JPS6312082B2 - - Google Patents
Info
- Publication number
- JPS6312082B2 JPS6312082B2 JP54077973A JP7797379A JPS6312082B2 JP S6312082 B2 JPS6312082 B2 JP S6312082B2 JP 54077973 A JP54077973 A JP 54077973A JP 7797379 A JP7797379 A JP 7797379A JP S6312082 B2 JPS6312082 B2 JP S6312082B2
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- titanium
- mixture
- additive
- catalyst
- Prior art date
- 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
Links
- 239000000654 additive Substances 0.000 claims description 81
- 239000000203 mixture Substances 0.000 claims description 80
- 125000004432 carbon atom Chemical group C* 0.000 claims description 59
- 239000004711 α-olefin Substances 0.000 claims description 56
- 230000000996 additive effect Effects 0.000 claims description 55
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 54
- 238000006116 polymerization reaction Methods 0.000 claims description 50
- 239000003054 catalyst Substances 0.000 claims description 48
- 238000000034 method Methods 0.000 claims description 46
- -1 aluminum halide Chemical class 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 33
- 230000000707 stereoselective effect Effects 0.000 claims description 33
- 239000012190 activator Substances 0.000 claims description 32
- 238000007334 copolymerization reaction Methods 0.000 claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 21
- 239000005977 Ethylene Substances 0.000 claims description 21
- 229920000642 polymer Polymers 0.000 claims description 20
- 239000000126 substance Substances 0.000 claims description 20
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical group Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 claims description 20
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 17
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 12
- 229920000570 polyether Polymers 0.000 claims description 12
- 125000004434 sulfur atom Chemical group 0.000 claims description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 11
- 229910052782 aluminium Inorganic materials 0.000 claims description 11
- 125000004122 cyclic group Chemical group 0.000 claims description 10
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 239000010936 titanium Substances 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 7
- 239000002184 metal Substances 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 150000003983 crown ethers Chemical class 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 150000002899 organoaluminium compounds Chemical class 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 150000002902 organometallic compounds Chemical class 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000002534 ethynyl group Chemical class [H]C#C* 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims 2
- 239000007924 injection Substances 0.000 claims 2
- 238000010298 pulverizing process Methods 0.000 claims 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 52
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 238000012360 testing method Methods 0.000 description 18
- 239000004743 Polypropylene Substances 0.000 description 17
- 229920001155 polypropylene Polymers 0.000 description 17
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 14
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 14
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 10
- 238000002156 mixing Methods 0.000 description 9
- 239000003701 inert diluent Substances 0.000 description 7
- 229910052799 carbon Inorganic materials 0.000 description 6
- 229920001580 isotactic polymer Polymers 0.000 description 6
- 229930195734 saturated hydrocarbon Natural products 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 150000003609 titanium compounds Chemical class 0.000 description 6
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 239000007790 solid phase Substances 0.000 description 3
- SVZPXSUXVWWQNA-UHFFFAOYSA-N 1,4,10,13-tetraoxacyclooctadecane Chemical compound C1CCOCCOCCCCCOCCOCC1 SVZPXSUXVWWQNA-UHFFFAOYSA-N 0.000 description 2
- RDSFGYBJMBTKMN-UHFFFAOYSA-N 1,4,7,10,13-pentaoxacyclooctadecane Chemical compound C1CCOCCOCCOCCOCCOCC1 RDSFGYBJMBTKMN-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- WFWORAHRZHALMV-UHFFFAOYSA-N 1,7,13-trioxacyclooctadecane Chemical compound C1CCOCCCCCOCCCCCOCC1 WFWORAHRZHALMV-UHFFFAOYSA-N 0.000 description 2
- XNMQEEKYCVKGBD-UHFFFAOYSA-N 2-butyne Chemical group CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 2
- 229910001040 Beta-titanium Inorganic materials 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 229920001585 atactic polymer Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical group C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001983 dialkylethers Chemical class 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 229940038384 octadecane Drugs 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 238000011017 operating method Methods 0.000 description 2
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- 229930192474 thiophene Natural products 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
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 1
- NDRUXLROLQGDNL-VOTSOKGWSA-N (3e)-5-methylhepta-1,3,6-triene Chemical compound C=CC(C)\C=C\C=C NDRUXLROLQGDNL-VOTSOKGWSA-N 0.000 description 1
- NLMDJJTUQPXZFG-UHFFFAOYSA-N 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane Chemical compound C1COCCOCCNCCOCCOCCN1 NLMDJJTUQPXZFG-UHFFFAOYSA-N 0.000 description 1
- STHIZMRUXPMSCW-UHFFFAOYSA-N 1,4,10-trioxa-7,13-diazacyclopentadecane Chemical compound C1COCCNCCOCCOCCN1 STHIZMRUXPMSCW-UHFFFAOYSA-N 0.000 description 1
- KBCMZONXIOOMOW-UHFFFAOYSA-N 1,4,10-trioxa-7,13-dithiacyclopentadecane Chemical compound C1COCCSCCOCCSCCO1 KBCMZONXIOOMOW-UHFFFAOYSA-N 0.000 description 1
- NBXKUSNBCPPKRA-UHFFFAOYSA-N 1,4,7,10,13-pentaoxa-16-azacyclooctadecane Chemical compound C1COCCOCCOCCOCCOCCN1 NBXKUSNBCPPKRA-UHFFFAOYSA-N 0.000 description 1
- AQPRLRWYMBZGSK-UHFFFAOYSA-N 1,4,7,10,13-pentaoxa-16-thiacyclooctadecane Chemical compound C1COCCOCCSCCOCCOCCO1 AQPRLRWYMBZGSK-UHFFFAOYSA-N 0.000 description 1
- YPWJPPTWZSDQOY-UHFFFAOYSA-N 1,4,7,10-tetraoxa-13,16-dithiacyclooctadecane Chemical compound C1COCCOCCSCCSCCOCCO1 YPWJPPTWZSDQOY-UHFFFAOYSA-N 0.000 description 1
- AJNQQWKHJGIYQC-UHFFFAOYSA-N 1,4,7,10-tetraoxa-13-thiacyclopentadecane Chemical compound C1COCCOCCSCCOCCO1 AJNQQWKHJGIYQC-UHFFFAOYSA-N 0.000 description 1
- GPUHBIOYRNYWFC-UHFFFAOYSA-N 1,4,7,13-tetraoxa-10,16-dithiacyclooctadecane Chemical compound C1COCCSCCOCCSCCOCCO1 GPUHBIOYRNYWFC-UHFFFAOYSA-N 0.000 description 1
- ZKZLWPASNBOCHY-UHFFFAOYSA-N 1,4,7,13-tetraoxacyclooctadecane Chemical compound C1CCOCCCCCOCCOCCOCC1 ZKZLWPASNBOCHY-UHFFFAOYSA-N 0.000 description 1
- LBGNDGNHKMMDDY-UHFFFAOYSA-N 1,4,7-trioxa-10,13,16-trithiacyclooctadecane Chemical compound C1COCCSCCSCCSCCOCCO1 LBGNDGNHKMMDDY-UHFFFAOYSA-N 0.000 description 1
- ACJFLKMRUKBLTM-UHFFFAOYSA-N 1,4,7-trioxa-10,13-dithiacyclopentadecane Chemical compound C1COCCSCCSCCOCCO1 ACJFLKMRUKBLTM-UHFFFAOYSA-N 0.000 description 1
- JMPKDBRUIAOFAO-UHFFFAOYSA-N 1,4,7-trioxa-10-thiacyclododecane Chemical compound C1COCCSCCOCCO1 JMPKDBRUIAOFAO-UHFFFAOYSA-N 0.000 description 1
- GAUQQDABZDRFID-UHFFFAOYSA-N 1,4-dioxa-7,10-dithiacyclododecane Chemical compound C1COCCSCCSCCO1 GAUQQDABZDRFID-UHFFFAOYSA-N 0.000 description 1
- PWJHXHMUGFXPSN-UHFFFAOYSA-N 1,7-dioxa-4,10-diazacyclododecane Chemical compound C1COCCNCCOCCN1 PWJHXHMUGFXPSN-UHFFFAOYSA-N 0.000 description 1
- ANWGCVKFPKDUBI-UHFFFAOYSA-N 1,7-dioxa-4,10-dithiacyclododecane Chemical compound C1CSCCOCCSCCO1 ANWGCVKFPKDUBI-UHFFFAOYSA-N 0.000 description 1
- XQQZRZQVBFHBHL-UHFFFAOYSA-N 12-crown-4 Chemical compound C1COCCOCCOCCO1 XQQZRZQVBFHBHL-UHFFFAOYSA-N 0.000 description 1
- XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 1
- OAJNZFCPJVBYHB-UHFFFAOYSA-N 2,5,8,11-tetraoxabicyclo[10.4.0]hexadeca-1(16),12,14-triene Chemical compound O1CCOCCOCCOC2=CC=CC=C21 OAJNZFCPJVBYHB-UHFFFAOYSA-N 0.000 description 1
- DQQNMIPXXNPGCV-UHFFFAOYSA-N 3-hexyne Chemical group CCC#CCC DQQNMIPXXNPGCV-UHFFFAOYSA-N 0.000 description 1
- ZERULLAPCVRMCO-UHFFFAOYSA-N Dipropyl sulfide Chemical compound CCCSCCC ZERULLAPCVRMCO-UHFFFAOYSA-N 0.000 description 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 1
- 241000234314 Zingiber Species 0.000 description 1
- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- RTQCAYKHUMWCEM-UHFFFAOYSA-N [Mg].ClO Chemical compound [Mg].ClO RTQCAYKHUMWCEM-UHFFFAOYSA-N 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- RZJRJXONCZWCBN-UHFFFAOYSA-N alpha-octadecene Natural products CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical group [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
- CHVJITGCYZJHLR-UHFFFAOYSA-N cyclohepta-1,3,5-triene Chemical compound C1C=CC=CC=C1 CHVJITGCYZJHLR-UHFFFAOYSA-N 0.000 description 1
- KDUIUFJBNGTBMD-VXMYFEMYSA-N cyclooctatetraene Chemical compound C1=C\C=C/C=C\C=C1 KDUIUFJBNGTBMD-VXMYFEMYSA-N 0.000 description 1
- JWBQJUFCNOLNNC-UHFFFAOYSA-N dec-5-yne Chemical group CCCCC#CCCCC JWBQJUFCNOLNNC-UHFFFAOYSA-N 0.000 description 1
- 150000004833 diarylthioethers Chemical class 0.000 description 1
- VJRUISVXILMZSL-UHFFFAOYSA-M dibutylalumanylium;chloride Chemical compound CCCC[Al](Cl)CCCC VJRUISVXILMZSL-UHFFFAOYSA-M 0.000 description 1
- LJSQFQKUNVCTIA-UHFFFAOYSA-N diethyl sulfide Chemical compound CCSCC LJSQFQKUNVCTIA-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 235000008397 ginger Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical class ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 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
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- GZTNBKQTTZSQNS-UHFFFAOYSA-N oct-4-yne Chemical group CCCC#CCCC GZTNBKQTTZSQNS-UHFFFAOYSA-N 0.000 description 1
- NKRBWIXXEQOWRY-UHFFFAOYSA-N octadec-9-yne Chemical group CCCCCCCCC#CCCCCCCCC NKRBWIXXEQOWRY-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- GHUURDQYRGVEHX-UHFFFAOYSA-N prop-1-ynylbenzene Chemical group CC#CC1=CC=CC=C1 GHUURDQYRGVEHX-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- JFPFLSVIMBQNLB-UHFFFAOYSA-N thionane Chemical compound C1CCCCSCCC1 JFPFLSVIMBQNLB-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- MCULRUJILOGHCJ-UHFFFAOYSA-N triisobutylaluminium Chemical compound CC(C)C[Al](CC(C)C)CC(C)C MCULRUJILOGHCJ-UHFFFAOYSA-N 0.000 description 1
- CNWZYDSEVLFSMS-UHFFFAOYSA-N tripropylalumane Chemical compound CCC[Al](CCC)CCC CNWZYDSEVLFSMS-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Peptides Or Proteins (AREA)
Description
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Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7818531A FR2429227A1 (fr) | 1978-06-21 | 1978-06-21 | Procede pour la preparation de polymeres ou copolymeres d'alpha-olefines presentant un haut indice d'isotacticite |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5527385A JPS5527385A (en) | 1980-02-27 |
| JPS6312082B2 true JPS6312082B2 (ja) | 1988-03-17 |
Family
ID=9209797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7797379A Granted JPS5527385A (en) | 1978-06-21 | 1979-06-20 | Manufacture of alphaaolefin polymer or copolymer having high isotacticity index |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US4228253A (ja) |
| EP (1) | EP0006130B1 (ja) |
| JP (1) | JPS5527385A (ja) |
| BE (1) | BE877111A (ja) |
| DE (1) | DE2964194D1 (ja) |
| FR (1) | FR2429227A1 (ja) |
| IT (1) | IT1121866B (ja) |
| NO (1) | NO792071L (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020075336A1 (ja) * | 2018-10-10 | 2020-04-16 | æ ªåŒäŒç€Ÿæ¥ç«ç£æ©ã·ã¹ãã | å転é»æ©ããã³å転é»æ©ã»ãã |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4384983A (en) * | 1981-05-26 | 1983-05-24 | Standard Oil Company (Indiana) | Catalyst and process for production of polyolefins of improved morphology |
| DE3500057A1 (de) * | 1985-01-03 | 1986-07-03 | Basf Ag, 6700 Ludwigshafen | Neue 2,3-disubstituierte bicyclo(2.2.1)heptane, deren herstellung und deren verwendung als riechstoffe |
| US4600377A (en) * | 1985-05-29 | 1986-07-15 | Cedarapids, Inc. | Refractoriless liquid fuel burner |
| NL8900137A (nl) * | 1989-01-20 | 1990-08-16 | Stamicarbon | Kationisch blokcopolymeer op basis van een furaanderivaat. |
| US5148820A (en) * | 1989-09-18 | 1992-09-22 | British-American Tobacco Company Limited | Processing of tobacco leaves |
| US5062600A (en) * | 1989-11-14 | 1991-11-05 | Pitney Bowes Inc. | Replaceable belt cartridge for an envelope feed apparatus |
| US5747407A (en) * | 1996-08-29 | 1998-05-05 | Phillips Petroleum Company | Method of making a Ziegler-Natta olefin polymerization catalyst |
| US6046281A (en) * | 1997-11-06 | 2000-04-04 | University Of Massachusetts Lowell | Method for coupling living cationic polymers |
| SG95635A1 (en) | 2000-03-30 | 2003-04-23 | Sumitomo Chemical Co | Process for producing catalyst for ethylene polymerization and process for producing ehtylene polymer |
| MX2021007377A (es) * | 2018-12-17 | 2021-11-25 | 6Th Wave Innovations Corp | Extraccion de litio con eteres de corona. |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE554242A (ja) * | 1956-01-18 | |||
| US2932633A (en) * | 1956-03-28 | 1960-04-12 | Standard Oil Co | Catalytic conversion and catalysts |
| US3779944A (en) * | 1969-01-03 | 1973-12-18 | Exxon Research Engineering Co | Butadiene polymerization catalyst |
| FR2108766A1 (en) * | 1970-10-02 | 1972-05-26 | Chisso Corp | Bulk (co)polymerisation of propylene - in presence of a three-component catalyst |
| US3917575A (en) * | 1972-11-11 | 1975-11-04 | Nippon Oil Co Ltd | Process for production of polyolefins |
| NL177314C (nl) * | 1974-04-08 | 1985-09-02 | Mitsubishi Chem Ind | Werkwijze voor het bereiden van een katalysatorcomplex, en werkwijze voor het polymeriseren van een alkeen met deze katalysator. |
-
1978
- 1978-06-21 FR FR7818531A patent/FR2429227A1/fr active Granted
-
1979
- 1979-05-14 EP EP79101474A patent/EP0006130B1/fr not_active Expired
- 1979-05-14 DE DE7979101474T patent/DE2964194D1/de not_active Expired
- 1979-06-13 US US06/048,172 patent/US4228253A/en not_active Expired - Lifetime
- 1979-06-20 NO NO792071A patent/NO792071L/no unknown
- 1979-06-20 JP JP7797379A patent/JPS5527385A/ja active Granted
- 1979-06-20 BE BE0/195848A patent/BE877111A/xx not_active IP Right Cessation
- 1979-06-21 IT IT23754/79A patent/IT1121866B/it active
-
1980
- 1980-04-14 US US06/139,874 patent/US4287093A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020075336A1 (ja) * | 2018-10-10 | 2020-04-16 | æ ªåŒäŒç€Ÿæ¥ç«ç£æ©ã·ã¹ãã | å転é»æ©ããã³å転é»æ©ã»ãã |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0006130A1 (fr) | 1980-01-09 |
| US4228253A (en) | 1980-10-14 |
| IT1121866B (it) | 1986-04-23 |
| FR2429227B1 (ja) | 1980-11-07 |
| EP0006130B1 (fr) | 1982-12-08 |
| US4287093A (en) | 1981-09-01 |
| JPS5527385A (en) | 1980-02-27 |
| IT7923754A0 (it) | 1979-06-21 |
| FR2429227A1 (fr) | 1980-01-18 |
| BE877111A (fr) | 1979-10-15 |
| NO792071L (no) | 1979-12-27 |
| DE2964194D1 (en) | 1983-01-13 |
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