ZA200600768B - Polymerization process for preparing (co) polymers - Google Patents
Polymerization process for preparing (co) polymers Download PDFInfo
- Publication number
- ZA200600768B ZA200600768B ZA200600768A ZA200600768A ZA200600768B ZA 200600768 B ZA200600768 B ZA 200600768B ZA 200600768 A ZA200600768 A ZA 200600768A ZA 200600768 A ZA200600768 A ZA 200600768A ZA 200600768 B ZA200600768 B ZA 200600768B
- Authority
- ZA
- South Africa
- Prior art keywords
- organic
- group
- hydroperoxide
- polymerization
- hydroperoxy
- Prior art date
Links
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 97
- 229920001577 copolymer Polymers 0.000 title claims abstract description 17
- 150000001451 organic peroxides Chemical class 0.000 claims abstract description 94
- 239000000203 mixture Substances 0.000 claims abstract description 63
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 62
- 238000000034 method Methods 0.000 claims abstract description 57
- 239000003999 initiator Substances 0.000 claims abstract description 35
- 238000012674 dispersion polymerization Methods 0.000 claims abstract description 15
- 230000000087 stabilizing effect Effects 0.000 claims abstract description 5
- 239000000654 additive Substances 0.000 claims abstract description 4
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 40
- 239000012933 diacyl peroxide Substances 0.000 claims description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 30
- 239000001257 hydrogen Substances 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 229920006395 saturated elastomer Polymers 0.000 claims description 23
- 150000002432 hydroperoxides Chemical class 0.000 claims description 22
- 150000002431 hydrogen Chemical class 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 19
- 125000005634 peroxydicarbonate group Chemical group 0.000 claims description 16
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- -1 peroxyesters Substances 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 150000002894 organic compounds Chemical class 0.000 claims description 7
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 claims description 6
- MIRQGKQPLPBZQM-UHFFFAOYSA-N 2-hydroperoxy-2,4,4-trimethylpentane Chemical compound CC(C)(C)CC(C)(C)OO MIRQGKQPLPBZQM-UHFFFAOYSA-N 0.000 claims description 5
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 claims description 5
- 150000002923 oximes Chemical class 0.000 claims description 5
- XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 claims description 2
- FFLKPBMHMKGGHQ-UHFFFAOYSA-N 1-(2-tert-butylperoxypropan-2-yl)-4-(2-hydroperoxypropan-2-yl)benzene Chemical compound CC(C)(C)OOC(C)(C)C1=CC=C(C(C)(C)OO)C=C1 FFLKPBMHMKGGHQ-UHFFFAOYSA-N 0.000 claims description 2
- UUUYXCLERBDLEO-UHFFFAOYSA-N 1-hydroperoxy-1-methylcyclohexane Chemical compound OOC1(C)CCCCC1 UUUYXCLERBDLEO-UHFFFAOYSA-N 0.000 claims description 2
- LIZVXGBYTGTTTI-UHFFFAOYSA-N 2-[(4-methylphenyl)sulfonylamino]-2-phenylacetic acid Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(C(O)=O)C1=CC=CC=C1 LIZVXGBYTGTTTI-UHFFFAOYSA-N 0.000 claims description 2
- BZGMEGUFFDTCNP-UHFFFAOYSA-N 2-hydroperoxy-2-methylpentane Chemical compound CCCC(C)(C)OO BZGMEGUFFDTCNP-UHFFFAOYSA-N 0.000 claims description 2
- DACKWPCRUFMCRC-UHFFFAOYSA-N 3-hydroperoxy-3-methylbut-1-ene Chemical compound OOC(C)(C)C=C DACKWPCRUFMCRC-UHFFFAOYSA-N 0.000 claims description 2
- OVPKYUPXIVBBMB-UHFFFAOYSA-N 4-ethyl-4-hydroperoxyhexan-2-ol Chemical compound CCC(CC)(OO)CC(C)O OVPKYUPXIVBBMB-UHFFFAOYSA-N 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- YQHLDYVWEZKEOX-UHFFFAOYSA-N cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 claims description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N dimethylmethane Natural products CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 239000001294 propane Substances 0.000 claims description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 2
- JGBAASVQPMTVHO-UHFFFAOYSA-N 2,5-dihydroperoxy-2,5-dimethylhexane Chemical compound OOC(C)(C)CCC(C)(C)OO JGBAASVQPMTVHO-UHFFFAOYSA-N 0.000 claims 1
- QPEAPJAKKWYRRE-UHFFFAOYSA-N 3-hydroperoxy-3,5,5-trimethylcyclohexan-1-ol Chemical compound CC1(C)CC(O)CC(C)(OO)C1 QPEAPJAKKWYRRE-UHFFFAOYSA-N 0.000 claims 1
- WHBWUNCJQHRHKD-UHFFFAOYSA-N 3-hydroperoxy-3-methylbutan-1-ol Chemical compound OOC(C)(C)CCO WHBWUNCJQHRHKD-UHFFFAOYSA-N 0.000 claims 1
- OIXFWERBTHZQQH-UHFFFAOYSA-N 4-hydroperoxy-4-methylpentan-2-ol Chemical compound CC(O)CC(C)(C)OO OIXFWERBTHZQQH-UHFFFAOYSA-N 0.000 claims 1
- RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 claims 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 claims 1
- 238000009472 formulation Methods 0.000 abstract description 27
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract 2
- 230000001276 controlling effect Effects 0.000 description 54
- 241000251468 Actinopterygii Species 0.000 description 26
- 239000000178 monomer Substances 0.000 description 23
- 150000002978 peroxides Chemical class 0.000 description 19
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 15
- RPBWMJBZQXCSFW-UHFFFAOYSA-N 2-methylpropanoyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(=O)C(C)C RPBWMJBZQXCSFW-UHFFFAOYSA-N 0.000 description 13
- 125000004432 carbon atom Chemical group C* 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 239000002904 solvent Substances 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- 239000002861 polymer material Substances 0.000 description 9
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 7
- 239000000725 suspension Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000000523 sample Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- 238000010557 suspension polymerization reaction Methods 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 2
- ZACVGCNKGYYQHA-UHFFFAOYSA-N 2-ethylhexoxycarbonyloxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOC(=O)OCC(CC)CCCC ZACVGCNKGYYQHA-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- MSVGHYYKWDQHFV-FPLPWBNLSA-N ditert-butyl (z)-but-2-enedioate Chemical compound CC(C)(C)OC(=O)\C=C/C(=O)OC(C)(C)C MSVGHYYKWDQHFV-FPLPWBNLSA-N 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 125000001867 hydroperoxy group Chemical group [*]OO[H] 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- KYDNMMZJQGVHQM-UHFFFAOYSA-N 1,1-dihydroperoxycyclohexane Chemical compound OOC1(OO)CCCCC1 KYDNMMZJQGVHQM-UHFFFAOYSA-N 0.000 description 1
- HWCBEGMIBCYKST-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-propan-2-ylbenzene Chemical compound CC(C)C1=CC=C(C(C)(C)OO)C=C1 HWCBEGMIBCYKST-UHFFFAOYSA-N 0.000 description 1
- FUHWWEDRJKHMKK-UHFFFAOYSA-N 1-hydroperoxy-2-methylpropane Chemical compound CC(C)COO FUHWWEDRJKHMKK-UHFFFAOYSA-N 0.000 description 1
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 1
- TURGQPDWYFJEDY-UHFFFAOYSA-N 1-hydroperoxypropane Chemical compound CCCOO TURGQPDWYFJEDY-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- GIHSGBFMYFAEDX-UHFFFAOYSA-N 2,2-dihydroperoxybutane Chemical compound CCC(C)(OO)OO GIHSGBFMYFAEDX-UHFFFAOYSA-N 0.000 description 1
- NUMXHEUHHRTBQT-AATRIKPKSA-N 2,4-dimethoxy-1-[(e)-2-nitroethenyl]benzene Chemical compound COC1=CC=C(\C=C\[N+]([O-])=O)C(OC)=C1 NUMXHEUHHRTBQT-AATRIKPKSA-N 0.000 description 1
- MMCQBCQODIXWKB-UHFFFAOYSA-N 2,6-dihydroperoxy-2,6-dimethylheptan-4-ol Chemical compound OOC(C)(C)CC(O)CC(C)(C)OO MMCQBCQODIXWKB-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- SPQMVUPFYWDFCB-UHFFFAOYSA-N 2-hydroperoxybutane Chemical compound CCC(C)OO SPQMVUPFYWDFCB-UHFFFAOYSA-N 0.000 description 1
- CMPLVXYOKPNUAI-UHFFFAOYSA-N 2-hydroperoxycyclohexan-1-one Chemical compound OOC1CCCCC1=O CMPLVXYOKPNUAI-UHFFFAOYSA-N 0.000 description 1
- SGJUFIMCHSLMRJ-UHFFFAOYSA-N 2-hydroperoxypropane Chemical compound CC(C)OO SGJUFIMCHSLMRJ-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical group CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 1
- 101150067539 AMBP gene Proteins 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 101100328463 Mus musculus Cmya5 gene Proteins 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- NSGQRLUGQNBHLD-UHFFFAOYSA-N butan-2-yl butan-2-yloxycarbonyloxy carbonate Chemical compound CCC(C)OC(=O)OOC(=O)OC(C)CC NSGQRLUGQNBHLD-UHFFFAOYSA-N 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 125000004989 dicarbonyl group Chemical group 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CWINGZLCRSDKCL-UHFFFAOYSA-N ethoxycarbonyloxy ethyl carbonate Chemical compound CCOC(=O)OOC(=O)OCC CWINGZLCRSDKCL-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- FGGJBCRKSVGDPO-UHFFFAOYSA-N hydroperoxycyclohexane Chemical compound OOC1CCCCC1 FGGJBCRKSVGDPO-UHFFFAOYSA-N 0.000 description 1
- ILHIHKRJJMKBEE-UHFFFAOYSA-N hydroperoxyethane Chemical compound CCOO ILHIHKRJJMKBEE-UHFFFAOYSA-N 0.000 description 1
- MEUKEBNAABNAEX-UHFFFAOYSA-N hydroperoxymethane Chemical compound COO MEUKEBNAABNAEX-UHFFFAOYSA-N 0.000 description 1
- YVJRCWCFDJYONJ-UHFFFAOYSA-N hydroperoxymethylbenzene Chemical compound OOCC1=CC=CC=C1 YVJRCWCFDJYONJ-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004530 micro-emulsion Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000003791 organic solvent mixture Substances 0.000 description 1
- 239000006174 pH buffer Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 238000005406 washing Methods 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
- C08F4/00—Polymerisation catalysts
-
- 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
- C08F4/00—Polymerisation catalysts
- C08F4/28—Oxygen or compounds releasing free oxygen
- C08F4/32—Organic compounds
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
-
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/02—Ethene
-
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/04—Monomers containing three or four carbon atoms
- C08F110/06—Propene
Landscapes
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Polymerization Catalysts (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyesters Or Polycarbonates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03077008 | 2003-06-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200600768B true ZA200600768B (en) | 2007-05-30 |
Family
ID=34923956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200600768A ZA200600768B (en) | 2003-06-27 | 2006-01-26 | Polymerization process for preparing (co) polymers |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US7759438B2 (zh) |
| EP (1) | EP1639021B2 (zh) |
| JP (1) | JP4861170B2 (zh) |
| KR (2) | KR101147877B1 (zh) |
| CN (1) | CN100445304C (zh) |
| AT (1) | ATE542835T1 (zh) |
| AU (1) | AU2004251843A1 (zh) |
| BR (1) | BRPI0411751B1 (zh) |
| CA (1) | CA2530124A1 (zh) |
| CO (1) | CO5721014A2 (zh) |
| ES (1) | ES2379955T5 (zh) |
| MX (1) | MXPA05014067A (zh) |
| NO (1) | NO20060413L (zh) |
| PL (1) | PL1639021T3 (zh) |
| RU (1) | RU2358986C2 (zh) |
| TW (1) | TW200504097A (zh) |
| WO (1) | WO2005000916A1 (zh) |
| ZA (1) | ZA200600768B (zh) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008008421B4 (de) | 2008-02-09 | 2014-06-26 | Celanese Emulsions Gmbh | Verfahren zur Herstellung von Polymerdispersionen, die damit enthaltenen Dispersionen und deren Verwendung |
| CN102471256A (zh) | 2009-08-06 | 2012-05-23 | 阿克佐诺贝尔化学国际公司 | 具有高活性氧含量的储存稳定且安全的过氧化物乳液 |
| JP6604333B2 (ja) * | 2014-11-21 | 2019-11-13 | 日油株式会社 | 共重合体の製造方法 |
| JP6488902B2 (ja) * | 2015-06-16 | 2019-03-27 | 日油株式会社 | アクリル酸重合用組成物 |
| KR101757565B1 (ko) * | 2015-12-29 | 2017-07-12 | 한화토탈 주식회사 | 폴리에틸렌 또는 폴리에틸렌 비닐아세테이트 공중합체의 제조 방법 |
| CN106706890B (zh) * | 2017-02-24 | 2023-07-04 | 江苏徐工工程机械研究院有限公司 | 沥青发泡效果测量装置及方法 |
| KR102246638B1 (ko) * | 2017-12-21 | 2021-04-30 | 주식회사 엘지화학 | 염화비닐계 중합체 제조용 개시제 조성물, 이를 이용한 염화비닐계 중합체의 제조방법 및 이로부터 제조된 염화비닐계 중합체 |
| KR101946249B1 (ko) | 2018-03-06 | 2019-02-11 | 아주대학교산학협력단 | 대칭형 폴리올레핀 블록 공중합체 및 이의 제조 방법 |
| WO2024132693A1 (en) * | 2022-12-20 | 2024-06-27 | Inovyn Europe Limited | Process for the production of pvc in aqueous suspension using a mixture of initiators and an activity control agent |
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| US123591A (en) * | 1872-02-13 | Improvement in curtain-fixtures | ||
| US2632758A (en) * | 1946-12-11 | 1953-03-24 | Brothman Abraham | Polymerization of methylmethac-rylate with mixture of benzoyl peroxide and tertiary-butyl hydroperoxide |
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| US3778422A (en) † | 1971-05-17 | 1973-12-11 | Tenneco Chem | Process for the production of vinyl halide polymers |
| US3787527A (en) * | 1971-10-14 | 1974-01-22 | Electrochem Werke Munich Ag | Process for the setting of unsaturated polyester resins |
| GB1497541A (en) † | 1974-05-30 | 1978-01-12 | Ici Ltd | Vinyl chloride polymerisation process |
| US3979366A (en) † | 1975-06-12 | 1976-09-07 | Continental Oil Company | Vinyl chloride suspension polymerization |
| US4131728A (en) † | 1977-01-10 | 1978-12-26 | The Dow Chemical Company | Method for polymerizing olefinically unsaturated monomers employing a catalyst composition comprising (a) shock-sensitive organic peroxide and (b) an olefinic unsaturated non-homopolymerizable monomer |
| ATE52771T1 (de) * | 1985-10-30 | 1990-06-15 | Akzo Nv | Stabile peroxydicarbonatzusammensetzungen. |
| JPH0778084B2 (ja) * | 1989-08-09 | 1995-08-23 | 信越化学工業株式会社 | 塩化ビニル系重合体の製造方法 |
| EP0600696A1 (en) † | 1992-11-30 | 1994-06-08 | Shin-Etsu Chemical Co., Ltd. | Process for preparing vinyl chloride polymers |
| US5478900A (en) * | 1993-05-07 | 1995-12-26 | Shin-Etsu Chemical Co., Ltd. | Process for preparing vinyl chloride polymer of quality |
| US5548046A (en) * | 1994-02-16 | 1996-08-20 | Elf Atochem North America, Inc. | Stabilized dialkyl peroxydicarbonate compositions and their uses |
| JP3524594B2 (ja) * | 1994-10-07 | 2004-05-10 | 三菱レイヨン株式会社 | メタクリル系樹脂の製造方法 |
| WO1997032845A1 (en) * | 1996-03-05 | 1997-09-12 | Akzo Nobel N.V. | Reduction of benzene formation in dibenzoyl peroxide formulations |
| CA2206279C (en) * | 1996-05-31 | 2006-09-19 | Witco Corporation | Organic peroxide stabilization with .beta.-dicarbonyl or cyclic .alpha.-diketone compounds |
| CA2226130A1 (en) * | 1997-01-10 | 1998-07-10 | Witco Corporation | Organic peroxide stabilization with oximes |
| US5892090A (en) * | 1998-02-27 | 1999-04-06 | Witco Corporation | Organic peroxide stabilization with oximes |
| UA66881C2 (uk) † | 1998-09-21 | 2004-06-15 | Акцо Нобель Н.В. | Спосіб полімеризації вінілхлоридного мономера та (спів)полімер на основі вінілхлориду |
| JP2001151750A (ja) * | 1999-11-24 | 2001-06-05 | Nof Corp | ペルオキシド組成物及びそれよりなる重合開始剤 |
| EP1216991A1 (en) | 2000-12-22 | 2002-06-26 | Akzo Nobel N.V. | Transportable and safely packaged organic peroxide formulations comprising reactive phlegmatizers |
| US6399728B1 (en) † | 2001-02-01 | 2002-06-04 | Atofina Chemicals, Inc. | Stabilized organic peroxydicarbonates compositions |
| DE10131147A1 (de) * | 2001-06-28 | 2003-01-16 | Peroxid Chemie Gmbh & Co Kg | Stabilisierte Peroxidicarbonatzubereitung |
| JP2003252920A (ja) | 2001-12-27 | 2003-09-10 | Atofina Yoshitomi Ltd | 有機過酸化物溶液およびそれを使用する塩化ビニル系重合体の製造方法 |
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| JP6089052B2 (ja) * | 2015-02-23 | 2017-03-01 | 株式会社エヌ・ティ・ティ・データ | 携帯端末及びプログラム |
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- 2004-06-18 KR KR1020057024687A patent/KR101147877B1/ko active IP Right Grant
- 2004-06-18 WO PCT/EP2004/006601 patent/WO2005000916A1/en active Application Filing
- 2004-06-18 RU RU2006102362/04A patent/RU2358986C2/ru active
- 2004-06-18 CN CNB2004800181976A patent/CN100445304C/zh not_active Expired - Lifetime
- 2004-06-18 MX MXPA05014067A patent/MXPA05014067A/es active IP Right Grant
- 2004-06-18 AT AT04740047T patent/ATE542835T1/de active
- 2004-06-18 KR KR1020127002694A patent/KR20120032550A/ko not_active Application Discontinuation
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| Publication number | Publication date |
|---|---|
| AU2004251843A1 (en) | 2005-01-06 |
| ATE542835T1 (de) | 2012-02-15 |
| CN1813004A (zh) | 2006-08-02 |
| EP1639021B1 (en) | 2012-01-25 |
| BRPI0411751B1 (pt) | 2020-03-17 |
| ES2379955T5 (es) | 2020-03-20 |
| KR20060033734A (ko) | 2006-04-19 |
| NO20060413L (no) | 2006-01-25 |
| WO2005000916A1 (en) | 2005-01-06 |
| JP2007538109A (ja) | 2007-12-27 |
| KR20120032550A (ko) | 2012-04-05 |
| ES2379955T3 (es) | 2012-05-07 |
| RU2006102362A (ru) | 2006-07-10 |
| EP1639021B2 (en) | 2019-07-10 |
| KR101147877B1 (ko) | 2012-05-25 |
| US20060142513A1 (en) | 2006-06-29 |
| CA2530124A1 (en) | 2005-01-06 |
| CO5721014A2 (es) | 2007-01-31 |
| PL1639021T3 (pl) | 2012-07-31 |
| RU2358986C2 (ru) | 2009-06-20 |
| EP1639021A1 (en) | 2006-03-29 |
| TW200504097A (en) | 2005-02-01 |
| JP4861170B2 (ja) | 2012-01-25 |
| US7759438B2 (en) | 2010-07-20 |
| MXPA05014067A (es) | 2006-03-02 |
| BRPI0411751A (pt) | 2006-08-08 |
| CN100445304C (zh) | 2008-12-24 |
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