PL51086B1 - - Google Patents

Info

Publication number

PL51086B1

PL51086B1 PL101662A PL10166263A PL51086B1 PL 51086 B1 PL51086 B1 PL 51086B1 PL 101662 A PL101662 A PL 101662A PL 10166263 A PL10166263 A PL 10166263A PL 51086 B1 PL51086 B1 PL 51086B1

Authority

PL

Poland

Prior art keywords

ethylene

catalyst

propylene

mixture

heptane

Prior art date

1963-05-22

Links

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• 239000003054 catalyst Substances 0.000 claims description 25
• 229920001577 copolymer Polymers 0.000 claims description 16
• 238000000034 method Methods 0.000 claims description 14
• 238000007334 copolymerization reaction Methods 0.000 claims description 10
• 239000005977 Ethylene Substances 0.000 claims description 9
• 150000001925 cycloalkenes Chemical class 0.000 claims description 9
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 8
• 150000001336 alkenes Chemical class 0.000 claims description 6
• 125000004432 carbon atom Chemical group C* 0.000 claims description 6
• 150000002902 organometallic compounds Chemical class 0.000 claims description 4
• 238000002360 preparation method Methods 0.000 claims description 4
• 229910052751 metal Inorganic materials 0.000 claims description 3
• 239000002184 metal Substances 0.000 claims description 3
• 230000000737 periodic effect Effects 0.000 claims description 3
• 150000003682 vanadium compounds Chemical class 0.000 claims description 3
• 125000000217 alkyl group Chemical group 0.000 claims description 2
• 229910021550 Vanadium Chloride Inorganic materials 0.000 claims 1
• 229910052782 aluminium Inorganic materials 0.000 claims 1
• XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 1
• 238000006555 catalytic reaction Methods 0.000 claims 1
• 239000004711 α-olefin Substances 0.000 claims 1
• IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 49
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 27
• 239000000047 product Substances 0.000 description 24
• 239000000203 mixture Substances 0.000 description 23
• LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 22
• 238000006243 chemical reaction Methods 0.000 description 19
• 238000009835 boiling Methods 0.000 description 16
• -1 alkyl radical Chemical class 0.000 description 15
• 229910052757 nitrogen Inorganic materials 0.000 description 14
• 229920001971 elastomer Polymers 0.000 description 12
• 239000000806 elastomer Substances 0.000 description 11
• RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 11
• 239000007789 gas Substances 0.000 description 10
• KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 9
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
• 238000001035 drying Methods 0.000 description 8
• 239000007787 solid Substances 0.000 description 8
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 7
• 229920000642 polymer Polymers 0.000 description 7
• 229910021552 Vanadium(IV) chloride Inorganic materials 0.000 description 6
• 238000006116 polymerization reaction Methods 0.000 description 6
• QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 6
• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
• 229920001897 terpolymer Polymers 0.000 description 6
• JTJFQBNJBPPZRI-UHFFFAOYSA-J vanadium tetrachloride Chemical compound Cl[V](Cl)(Cl)Cl JTJFQBNJBPPZRI-UHFFFAOYSA-J 0.000 description 6
• HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 5
• 239000000178 monomer Substances 0.000 description 5
• 230000002285 radioactive effect Effects 0.000 description 5
• 238000005514 radiochemical analysis Methods 0.000 description 5
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
• HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
• ORYGRKHDLWYTKX-UHFFFAOYSA-N trihexylalumane Chemical compound CCCCCC[Al](CCCCCC)CCCCCC ORYGRKHDLWYTKX-UHFFFAOYSA-N 0.000 description 4
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
• 150000001875 compounds Chemical class 0.000 description 3
• 239000008246 gaseous mixture Substances 0.000 description 3
• 229920002521 macromolecule Polymers 0.000 description 3
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
• 229920006395 saturated elastomer Polymers 0.000 description 3
• YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
• ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 2
• URYYVOIYTNXXBN-UPHRSURJSA-N cyclooctene Chemical compound C1CCC\C=C/CC1 URYYVOIYTNXXBN-UPHRSURJSA-N 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
• 239000002904 solvent Substances 0.000 description 2
• VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 2
• 229910052720 vanadium Inorganic materials 0.000 description 2
• LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 2
• 125000005287 vanadyl group Chemical group 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• 229910052727 yttrium Inorganic materials 0.000 description 2
• LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
• YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
• 239000004698 Polyethylene Substances 0.000 description 1
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
• XTTUALUKTBRPPW-UHFFFAOYSA-I [V+5].CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O Chemical compound [V+5].CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O.CC(=O)C(C(C)=O)(C(C)=O)C([O-])=O XTTUALUKTBRPPW-UHFFFAOYSA-I 0.000 description 1
• 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
• 229910001508 alkali metal halide Inorganic materials 0.000 description 1
• 150000008045 alkali metal halides Chemical class 0.000 description 1
• 229920006125 amorphous polymer Polymers 0.000 description 1
• 238000004458 analytical method Methods 0.000 description 1
• 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
• ZHXZNKNQUHUIGN-UHFFFAOYSA-N chloro hypochlorite;vanadium Chemical compound [V].ClOCl ZHXZNKNQUHUIGN-UHFFFAOYSA-N 0.000 description 1
• CFBGXYDUODCMNS-UHFFFAOYSA-N cyclobutene Chemical compound C1CC=C1 CFBGXYDUODCMNS-UHFFFAOYSA-N 0.000 description 1
• 239000004913 cyclooctene Substances 0.000 description 1
• RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 description 1
• YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 239000011521 glass Substances 0.000 description 1
• 229910052736 halogen Inorganic materials 0.000 description 1
• 125000005843 halogen group Chemical group 0.000 description 1
• 239000012442 inert solvent Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 150000002739 metals Chemical class 0.000 description 1
• NIQQIJXGUZVEBB-UHFFFAOYSA-N methanol;propan-2-one Chemical compound OC.CC(C)=O NIQQIJXGUZVEBB-UHFFFAOYSA-N 0.000 description 1
• 210000002445 nipple Anatomy 0.000 description 1
• YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
• 229920000573 polyethylene Polymers 0.000 description 1
• 229920002959 polymer blend Polymers 0.000 description 1
• 230000005855 radiation Effects 0.000 description 1
• 150000003839 salts Chemical class 0.000 description 1
• 150000003335 secondary amines Chemical class 0.000 description 1
• 239000012265 solid product Substances 0.000 description 1
• 229910052717 sulfur Inorganic materials 0.000 description 1
• 239000011593 sulfur Substances 0.000 description 1
• 150000003512 tertiary amines Chemical class 0.000 description 1
• 229920006029 tetra-polymer Polymers 0.000 description 1
• JBIQAPKSNFTACH-UHFFFAOYSA-K vanadium oxytrichloride Chemical compound Cl[V](Cl)(Cl)=O JBIQAPKSNFTACH-UHFFFAOYSA-K 0.000 description 1
• VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
• 239000011787 zinc oxide Substances 0.000 description 1