JPS59130226A - アルファ―オレフインの重合方法 - Google Patents

アルファ―オレフインの重合方法

Info

Publication number: JPS59130226A
Authority: JP; Japan
Prior art keywords: chlorine; hydrogen; bromine; formula; alkyl
Prior art date: 1982-12-14
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Granted

Application number

JP23491383A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0257803B2 (de

Inventor

ジヤミル・エイ・カ−ン

ウオルタ−・ヌ−デンバ−グ

デビツド・ジエイ・スムデイン

デメトレオス・エヌ・マチユ−ズ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Uniroyal Inc

Original Assignee

Uniroyal Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1982-12-14

Filing date

1983-12-13

Publication date

1984-07-26

1983-12-13 Application filed by Uniroyal Inc filed Critical Uniroyal Inc

1984-07-26 Publication of JPS59130226A publication Critical patent/JPS59130226A/ja

1990-12-06 Publication of JPH0257803B2 publication Critical patent/JPH0257803B2/ja

Status Granted legal-status Critical Current

Links

239000003054 catalyst Substances 0.000 title claims description 37
238000006116 polymerization reaction Methods 0.000 title claims description 22
239000012190 activator Substances 0.000 title description 24
239000004711 α-olefin Substances 0.000 title description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 60
239000001257 hydrogen Substances 0.000 claims description 60
239000000460 chlorine Substances 0.000 claims description 59
229910052801 chlorine Inorganic materials 0.000 claims description 59
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 54
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 54
229910052794 bromium Chemical group 0.000 claims description 54
150000002431 hydrogen Chemical group 0.000 claims description 46
150000001875 compounds Chemical class 0.000 claims description 38
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 31
125000001309 chloro group Chemical group Cl* 0.000 claims description 27
238000000034 method Methods 0.000 claims description 27
125000000217 alkyl group Chemical group 0.000 claims description 25
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 15
238000006243 chemical reaction Methods 0.000 claims description 15
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
125000003710 aryl alkyl group Chemical group 0.000 claims description 11
125000003342 alkenyl group Chemical group 0.000 claims description 10
125000003118 aryl group Chemical group 0.000 claims description 10
125000006575 electron-withdrawing group Chemical group 0.000 claims description 10
-1 2-ethylhexyl Chemical group 0.000 claims description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
125000000753 cycloalkyl group Chemical group 0.000 claims description 9
239000007795 chemical reaction product Substances 0.000 claims description 8
125000004093 cyano group Chemical group *C#N 0.000 claims description 8
239000000178 monomer Substances 0.000 claims description 8
239000002904 solvent Substances 0.000 claims description 8
239000002879 Lewis base Substances 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 6
229910052799 carbon Inorganic materials 0.000 claims description 6
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 6
150000007527 lewis bases Chemical class 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 5
230000008569 process Effects 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
229910052720 vanadium Inorganic materials 0.000 claims description 4
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 3
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 3
125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
239000000376 reactant Substances 0.000 claims description 3
239000012429 reaction media Substances 0.000 claims description 3
125000004953 trihalomethyl group Chemical group 0.000 claims description 3
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims description 2
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
239000002253 acid Substances 0.000 claims description 2
125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 2
125000005140 aralkylsulfonyl group Chemical group 0.000 claims description 2
WIWBLJMBLGWSIN-UHFFFAOYSA-L dichlorotris(triphenylphosphine)ruthenium(ii) Chemical compound [Cl-].[Cl-].[Ru+2].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 WIWBLJMBLGWSIN-UHFFFAOYSA-L 0.000 claims description 2
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims description 2
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
239000008096 xylene Substances 0.000 claims description 2
229910052727 yttrium Inorganic materials 0.000 claims description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
NXERUYGRZMHUMK-UHFFFAOYSA-N 4,4,4-trichlorobut-2-enoic acid Chemical compound OC(=O)C=CC(Cl)(Cl)Cl NXERUYGRZMHUMK-UHFFFAOYSA-N 0.000 claims 1
101100277337 Arabidopsis thaliana DDM1 gene Proteins 0.000 claims 1
229910021529 ammonia Inorganic materials 0.000 claims 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
125000004965 chloroalkyl group Chemical group 0.000 claims 1
101150113676 chr1 gene Proteins 0.000 claims 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims 1
229910052751 metal Inorganic materials 0.000 claims 1
239000002184 metal Substances 0.000 claims 1
PTQHHFNTRMFDLV-UHFFFAOYSA-N methyl 4,4,4-trichlorobut-2-enoate Chemical compound COC(=O)C=CC(Cl)(Cl)Cl PTQHHFNTRMFDLV-UHFFFAOYSA-N 0.000 claims 1
229920013639 polyalphaolefin Polymers 0.000 claims 1
102220079315 rs371273662 Human genes 0.000 claims 1
229920000642 polymer Polymers 0.000 description 18
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 12
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 11
239000000047 product Substances 0.000 description 10
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 9
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 9
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
239000005977 Ethylene Substances 0.000 description 8
230000003197 catalytic effect Effects 0.000 description 6
239000000203 mixture Substances 0.000 description 6
229920002943 EPDM rubber Polymers 0.000 description 5
229950005499 carbon tetrachloride Drugs 0.000 description 5
239000000543 intermediate Substances 0.000 description 5
238000010992 reflux Methods 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
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 4
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
238000007259 addition reaction Methods 0.000 description 3
239000003963 antioxidant agent Substances 0.000 description 3
230000003078 antioxidant effect Effects 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000000921 elemental analysis Methods 0.000 description 3
238000002329 infrared spectrum Methods 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000012071 phase Substances 0.000 description 3
239000011345 viscous material Substances 0.000 description 3
DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 2
ARSRBNBHOADGJU-UHFFFAOYSA-N 7,12-dimethyltetraphene Chemical compound C1=CC2=CC=CC=C2C2=C1C(C)=C(C=CC=C1)C1=C2C ARSRBNBHOADGJU-UHFFFAOYSA-N 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
VFZRZRDOXPRTSC-UHFFFAOYSA-N DMBA Natural products COC1=CC(OC)=CC(C=O)=C1 VFZRZRDOXPRTSC-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
230000003213 activating effect Effects 0.000 description 2
230000004913 activation Effects 0.000 description 2
238000010539 anionic addition polymerization reaction Methods 0.000 description 2
239000012230 colorless oil Substances 0.000 description 2
FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 2
238000006704 dehydrohalogenation reaction Methods 0.000 description 2
UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 description 2
238000004821 distillation Methods 0.000 description 2
238000009826 distribution Methods 0.000 description 2
125000000524 functional group Chemical group 0.000 description 2
239000007789 gas Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
230000000379 polymerizing effect Effects 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
230000003595 spectral effect Effects 0.000 description 2
238000003756 stirring Methods 0.000 description 2
229910052723 transition metal Inorganic materials 0.000 description 2
125000005287 vanadyl group Chemical group 0.000 description 2
ZWVMLYRJXORSEP-LURJTMIESA-N (2s)-hexane-1,2,6-triol Chemical compound OCCCC[C@H](O)CO ZWVMLYRJXORSEP-LURJTMIESA-N 0.000 description 1
PRBHEGAFLDMLAL-GQCTYLIASA-N (4e)-hexa-1,4-diene Chemical compound C\C=C\CC=C PRBHEGAFLDMLAL-GQCTYLIASA-N 0.000 description 1
PUUSWADPTDUPDH-UHFFFAOYSA-N 1,1,1-trichloro-3-methylbut-2-ene Chemical compound CC(C)=CC(Cl)(Cl)Cl PUUSWADPTDUPDH-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
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
DQNSKXYRRRCKGH-UHFFFAOYSA-N 1-methoxy-4-methylsulfanylbenzene Chemical compound COC1=CC=C(SC)C=C1 DQNSKXYRRRCKGH-UHFFFAOYSA-N 0.000 description 1
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical group CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-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
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-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
125000003545 alkoxy group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
230000000845 anti-microbial effect Effects 0.000 description 1
125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 1
XNNQFQFUQLJSQT-UHFFFAOYSA-N bromo(trichloro)methane Chemical compound ClC(Cl)(Cl)Br XNNQFQFUQLJSQT-UHFFFAOYSA-N 0.000 description 1
235000011089 carbon dioxide Nutrition 0.000 description 1
230000008859 change Effects 0.000 description 1
239000002826 coolant Substances 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
238000010908 decantation Methods 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000007269 dehydrobromination reaction Methods 0.000 description 1
LDCRTTXIJACKKU-ONEGZZNKSA-N dimethyl fumarate Chemical compound COC(=O)\C=C\C(=O)OC LDCRTTXIJACKKU-ONEGZZNKSA-N 0.000 description 1
229960004419 dimethyl fumarate Drugs 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
229920001198 elastomeric copolymer Polymers 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
238000011010 flushing procedure Methods 0.000 description 1
230000009477 glass transition Effects 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
239000002638 heterogeneous catalyst Substances 0.000 description 1
239000002815 homogeneous catalyst Substances 0.000 description 1
LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical group N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 1
230000006872 improvement Effects 0.000 description 1
239000012442 inert solvent Substances 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
150000002681 magnesium compounds Chemical class 0.000 description 1
SNFGYHXDYWUXIA-UHFFFAOYSA-N methyl 4,4,4-trichloro-2-methylbut-2-enoate Chemical compound COC(=O)C(C)=CC(Cl)(Cl)Cl SNFGYHXDYWUXIA-UHFFFAOYSA-N 0.000 description 1
150000002826 nitrites Chemical class 0.000 description 1
150000002832 nitroso derivatives Chemical class 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000008041 oiling agent Substances 0.000 description 1
229940082615 organic nitrates used in cardiac disease Drugs 0.000 description 1
125000002370 organoaluminium group Chemical group 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
239000002245 particle Substances 0.000 description 1
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
229920005606 polypropylene copolymer Polymers 0.000 description 1
239000012041 precatalyst Substances 0.000 description 1
238000001556 precipitation Methods 0.000 description 1
150000004053 quinones Chemical class 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000010902 straw Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP23491383A 1982-12-14 1983-12-13 アルファ―オレフインの重合方法 Granted JPS59130226A (ja)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US44936882A	1982-12-14	1982-12-14
US449368		1982-12-14
US449811		1982-12-14
US528020		1983-08-31

Publications (2)

Publication Number	Publication Date
JPS59130226A true JPS59130226A (ja)	1984-07-26
JPH0257803B2 JPH0257803B2 (de)	1990-12-06

Family

ID=23783907

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
JP23491383A Granted JPS59130226A (ja)	1982-12-14	1983-12-13	アルファ―オレフインの重合方法
JP23491483A Expired - Lifetime JPH0233048B2 (ja)	1982-12-14	1983-12-13	Arufuaaorefuinnojugohoho

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
JP23491483A Expired - Lifetime JPH0233048B2 (ja)	1982-12-14	1983-12-13	Arufuaaorefuinnojugohoho

Country Status (1)

Country	Link
JP (2)	JPS59130226A (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US8278404B2 (en)	2003-07-16	2012-10-02	Sumitomo Chemical Company, Limited	Process for producing copolymer

1983
- 1983-12-13 JP JP23491383A patent/JPS59130226A/ja active Granted
- 1983-12-13 JP JP23491483A patent/JPH0233048B2/ja not_active Expired - Lifetime

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US8278404B2 (en)	2003-07-16	2012-10-02	Sumitomo Chemical Company, Limited	Process for producing copolymer

Also Published As

Publication number	Publication date
JPH0233048B2 (ja)	1990-07-25
JPH0257803B2 (de)	1990-12-06
JPS59118795A (ja)	1984-07-09

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JPS59130226A - アルファ―オレフインの重合方法 - Google Patents

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