FI61497C - Foerfarande foer framstaellning av etylenpolymerat av filmkvalitet i en roerformig reaktor med tillhjaelp av friradikalinitiatorer - Google Patents
Foerfarande foer framstaellning av etylenpolymerat av filmkvalitet i en roerformig reaktor med tillhjaelp av friradikalinitiatorer Download PDFInfo
- Publication number
- FI61497C FI61497C FI752418A FI752418A FI61497C FI 61497 C FI61497 C FI 61497C FI 752418 A FI752418 A FI 752418A FI 752418 A FI752418 A FI 752418A FI 61497 C FI61497 C FI 61497C
- Authority
- FI
- Finland
- Prior art keywords
- organic
- reactor
- free radical
- temperature
- catalysts
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 claims description 77
- 239000000178 monomer Substances 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 22
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 17
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 15
- 239000005977 Ethylene Substances 0.000 claims description 15
- 238000006116 polymerization reaction Methods 0.000 claims description 13
- 239000012986 chain transfer agent Substances 0.000 claims description 9
- -1 butyl peroxy-2-ethyl Chemical group 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 230000003287 optical effect Effects 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- 229920000573 polyethylene Polymers 0.000 claims description 6
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical group CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 229910001882 dioxygen Inorganic materials 0.000 claims description 2
- 229920001519 homopolymer Polymers 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims 10
- 230000000977 initiatory effect Effects 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 description 30
- 229920000642 polymer Polymers 0.000 description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 20
- 239000001301 oxygen Substances 0.000 description 20
- 229910052760 oxygen Inorganic materials 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 239000011953 free-radical catalyst Substances 0.000 description 10
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 150000002978 peroxides Chemical class 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 125000000816 ethylene group Chemical class [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical group CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 2
- MNZAKDODWSQONA-UHFFFAOYSA-N 1-dibutylphosphorylbutane Chemical compound CCCCP(=O)(CCCC)CCCC MNZAKDODWSQONA-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 2
- 239000012969 di-tertiary-butyl peroxide Substances 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 239000012212 insulator Substances 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000005086 pumping Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical compound C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 230000003044 adaptive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- HXWHLVCLDRKXPQ-UHFFFAOYSA-N bis(tert-butylperoxy)-dimethylsilane Chemical compound CC(C)(C)OO[Si](C)(C)OOC(C)(C)C HXWHLVCLDRKXPQ-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- NFMHSPWHNQRFNR-UHFFFAOYSA-N hyponitrous acid Chemical class ON=NO NFMHSPWHNQRFNR-UHFFFAOYSA-N 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 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
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- OCXNFVQUCDFUIG-UHFFFAOYSA-N propan-2-ol;prop-1-ene Chemical compound CC=C.CC(C)O OCXNFVQUCDFUIG-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- KOPQZJAYZFAPBC-UHFFFAOYSA-N propanoyl propaneperoxoate Chemical compound CCC(=O)OOC(=O)CC KOPQZJAYZFAPBC-UHFFFAOYSA-N 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- PFBLRDXPNUJYJM-UHFFFAOYSA-N tert-butyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(C)(C)C PFBLRDXPNUJYJM-UHFFFAOYSA-N 0.000 description 1
- XTXFUQOLBKQKJU-UHFFFAOYSA-N tert-butylperoxy(trimethyl)silane Chemical compound CC(C)(C)OO[Si](C)(C)C XTXFUQOLBKQKJU-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08F10/02—Ethene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50170174 | 1974-08-29 | ||
| US05/501,701 US4000357A (en) | 1974-08-29 | 1974-08-29 | Polymerization of ethylene with oxygen and organic initiators |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI752418A7 FI752418A7 (de) | 1976-03-01 |
| FI61497B FI61497B (fi) | 1982-04-30 |
| FI61497C true FI61497C (fi) | 1982-08-10 |
Family
ID=23994679
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI752418A FI61497C (fi) | 1974-08-29 | 1975-08-28 | Foerfarande foer framstaellning av etylenpolymerat av filmkvalitet i en roerformig reaktor med tillhjaelp av friradikalinitiatorer |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4000357A (de) |
| JP (1) | JPS5150387A (de) |
| AU (1) | AU501340B2 (de) |
| BR (1) | BR7505513A (de) |
| CA (1) | CA1064197A (de) |
| ES (1) | ES440547A1 (de) |
| FI (1) | FI61497C (de) |
| GB (1) | GB1516146A (de) |
| IN (1) | IN143620B (de) |
| IT (1) | IT1042145B (de) |
| NO (1) | NO752958L (de) |
| SE (1) | SE423817B (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4452956A (en) * | 1979-11-09 | 1984-06-05 | Union Carbide Corporation | Discrete spiral flow imparting device |
| DE3912975A1 (de) * | 1989-04-20 | 1990-11-08 | Basf Ag | Polyethylen sowie copolymerisate aus ueberwiegenden anteilen von ethylen |
| US6359083B1 (en) * | 2000-05-02 | 2002-03-19 | Eastman Chemical Company | Olefin polymerization process |
| DE10064752A1 (de) * | 2000-12-22 | 2002-07-04 | Basell Polyolefine Gmbh | Geruchlose Polyethylenhomo- und copolymere mit guten mechanischen Eigenschaften |
| WO2003019252A1 (fr) * | 2001-08-31 | 2003-03-06 | Fuji Photo Film Co., Ltd. | Procede permettant la production de composants optiques en plastique |
| ES3055648T3 (en) * | 2018-06-12 | 2026-02-13 | Nouryon Chemicals Int Bv | Process for the production of composite articles |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3142666A (en) * | 1959-03-05 | 1964-07-28 | Monsanto Co | Ethylene polymerization utilizing two organic peroxygen compounds as catalysts |
| US3092614A (en) * | 1962-02-15 | 1963-06-04 | Union Carbide Corp | Ethylene polymerization process |
| US3293233A (en) * | 1963-04-09 | 1966-12-20 | Rexall Drug Chemical | Process for polymerizing ethylene at high pressures in the presence of a mixture of peroxides having different half lives |
| US3691145A (en) * | 1970-08-06 | 1972-09-12 | Basf Ag | Production of polyethylene by the high pressure process using a mixture of tertiary butyl hydroperoxide and oxygen as the initiator |
-
1974
- 1974-08-29 US US05/501,701 patent/US4000357A/en not_active Expired - Lifetime
-
1975
- 1975-07-31 CA CA232,646A patent/CA1064197A/en not_active Expired
- 1975-08-27 AU AU84295/75A patent/AU501340B2/en not_active Expired
- 1975-08-28 BR BR7505513A patent/BR7505513A/pt unknown
- 1975-08-28 JP JP50103545A patent/JPS5150387A/ja active Pending
- 1975-08-28 FI FI752418A patent/FI61497C/fi not_active IP Right Cessation
- 1975-08-28 ES ES440547A patent/ES440547A1/es not_active Expired
- 1975-08-28 NO NO752958A patent/NO752958L/no unknown
- 1975-08-28 SE SE7509588A patent/SE423817B/xx not_active IP Right Cessation
- 1975-08-28 IN IN1663/CAL/75A patent/IN143620B/en unknown
- 1975-08-28 GB GB35494/75A patent/GB1516146A/en not_active Expired
- 1975-08-28 IT IT26700/75A patent/IT1042145B/it active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1516146A (en) | 1978-06-28 |
| US4000357A (en) | 1976-12-28 |
| BR7505513A (pt) | 1977-03-15 |
| ES440547A1 (es) | 1977-03-01 |
| JPS5150387A (en) | 1976-05-01 |
| FI61497B (fi) | 1982-04-30 |
| CA1064197A (en) | 1979-10-09 |
| AU501340B2 (en) | 1979-06-14 |
| NO752958L (de) | 1976-03-02 |
| SE423817B (sv) | 1982-06-07 |
| FI752418A7 (de) | 1976-03-01 |
| IT1042145B (it) | 1980-01-30 |
| IN143620B (de) | 1978-01-07 |
| SE7509588L (sv) | 1976-05-03 |
| AU8429575A (en) | 1977-03-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: UNION CARBIDE CORP |