JPH0340721B2 - - Google Patents
Info
- Publication number
 - JPH0340721B2 JPH0340721B2 JP57225998A JP22599882A JPH0340721B2 JP H0340721 B2 JPH0340721 B2 JP H0340721B2 JP 57225998 A JP57225998 A JP 57225998A JP 22599882 A JP22599882 A JP 22599882A JP H0340721 B2 JPH0340721 B2 JP H0340721B2
 - Authority
 - JP
 - Japan
 - Prior art keywords
 - compound
 - titanium
 - magnesium
 - solid product
 - aluminum
 - 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 - Lifetime
 
Links
- 239000010936 titanium Substances 0.000 claims abstract description 53
 - 150000002681 magnesium compounds Chemical class 0.000 claims abstract description 48
 - 239000003054 catalyst Substances 0.000 claims abstract description 44
 - 238000006116 polymerization reaction Methods 0.000 claims abstract description 44
 - -1 alkylene glycol Chemical compound 0.000 claims abstract description 38
 - 229910052736 halogen Inorganic materials 0.000 claims abstract description 38
 - 150000002367 halogens Chemical class 0.000 claims abstract description 38
 - 239000012265 solid product Substances 0.000 claims abstract description 37
 - 229910052719 titanium Inorganic materials 0.000 claims abstract description 36
 - 150000003609 titanium compounds Chemical class 0.000 claims abstract description 35
 - RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 33
 - 239000007788 liquid Substances 0.000 claims abstract description 32
 - 239000011777 magnesium Substances 0.000 claims abstract description 24
 - 229910052749 magnesium Inorganic materials 0.000 claims abstract description 23
 - 239000000203 mixture Substances 0.000 claims abstract description 22
 - 239000007787 solid Substances 0.000 claims abstract description 22
 - FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 20
 - 229910052782 aluminium Inorganic materials 0.000 claims abstract description 18
 - XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 14
 - 229910052751 metal Inorganic materials 0.000 claims abstract description 12
 - 239000002184 metal Substances 0.000 claims abstract description 12
 - 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
 - LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 11
 - 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 9
 - 230000015572 biosynthetic process Effects 0.000 claims abstract description 8
 - 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims abstract description 6
 - 125000004104 aryloxy group Chemical group 0.000 claims abstract description 5
 - WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 5
 - 230000000737 periodic effect Effects 0.000 claims abstract description 5
 - VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 27
 - 239000005977 Ethylene Substances 0.000 claims description 27
 - 238000000034 method Methods 0.000 claims description 27
 - LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
 - 150000003961 organosilicon compounds Chemical class 0.000 claims description 6
 - JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims description 4
 - 230000000379 polymerizing effect Effects 0.000 claims description 3
 - 150000001875 compounds Chemical class 0.000 abstract description 23
 - 238000006243 chemical reaction Methods 0.000 abstract description 16
 - 150000001298 alcohols Chemical class 0.000 abstract description 9
 - 150000001336 alkenes Chemical class 0.000 abstract description 4
 - 150000002148 esters Chemical class 0.000 abstract description 4
 - JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 4
 - 239000002253 acid Substances 0.000 abstract description 2
 - 150000007513 acids Chemical class 0.000 abstract 1
 - 150000001993 dienes Chemical class 0.000 abstract 1
 - 239000004615 ingredient Substances 0.000 abstract 1
 - DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 30
 - 150000002430 hydrocarbons Chemical class 0.000 description 22
 - 239000002245 particle Substances 0.000 description 20
 - QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
 - 229930195733 hydrocarbon Natural products 0.000 description 16
 - VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
 - 235000010210 aluminium Nutrition 0.000 description 14
 - 238000010438 heat treatment Methods 0.000 description 14
 - 229920000642 polymer Polymers 0.000 description 13
 - 239000004215 Carbon black (E152) Substances 0.000 description 12
 - YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 10
 - 238000009826 distribution Methods 0.000 description 10
 - 239000011949 solid catalyst Substances 0.000 description 10
 - 239000002904 solvent Substances 0.000 description 10
 - 239000012456 homogeneous solution Substances 0.000 description 9
 - TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 8
 - 239000000460 chlorine Substances 0.000 description 7
 - 238000003756 stirring Methods 0.000 description 7
 - XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 7
 - RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
 - OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
 - 235000011054 acetic acid Nutrition 0.000 description 6
 - 150000001299 aldehydes Chemical class 0.000 description 6
 - 125000005234 alkyl aluminium group Chemical group 0.000 description 6
 - AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 6
 - 150000001735 carboxylic acids Chemical class 0.000 description 5
 - 229910052801 chlorine Inorganic materials 0.000 description 5
 - 238000004519 manufacturing process Methods 0.000 description 5
 - 238000002360 preparation method Methods 0.000 description 5
 - 239000000047 product Substances 0.000 description 5
 - 239000002002 slurry Substances 0.000 description 5
 - VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
 - WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
 - 125000000217 alkyl group Chemical group 0.000 description 4
 - 150000001412 amines Chemical class 0.000 description 4
 - 229910052799 carbon Inorganic materials 0.000 description 4
 - 239000003795 chemical substances by application Substances 0.000 description 4
 - MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
 - 150000008282 halocarbons Chemical class 0.000 description 4
 - WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
 - 239000000843 powder Substances 0.000 description 4
 - 239000011343 solid material Substances 0.000 description 4
 - 239000000126 substance Substances 0.000 description 4
 - UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
 - ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
 - KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical group CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
 - DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
 - YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
 - 125000003545 alkoxy group Chemical group 0.000 description 3
 - 125000003118 aryl group Chemical group 0.000 description 3
 - 150000001733 carboxylic acid esters Chemical class 0.000 description 3
 - 230000003197 catalytic effect Effects 0.000 description 3
 - 238000007334 copolymerization reaction Methods 0.000 description 3
 - 125000000753 cycloalkyl group Chemical group 0.000 description 3
 - 238000012685 gas phase polymerization Methods 0.000 description 3
 - 239000001257 hydrogen Substances 0.000 description 3
 - 229910052739 hydrogen Inorganic materials 0.000 description 3
 - 238000002156 mixing Methods 0.000 description 3
 - 238000001556 precipitation Methods 0.000 description 3
 - 238000000926 separation method Methods 0.000 description 3
 - 150000003377 silicon compounds Chemical class 0.000 description 3
 - 150000003464 sulfur compounds Chemical class 0.000 description 3
 - VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
 - BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
 - WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 2
 - POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
 - PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Chemical compound CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 2
 - FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
 - OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
 - RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
 - XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
 - YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
 - VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
 - UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
 - 229910010199 LiAl Inorganic materials 0.000 description 2
 - LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
 - IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
 - OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
 - VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
 - BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
 - 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
 - 125000003342 alkenyl group Chemical group 0.000 description 2
 - OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
 - 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
 - KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
 - RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
 - MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
 - 235000014113 dietary fatty acids Nutrition 0.000 description 2
 - XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
 - SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
 - MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 2
 - 239000000194 fatty acid Substances 0.000 description 2
 - 229930195729 fatty acid Natural products 0.000 description 2
 - 238000001914 filtration Methods 0.000 description 2
 - 239000008187 granular material Substances 0.000 description 2
 - 150000004820 halides Chemical class 0.000 description 2
 - 230000002140 halogenating effect Effects 0.000 description 2
 - IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
 - 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
 - 150000002642 lithium compounds Chemical class 0.000 description 2
 - 229910001629 magnesium chloride Inorganic materials 0.000 description 2
 - HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
 - 150000002736 metal compounds Chemical class 0.000 description 2
 - 150000002739 metals Chemical class 0.000 description 2
 - BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
 - 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
 - UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
 - GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
 - 239000012299 nitrogen atmosphere Substances 0.000 description 2
 - GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
 - NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 2
 - TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
 - 229960002446 octanoic acid Drugs 0.000 description 2
 - 229920000573 polyethylene Polymers 0.000 description 2
 - 229920000098 polyolefin Polymers 0.000 description 2
 - VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
 - HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
 - BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
 - YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
 - ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
 - NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
 - 238000005406 washing Methods 0.000 description 2
 - 229910052725 zinc Inorganic materials 0.000 description 2
 - 239000011701 zinc Substances 0.000 description 2
 - OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
 - NMRPBPVERJPACX-UHFFFAOYSA-N (3S)-octan-3-ol Natural products CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 description 1
 - ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
 - LEAQUNCACNBDEV-ZHACJKMWSA-N (e)-undec-1-en-1-ol Chemical compound CCCCCCCCC\C=C\O LEAQUNCACNBDEV-ZHACJKMWSA-N 0.000 description 1
 - SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
 - WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
 - KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
 - LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 description 1
 - VPBZZPOGZPKYKX-UHFFFAOYSA-N 1,2-diethoxypropane Chemical compound CCOCC(C)OCC VPBZZPOGZPKYKX-UHFFFAOYSA-N 0.000 description 1
 - KPZGRMZPZLOPBS-UHFFFAOYSA-N 1,3-dichloro-2,2-bis(chloromethyl)propane Chemical compound ClCC(CCl)(CCl)CCl KPZGRMZPZLOPBS-UHFFFAOYSA-N 0.000 description 1
 - JESIHYIJKKUWIS-UHFFFAOYSA-N 1-(4-Methylphenyl)ethanol Chemical compound CC(O)C1=CC=C(C)C=C1 JESIHYIJKKUWIS-UHFFFAOYSA-N 0.000 description 1
 - VTBOTOBFGSVRMA-UHFFFAOYSA-N 1-Methylcyclohexanol Chemical group CC1(O)CCCCC1 VTBOTOBFGSVRMA-UHFFFAOYSA-N 0.000 description 1
 - DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
 - IBLKWZIFZMJLFL-UHFFFAOYSA-N 1-phenoxypropan-2-ol Chemical compound CC(O)COC1=CC=CC=C1 IBLKWZIFZMJLFL-UHFFFAOYSA-N 0.000 description 1
 - FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
 - SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
 - TZYRSLHNPKPEFV-UHFFFAOYSA-N 2-ethyl-1-butanol Chemical compound CCC(CC)CO TZYRSLHNPKPEFV-UHFFFAOYSA-N 0.000 description 1
 - LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
 - LGYNIFWIKSEESD-UHFFFAOYSA-N 2-ethylhexanal Chemical compound CCCCC(CC)C=O LGYNIFWIKSEESD-UHFFFAOYSA-N 0.000 description 1
 - CMAOLVNGLTWICC-UHFFFAOYSA-N 2-fluoro-5-methylbenzonitrile Chemical compound CC1=CC=C(F)C(C#N)=C1 CMAOLVNGLTWICC-UHFFFAOYSA-N 0.000 description 1
 - PWNZQSUHTOQNEK-UHFFFAOYSA-N 2-methyl-1-[2-(2-methylpropoxy)ethoxy]propane Chemical compound CC(C)COCCOCC(C)C PWNZQSUHTOQNEK-UHFFFAOYSA-N 0.000 description 1
 - KWGJJEBPCVMBIG-UHFFFAOYSA-N 2-methyl-2-[2-[(2-methylpropan-2-yl)oxy]ethoxy]propane Chemical compound CC(C)(C)OCCOC(C)(C)C KWGJJEBPCVMBIG-UHFFFAOYSA-N 0.000 description 1
 - XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 1
 - OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
 - VXEGSRKPIUDPQT-UHFFFAOYSA-N 4-[4-(4-methoxyphenyl)piperazin-1-yl]aniline Chemical compound C1=CC(OC)=CC=C1N1CCN(C=2C=CC(N)=CC=2)CC1 VXEGSRKPIUDPQT-UHFFFAOYSA-N 0.000 description 1
 - ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
 - WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
 - FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
 - XBVQSAIISGFAAS-UHFFFAOYSA-N CC(C)O[Mg] Chemical compound CC(C)O[Mg] XBVQSAIISGFAAS-UHFFFAOYSA-N 0.000 description 1
 - ZNEGVQGQHBETJB-UHFFFAOYSA-M CC=1C(=C(O[Mg])C=CC=1)C Chemical compound CC=1C(=C(O[Mg])C=CC=1)C ZNEGVQGQHBETJB-UHFFFAOYSA-M 0.000 description 1
 - ZPHMYHCMBKTAND-UHFFFAOYSA-N CCCCC(CC)CO[Mg] Chemical compound CCCCC(CC)CO[Mg] ZPHMYHCMBKTAND-UHFFFAOYSA-N 0.000 description 1
 - HIDWBDFPTDXCHL-UHFFFAOYSA-N CCCCO[Mg] Chemical compound CCCCO[Mg] HIDWBDFPTDXCHL-UHFFFAOYSA-N 0.000 description 1
 - MVECFARLYQAUNR-UHFFFAOYSA-N CCCC[Mg]CC Chemical compound CCCC[Mg]CC MVECFARLYQAUNR-UHFFFAOYSA-N 0.000 description 1
 - ZFAGXQVYYWOLNK-UHFFFAOYSA-N CCO[Mg] Chemical compound CCO[Mg] ZFAGXQVYYWOLNK-UHFFFAOYSA-N 0.000 description 1
 - 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
 - XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
 - MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
 - PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
 - WJYIASZWHGOTOU-UHFFFAOYSA-N Heptylamine Chemical compound CCCCCCCN WJYIASZWHGOTOU-UHFFFAOYSA-N 0.000 description 1
 - CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
 - 229910003074 TiCl4 Inorganic materials 0.000 description 1
 - 229910010386 TiI4 Inorganic materials 0.000 description 1
 - XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
 - HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
 - XFJNAOUAGWZUHZ-UHFFFAOYSA-M [Mg+]C.[O-]C1=CC=CC=C1 Chemical compound [Mg+]C.[O-]C1=CC=CC=C1 XFJNAOUAGWZUHZ-UHFFFAOYSA-M 0.000 description 1
 - TZSQRHNPVPIZHV-UHFFFAOYSA-M [Mg]OC1=CC=CC=C1 Chemical compound [Mg]OC1=CC=CC=C1 TZSQRHNPVPIZHV-UHFFFAOYSA-M 0.000 description 1
 - SZNWCVFYBNVQOI-UHFFFAOYSA-N [O-]CC.C(C)[Al+2].[O-]CC.[O-]CC.C(C)[Al+2] Chemical compound [O-]CC.C(C)[Al+2].[O-]CC.[O-]CC.C(C)[Al+2] SZNWCVFYBNVQOI-UHFFFAOYSA-N 0.000 description 1
 - 150000008065 acid anhydrides Chemical class 0.000 description 1
 - 125000002252 acyl group Chemical group 0.000 description 1
 - 125000002723 alicyclic group Chemical group 0.000 description 1
 - 150000004703 alkoxides Chemical class 0.000 description 1
 - 150000004791 alkyl magnesium halides Chemical class 0.000 description 1
 - XPNGNIFUDRPBFJ-UHFFFAOYSA-N alpha-methylbenzylalcohol Natural products CC1=CC=CC=C1CO XPNGNIFUDRPBFJ-UHFFFAOYSA-N 0.000 description 1
 - SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-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
 - JPUHCPXFQIXLMW-UHFFFAOYSA-N aluminium triethoxide Chemical compound CCO[Al](OCC)OCC JPUHCPXFQIXLMW-UHFFFAOYSA-N 0.000 description 1
 - GSKBEYJIJXKTRN-UHFFFAOYSA-K aluminum;2,3,4-trimethylphenolate Chemical compound [Al+3].CC1=CC=C([O-])C(C)=C1C.CC1=CC=C([O-])C(C)=C1C.CC1=CC=C([O-])C(C)=C1C GSKBEYJIJXKTRN-UHFFFAOYSA-K 0.000 description 1
 - OJZUGISYZNONCF-UHFFFAOYSA-K aluminum;2,3-dimethylphenolate Chemical compound [Al+3].CC1=CC=CC([O-])=C1C.CC1=CC=CC([O-])=C1C.CC1=CC=CC([O-])=C1C OJZUGISYZNONCF-UHFFFAOYSA-K 0.000 description 1
 - 125000003277 amino group Chemical group 0.000 description 1
 - 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
 - 150000001463 antimony compounds Chemical class 0.000 description 1
 - 229910052790 beryllium Inorganic materials 0.000 description 1
 - ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical group [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 1
 - 229910052796 boron Inorganic materials 0.000 description 1
 - GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
 - 229910052794 bromium Inorganic materials 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
 - XGZGKDQVCBHSGI-UHFFFAOYSA-N butyl(triethoxy)silane Chemical compound CCCC[Si](OCC)(OCC)OCC XGZGKDQVCBHSGI-UHFFFAOYSA-N 0.000 description 1
 - OCFSGVNHPVWWKD-UHFFFAOYSA-N butylaluminum Chemical compound [Al].[CH2]CCC OCFSGVNHPVWWKD-UHFFFAOYSA-N 0.000 description 1
 - QQHRHLXGCZWTDK-UHFFFAOYSA-L butylaluminum(2+);dibromide Chemical compound [Br-].[Br-].CCCC[Al+2] QQHRHLXGCZWTDK-UHFFFAOYSA-L 0.000 description 1
 - 229910052793 cadmium Inorganic materials 0.000 description 1
 - KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
 - NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
 - 230000000052 comparative effect Effects 0.000 description 1
 - 239000002131 composite material Substances 0.000 description 1
 - HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
 - WJTCGQSWYFHTAC-UHFFFAOYSA-N cyclooctane Chemical compound C1CCCCCCC1 WJTCGQSWYFHTAC-UHFFFAOYSA-N 0.000 description 1
 - 239000004914 cyclooctane Substances 0.000 description 1
 - 229930007927 cymene Natural products 0.000 description 1
 - KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 1
 - 238000010908 decantation Methods 0.000 description 1
 - OSMIWEAIYFILPL-UHFFFAOYSA-N dibutoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCCCC)(OCCCC)C1=CC=CC=C1 OSMIWEAIYFILPL-UHFFFAOYSA-N 0.000 description 1
 - KBLZFQBDODEHJH-UHFFFAOYSA-N dibutylalumane Chemical compound C(CCC)[AlH]CCCC KBLZFQBDODEHJH-UHFFFAOYSA-N 0.000 description 1
 - VJRUISVXILMZSL-UHFFFAOYSA-M dibutylalumanylium;chloride Chemical compound CCCC[Al](Cl)CCCC VJRUISVXILMZSL-UHFFFAOYSA-M 0.000 description 1
 - VTZJFPSWNQFPCQ-UHFFFAOYSA-N dibutylaluminum Chemical compound CCCC[Al]CCCC VTZJFPSWNQFPCQ-UHFFFAOYSA-N 0.000 description 1
 - RFUDQCRVCDXBGK-UHFFFAOYSA-L dichloro(propyl)alumane Chemical compound [Cl-].[Cl-].CCC[Al+2] RFUDQCRVCDXBGK-UHFFFAOYSA-L 0.000 description 1
 - ZZNQQQWFKKTOSD-UHFFFAOYSA-N diethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OCC)(OCC)C1=CC=CC=C1 ZZNQQQWFKKTOSD-UHFFFAOYSA-N 0.000 description 1
 - HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 1
 - JJSGABFIILQOEY-UHFFFAOYSA-M diethylalumanylium;bromide Chemical compound CC[Al](Br)CC JJSGABFIILQOEY-UHFFFAOYSA-M 0.000 description 1
 - YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 1
 - HQWPLXHWEZZGKY-UHFFFAOYSA-N diethylzinc Chemical compound CC[Zn]CC HQWPLXHWEZZGKY-UHFFFAOYSA-N 0.000 description 1
 - JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 1
 - AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 1
 - USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
 - 238000004090 dissolution Methods 0.000 description 1
 - JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
 - 230000000694 effects Effects 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
 - 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
 - 239000011737 fluorine Substances 0.000 description 1
 - 229910052731 fluorine Inorganic materials 0.000 description 1
 - 235000019253 formic acid Nutrition 0.000 description 1
 - 238000005469 granulation Methods 0.000 description 1
 - 230000003179 granulation Effects 0.000 description 1
 - 230000005484 gravity Effects 0.000 description 1
 - 150000004795 grignard reagents Chemical class 0.000 description 1
 - DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
 - VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 1
 - 229920001519 homopolymer Polymers 0.000 description 1
 - 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
 - 239000012433 hydrogen halide Substances 0.000 description 1
 - 229910000039 hydrogen halide Inorganic materials 0.000 description 1
 - 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
 - 239000012442 inert solvent Substances 0.000 description 1
 - 150000002484 inorganic compounds Chemical class 0.000 description 1
 - PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
 - 239000003350 kerosene Substances 0.000 description 1
 - 150000002576 ketones Chemical class 0.000 description 1
 - 229910052744 lithium Inorganic materials 0.000 description 1
 - OTCKOJUMXQWKQG-UHFFFAOYSA-L magnesium bromide Chemical compound [Mg+2].[Br-].[Br-] OTCKOJUMXQWKQG-UHFFFAOYSA-L 0.000 description 1
 - 229910001623 magnesium bromide Inorganic materials 0.000 description 1
 - ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 description 1
 - 229910001635 magnesium fluoride Inorganic materials 0.000 description 1
 - 229910012375 magnesium hydride Inorganic materials 0.000 description 1
 - BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
 - 229910001641 magnesium iodide 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
 - 235000019359 magnesium stearate Nutrition 0.000 description 1
 - BSGVJBRWDNPHOR-UHFFFAOYSA-M magnesium;butan-1-olate;chloride Chemical compound [Mg+2].[Cl-].CCCC[O-] BSGVJBRWDNPHOR-UHFFFAOYSA-M 0.000 description 1
 - QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 1
 - YJCTUQFSSZSZPO-UHFFFAOYSA-L magnesium;chloride;phenoxide Chemical compound [Cl-].[Mg+]OC1=CC=CC=C1 YJCTUQFSSZSZPO-UHFFFAOYSA-L 0.000 description 1
 - BJZBHTNKDCBDNQ-UHFFFAOYSA-L magnesium;dodecanoate Chemical compound [Mg+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O BJZBHTNKDCBDNQ-UHFFFAOYSA-L 0.000 description 1
 - DLPASUVGCQPFFO-UHFFFAOYSA-N magnesium;ethane Chemical compound [Mg+2].[CH2-]C.[CH2-]C DLPASUVGCQPFFO-UHFFFAOYSA-N 0.000 description 1
 - YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 description 1
 - XDKQUSKHRIUJEO-UHFFFAOYSA-N magnesium;ethanolate Chemical compound [Mg+2].CC[O-].CC[O-] XDKQUSKHRIUJEO-UHFFFAOYSA-N 0.000 description 1
 - KRTCPMDBLDWJQY-UHFFFAOYSA-M magnesium;ethanolate;chloride Chemical compound [Mg+2].[Cl-].CC[O-] KRTCPMDBLDWJQY-UHFFFAOYSA-M 0.000 description 1
 - ZHLDMBMNKCIBQN-UHFFFAOYSA-M magnesium;methanolate;chloride Chemical compound [Cl-].CO[Mg+] ZHLDMBMNKCIBQN-UHFFFAOYSA-M 0.000 description 1
 - AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
 - CFXDAHURBQNVFG-UHFFFAOYSA-M magnesium;propan-2-olate;chloride Chemical compound [Mg+2].[Cl-].CC(C)[O-] CFXDAHURBQNVFG-UHFFFAOYSA-M 0.000 description 1
 - GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
 - GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
 - 229910052757 nitrogen Inorganic materials 0.000 description 1
 - 125000004433 nitrogen atom Chemical group N* 0.000 description 1
 - FJDUDHYHRVPMJZ-UHFFFAOYSA-N nonan-1-amine Chemical compound CCCCCCCCCN FJDUDHYHRVPMJZ-UHFFFAOYSA-N 0.000 description 1
 - IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
 - 229940055577 oleyl alcohol Drugs 0.000 description 1
 - XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
 - 230000003287 optical effect Effects 0.000 description 1
 - 150000002894 organic compounds Chemical class 0.000 description 1
 - 150000002903 organophosphorus compounds Chemical class 0.000 description 1
 - 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
 - 125000004430 oxygen atom Chemical group O* 0.000 description 1
 - HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
 - 238000005453 pelletization Methods 0.000 description 1
 - WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
 - 229960005235 piperonyl butoxide Drugs 0.000 description 1
 - 230000037048 polymerization activity Effects 0.000 description 1
 - 239000002685 polymerization catalyst Substances 0.000 description 1
 - 238000012805 post-processing Methods 0.000 description 1
 - 230000001376 precipitating effect Effects 0.000 description 1
 - BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
 - 235000019260 propionic acid Nutrition 0.000 description 1
 - OBRKWFIGZSMARO-UHFFFAOYSA-N propylalumane Chemical compound [AlH2]CCC OBRKWFIGZSMARO-UHFFFAOYSA-N 0.000 description 1
 - IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
 - 238000004062 sedimentation Methods 0.000 description 1
 - 239000000377 silicon dioxide Substances 0.000 description 1
 - 239000005049 silicon tetrachloride Substances 0.000 description 1
 - 238000005063 solubilization Methods 0.000 description 1
 - 230000007928 solubilization Effects 0.000 description 1
 - LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
 - 238000003878 thermal aging Methods 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
 - SQBBHCOIQXKPHL-UHFFFAOYSA-N tributylalumane Chemical compound CCCC[Al](CCCC)CCCC SQBBHCOIQXKPHL-UHFFFAOYSA-N 0.000 description 1
 - UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
 - DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
 - JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
 - ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
 - UAEJRRZPRZCUBE-UHFFFAOYSA-N trimethoxyalumane Chemical compound [Al+3].[O-]C.[O-]C.[O-]C UAEJRRZPRZCUBE-UHFFFAOYSA-N 0.000 description 1
 - OPSWAWSNPREEFQ-UHFFFAOYSA-K triphenoxyalumane Chemical compound [Al+3].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 OPSWAWSNPREEFQ-UHFFFAOYSA-K 0.000 description 1
 - MDDPTCUZZASZIQ-UHFFFAOYSA-N tris[(2-methylpropan-2-yl)oxy]alumane Chemical compound [Al+3].CC(C)(C)[O-].CC(C)(C)[O-].CC(C)(C)[O-] MDDPTCUZZASZIQ-UHFFFAOYSA-N 0.000 description 1
 - QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical compound CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
 - 229960002703 undecylenic acid Drugs 0.000 description 1
 - 229940005605 valeric acid Drugs 0.000 description 1
 - 239000008096 xylene 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)
 
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title | 
|---|---|---|---|
| JP57225998A JPS59117508A (ja) | 1982-12-24 | 1982-12-24 | エチレンの重合法 | 
| US06/563,320 US4673719A (en) | 1982-12-24 | 1983-12-20 | Process for producing olefin polymers and catalyst composition therefor | 
| CA000443996A CA1219250A (en) | 1982-12-24 | 1983-12-22 | Process for producing olefin polymers and catalyst composition therefor | 
| EP83307939A EP0114526B1 (en) | 1982-12-24 | 1983-12-23 | Titanium catalyst composition for use in the polymerization of olefins | 
| DE8383307939T DE3379953D1 (en) | 1982-12-24 | 1983-12-23 | Titanium catalyst composition for use in the polymerization of olefins | 
| AT83307939T ATE43613T1 (de) | 1982-12-24 | 1983-12-23 | Titan enthaltende katalysatorzusammensetzung und ihre verwendung bei der polymerisation von olefinen. | 
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title | 
|---|---|---|---|
| JP57225998A JPS59117508A (ja) | 1982-12-24 | 1982-12-24 | エチレンの重合法 | 
Publications (2)
| Publication Number | Publication Date | 
|---|---|
| JPS59117508A JPS59117508A (ja) | 1984-07-06 | 
| JPH0340721B2 true JPH0340721B2 (enEXAMPLES) | 1991-06-19 | 
Family
ID=16838187
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date | 
|---|---|---|---|
| JP57225998A Granted JPS59117508A (ja) | 1982-12-24 | 1982-12-24 | エチレンの重合法 | 
Country Status (6)
| Country | Link | 
|---|---|
| US (1) | US4673719A (enEXAMPLES) | 
| EP (1) | EP0114526B1 (enEXAMPLES) | 
| JP (1) | JPS59117508A (enEXAMPLES) | 
| AT (1) | ATE43613T1 (enEXAMPLES) | 
| CA (1) | CA1219250A (enEXAMPLES) | 
| DE (1) | DE3379953D1 (enEXAMPLES) | 
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title | 
|---|---|---|---|---|
| IT1197320B (it) * | 1986-10-02 | 1988-11-30 | Ausimont Spa | Catalizzatori per la preparazione di copolimeri olefinici elastomerici,saturi ed insaturi,e vopolimeri con essi ottenuti | 
| US5278118A (en) * | 1986-10-02 | 1994-01-11 | Ausimont, S.P.A. | Catalysts for the preparation of elastomeric olefinic copolymers | 
| US5219961A (en) * | 1987-07-30 | 1993-06-15 | Ausimont S.P.A. | Catalysts for preparing saturated elastomeric olefinic copolymers and terpolymers | 
| IT1230134B (it) * | 1989-04-28 | 1991-10-14 | Himont Inc | Componenti e catalizzatori per la polimerizzazione di olefine. | 
| US5221651A (en) * | 1989-04-28 | 1993-06-22 | Himont Incorporated | Component and catalysts for the polymerization of olefins | 
| US5726262A (en) * | 1990-04-13 | 1998-03-10 | Mitsui Petrochemical Industries, Ltd. | Solid titanium catalyst component for olefin polymerization, olefin polymerization catalyst, prepolymerized polyolefin-containing catalyst and method of olefin polymerization | 
| JPH04145105A (ja) * | 1990-10-05 | 1992-05-19 | Nippon Oil Co Ltd | エチレン重合体または共重合体の製造方法 | 
| DE69227870T2 (de) * | 1991-09-05 | 1999-05-12 | Tosoh Corp., Shinnanyo, Yamaguchi | Verfahren zur Darstellung eines stereospezifischen Polyolefins | 
| JP3472935B2 (ja) * | 1994-02-18 | 2003-12-02 | 三井化学株式会社 | エチレン系重合体およびその製造方法、エチレン重合用固体状チタン触媒成分ならびにエチレン重合用触媒 | 
| CA2142748C (en) * | 1994-02-18 | 1999-02-23 | Shin-Ichi Kojoh | Ethylene polymer and process for preparing the same | 
| US5817591A (en) * | 1995-06-07 | 1998-10-06 | Fina Technology, Inc. | Polyolefin catalyst from metal alkoxides or dialkyls, production and use | 
| US6300432B1 (en) | 1999-03-30 | 2001-10-09 | Eastman Chemical Company | Process for producing polyolefins | 
| MXPA01009833A (es) | 1999-03-30 | 2002-11-04 | Eastman Chem Co | Proceso para producir poliolefinas. | 
| US6313236B1 (en) | 1999-03-30 | 2001-11-06 | Eastman Chemical Company | Process for producing polyolefins | 
| KR100524293B1 (ko) * | 1999-05-27 | 2005-10-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 | 
| KR100546499B1 (ko) * | 1999-05-27 | 2006-01-26 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 | 
| US6187879B1 (en) | 1999-08-31 | 2001-02-13 | Eastman Chemical Company | Process for producing polyolefins | 
| DE69919412T2 (de) | 1999-08-31 | 2005-01-13 | Eastman Chemical Co., Kingsport | Verfahren zur herstellung von polyolefine | 
| US6191238B1 (en) | 1999-08-31 | 2001-02-20 | Eastman Chemical Company | Process for producing polyolefins | 
| KR100387734B1 (ko) * | 2000-06-17 | 2003-06-18 | 삼성종합화학주식회사 | 올레핀 중합용 촉매 및 중합방법 | 
| KR100389477B1 (ko) * | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합체 및 공중합체 제조방법 | 
| KR100389476B1 (ko) * | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합체 및 공중합체 제조방법 | 
| KR100389475B1 (ko) * | 2000-11-09 | 2003-06-27 | 삼성종합화학주식회사 | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 | 
| KR100389962B1 (ko) * | 2000-11-10 | 2003-07-02 | 삼성종합화학주식회사 | 에틸렌 중합 또는 공중합용 촉매의 제조 방법 | 
| KR100421551B1 (ko) * | 2000-12-16 | 2004-03-09 | 삼성아토피나주식회사 | 올레핀 전중합 촉매 및 이를 이용한 올레핀 중합방법 | 
| WO2002051882A1 (en) * | 2000-12-22 | 2002-07-04 | Samsung General Chemicals Co., Ltd. | Chelate catalyst for olefin polymerization and olefin polymerization method using the same | 
| ATE297441T1 (de) * | 2000-12-22 | 2005-06-15 | Samsung General Chemicals Co | Polypropylenharzzusammensetzung mit verbesserter oberflächenhärte und kratzfestigkeit | 
| JP3861057B2 (ja) * | 2000-12-22 | 2006-12-20 | サムソン ジェネラル ケミカルズ カンパニー リミテッド | ポリオレフィン樹脂組成物 | 
| CN1220789C (zh) * | 2000-12-22 | 2005-09-28 | 三星综合化学株式会社 | 阻燃聚丙烯树脂组合物 | 
| US20030087755A1 (en) * | 2001-05-29 | 2003-05-08 | Linfeng Chen | Olefin polymerization catalyst compositions and method of preparation | 
| KR100530794B1 (ko) * | 2001-06-21 | 2005-11-23 | 삼성토탈 주식회사 | 에틸렌 중합 및 공중합용 촉매 | 
| US7223822B2 (en) * | 2002-10-15 | 2007-05-29 | Exxonmobil Chemical Patents Inc. | Multiple catalyst and reactor system for olefin polymerization and polymers produced therefrom | 
| US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive | 
| US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom | 
| US7550528B2 (en) | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers | 
| AU2003304716A1 (en) | 2002-10-15 | 2005-11-25 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom | 
| US9200094B2 (en) * | 2006-02-21 | 2015-12-01 | Basell Poliolefine Italia S.R.L. | Catalyst components for the polymerization of olefins | 
| BRPI0707016A2 (pt) * | 2006-02-21 | 2011-04-12 | Basell Poliolefine Srl | componentes catalìticos para a polimerização de olefinas | 
| EP2264075B1 (en) * | 2008-04-08 | 2016-05-25 | Mitsui Chemicals, Inc. | Solid titanium catalyst component for ethylene polymerization, ethylene polymerization catalyst and ethylene polymerization method | 
| US8685879B2 (en) * | 2011-04-29 | 2014-04-01 | Basf Corporation | Emulsion process for improved large spherical polypropylene catalysts | 
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title | 
|---|---|---|---|---|
| BE588131A (enEXAMPLES) * | 1958-09-17 | |||
| NL153555B (nl) * | 1968-05-15 | 1977-06-15 | Stamicarbon | Werkwijze ter bereiding van alkeenpolymeren. | 
| BE758994A (fr) * | 1969-11-17 | 1971-05-17 | Hoechst Ag | Procede de polymerisation d'alpha-olefines | 
| FR2099150A5 (enEXAMPLES) * | 1970-06-18 | 1972-03-10 | Mitsui Toatsu Chemicals | |
| US3917575A (en) * | 1972-11-11 | 1975-11-04 | Nippon Oil Co Ltd | Process for production of polyolefins | 
| US4180636A (en) * | 1976-06-24 | 1979-12-25 | Showa Denko Kabushiki Kaisha | Process for polymerizing or co-polymerizing propylene | 
| US4237254A (en) * | 1977-04-30 | 1980-12-02 | Mitsubishi Petrochemical Company Limited | Process for producing olefin polymers | 
| JPS603323B2 (ja) * | 1978-12-11 | 1985-01-28 | 三井化学株式会社 | オレフイン類の重合方法 | 
| JPS5910683B2 (ja) * | 1978-12-11 | 1984-03-10 | 三井化学株式会社 | オレフイン類の重合方法 | 
| JPS56811A (en) * | 1979-06-18 | 1981-01-07 | Mitsui Petrochem Ind Ltd | Preparation of olefin polymer or copolymer | 
| US4394291A (en) * | 1981-03-04 | 1983-07-19 | Phillips Petroleum Company | Polyolefin polymerization process and catalyst | 
| US4442276A (en) * | 1982-02-12 | 1984-04-10 | Mitsui Petrochemical Industries, Ltd. | Process for polymerizing or copolymerizing olefins | 
- 
        1982
        
- 1982-12-24 JP JP57225998A patent/JPS59117508A/ja active Granted
 
 - 
        1983
        
- 1983-12-20 US US06/563,320 patent/US4673719A/en not_active Expired - Lifetime
 - 1983-12-22 CA CA000443996A patent/CA1219250A/en not_active Expired
 - 1983-12-23 AT AT83307939T patent/ATE43613T1/de not_active IP Right Cessation
 - 1983-12-23 DE DE8383307939T patent/DE3379953D1/de not_active Expired
 - 1983-12-23 EP EP83307939A patent/EP0114526B1/en not_active Expired
 
 
Also Published As
| Publication number | Publication date | 
|---|---|
| DE3379953D1 (en) | 1989-07-06 | 
| US4673719A (en) | 1987-06-16 | 
| JPS59117508A (ja) | 1984-07-06 | 
| ATE43613T1 (de) | 1989-06-15 | 
| CA1219250A (en) | 1987-03-17 | 
| EP0114526A1 (en) | 1984-08-01 | 
| EP0114526B1 (en) | 1989-05-31 | 
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