HRP20220778T1 - Okso-dušični kompleks željeza, katalitički sustav koji sadrži navedeni okso-dušični kompleks željeza i postupak za (ko)polimerizaciju konjugiranih diena - Google Patents
Okso-dušični kompleks željeza, katalitički sustav koji sadrži navedeni okso-dušični kompleks željeza i postupak za (ko)polimerizaciju konjugiranih diena Download PDFInfo
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- HRP20220778T1 HRP20220778T1 HRP20220778TT HRP20220778T HRP20220778T1 HR P20220778 T1 HRP20220778 T1 HR P20220778T1 HR P20220778T T HRP20220778T T HR P20220778TT HR P20220778 T HRP20220778 T HR P20220778T HR P20220778 T1 HRP20220778 T1 HR P20220778T1
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- Prior art keywords
- polymerization
- conjugated dienes
- catalytic system
- groups
- aluminum
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- 238000006116 polymerization reaction Methods 0.000 title claims 12
- 230000003197 catalytic effect Effects 0.000 title claims 11
- 150000001993 dienes Chemical class 0.000 title claims 11
- 238000000034 method Methods 0.000 title claims 4
- 150000004698 iron complex Chemical class 0.000 title 2
- 150000001875 compounds Chemical class 0.000 claims 7
- 229910052782 aluminium Inorganic materials 0.000 claims 6
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 239000000460 chlorine Substances 0.000 claims 4
- 239000003426 co-catalyst Substances 0.000 claims 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 3
- 229910052796 boron Inorganic materials 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 3
- 150000002902 organometallic compounds Chemical class 0.000 claims 3
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 claims 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 229910052733 gallium Inorganic materials 0.000 claims 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical group [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- KXJIVPAEGQGWJD-UHFFFAOYSA-N iron;nitric oxide Chemical compound [Fe].O=[N] KXJIVPAEGQGWJD-UHFFFAOYSA-N 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 150000002894 organic compounds Chemical class 0.000 claims 2
- 230000000737 periodic effect Effects 0.000 claims 2
- 229910052710 silicon Inorganic materials 0.000 claims 2
- 239000010703 silicon Substances 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- AZWXAPCAJCYGIA-UHFFFAOYSA-N bis(2-methylpropyl)alumane Chemical compound CC(C)C[AlH]CC(C)C AZWXAPCAJCYGIA-UHFFFAOYSA-N 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000008040 ionic compounds Chemical class 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 239000003446 ligand Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 150000002891 organic anions Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 229910052718 tin Inorganic materials 0.000 claims 1
- 150000003606 tin compounds Chemical class 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/02—Iron compounds
- C07F15/025—Iron compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/02—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of compounds containing imino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/04—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C251/06—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton
- C07C251/08—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of a saturated carbon skeleton being acyclic
-
- 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
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/06—Butadiene
-
- 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
- C08F136/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F136/02—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F136/04—Homopolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F136/08—Isoprene
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F36/08—Isoprene
-
- 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
- C08F4/70—Iron group metals, platinum group metals or compounds thereof
- C08F4/7001—Iron group metals, platinum group metals 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
- C08F4/7003—Bidentate ligand
- C08F4/7004—Neutral ligand
- C08F4/7008—NO
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F36/06—Butadiene
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- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Claims (12)
1. Okso-dušični kompleks željeza opće formule (I):
[image]
u kojem:
- R1 i R2, identični, izabrani su od linearnih ili razgranatih C1-C20 alkil grupa, poželjno su metil grupa;
- R3 je izabran od fenil grupa izborno supstituiranih sa linearnim ili razgranatim C1-C20 alkil grupama, poželjno supstituiranim sa jednom ili više metil, etil, izo-propil, terc-butil grupa;
- X, identični, su atom halogena kao što su klor, brom, jod, poželjno klor;
- n je 2 ili 3.
2. Katalitički sustav za (ko)polimerizaciju konjugiranih diena koji sadrži:
(a) najmanje jedan okso-dušični kompleks željeza opće formule (I) prema zahtjevu 1;
(b) najmanje jedan ko-katalizator izabran od organskih spojeva elementa M' različitog od ugljika, pri čemu je navedeni element M' izabran od elemenata koji pripadaju grupama 2, 12, 13 ili 14 periodnog sustava elemenata, poželjno od: bora, aluminija, cinka, magnezija, galija, kositra, još poželjnije od aluminija, bora.
3. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 2, naznačen time što je navedeni ko-katalizator (b) izabran od (b1) aluminij alkila opće formule (V):
[image]
u kojem X' predstavlja atom halogena kao što su klor, brom, jod, fluor; R5, identični ili različiti, predstavljaju atom vodika, ili su izabrani od linearnih ili razgranatih C1-C20 alkil grupa, cikloalkil grupa, aril grupa, pri čemu su navedene grupe izborno supstituirane sa jednim ili više atoma silicija ili germanija; i n je cijeli broj u opsegu od 0 do 2.
4. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 2, u kojem je navedeni ko-katalizator (b) izabran od organo-oksigeniranih spojeva (b2) elementa M' različitog od ugljika koji pripada grupama 13 ili 14 periodnog sustava elemenata, poželjno spojeva aluminija, galija, kositra.
5. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 2, u kojem je navedeni ko-katalizator (b) izabran od spojeva ili mješavina organometalnih spojeva (b3) elementa M' različitog od ugljika koji može reagirati sa okso-dušičnim kompleksom željeza koji ima opću formulu (I) prema zahtjevu 1, ekstrahirajući iz ovog supstituent X1 ili X2 σ-vezan, da bi se sa jedne strane formiralo najmanje jedan neutralni spoj, a sa druge strane ionski spoj koje se sastoji od kationa koji sadrži metal (Fe) koordiniran ligandom, i ne-koordinirajući organskog aniona koji sadrži metal M', čiji negativni naboj je delokaliziran na multicentričnoj strukturi.
6. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 3, u kojem navedeni aluminij alkili (b1) koji imaju opću formulu (II) su di-izo-butil-aluminij-hidrid (DIBAH), di-etil-aluminij-klorid (DEAC), mono-etil-aluminij-diklorid (EADC), etil-aluminij-seskviklorid (EASC).
7. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 4, u kojem navedeni organsko-oksigenirana spojevi (b2) su izabrani od aluminoksana koji imaju opću formulu (VI):
[image]
u kojoj je R6, R7 i R8, identični ili različiti, predstavljaju atom vodika, atom halogena kao što su klor, brom, jod, fluor; ili su izabrani od linearnih ili razgranatih C1-C20 alkil grupa, cikloalkil grupa, aril grupa, pri čemu su navedene grupe izborno supstituirane sa jednim ili više atoma silicija ili germanija; i p je cijeli broj u opsegu od 0 do 1000.
8. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 7, u kojem navedeni organsko-oksigenirani spoj (b2) je metilaluminoksan (MAO).
9. Katalitički sustav za (ko)polimerizaciju konjugiranih diena prema zahtjevu 5, u kojem navedeni spojevi ili mješavine spojeva (b3) su izabrani od organskih spojeva aluminija i posebno bora, kao što su oni predstavljeni sljedećom općom formulom:
[image]
u kojem w je cijeli broj u opsegu od 0 do 3, svaki RC grupa nezavisno predstavlja alkil grupu ili aril grupu koja ima od 1 do 10 atoma ugljika i svaka RD grupa nezavisno predstavlja aril grupu, potpuno ili djelomično, poželjno potpuno fluoriranu, koja ima od 6 do 20 atoma ugljika, Pir je pirol radikal izborno supstituiran.
10. Postupak (ko)polimerizacije konjugiranih diena, naznačen time što koristi katalitički sustav prema bilo kojem od zahtjeva 2 do 9.
11. Postupak za (ko)polimerizaciju prema zahtjevu 10, u kojem navedeni konjugirani dieni su 1,3-butadien, izopren.
12. Postupak polimerizacije 1,3-butadiena ili izoprena, naznačen time što koristi katalitički sustav prema bilo kojem od zahtjeva 2 do 9.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT102017000006307A IT201700006307A1 (it) | 2017-01-20 | 2017-01-20 | Complesso osso-azotato di ferro, sistema catalitico comprendente detto complesso osso-azotato di ferro e procedimento per la (co)polimerizzazione di dieni coniugati |
| EP18702336.1A EP3571210B1 (en) | 2017-01-20 | 2018-01-18 | Oxo-nitrogenated iron complex, catalytic system comprising said oxo-nitrogenated iron complex and process for the (co)polymerization of conjugated dienes |
| PCT/IB2018/050308 WO2018134757A1 (en) | 2017-01-20 | 2018-01-18 | Oxo-nitrogenated iron complex, catalytic system comprising said oxo-nitrogenated iron complex and process for the (co)polymerization of conjugated dienes |
Publications (1)
| Publication Number | Publication Date |
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| HRP20220778T1 true HRP20220778T1 (hr) | 2022-09-16 |
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| Application Number | Title | Priority Date | Filing Date |
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| HRP20220778TT HRP20220778T1 (hr) | 2017-01-20 | 2018-01-18 | Okso-dušični kompleks željeza, katalitički sustav koji sadrži navedeni okso-dušični kompleks željeza i postupak za (ko)polimerizaciju konjugiranih diena |
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| US (1) | US11518776B2 (hr) |
| EP (1) | EP3571210B1 (hr) |
| KR (1) | KR102575575B1 (hr) |
| CN (1) | CN110167949B (hr) |
| BR (1) | BR112019014988B1 (hr) |
| CA (1) | CA3041883A1 (hr) |
| DK (1) | DK3571210T3 (hr) |
| EA (1) | EA039462B9 (hr) |
| ES (1) | ES2917890T3 (hr) |
| HR (1) | HRP20220778T1 (hr) |
| HU (1) | HUE058821T2 (hr) |
| IT (1) | IT201700006307A1 (hr) |
| PL (1) | PL3571210T3 (hr) |
| PT (1) | PT3571210T (hr) |
| RS (1) | RS63308B1 (hr) |
| SA (1) | SA519401767B1 (hr) |
| SI (1) | SI3571210T1 (hr) |
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| CN110483586B (zh) * | 2019-08-27 | 2021-07-09 | 中国科学技术大学 | 大位阻酮亚胺镍催化剂及其配体化合物、制备方法和应用 |
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| US3151047A (en) * | 1960-09-12 | 1964-09-29 | Phillips Petroleum Co | Separation of organic compounds by fractional distillation and phase separation |
| US3373177A (en) * | 1963-05-20 | 1968-03-12 | Union Oil Co | Preparation of metal chelates of beta-iminocarbonyls |
| US6545108B1 (en) * | 1999-02-22 | 2003-04-08 | Eastman Chemical Company | Catalysts containing N-pyrrolyl substituted nitrogen donors |
| US6897275B2 (en) * | 2000-05-31 | 2005-05-24 | E. I. Du Pont De Nemours And Company | Catalysts for olefin polymerization |
| AU2001269725A1 (en) | 2000-05-31 | 2001-12-11 | E.I. Du Pont De Nemours And Company | Polymerization of olefins |
| CN101186660A (zh) | 2000-05-31 | 2008-05-28 | 纳幕尔杜邦公司 | 烯烃聚合催化剂 |
| US6710007B2 (en) * | 2001-01-26 | 2004-03-23 | E. I. Du Pont De Nemours And Company | Polymerization of olefinic compounds |
| WO2002059165A2 (en) * | 2001-01-26 | 2002-08-01 | E.I. Dupont De Nemours And Company | Polymerization of olefinic compounds |
| US7199255B2 (en) * | 2001-12-18 | 2007-04-03 | Univation Technologies, Llc | Imino-amide catalysts for olefin polymerization |
| JP2005200305A (ja) * | 2004-01-13 | 2005-07-28 | Nippon Synthetic Chem Ind Co Ltd:The | イミダゾール類の製造方法 |
| ITMI20111652A1 (it) * | 2011-09-14 | 2013-03-15 | Polimeri Europa Spa | Complesso oss-azotato di lantanidi, sistema catalitico comprendente detto complesso osso-azotato e procedimento per la (co)polimerizzazione di dieni coniugati |
| ITMI20122199A1 (it) | 2012-12-20 | 2014-06-21 | Versalis Spa | Procedimento per la preparazione di (co)polimeri di dieni coniugati in presenza di un sistema catalitico comprendente un complesso bis-imminico di cobalto |
| ITMI20122201A1 (it) | 2012-12-20 | 2014-06-21 | Versalis Spa | Complesso osso-azotato di cobalto, sistema catalitico comprendente detto complesso osso-azotato e procedimento per la (co)polimerizzazione di dieni coniugati |
| ITMI20122203A1 (it) | 2012-12-20 | 2014-06-21 | Versalis Spa | Procedimento per la preparazione di (co)polimeri di dieni coniugati in presenza di un sistema catalitico comprendente un complesso osso-azotato di cobalto |
| ITMI20131830A1 (it) * | 2013-11-05 | 2015-05-06 | Versalis Spa | Polibutadieni di-blocco stereoregolari a struttura 1,4-cis/1,2 sindiotattica da polimerizzazione stereospecifica |
| CN107001501B (zh) * | 2014-12-23 | 2020-06-23 | 维尔萨利斯股份公司 | 氧代-氮化钒络合物、包含其的催化体系及用于使共轭二烯(共)聚合的工艺 |
-
2017
- 2017-01-20 IT IT102017000006307A patent/IT201700006307A1/it unknown
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2018
- 2018-01-18 KR KR1020197015214A patent/KR102575575B1/ko active IP Right Grant
- 2018-01-18 ES ES18702336T patent/ES2917890T3/es active Active
- 2018-01-18 EA EA201990858A patent/EA039462B9/ru unknown
- 2018-01-18 HR HRP20220778TT patent/HRP20220778T1/hr unknown
- 2018-01-18 SI SI201830671T patent/SI3571210T1/sl unknown
- 2018-01-18 DK DK18702336.1T patent/DK3571210T3/da active
- 2018-01-18 CA CA3041883A patent/CA3041883A1/en active Pending
- 2018-01-18 CN CN201880004927.9A patent/CN110167949B/zh active Active
- 2018-01-18 HU HUE18702336A patent/HUE058821T2/hu unknown
- 2018-01-18 BR BR112019014988-0A patent/BR112019014988B1/pt active IP Right Grant
- 2018-01-18 EP EP18702336.1A patent/EP3571210B1/en active Active
- 2018-01-18 RS RS20220576A patent/RS63308B1/sr unknown
- 2018-01-18 WO PCT/IB2018/050308 patent/WO2018134757A1/en unknown
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- 2018-01-18 PT PT187023361T patent/PT3571210T/pt unknown
- 2018-01-18 US US16/345,015 patent/US11518776B2/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| BR112019014988A2 (pt) | 2020-04-28 |
| EA039462B1 (ru) | 2022-01-28 |
| RS63308B1 (sr) | 2022-07-29 |
| DK3571210T3 (da) | 2022-06-07 |
| CN110167949A (zh) | 2019-08-23 |
| SI3571210T1 (sl) | 2022-07-29 |
| EP3571210A1 (en) | 2019-11-27 |
| US20210292354A1 (en) | 2021-09-23 |
| ES2917890T3 (es) | 2022-07-12 |
| EA039462B9 (ru) | 2022-02-21 |
| EP3571210B1 (en) | 2022-04-13 |
| PT3571210T (pt) | 2022-05-27 |
| CA3041883A1 (en) | 2018-07-26 |
| BR112019014988B1 (pt) | 2022-12-20 |
| US11518776B2 (en) | 2022-12-06 |
| SA519401767B1 (ar) | 2023-02-19 |
| PL3571210T3 (pl) | 2022-08-08 |
| ZA201902695B (en) | 2022-09-28 |
| EA201990858A1 (ru) | 2019-12-30 |
| KR102575575B1 (ko) | 2023-09-05 |
| KR20190101962A (ko) | 2019-09-02 |
| IT201700006307A1 (it) | 2018-07-20 |
| WO2018134757A1 (en) | 2018-07-26 |
| HUE058821T2 (hu) | 2022-09-28 |
| CN110167949B (zh) | 2022-08-23 |
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