NO762079L - - Google Patents
Info
- Publication number
- NO762079L NO762079L NO762079A NO762079A NO762079L NO 762079 L NO762079 L NO 762079L NO 762079 A NO762079 A NO 762079A NO 762079 A NO762079 A NO 762079A NO 762079 L NO762079 L NO 762079L
- Authority
- NO
- Norway
- Prior art keywords
- group
- compound
- temperature
- reaction product
- stated
- Prior art date
Links
- 239000007787 solid Substances 0.000 claims description 91
- 239000007795 chemical reaction product Substances 0.000 claims description 66
- 238000000034 method Methods 0.000 claims description 66
- 229920000642 polymer Polymers 0.000 claims description 60
- 239000000203 mixture Substances 0.000 claims description 58
- 239000003054 catalyst Substances 0.000 claims description 57
- 229930195733 hydrocarbon Natural products 0.000 claims description 54
- 150000002430 hydrocarbons Chemical class 0.000 claims description 54
- 238000006116 polymerization reaction Methods 0.000 claims description 54
- 239000004215 Carbon black (E152) Substances 0.000 claims description 53
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 51
- 229910052723 transition metal Inorganic materials 0.000 claims description 51
- 150000003624 transition metals Chemical class 0.000 claims description 51
- 150000001875 compounds Chemical class 0.000 claims description 50
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 49
- 239000000047 product Substances 0.000 claims description 46
- 239000007788 liquid Substances 0.000 claims description 39
- 229910052782 aluminium Inorganic materials 0.000 claims description 38
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 claims description 38
- 238000010438 heat treatment Methods 0.000 claims description 36
- 150000003464 sulfur compounds Chemical class 0.000 claims description 32
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 26
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 25
- 239000000178 monomer Substances 0.000 claims description 25
- -1 aluminum halide Chemical class 0.000 claims description 23
- 239000001257 hydrogen Substances 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 23
- 150000002902 organometallic compounds Chemical class 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 125000004429 atom Chemical group 0.000 claims description 20
- 229910052717 sulfur Inorganic materials 0.000 claims description 20
- 150000002894 organic compounds Chemical class 0.000 claims description 19
- 239000005977 Ethylene Substances 0.000 claims description 18
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 17
- 230000000737 periodic effect Effects 0.000 claims description 16
- GJSGGHOYGKMUPT-UHFFFAOYSA-N phenoxathiine Chemical compound C1=CC=C2OC3=CC=CC=C3SC2=C1 GJSGGHOYGKMUPT-UHFFFAOYSA-N 0.000 claims description 16
- 239000002879 Lewis base Substances 0.000 claims description 15
- 150000001336 alkenes Chemical class 0.000 claims description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 13
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 13
- 239000010936 titanium Substances 0.000 claims description 13
- 229910052719 titanium Inorganic materials 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 125000005843 halogen group Chemical group 0.000 claims description 12
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims description 10
- 150000004820 halides Chemical class 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 9
- 125000004104 aryloxy group Chemical group 0.000 claims description 8
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 8
- 150000004291 polyenes Chemical class 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 7
- 125000005110 aryl thio group Chemical group 0.000 claims description 7
- 239000002685 polymerization catalyst Substances 0.000 claims description 6
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 6
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 125000004434 sulfur atom Chemical group 0.000 claims description 5
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- YKXINVWHNNYQMA-UHFFFAOYSA-N n,n-dibutylbenzenesulfonamide Chemical compound CCCCN(CCCC)S(=O)(=O)C1=CC=CC=C1 YKXINVWHNNYQMA-UHFFFAOYSA-N 0.000 claims description 4
- 229920005606 polypropylene copolymer Polymers 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 239000011343 solid material Substances 0.000 claims description 3
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- FZIFUJULXRFHBB-UHFFFAOYSA-N n,n-diethylbenzenesulfonamide Chemical compound CCN(CC)S(=O)(=O)C1=CC=CC=C1 FZIFUJULXRFHBB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 claims description 2
- KULZSEHSBJKPDU-UHFFFAOYSA-N 3-methylphenoxathiine Chemical compound C1=CC=C2OC3=CC(C)=CC=C3SC2=C1 KULZSEHSBJKPDU-UHFFFAOYSA-N 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 description 72
- 239000000725 suspension Substances 0.000 description 27
- 238000003756 stirring Methods 0.000 description 24
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 15
- 239000006228 supernatant Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 238000007792 addition Methods 0.000 description 12
- 238000002156 mixing Methods 0.000 description 12
- 238000011282 treatment Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 9
- 150000003623 transition metal compounds Chemical class 0.000 description 8
- CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 5
- 229910001220 stainless steel Inorganic materials 0.000 description 5
- 239000010935 stainless steel Substances 0.000 description 5
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 4
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 239000012986 chain transfer agent Substances 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 239000000356 contaminant Substances 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000002955 isolation Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-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
- SZKKRCSOSQAJDE-UHFFFAOYSA-N Schradan Chemical compound CN(C)P(=O)(N(C)C)OP(=O)(N(C)C)N(C)C SZKKRCSOSQAJDE-UHFFFAOYSA-N 0.000 description 2
- 229910003074 TiCl4 Inorganic materials 0.000 description 2
- JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 125000005234 alkyl aluminium group Chemical group 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- DMSZORWOGDLWGN-UHFFFAOYSA-N ctk1a3526 Chemical compound NP(N)(N)=O DMSZORWOGDLWGN-UHFFFAOYSA-N 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000003701 inert diluent Substances 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- PTUNVBFYPJJYOY-UHFFFAOYSA-N n,n,1,3-tetramethyl-2-oxo-1,3,2$l^{5}-diazaphospholidin-2-amine Chemical compound CN(C)P1(=O)N(C)CCN1C PTUNVBFYPJJYOY-UHFFFAOYSA-N 0.000 description 2
- MUMVIYLVHVCYGI-UHFFFAOYSA-N n,n,n',n',n",n"-hexamethylmethanetriamine Chemical compound CN(C)C(N(C)C)N(C)C MUMVIYLVHVCYGI-UHFFFAOYSA-N 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- MDYOLVRUBBJPFM-UHFFFAOYSA-N tropolone Chemical compound OC1=CC=CC=CC1=O MDYOLVRUBBJPFM-UHFFFAOYSA-N 0.000 description 2
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- MNZAKDODWSQONA-UHFFFAOYSA-N 1-dibutylphosphorylbutane Chemical compound CCCCP(=O)(CCCC)CCCC MNZAKDODWSQONA-UHFFFAOYSA-N 0.000 description 1
- QXBUYALKJGBACG-UHFFFAOYSA-N 10-methylphenothiazine Chemical compound C1=CC=C2N(C)C3=CC=CC=C3SC2=C1 QXBUYALKJGBACG-UHFFFAOYSA-N 0.000 description 1
- FNLBYUMDLZWDPC-UHFFFAOYSA-N 2,8-dimethylphenoxathiine Chemical compound C1=C(C)C=C2SC3=CC(C)=CC=C3OC2=C1 FNLBYUMDLZWDPC-UHFFFAOYSA-N 0.000 description 1
- JJOGCOZXLLLROH-UHFFFAOYSA-N 2-ethoxy-1,3-dimethyl-1,3,2$l^{5}-diazaphospholidine 2-oxide Chemical compound CCOP1(=O)N(C)CCN1C JJOGCOZXLLLROH-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 description 1
- VAKOAGKCNQSYBA-UHFFFAOYSA-N 4-bromo-n-methyl-n-phenylbenzenesulfonamide Chemical compound C=1C=C(Br)C=CC=1S(=O)(=O)N(C)C1=CC=CC=C1 VAKOAGKCNQSYBA-UHFFFAOYSA-N 0.000 description 1
- SOMJAHYGVWAEJH-UHFFFAOYSA-N 4-chloro-n-methyl-n-phenylbenzenesulfonamide Chemical compound C=1C=C(Cl)C=CC=1S(=O)(=O)N(C)C1=CC=CC=C1 SOMJAHYGVWAEJH-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- GRQRYMRIZGRBKN-UHFFFAOYSA-N CCCCN(S(=O)=O)CCCC Chemical compound CCCCN(S(=O)=O)CCCC GRQRYMRIZGRBKN-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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 206010042618 Surgical procedure repeated Diseases 0.000 description 1
- 229910010068 TiCl2 Inorganic materials 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 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
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000007334 copolymerization reaction Methods 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
- OJOSABWCUVCSTQ-UHFFFAOYSA-N cyclohepta-2,4,6-trienylium Chemical class C1=CC=C[CH+]=C[CH]1 OJOSABWCUVCSTQ-UHFFFAOYSA-N 0.000 description 1
- ICPMUWPXCAVOOQ-UHFFFAOYSA-N cycloocta-1,3,5-triene Chemical compound C1CC=CC=CC=C1 ICPMUWPXCAVOOQ-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
- 230000009849 deactivation Effects 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 150000002148 esters Chemical class 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
- 239000004744 fabric Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- XZSDLFHCPIUHJB-UHFFFAOYSA-N formamide;urea Chemical compound NC=O.NC(N)=O XZSDLFHCPIUHJB-UHFFFAOYSA-N 0.000 description 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- 239000011874 heated mixture Substances 0.000 description 1
- JGJLWPGRMCADHB-UHFFFAOYSA-N hypobromite Inorganic materials Br[O-] JGJLWPGRMCADHB-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- QFAZPEYOKKSLPD-UHFFFAOYSA-N n,n,3-trimethyl-2-oxo-1,3,2$l^{5}-oxazaphospholidin-2-amine Chemical compound CN(C)P1(=O)OCCN1C QFAZPEYOKKSLPD-UHFFFAOYSA-N 0.000 description 1
- BVSPJPNNLDIUFE-UHFFFAOYSA-N n,n-dimethylbenzenesulfonamide Chemical compound CN(C)S(=O)(=O)C1=CC=CC=C1 BVSPJPNNLDIUFE-UHFFFAOYSA-N 0.000 description 1
- QISRUVSLDWSMST-UHFFFAOYSA-N n,n-diphenylbenzenesulfonamide Chemical compound C=1C=CC=CC=1S(=O)(=O)N(C=1C=CC=CC=1)C1=CC=CC=C1 QISRUVSLDWSMST-UHFFFAOYSA-N 0.000 description 1
- VBCPWAQMSPDYEG-UHFFFAOYSA-N n-[2-[benzenesulfonyl(methyl)amino]ethyl]-n-methylbenzenesulfonamide Chemical compound C=1C=CC=CC=1S(=O)(=O)N(C)CCN(C)S(=O)(=O)C1=CC=CC=C1 VBCPWAQMSPDYEG-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 150000002899 organoaluminium compounds Chemical class 0.000 description 1
- 150000003961 organosilicon compounds Chemical class 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 230000037048 polymerization activity Effects 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 229920001384 propylene homopolymer Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 125000005323 thioketone group Chemical group 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- ZWYDDDAMNQQZHD-UHFFFAOYSA-L titanium(ii) chloride Chemical compound [Cl-].[Cl-].[Ti+2] ZWYDDDAMNQQZHD-UHFFFAOYSA-L 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- QVWDCTQRORVHHT-UHFFFAOYSA-N tropone Chemical compound O=C1C=CC=CC=C1 QVWDCTQRORVHHT-UHFFFAOYSA-N 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 238000004846 x-ray emission Methods 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
- 239000004711 α-olefin 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB25534/75A GB1550366A (en) | 1975-06-16 | 1975-06-16 | Process treating a transition metal compound and use of product obtained in an olefine polymerisation catalyst |
GB269776 | 1976-01-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO762079L true NO762079L (pt) | 1976-12-17 |
Family
ID=26237674
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO762079A NO762079L (pt) | 1975-06-16 | 1976-06-16 |
Country Status (12)
Country | Link |
---|---|
US (1) | US4243782A (pt) |
JP (1) | JPS52247A (pt) |
AU (1) | AU502749B2 (pt) |
CA (1) | CA1075221A (pt) |
DE (1) | DE2627064A1 (pt) |
ES (1) | ES448943A1 (pt) |
FI (1) | FI761743A (pt) |
FR (1) | FR2314924A1 (pt) |
IT (1) | IT1062494B (pt) |
NL (1) | NL7606508A (pt) |
NO (1) | NO762079L (pt) |
SE (1) | SE7606848L (pt) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2860737D1 (en) | 1977-08-31 | 1981-09-03 | Ici Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them, and polymerisation of olefins using this system |
EP0000998B1 (en) | 1977-08-31 | 1982-03-24 | Imperial Chemical Industries Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them and polymerisation of olefins using this system |
DE2861357D1 (en) | 1977-08-31 | 1982-01-28 | Ici Plc | Titanium trichloride compositions, preparation thereof, catalyst system containing them and polymerisation of olefins using this system |
US4347159A (en) * | 1980-05-23 | 1982-08-31 | Uniroyal, Inc. | Activators for Ziegler type polymerization catalysts |
US4444983A (en) * | 1981-04-21 | 1984-04-24 | Hodogaya Chemical Co., Ltd. | Process for the nuclear chlorination of toluene |
FR2545004B1 (fr) * | 1983-04-29 | 1987-04-17 | Ugine Kuhlmann | Derive n substitue de la phenothiazine comme catalyseur de chloration sur le noyau des hydrocarbures aromatiques |
ITMI20012629A1 (it) * | 2001-12-13 | 2003-06-13 | Enichem Spa | Composizione catalica e processo per oligomerizzare selettivamente l'etilene ad alfa-olefine lineari leggere |
CN111408408B (zh) * | 2019-01-04 | 2023-04-11 | 中国石油化工股份有限公司 | 一种催化剂组合物、其制备方法及其在乙烯选择性二聚化合成1-丁烯的反应中的应用 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3639515A (en) * | 1956-10-15 | 1972-02-01 | Eastman Kodak Co | Preparation of alpha-olefin block copolymers |
NL227164A (pt) * | 1957-04-27 | |||
US3026311A (en) * | 1959-08-14 | 1962-03-20 | Eastman Kodak Co | Olefin polymerization using catalysts containing organic sulfur compounds |
BE635904A (pt) * | 1962-08-06 | 1963-12-02 | ||
FR1374568A (fr) | 1962-09-14 | 1964-10-09 | Phillips Petroleum Co | Procédé de préparation d'une polyoléfine cristalline |
GB1099853A (en) * | 1964-02-20 | 1968-01-17 | Mitsubishi Petrochemical Co | Process for producing modified propylene polymer |
NL6609092A (pt) * | 1966-06-30 | 1968-01-02 | ||
US3670053A (en) * | 1968-12-10 | 1972-06-13 | Mitsubishi Petrochemical Co | Production of modified polypropylenes |
JPS5019155B1 (pt) * | 1970-10-02 | 1975-07-04 | ||
US3972866A (en) * | 1972-06-09 | 1976-08-03 | Imperial Chemical Industries Limited | Polymerization process |
CA1037682A (en) | 1973-02-14 | 1978-09-05 | Anthony V. Butcher | Modification of the tic13 component of ziegler catalysts |
-
1976
- 1976-06-16 AU AU14971/76A patent/AU502749B2/en not_active Expired
- 1976-06-16 ES ES448943A patent/ES448943A1/es not_active Expired
- 1976-06-16 NO NO762079A patent/NO762079L/no unknown
- 1976-06-16 FR FR7618227A patent/FR2314924A1/fr active Granted
- 1976-06-16 SE SE7606848A patent/SE7606848L/xx unknown
- 1976-06-16 DE DE19762627064 patent/DE2627064A1/de not_active Withdrawn
- 1976-06-16 IT IT24415/76A patent/IT1062494B/it active
- 1976-06-16 NL NL7606508A patent/NL7606508A/xx not_active Application Discontinuation
- 1976-06-16 CA CA255,049A patent/CA1075221A/en not_active Expired
- 1976-06-16 FI FI761743A patent/FI761743A/fi not_active Application Discontinuation
- 1976-06-16 JP JP51070894A patent/JPS52247A/ja active Pending
- 1976-06-16 US US05/696,822 patent/US4243782A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ES448943A1 (es) | 1977-11-01 |
FI761743A (pt) | 1976-12-17 |
JPS52247A (en) | 1977-01-05 |
AU502749B2 (en) | 1979-08-09 |
DE2627064A1 (de) | 1977-01-20 |
NL7606508A (nl) | 1976-12-20 |
CA1075221A (en) | 1980-04-08 |
AU1497176A (en) | 1977-12-22 |
US4243782A (en) | 1981-01-06 |
FR2314924B1 (pt) | 1981-05-22 |
SE7606848L (sv) | 1976-12-17 |
IT1062494B (it) | 1984-10-10 |
FR2314924A1 (fr) | 1977-01-14 |
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