A patent/AU2003259791A1/en not_active Abandoned
- 2003-08-13 WO PCT/US2003/025227 patent/WO2004024739A1/en active IP Right Grant
- 2003-08-13 EP EP03795604A patent/EP1539770B1/en not_active Expired - Fee Related
- 2003-08-13 US US10/524,330 patent/US7164020B2/en not_active Expired - Fee Related
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US7164020B2 (en) | 2007-01-16 |
AU2003259791A1 (en) | 2004-04-30 |
DE60304223D1 (de) | 2006-05-11 |
EP1539770A1 (en) | 2005-06-15 |
WO2004024739A1 (en) | 2004-03-25 |
US20050209472A1 (en) | 2005-09-22 |
EP1539770B1 (en) | 2006-03-22 |
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