CA1096363A - Lavage d'un agent reducteur a base de magnesium prepare en absence d'un diluant de complexation - Google Patents

Lavage d'un agent reducteur a base de magnesium prepare en absence d'un diluant de complexation

Info

Publication number: CA1096363A
Authority: CA; Canada
Prior art keywords: magnesium; reducing agent; diluent; organoaluminum compound; titanium
Prior art date: 1976-05-14
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

CA271,167A

Other languages

English (en)

Inventor

Richard E. Dietz

Oscar D. Nowlin

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.)

Phillips Petroleum Co

Original Assignee

Phillips Petroleum Co

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.)

1976-05-14

Filing date

1977-02-07

Publication date

1981-02-24

1977-02-07 Application filed by Phillips Petroleum Co filed Critical Phillips Petroleum Co

1981-02-24 Application granted granted Critical

1981-02-24 Publication of CA1096363A publication Critical patent/CA1096363A/fr

Status Expired legal-status Critical Current

Links

FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 title claims abstract description 62
239000011777 magnesium Substances 0.000 title claims abstract description 57
229910052749 magnesium Inorganic materials 0.000 title claims abstract description 56
239000003638 chemical reducing agent Substances 0.000 title claims abstract description 38
239000003085 diluting agent Substances 0.000 title claims abstract description 30
238000005406 washing Methods 0.000 title claims abstract description 13
230000000536 complexating effect Effects 0.000 title claims abstract description 7
150000001875 compounds Chemical class 0.000 claims abstract description 32
239000003054 catalyst Substances 0.000 claims abstract description 26
238000006116 polymerization reaction Methods 0.000 claims abstract description 25
150000004820 halides Chemical class 0.000 claims abstract description 23
239000010936 titanium Substances 0.000 claims abstract description 20
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 19
229930195733 hydrocarbon Natural products 0.000 claims abstract description 19
229910052719 titanium Inorganic materials 0.000 claims abstract description 19
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 18
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 18
239000007788 liquid Substances 0.000 claims abstract description 17
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 13
239000005977 Ethylene Substances 0.000 claims abstract description 13
238000000034 method Methods 0.000 claims description 20
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 18
-1 cycloalkyl radical Chemical group 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 15
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 12
229920000642 polymer Polymers 0.000 claims description 11
239000002671 adjuvant Substances 0.000 claims description 10
125000004429 atom Chemical group 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 10
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
FHUODBDRWMIBQP-UHFFFAOYSA-N Ethyl p-anisate Chemical compound CCOC(=O)C1=CC=C(OC)C=C1 FHUODBDRWMIBQP-UHFFFAOYSA-N 0.000 claims description 8
YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 8
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 7
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
229910052782 aluminium Inorganic materials 0.000 claims description 6
MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims description 6
238000003801 milling Methods 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 6
HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 6
SQCZQTSHSZLZIQ-UHFFFAOYSA-N 1-chloropentane Chemical group CCCCCCl SQCZQTSHSZLZIQ-UHFFFAOYSA-N 0.000 claims description 5
150000001336 alkenes Chemical class 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 5
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 5
125000005843 halogen group Chemical group 0.000 claims description 5
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 5
XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical group Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 5
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Chemical group 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 4
239000002002 slurry Substances 0.000 claims description 4
239000007787 solid Substances 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 3
125000000304 alkynyl group Chemical group 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 3
125000000392 cycloalkenyl group Chemical group 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
239000011541 reaction mixture Substances 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
150000003609 titanium compounds Chemical class 0.000 claims description 3
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 2
150000005840 aryl radicals Chemical class 0.000 claims description 2
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 2
229910052736 halogen Inorganic materials 0.000 claims description 2
150000002367 halogens Chemical group 0.000 claims description 2
239000000047 product Substances 0.000 claims description 2
239000006228 supernatant Substances 0.000 claims description 2
239000008096 xylene Substances 0.000 claims description 2
238000000926 separation method Methods 0.000 claims 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 1
125000001309 chloro group Chemical group Cl* 0.000 claims 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 17
229940091250 magnesium supplement Drugs 0.000 description 37
235000001055 magnesium Nutrition 0.000 description 36
239000000306 component Substances 0.000 description 6
238000011282 treatment Methods 0.000 description 6
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 4
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
150000004795 grignard reagents Chemical class 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
229910052739 hydrogen Inorganic materials 0.000 description 3
239000000243 solution Substances 0.000 description 3
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000003701 inert diluent Substances 0.000 description 2
239000001282 iso-butane Substances 0.000 description 2
229910001629 magnesium chloride Inorganic materials 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
229920000573 polyethylene Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
238000003756 stirring Methods 0.000 description 2
HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 2
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
KJDRSWPQXHESDQ-UHFFFAOYSA-N 1,4-dichlorobutane Chemical compound ClCCCCCl KJDRSWPQXHESDQ-UHFFFAOYSA-N 0.000 description 1
MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
LOWMYOWHQMKBTM-UHFFFAOYSA-N 1-butylsulfinylbutane Chemical compound CCCCS(=O)CCCC LOWMYOWHQMKBTM-UHFFFAOYSA-N 0.000 description 1
YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 1
UDISFXVHGUKXSU-UHFFFAOYSA-N CCCCCCCCCC[Mg]CCCCCCCCCC Chemical compound CCCCCCCCCC[Mg]CCCCCCCCCC UDISFXVHGUKXSU-UHFFFAOYSA-N 0.000 description 1
239000007818 Grignard reagent Substances 0.000 description 1
239000002879 Lewis base Substances 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
238000013019 agitation Methods 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
125000005907 alkyl ester group Chemical group 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical class [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
238000000498 ball milling Methods 0.000 description 1
235000013361 beverage Nutrition 0.000 description 1
SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 1
239000001273 butane Substances 0.000 description 1
ZKGLXPKJEGYMNT-UHFFFAOYSA-N butyl 4-fluorobenzoate Chemical compound CCCCOC(=O)C1=CC=C(F)C=C1 ZKGLXPKJEGYMNT-UHFFFAOYSA-N 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
239000000919 ceramic Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
ISFMCQATCMRFPY-UHFFFAOYSA-M chloro(diphenyl)alumane Chemical compound [Cl-].C=1C=CC=CC=1[Al+]C1=CC=CC=C1 ISFMCQATCMRFPY-UHFFFAOYSA-M 0.000 description 1
239000000084 colloidal system Substances 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
JEOPDMYTIJZLMB-UHFFFAOYSA-M didodecylalumanylium;bromide Chemical compound [Br-].CCCCCCCCCCCC[Al+]CCCCCCCCCCCC JEOPDMYTIJZLMB-UHFFFAOYSA-M 0.000 description 1
238000007865 diluting Methods 0.000 description 1
ZGMHEOLLTWPGQX-UHFFFAOYSA-M dimethylalumanylium;bromide Chemical compound C[Al](C)Br ZGMHEOLLTWPGQX-UHFFFAOYSA-M 0.000 description 1
229940052296 esters of benzoic acid for local anesthesia Drugs 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
GCPCLEKQVMKXJM-UHFFFAOYSA-N ethoxy(diethyl)alumane Chemical compound CCO[Al](CC)CC GCPCLEKQVMKXJM-UHFFFAOYSA-N 0.000 description 1
ZQDADDSPMCHZPX-UHFFFAOYSA-N ethyl 4-(trifluoromethyl)benzoate Chemical compound CCOC(=O)C1=CC=C(C(F)(F)F)C=C1 ZQDADDSPMCHZPX-UHFFFAOYSA-N 0.000 description 1
UMPRJGKLMUDRHL-UHFFFAOYSA-N ethyl 4-fluorobenzoate Chemical compound CCOC(=O)C1=CC=C(F)C=C1 UMPRJGKLMUDRHL-UHFFFAOYSA-N 0.000 description 1
NBBWLOJCZSYDAD-UHFFFAOYSA-N ethyl 4-sulfanylbenzoate Chemical compound CCOC(=O)C1=CC=C(S)C=C1 NBBWLOJCZSYDAD-UHFFFAOYSA-N 0.000 description 1
KVJSYOBGOVONIE-UHFFFAOYSA-M ethyl(phenyl)alumanylium;chloride Chemical compound [Cl-].CC[Al+]C1=CC=CC=C1 KVJSYOBGOVONIE-UHFFFAOYSA-M 0.000 description 1
UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
229920001038 ethylene copolymer Polymers 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000007710 freezing Methods 0.000 description 1
230000008014 freezing Effects 0.000 description 1
239000011521 glass Substances 0.000 description 1
GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
125000001183 hydrocarbyl group Chemical group 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
150000007527 lewis bases Chemical class 0.000 description 1
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
239000001095 magnesium carbonate Substances 0.000 description 1
229910000021 magnesium carbonate Inorganic materials 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
CRGZYKWWYNQGEC-UHFFFAOYSA-N magnesium;methanolate Chemical compound [Mg+2].[O-]C.[O-]C CRGZYKWWYNQGEC-UHFFFAOYSA-N 0.000 description 1
CXYPKXYSWBMCRG-UHFFFAOYSA-N magnesium;pentane Chemical compound [Mg+2].CCCC[CH2-].CCCC[CH2-] CXYPKXYSWBMCRG-UHFFFAOYSA-N 0.000 description 1
JFWWQYKSQVMLQU-UHFFFAOYSA-M magnesium;pentane;chloride Chemical compound [Mg+2].[Cl-].CCCC[CH2-] JFWWQYKSQVMLQU-UHFFFAOYSA-M 0.000 description 1
QNTSFZXGLAHYLC-UHFFFAOYSA-N methyl 4-acetylbenzoate Chemical compound COC(=O)C1=CC=C(C(C)=O)C=C1 QNTSFZXGLAHYLC-UHFFFAOYSA-N 0.000 description 1
YOJAHJGBFDPSDI-UHFFFAOYSA-N methyl 4-nitrobenzoate Chemical compound COC(=O)C1=CC=C([N+]([O-])=O)C=C1 YOJAHJGBFDPSDI-UHFFFAOYSA-N 0.000 description 1
229940095102 methyl benzoate Drugs 0.000 description 1
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
UNFUYWDGSFDHCW-UHFFFAOYSA-N monochlorocyclohexane Chemical compound ClC1CCCCC1 UNFUYWDGSFDHCW-UHFFFAOYSA-N 0.000 description 1
239000000178 monomer Substances 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
239000011236 particulate material Substances 0.000 description 1
150000003003 phosphines Chemical class 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
150000008039 phosphoramides Chemical class 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
150000005375 primary alkyl halides Chemical class 0.000 description 1
KSRJBXNTZLELQL-UHFFFAOYSA-N propan-2-yl 4-(diethylamino)benzoate Chemical compound CCN(CC)C1=CC=C(C(=O)OC(C)C)C=C1 KSRJBXNTZLELQL-UHFFFAOYSA-N 0.000 description 1
KVXSVMQSMQCYJX-UHFFFAOYSA-N propyl 4-cyanobenzoate Chemical compound CCCOC(=O)C1=CC=C(C#N)C=C1 KVXSVMQSMQCYJX-UHFFFAOYSA-N 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
OUULRIDHGPHMNQ-UHFFFAOYSA-N stibane Chemical class [SbH3] OUULRIDHGPHMNQ-UHFFFAOYSA-N 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
NLLZTRMHNHVXJJ-UHFFFAOYSA-J titanium tetraiodide Chemical compound I[Ti](I)(I)I NLLZTRMHNHVXJJ-UHFFFAOYSA-J 0.000 description 1
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
KKOFCVMVBJXDFP-UHFFFAOYSA-N triethylstibane Chemical compound CC[Sb](CC)CC KKOFCVMVBJXDFP-UHFFFAOYSA-N 0.000 description 1
QMMSODCNPHJWSN-UHFFFAOYSA-N trioctylarsane Chemical compound CCCCCCCC[As](CCCCCCCC)CCCCCCCC QMMSODCNPHJWSN-UHFFFAOYSA-N 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1

Classifications

- 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

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)

CA271,167A 1976-05-14 1977-02-07 Lavage d'un agent reducteur a base de magnesium prepare en absence d'un diluant de complexation Expired CA1096363A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US68696676A	1976-05-14	1976-05-14
US686,966		1976-05-14

Publications (1)

Publication Number	Publication Date
CA1096363A true CA1096363A (fr)	1981-02-24

Family

ID=24758482

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA271,167A Expired CA1096363A (fr)	1976-05-14	1977-02-07	Lavage d'un agent reducteur a base de magnesium prepare en absence d'un diluant de complexation

Country Status (8)

Country	Link
JP (1)	JPS52139689A (fr)
BE (1)	BE854708A (fr)
CA (1)	CA1096363A (fr)
DE (1)	DE2721726A1 (fr)
ES (1)	ES458136A1 (fr)
FR (1)	FR2351132A1 (fr)
GB (1)	GB1568787A (fr)
NO (1)	NO771712L (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5534238A (en) *	1978-08-31	1980-03-10	Chisso Corp	Preparation of alpha-olefin polymer

1977
- 1977-02-07 CA CA271,167A patent/CA1096363A/fr not_active Expired
- 1977-04-25 ES ES458136A patent/ES458136A1/es not_active Expired
- 1977-05-13 DE DE19772721726 patent/DE2721726A1/de not_active Ceased
- 1977-05-13 GB GB20261/77A patent/GB1568787A/en not_active Expired
- 1977-05-13 JP JP5520777A patent/JPS52139689A/ja active Granted
- 1977-05-13 FR FR7714828A patent/FR2351132A1/fr active Granted
- 1977-05-13 NO NO771712A patent/NO771712L/no unknown
- 1977-05-16 BE BE177637A patent/BE854708A/fr unknown

Also Published As

Publication number	Publication date
FR2351132A1 (fr)	1977-12-09
JPS52139689A (en)	1977-11-21
DE2721726A1 (de)	1977-11-17
JPS5618125B2 (fr)	1981-04-27
ES458136A1 (es)	1978-03-16
NO771712L (no)	1977-11-15
BE854708A (fr)	1977-11-16
FR2351132B1 (fr)	1980-08-14
GB1568787A (en)	1980-06-04

Legal Events

Date	Code	Title	Description
1998-02-24	MKEX	Expiry
2023-05-26	MKEX	Expiry	Effective date: 19980224

Publication	Publication Date	Title
US4357448A (en)	1982-11-02	Two step process for polymerizing ethylene
JP2749731B2 (ja)	1998-05-13	オレフィン重合用触媒の製造方法
KR940010330B1 (ko)	1994-10-22	유리한 개질제 성분을 포함하는 알파-올레핀 중합 촉매 시스템
EP0012397B1 (fr)	1984-02-15	Catalyseur de polymérisation et procédé pour la polymérisation d'alpha-oléfines
JPH04306203A (ja)	1992-10-29	改良されたオレフィン重合用乾燥触媒
EP0104374B1 (fr)	1988-05-04	Polymérisation d'oléfines
JPS59117510A (ja)	1984-07-06	オレフィン重合用触媒成分の製造方法
JPS6126604A (ja)	1986-02-05	ポリオレフインの重合方法及び重合触媒の製造方法
US4364851A (en)	1982-12-21	Process for producing olefin polymers
EP0014306A2 (fr)	1980-08-20	Catalyseur, composition catalytique et procédé de polymérisation d'oléfines
US4618595A (en)	1986-10-21	Polymerization of olefins
US4246384A (en)	1981-01-20	Magnesium reducing agent for producing titanium trihalide catalyst component
US4719271A (en)	1988-01-12	Polymerization of olefins
CA1096363A (fr)	1981-02-24	Lavage d'un agent reducteur a base de magnesium prepare en absence d'un diluant de complexation
US4194076A (en)	1980-03-18	Washing magnesium reducing agent prepared in absence of complexing diluent
JPH0859731A (ja)	1996-03-05	オレフィン重合触媒の製造方法
EP0139969A2 (fr)	1985-05-08	Procédé pour la polymérisation d'oléfines et catalyseur
US5064795A (en)	1991-11-12	Polymerization of olefins
US4663403A (en)	1987-05-05	Polymerization of olefins
JPH04227609A (ja)	1992-08-17	オレフィンの重合用触媒及びオレフィンの重合法
EP0014338A1 (fr)	1980-08-20	Catalyseur, composant catalytique et procédé de polymérisation d'oléfines
US5109084A (en)	1992-04-28	Polymerization catalyst, preparation, and use
JPS64403B2 (fr)	1989-01-06
RU2143439C1 (ru)	1999-12-27	Способ полимеризации олефинов
JP3391583B2 (ja)	2003-03-31	オレフィン重合用触媒