DE1266504B - Verfahren zur Polymerisation von Mono-1-Olefinen - Google Patents
Verfahren zur Polymerisation von Mono-1-OlefinenInfo
- Publication number
- DE1266504B DE1266504B DEP17613A DE1266504A DE1266504B DE 1266504 B DE1266504 B DE 1266504B DE P17613 A DEP17613 A DE P17613A DE 1266504 A DE1266504 A DE 1266504A DE 1266504 B DE1266504 B DE 1266504B
- Authority
- DE
- Germany
- Prior art keywords
- halide
- metal
- moles
- per mole
- mixture
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 30
- 238000006116 polymerization reaction Methods 0.000 title claims description 18
- 239000003054 catalyst Substances 0.000 claims description 37
- -1 hydrocarbon halide Chemical class 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 32
- 239000002184 metal Substances 0.000 claims description 26
- 229910052751 metal Inorganic materials 0.000 claims description 25
- 150000004820 halides Chemical class 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 21
- 229910001507 metal halide Inorganic materials 0.000 claims description 17
- 150000005309 metal halides Chemical class 0.000 claims description 17
- 150000001336 alkenes Chemical class 0.000 claims description 15
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 229910052782 aluminium Inorganic materials 0.000 claims description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 11
- 229910052733 gallium Inorganic materials 0.000 claims description 11
- 150000002739 metals Chemical class 0.000 claims description 10
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 9
- 229910052738 indium Inorganic materials 0.000 claims description 9
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 claims description 9
- 229910052716 thallium Inorganic materials 0.000 claims description 9
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 claims description 8
- 150000004678 hydrides Chemical class 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- 229910052698 phosphorus Inorganic materials 0.000 claims description 8
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 claims description 8
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims description 8
- 125000002015 acyclic group Chemical group 0.000 claims description 7
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
- 229910052790 beryllium Inorganic materials 0.000 claims description 6
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- 229910052744 lithium Inorganic materials 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052793 cadmium Inorganic materials 0.000 claims description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052792 caesium Inorganic materials 0.000 claims description 3
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 3
- 229910052732 germanium Inorganic materials 0.000 claims description 3
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052735 hafnium Inorganic materials 0.000 claims description 3
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 3
- 229910052753 mercury Inorganic materials 0.000 claims description 3
- 150000002902 organometallic compounds Chemical class 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 229910052701 rubidium Inorganic materials 0.000 claims description 3
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 239000010936 titanium Substances 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 2
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 claims description 2
- 238000002844 melting Methods 0.000 claims description 2
- 230000008018 melting Effects 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 241000219198 Brassica Species 0.000 claims 1
- 235000003351 Brassica cretica Nutrition 0.000 claims 1
- 235000003343 Brassica rupestris Nutrition 0.000 claims 1
- 241001676573 Minium Species 0.000 claims 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000005470 impregnation Methods 0.000 claims 1
- 235000021190 leftovers Nutrition 0.000 claims 1
- 235000010460 mustard Nutrition 0.000 claims 1
- 238000003825 pressing Methods 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 12
- 239000005977 Ethylene Substances 0.000 description 12
- 239000003085 diluting agent Substances 0.000 description 8
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical class C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- CFXQEHVMCRXUSD-UHFFFAOYSA-N 1,2,3-Trichloropropane Chemical compound ClCC(Cl)CCl CFXQEHVMCRXUSD-UHFFFAOYSA-N 0.000 description 2
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229960003750 ethyl chloride Drugs 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- KLRHPHDUDFIRKB-UHFFFAOYSA-M indium(i) bromide Chemical compound [Br-].[In+] KLRHPHDUDFIRKB-UHFFFAOYSA-M 0.000 description 2
- 239000012280 lithium aluminium hydride Substances 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 108090000623 proteins and genes Proteins 0.000 description 2
- 229940079877 pyrogallol Drugs 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 2
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 2
- YWWDBCBWQNCYNR-UHFFFAOYSA-N trimethylphosphine Chemical compound CP(C)C YWWDBCBWQNCYNR-UHFFFAOYSA-N 0.000 description 2
- BWHDROKFUHTORW-UHFFFAOYSA-N tritert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)C(C)(C)C BWHDROKFUHTORW-UHFFFAOYSA-N 0.000 description 2
- NPNPZTNLOVBDOC-UHFFFAOYSA-N 1,1-difluoroethane Chemical compound CC(F)F NPNPZTNLOVBDOC-UHFFFAOYSA-N 0.000 description 1
- FHCLGDLYRUPKAM-UHFFFAOYSA-N 1,2,3-tribromopropane Chemical compound BrCC(Br)CBr FHCLGDLYRUPKAM-UHFFFAOYSA-N 0.000 description 1
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- VEFLKXRACNJHOV-UHFFFAOYSA-N 1,3-dibromopropane Chemical compound BrCCCBr VEFLKXRACNJHOV-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- ROUYUBHVBIKMQO-UHFFFAOYSA-N 1,4-diiodobutane Chemical compound ICCCCI ROUYUBHVBIKMQO-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- MYMSJFSOOQERIO-UHFFFAOYSA-N 1-bromodecane Chemical compound CCCCCCCCCCBr MYMSJFSOOQERIO-UHFFFAOYSA-N 0.000 description 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 1
- OEPRBXUJOQLYID-UHFFFAOYSA-N 1-fluoropentane Chemical compound CCCCCF OEPRBXUJOQLYID-UHFFFAOYSA-N 0.000 description 1
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- VFKIWJHUXWZNRT-UHFFFAOYSA-N 2-chloro-4-methyloctane Chemical compound CCCCC(C)CC(C)Cl VFKIWJHUXWZNRT-UHFFFAOYSA-N 0.000 description 1
- HKDCIIMOALDWHF-UHFFFAOYSA-N 2-chlorooctane Chemical compound CCCCCCC(C)Cl HKDCIIMOALDWHF-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 229910021617 Indium monochloride Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 241000158147 Sator Species 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- JPJOGTBASJGLSM-UHFFFAOYSA-M [F-].C1(=CC=CC=C1)CCC(C)[In+]C(CCC1=CC=CC=C1)C Chemical compound [F-].C1(=CC=CC=C1)CCC(C)[In+]C(CCC1=CC=CC=C1)C JPJOGTBASJGLSM-UHFFFAOYSA-M 0.000 description 1
- JHJVIFZWGMGIQF-UHFFFAOYSA-N [InH3].[Li] Chemical compound [InH3].[Li] JHJVIFZWGMGIQF-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- KMGBZBJJOKUPIA-UHFFFAOYSA-N butyl iodide Chemical compound CCCCI KMGBZBJJOKUPIA-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- NDTCXABJQNJPCF-UHFFFAOYSA-N chlorocyclopentane Chemical compound ClC1CCCC1 NDTCXABJQNJPCF-UHFFFAOYSA-N 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- HRLHOWWCFUKTIY-UHFFFAOYSA-L dichloroalumanylium Chemical compound Cl[Al+]Cl HRLHOWWCFUKTIY-UHFFFAOYSA-L 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical class [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- KOMNWRCQOPFQLX-UHFFFAOYSA-N ethylthallium Chemical compound CC[Tl] KOMNWRCQOPFQLX-UHFFFAOYSA-N 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- RYPKRALMXUUNKS-UHFFFAOYSA-N hex-2-ene Chemical compound CCCC=CC RYPKRALMXUUNKS-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- APHGZSBLRQFRCA-UHFFFAOYSA-M indium(1+);chloride Chemical compound [In]Cl APHGZSBLRQFRCA-UHFFFAOYSA-M 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- UNFUYWDGSFDHCW-UHFFFAOYSA-N monochlorocyclohexane Chemical compound ClC1CCCCC1 UNFUYWDGSFDHCW-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- LJZPPWWHKPGCHS-UHFFFAOYSA-N propargyl chloride Chemical compound ClCC#C LJZPPWWHKPGCHS-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- VJHDVMPJLLGYBL-UHFFFAOYSA-N tetrabromogermane Chemical compound Br[Ge](Br)(Br)Br VJHDVMPJLLGYBL-UHFFFAOYSA-N 0.000 description 1
- IEXRMSFAVATTJX-UHFFFAOYSA-N tetrachlorogermane Chemical compound Cl[Ge](Cl)(Cl)Cl IEXRMSFAVATTJX-UHFFFAOYSA-N 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
- MTAYDNKNMILFOK-UHFFFAOYSA-K titanium(3+);tribromide Chemical compound Br[Ti](Br)Br MTAYDNKNMILFOK-UHFFFAOYSA-K 0.000 description 1
- NLPMQGKZYAYAFE-UHFFFAOYSA-K titanium(iii) fluoride Chemical compound F[Ti](F)F NLPMQGKZYAYAFE-UHFFFAOYSA-K 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
- IGNTWNVBGLNYDV-UHFFFAOYSA-N triisopropylphosphine Chemical compound CC(C)P(C(C)C)C(C)C IGNTWNVBGLNYDV-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- WXAZIUYTQHYBFW-UHFFFAOYSA-N tris(4-methylphenyl)phosphane Chemical compound C1=CC(C)=CC=C1P(C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 WXAZIUYTQHYBFW-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
- LSWWNKUULMMMIL-UHFFFAOYSA-J zirconium(iv) bromide Chemical compound Br[Zr](Br)(Br)Br LSWWNKUULMMMIL-UHFFFAOYSA-J 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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
-
- 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
- C08F36/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F36/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F36/04—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US553435A US2832759A (en) | 1955-12-16 | 1955-12-16 | Process and catalyst for production of olefin polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1266504B true DE1266504B (de) | 1968-04-18 |
Family
ID=24209383
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP17613A Pending DE1266504B (de) | 1955-12-16 | 1956-12-15 | Verfahren zur Polymerisation von Mono-1-Olefinen |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US2832759A (en, 2012) |
| BE (1) | BE638937A (en, 2012) |
| CH (1) | CH366395A (en, 2012) |
| DE (1) | DE1266504B (en, 2012) |
| DK (1) | DK101484C (en, 2012) |
| FR (1) | FR1168164A (en, 2012) |
| GB (1) | GB803198A (en, 2012) |
| NL (2) | NL96005C (en, 2012) |
Families Citing this family (94)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3124561A (en) * | 1964-03-10 | Polymerization initiators for polar | ||
| US3037011A (en) * | 1962-05-29 | Liquids | ||
| US3058969A (en) * | 1962-10-16 | Three-component metal hydride-transi- | ||
| US3094514A (en) * | 1958-02-13 | 1963-06-18 | Goodrich Gulf Chem Inc | Polymerization process for aliphatic, conjugated dienes |
| NL203326A (en, 2012) * | 1955-01-05 | |||
| NL111783C (en, 2012) * | 1955-10-17 | |||
| US2944048A (en) * | 1955-12-30 | 1960-07-05 | Phillips Petroleum Co | Process and catalyst for production of olefin polymers |
| US2969408A (en) * | 1955-12-30 | 1961-01-24 | Phillips Petroleum Co | Process and catalyst for polymerization of olefins |
| US3073810A (en) * | 1956-01-23 | 1963-01-15 | Exxon Research Engineering Co | Method for drying wet solid polymeric material |
| US2913446A (en) * | 1956-02-21 | 1959-11-17 | Exxon Research Engineering Co | Polymerization process |
| NL214695A (en, 2012) * | 1956-02-24 | |||
| US4076698A (en) * | 1956-03-01 | 1978-02-28 | E. I. Du Pont De Nemours And Company | Hydrocarbon interpolymer compositions |
| BE555478A (en, 2012) * | 1956-03-05 | |||
| US2919267A (en) * | 1956-03-28 | 1959-12-29 | Standard Oil Co | Polymerization catalysts and processes |
| US3111505A (en) * | 1956-04-04 | 1963-11-19 | Hercules Powder Company Inc | Process for preparing polymers and copolymers of vinyl chloride |
| US2930785A (en) * | 1956-04-05 | 1960-03-29 | Phillips Petroleum Co | Process and catalyst for production of olefin polymers |
| GB827464A (en) * | 1956-05-01 | 1960-02-03 | Distillers Co Yeast Ltd | Polymerisation process |
| US3089866A (en) * | 1956-05-25 | 1963-05-14 | Minnesota Mining & Mfg | Process for the preparation of fluorine-containing polymers |
| US3449307A (en) * | 1956-06-05 | 1969-06-10 | Phillips Petroleum Co | Thermoplastic resins from aryl olefins |
| US3012000A (en) * | 1956-06-05 | 1961-12-05 | Robert S Aries | Process of making a graft copolymer of butadiene and styrene-allyl methacrylate copolymer |
| US2915514A (en) * | 1956-06-07 | 1959-12-01 | Monsanto Chemicals | Polymerization process |
| US3084144A (en) * | 1956-07-02 | 1963-04-02 | Minnesota Mining & Mfg | Process for polymerization of fluorinecontaining organic compounds |
| US2916478A (en) * | 1956-07-09 | 1959-12-08 | Exxon Research Engineering Co | Polymerization process |
| LU35270A1 (en, 2012) * | 1956-07-11 | |||
| NL108259C (en, 2012) * | 1956-07-31 | |||
| US2991279A (en) * | 1956-08-07 | 1961-07-04 | Goodrich Gulf Chem Inc | Treatment of olefin polymers |
| US2953555A (en) * | 1956-08-07 | 1960-09-20 | Goodrich Gulf Chem Inc | Solvent separation treatment of olefin hydrocarbon polymers |
| BE560838A (en, 2012) * | 1956-09-15 | |||
| US3153634A (en) * | 1956-09-26 | 1964-10-20 | Sun Oil Co | Gamma alumina supported titanium and zirconium subhalides polymerization catalysts and preparation thereof |
| US3020269A (en) * | 1957-01-10 | 1962-02-06 | Union Carbide Corp | Butadiene polymerization |
| NL224233A (en, 2012) * | 1957-02-02 | |||
| US2921933A (en) * | 1957-03-18 | 1960-01-19 | Collier Carbon & Chemical Co | Manufacture of polyethylene |
| US3284426A (en) * | 1957-03-18 | 1966-11-08 | Hercules Inc | Crystalline poly (vinyl ethers) and preparation thereof |
| BE566971A (en, 2012) * | 1957-04-23 | |||
| BE567031A (en, 2012) * | 1957-04-29 | |||
| BE440565A (en, 2012) * | 1957-06-06 | |||
| BE558147A (en, 2012) * | 1957-06-06 | |||
| US3085997A (en) * | 1957-07-05 | 1963-04-16 | Union Carbide Corp | Vinyl ether polymerization catalysts |
| US3088939A (en) * | 1957-07-26 | 1963-05-07 | American Cyanamid Co | Method of making a crystallizable polymer with lithium as catalyst |
| US3008944A (en) * | 1957-08-16 | 1961-11-14 | Phillips Petroleum Co | Production of solid polymers of diolefins |
| US3088985A (en) * | 1957-09-02 | 1963-05-07 | Studiengesellschaft Kohle Mbh | New open-chain trimer and the production thereof |
| US3091601A (en) * | 1957-09-20 | 1963-05-28 | Union Carbide Corp | Olefinic copolymers |
| US3193540A (en) * | 1957-09-30 | 1965-07-06 | Hercules Powder Co Ltd | Process of polymerizing methyl methacrylate |
| US2979488A (en) * | 1957-09-30 | 1961-04-11 | Phillips Petroleum Co | Modification of linear rubbery polymers |
| US2996492A (en) * | 1957-10-01 | 1961-08-15 | Exxon Research Engineering Co | Recovery process for high molecular weight polymers |
| US2968652A (en) * | 1957-11-27 | 1961-01-17 | Sun Oil Co | Polymerization process with a catalyst prepared by subjecting ticl3 to ultrasonic vibrations and adding an aluminum alkyl |
| NL233999A (en, 2012) * | 1957-12-11 | |||
| US3043793A (en) * | 1958-01-08 | 1962-07-10 | Sun Oil Co | Process for lowering the brittle point of solid heptane-insoluble polypropylene |
| US3026309A (en) * | 1958-03-31 | 1962-03-20 | Eastman Kodak Co | Three-component aluminum-titanium tetrahalide catalysts for olefin polymerization |
| US2972607A (en) * | 1958-03-31 | 1961-02-21 | Eastman Kodak Co | Four-component mixed metal-halogen catalysts for olefin polymerization |
| US2951066A (en) * | 1958-03-31 | 1960-08-30 | Eastman Kodak Co | Three-component olefin polymerization catalyst containing an aluminum sesquihalide and a transition metal compound |
| US2969346A (en) * | 1958-03-31 | 1961-01-24 | Eastman Kodak Co | Three-component catalyst for polymerizing olefins containing a mixture of metals and a halogen |
| NL235439A (en, 2012) * | 1958-01-27 | |||
| US2962487A (en) * | 1958-03-31 | 1960-11-29 | Eastman Kodak Co | Three-component aluminum-titanium tetrahalide catalyst for olefin polymerization therewith |
| FR1171437A (fr) * | 1958-01-27 | 1959-01-26 | Eastman Kodak Co | Procédé de fabrication de polyoléfines, produits obtenus et catalyseurs pour la mise en oeuvre de ce procédé |
| NL235967A (en, 2012) * | 1958-02-11 | |||
| US3435020A (en) * | 1958-03-07 | 1969-03-25 | Hercules Inc | Crystalline polymers of alpha,omega-diolefins |
| US2976268A (en) * | 1958-03-13 | 1961-03-21 | Du Pont | Polymer of 2, 6-disubstituted heptadiene-1, 6 |
| NL237353A (en, 2012) * | 1958-03-21 | |||
| US3024225A (en) * | 1958-03-27 | 1962-03-06 | Dow Chemical Co | Polymerization of nu-vinylcarbazole |
| US3008945A (en) * | 1958-04-28 | 1961-11-14 | Goodyear Tire & Rubber | Methods of preparing 1, 4 trans polyisoprene |
| US3014897A (en) * | 1958-04-30 | 1961-12-26 | American Cyanamid Co | Stereospecific polymer and method of preparing |
| US3070587A (en) * | 1958-06-16 | 1962-12-25 | Phillips Petroleum Co | Polymerization of conjugated diolefins in the presence of ticl4 air3 and o2 |
| NL240204A (en, 2012) * | 1958-06-16 | 1959-06-15 | ||
| US3095406A (en) * | 1958-07-28 | 1963-06-25 | Phillips Petroleum Co | Preparation of polymers of conjugated dienes |
| NL124339C (en, 2012) * | 1958-08-11 | |||
| US3115526A (en) * | 1958-10-08 | 1963-12-24 | Dal Mon Research Co | Organo-metallo compounds and method of preparation |
| US3049524A (en) * | 1958-10-24 | 1962-08-14 | Sun Oil Co | Polymerization of styrene |
| NL112089C (en, 2012) * | 1958-11-06 | |||
| NL244301A (en, 2012) * | 1958-11-06 | |||
| US3131171A (en) * | 1958-11-14 | 1964-04-28 | Monsanto Chemicals | Catalyst for the polymerization of olefins containing the product of a titanium halide and an organoaluminum compound mixed with a lower alkyl halide solution of aluminum chloride |
| US3067188A (en) * | 1959-01-16 | 1962-12-04 | Phillips Petroleum Co | Polymerization of 1, 3-butadiene with a tici-mocl-znr catalyst |
| US3147238A (en) * | 1959-04-27 | 1964-09-01 | Shell Oil Co | Olefin polymerization process |
| US3027359A (en) * | 1959-06-19 | 1962-03-27 | Jurgeleit Hans Wolfgang | Tertiary phosphine polymerization catalysts system |
| US3060989A (en) * | 1959-08-17 | 1962-10-30 | Phillips Petroleum Co | Blends of cis-polybutadiene with either natural rubber or cis-polyisoprene, method of preparing same, and tire tread comprising same |
| US3061599A (en) * | 1959-08-28 | 1962-10-30 | California Research Corp | Catalytic polymerization of alkyl esters of acrylic and methacrylic acids in heterogeneous mixture |
| NL255885A (en, 2012) * | 1959-09-14 | |||
| US3051692A (en) * | 1960-06-06 | 1962-08-28 | Phillips Petroleum Co | Production of solid olefin polymers |
| US2998416A (en) * | 1960-06-23 | 1961-08-29 | Cities Service Res & Dev Co | Ylide-transition metal compound catalyst system, process of making and method of using |
| US3242155A (en) * | 1960-07-01 | 1966-03-22 | Phillips Petroleum Co | Olefin polymerization catalysts and process |
| NL269012A (en, 2012) * | 1960-09-07 | |||
| US3194799A (en) * | 1960-11-25 | 1965-07-13 | Eastman Kodak Co | Three-component aluminum-titanium tetrahalide catalysts for olefin polymerization |
| US3159613A (en) * | 1960-12-27 | 1964-12-01 | Hercules Powder Co Ltd | Preparation of crystalline poly |
| US3314931A (en) * | 1961-03-06 | 1967-04-18 | Continental Oil Co | Polymerization in non-aqueous systems |
| FR1317871A (en, 2012) * | 1961-04-07 | 1963-05-08 | ||
| US3251901A (en) * | 1961-06-29 | 1966-05-17 | Chevron Res | Preparation of normally liquid higher molecular weight olefins |
| NL285994A (en, 2012) * | 1961-11-30 | |||
| US3222296A (en) * | 1963-07-29 | 1965-12-07 | Cabot Corp | Lewis base stabilization of polymerization catalyst in storage |
| US3341619A (en) * | 1964-04-13 | 1967-09-12 | Exxon Research Engineering Co | Polymerization of cis type ii olefins |
| US4026822A (en) * | 1969-04-29 | 1977-05-31 | Atlantic Richfield Company | Zirconium phosphine complex catalyst |
| US3855341A (en) * | 1969-04-29 | 1974-12-17 | Atlantic Richfield Co | Propylene oligomerization process |
| US4493903A (en) * | 1981-05-12 | 1985-01-15 | Conoco Inc. | Polymerization process for drag reducing substances |
| EP0072128B1 (en) | 1981-08-07 | 1986-03-19 | Imperial Chemical Industries Plc | Spraying solid |
| FR2737210B1 (fr) * | 1995-07-24 | 1997-08-22 | Atochem Elf Sa | Procede de polymerisation de l'ethylene en presence d'un compose phosphore |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE534792A (en, 2012) * | 1954-01-19 | 1955-01-31 | ||
| BE534888A (en, 2012) * | 1954-01-19 | 1955-01-31 | ||
| BE533362A (en, 2012) * | 1953-11-17 | 1955-05-16 | ||
| BE538782A (fr) * | 1954-06-08 | 1955-12-06 | Procédé de polymérisation d'oléfines, polymères ainsi obtenus et leurs applications |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA502597A (en) * | 1954-05-18 | W. Larchar Arthur | Polymerization of ethylene at super pressures | |
| US2520601A (en) * | 1947-07-03 | 1950-08-29 | Max M Lee | Polymerization promoters |
| US2712189A (en) * | 1954-02-12 | 1955-07-05 | Grossman Ralph Emery | Painting kit |
-
0
- NL NL213007D patent/NL213007A/xx unknown
- BE BE638937D patent/BE638937A/xx unknown
- NL NL96005D patent/NL96005C/xx active
-
1955
- 1955-12-16 US US553435A patent/US2832759A/en not_active Expired - Lifetime
-
1956
- 1956-12-07 GB GB37458/56A patent/GB803198A/en not_active Expired
- 1956-12-14 FR FR1168164D patent/FR1168164A/fr not_active Expired
- 1956-12-15 DK DK438556AA patent/DK101484C/da active
- 1956-12-15 DE DEP17613A patent/DE1266504B/de active Pending
- 1956-12-17 CH CH4074956A patent/CH366395A/fr unknown
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE533362A (en, 2012) * | 1953-11-17 | 1955-05-16 | ||
| BE534792A (en, 2012) * | 1954-01-19 | 1955-01-31 | ||
| BE534888A (en, 2012) * | 1954-01-19 | 1955-01-31 | ||
| BE538782A (fr) * | 1954-06-08 | 1955-12-06 | Procédé de polymérisation d'oléfines, polymères ainsi obtenus et leurs applications |
Also Published As
| Publication number | Publication date |
|---|---|
| NL213007A (en, 2012) | |
| FR1168164A (fr) | 1958-12-04 |
| NL96005C (en, 2012) | |
| US2832759A (en) | 1958-04-29 |
| DK101484C (da) | 1965-04-12 |
| BE638937A (en, 2012) | |
| CH366395A (fr) | 1962-12-31 |
| GB803198A (en) | 1958-10-22 |
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