CA1174797A - Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits - Google Patents

Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits

Info

Publication number: CA1174797A
Authority: CA; Canada
Prior art keywords: metals; alkoxides; polymerisation; chosen; group
Prior art date: 1979-03-07
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

Application number

CA000402187A

Other languages

English (en)

Inventor

Alberto Greco

Guglielmo Bertolini

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Anic SpA

SnamProgetti SpA

Original Assignee

Anic SpA

SnamProgetti SpA

Priority date (The priority date 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 date listed.)

1979-03-07

Filing date

1982-05-03

Publication date

1984-09-18

1979-03-07 Priority claimed from IT20798/79A external-priority patent/IT1113421B/it

1982-05-03 Application filed by Anic SpA, SnamProgetti SpA filed Critical Anic SpA

1982-05-03 Priority to CA000402187A priority Critical patent/CA1174797A/fr

1984-09-18 Application granted granted Critical

1984-09-18 Publication of CA1174797A publication Critical patent/CA1174797A/fr

Status Expired legal-status Critical Current

Links

229910052751 metal Inorganic materials 0.000 title claims abstract description 40
239000002184 metal Substances 0.000 title claims abstract description 40
150000004703 alkoxides Chemical class 0.000 title claims abstract description 37
238000000034 method Methods 0.000 title claims abstract description 21
230000003197 catalytic effect Effects 0.000 title claims abstract description 17
150000001875 compounds Chemical class 0.000 title claims abstract description 9
239000011777 magnesium Substances 0.000 claims abstract description 44
150000002739 metals Chemical class 0.000 claims abstract description 20
229910052749 magnesium Inorganic materials 0.000 claims abstract description 16
239000000203 mixture Substances 0.000 claims abstract description 13
230000001603 reducing effect Effects 0.000 claims abstract description 13
230000002140 halogenating effect Effects 0.000 claims abstract description 10
239000003795 chemical substances by application Substances 0.000 claims abstract description 8
239000000178 monomer Substances 0.000 claims abstract description 6
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 4
229910052768 actinide Inorganic materials 0.000 claims abstract description 3
150000001255 actinides Chemical class 0.000 claims abstract description 3
229910052747 lanthanoid Inorganic materials 0.000 claims abstract description 3
150000002602 lanthanoids Chemical class 0.000 claims abstract description 3
239000007791 liquid phase Substances 0.000 claims abstract description 3
150000002902 organometallic compounds Chemical class 0.000 claims abstract description 3
230000000737 periodic effect Effects 0.000 claims abstract description 3
-1 SiC14 Chemical compound 0.000 claims description 25
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
239000005977 Ethylene Substances 0.000 claims description 8
229910010066 TiC14 Inorganic materials 0.000 claims description 7
ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 claims description 4
239000000758 substrate Substances 0.000 claims description 4
125000004122 cyclic group Chemical group 0.000 claims description 3
150000004820 halides Chemical class 0.000 claims description 3
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 3
229910015845 BBr3 Inorganic materials 0.000 claims description 2
229910003676 SiBr4 Inorganic materials 0.000 claims description 2
229910010386 TiI4 Inorganic materials 0.000 claims description 2
AIFMYMZGQVTROK-UHFFFAOYSA-N silicon tetrabromide Chemical compound Br[Si](Br)(Br)Br AIFMYMZGQVTROK-UHFFFAOYSA-N 0.000 claims description 2
UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 claims description 2
NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 claims description 2
AYTAKQFHWFYBMA-UHFFFAOYSA-N chromium dioxide Chemical compound O=[Cr]=O AYTAKQFHWFYBMA-UHFFFAOYSA-N 0.000 claims 2
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims 1
239000010936 titanium Substances 0.000 description 74
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 47
238000006722 reduction reaction Methods 0.000 description 27
230000009467 reduction Effects 0.000 description 26
238000006243 chemical reaction Methods 0.000 description 19
239000000047 product Substances 0.000 description 17
239000000463 material Substances 0.000 description 16
239000000243 solution Substances 0.000 description 16
229910052719 titanium Inorganic materials 0.000 description 14
229910052723 transition metal Inorganic materials 0.000 description 14
239000000725 suspension Substances 0.000 description 13
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 11
239000003350 kerosene Substances 0.000 description 9
150000003624 transition metals Chemical class 0.000 description 9
238000005660 chlorination reaction Methods 0.000 description 8
239000000460 chlorine Substances 0.000 description 8
229920000642 polymer Polymers 0.000 description 8
239000002904 solvent Substances 0.000 description 8
238000004458 analytical method Methods 0.000 description 7
239000011572 manganese Substances 0.000 description 7
239000000843 powder Substances 0.000 description 7
238000009834 vaporization Methods 0.000 description 7
229910010061 TiC13 Inorganic materials 0.000 description 6
238000001704 evaporation Methods 0.000 description 6
230000008020 evaporation Effects 0.000 description 6
229930195733 hydrocarbon Natural products 0.000 description 6
238000003756 stirring Methods 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
239000012320 chlorinating reagent Substances 0.000 description 5
229910052801 chlorine Inorganic materials 0.000 description 5
150000002430 hydrocarbons Chemical class 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
239000004215 Carbon black (E152) Substances 0.000 description 4
239000004698 Polyethylene Substances 0.000 description 4
229910052782 aluminium Inorganic materials 0.000 description 4
239000000306 component Substances 0.000 description 4
229910052748 manganese Inorganic materials 0.000 description 4
239000001301 oxygen Substances 0.000 description 4
229910052760 oxygen Inorganic materials 0.000 description 4
229920000573 polyethylene Polymers 0.000 description 4
239000002244 precipitate Substances 0.000 description 4
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
229910052791 calcium Inorganic materials 0.000 description 3
239000003638 chemical reducing agent Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000001914 filtration Methods 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
239000010413 mother solution Substances 0.000 description 3
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
239000012265 solid product Substances 0.000 description 3
238000011282 treatment Methods 0.000 description 3
MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
RWNKSTSCBHKHTB-UHFFFAOYSA-N Hexachloro-1,3-butadiene Chemical compound ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl RWNKSTSCBHKHTB-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
229910007932 ZrCl4 Inorganic materials 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
229910052744 lithium Inorganic materials 0.000 description 2
230000002101 lytic effect Effects 0.000 description 2
230000005298 paramagnetic effect Effects 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
150000003568 thioethers Chemical class 0.000 description 2
229910052720 vanadium Inorganic materials 0.000 description 2
DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
WPWHSFAFEBZWBB-UHFFFAOYSA-N 1-butyl radical Chemical compound [CH2]CCC WPWHSFAFEBZWBB-UHFFFAOYSA-N 0.000 description 1
VXRDAMSNTXUHFX-UHFFFAOYSA-N 2,3-dihydroxybutanedioic acid;n,n-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide Chemical compound OC(=O)C(O)C(O)C(O)=O.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1 VXRDAMSNTXUHFX-UHFFFAOYSA-N 0.000 description 1
VLHWNGXLXZPNOO-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(2-morpholin-4-ylethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CCN1CCOCC1 VLHWNGXLXZPNOO-UHFFFAOYSA-N 0.000 description 1
BWJHJLINOYAPEG-HOTGVXAUSA-N 8-chloro-6-[(6-chloropyridin-3-yl)methyl]-3-[(1S,2S)-2-hydroxycyclopentyl]-7-methyl-2H-1,3-benzoxazin-4-one Chemical compound ClC1=C(C(=CC=2C(N(COC=21)[C@@H]1[C@H](CCC1)O)=O)CC=1C=NC(=CC=1)Cl)C BWJHJLINOYAPEG-HOTGVXAUSA-N 0.000 description 1
FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
AQZGPSLYZOOYQP-UHFFFAOYSA-N Diisoamyl ether Chemical compound CC(C)CCOCCC(C)C AQZGPSLYZOOYQP-UHFFFAOYSA-N 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
241000286904 Leptothecata Species 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
101100010166 Mus musculus Dok3 gene Proteins 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
229910008046 SnC14 Inorganic materials 0.000 description 1
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
229910010062 TiCl3 Inorganic materials 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
OCBFFGCSTGGPSQ-UHFFFAOYSA-N [CH2]CC Chemical compound [CH2]CC OCBFFGCSTGGPSQ-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
238000006136 alcoholysis reaction Methods 0.000 description 1
229910052784 alkaline earth metal Inorganic materials 0.000 description 1
150000001342 alkaline earth metals Chemical class 0.000 description 1
229940094070 ambien Drugs 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
229910052787 antimony Inorganic materials 0.000 description 1
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
GPUADMRJQVPIAS-QCVDVZFFSA-M cerivastatin sodium Chemical compound [Na+].COCC1=C(C(C)C)N=C(C(C)C)C(\C=C\[C@@H](O)C[C@@H](O)CC([O-])=O)=C1C1=CC=C(F)C=C1 GPUADMRJQVPIAS-QCVDVZFFSA-M 0.000 description 1
239000007810 chemical reaction solvent Substances 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
229920001577 copolymer Polymers 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
230000007812 deficiency Effects 0.000 description 1
LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000012433 hydrogen halide Substances 0.000 description 1
229910000039 hydrogen halide Inorganic materials 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000003049 inorganic solvent Substances 0.000 description 1
229910001867 inorganic solvent Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000003446 ligand Substances 0.000 description 1
239000007788 liquid Substances 0.000 description 1
230000014759 maintenance of location Effects 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
PYLWMHQQBFSUBP-UHFFFAOYSA-N monofluorobenzene Chemical compound FC1=CC=CC=C1 PYLWMHQQBFSUBP-UHFFFAOYSA-N 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229960005235 piperonyl butoxide Drugs 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000000926 separation method Methods 0.000 description 1
238000007873 sieving Methods 0.000 description 1
229920002545 silicone oil Polymers 0.000 description 1
239000011343 solid material Substances 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
229910052714 tellurium Inorganic materials 0.000 description 1
PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
238000005979 thermal decomposition reaction Methods 0.000 description 1
HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 1
CMWCOKOTCLFJOP-UHFFFAOYSA-N titanium(3+) Chemical compound [Ti+3] CMWCOKOTCLFJOP-UHFFFAOYSA-N 0.000 description 1
YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
230000007704 transition Effects 0.000 description 1
229910021381 transition metal chloride Inorganic materials 0.000 description 1
HQYCOEXWFMFWLR-UHFFFAOYSA-K vanadium(iii) chloride Chemical class [Cl-].[Cl-].[Cl-].[V+3] HQYCOEXWFMFWLR-UHFFFAOYSA-K 0.000 description 1
229940099259 vaseline Drugs 0.000 description 1
238000013022 venting Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000008096 xylene Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Landscapes

Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

CA000402187A 1979-03-07 1982-05-03 Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits Expired CA1174797A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000402187A CA1174797A (fr)	1979-03-07	1982-05-03	Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
IT20798/79A IT1113421B (it)	1979-03-07	1979-03-07	Metodo per la riduzione di alcossidi metallici e impiego dei composti cosi' ottenuti
IT20798A/79		1979-03-07
CA346,861A CA1133018A (fr)	1979-03-07	1980-03-03	Methode de reduction d'alcoxydes metalliques, et utilisation des composes obtenus
CA000402187A CA1174797A (fr)	1979-03-07	1982-05-03	Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA346,861A Division CA1133018A (fr)	1979-03-07	1980-03-03	Methode de reduction d'alcoxydes metalliques, et utilisation des composes obtenus

Publications (1)

Publication Number	Publication Date
CA1174797A true CA1174797A (fr)	1984-09-18

Family

ID=27166602

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000402187A Expired CA1174797A (fr)	1979-03-07	1982-05-03	Polymerisation de composes non satures a l'aide d'un systeme catalytique a base d'alcoxydes metalliques reduits

Country Status (1)

Country	Link
CA (1)	CA1174797A (fr)

1982
- 1982-05-03 CA CA000402187A patent/CA1174797A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2001-09-18	MKEX	Expiry

Publication	Publication Date	Title
CA1133018A (fr)	1982-10-05	Methode de reduction d'alcoxydes metalliques, et utilisation des composes obtenus
US5696044A (en)	1997-12-09	Method of producing a deposited catalyst for the polymerization of ethylene and copolymerization of ethylene with O-olefins
CA1099455A (fr)	1981-04-21	Substances de type di-(alkyle a chaine courte) magnesium a chaine droite, solubles dans des hydrocarbures
AU650344B2 (en)	1994-06-16	Multiple site olefin polymerization catalysts and methods
US4204050A (en)	1980-05-20	Polymerization of α-olefins with a dual transition metal catalyst
US4295992A (en)	1981-10-20	Support prepared from organomagnesium compounds and silicon halides; and catalysts for polymerizing olefins
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