NO319043B1 - Fremgangsmate for fremstilling av polymerpartikler, skumbare polymerpartikler samt anvendelse derav - Google Patents
Fremgangsmate for fremstilling av polymerpartikler, skumbare polymerpartikler samt anvendelse derav Download PDFInfo
- Publication number
- NO319043B1 NO319043B1 NO19986215A NO986215A NO319043B1 NO 319043 B1 NO319043 B1 NO 319043B1 NO 19986215 A NO19986215 A NO 19986215A NO 986215 A NO986215 A NO 986215A NO 319043 B1 NO319043 B1 NO 319043B1
- Authority
- NO
- Norway
- Prior art keywords
- water
- weight
- vinylarene
- emulsifier
- monomer
- Prior art date
Links
- 239000002245 particle Substances 0.000 title claims description 45
- 229920000642 polymer Polymers 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 89
- 239000000178 monomer Substances 0.000 claims description 40
- 239000003995 emulsifying agent Substances 0.000 claims description 35
- 238000006116 polymerization reaction Methods 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000839 emulsion Substances 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 229920006112 polar polymer Polymers 0.000 claims description 10
- 238000010526 radical polymerization reaction Methods 0.000 claims description 9
- 239000003431 cross linking reagent Substances 0.000 claims description 8
- 239000006260 foam Substances 0.000 claims description 8
- 239000012736 aqueous medium Substances 0.000 claims description 6
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 3
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 3
- 239000000600 sorbitol Substances 0.000 claims description 3
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 59
- 238000003756 stirring Methods 0.000 description 27
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 16
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 16
- 239000004088 foaming agent Substances 0.000 description 15
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 14
- 239000004793 Polystyrene Substances 0.000 description 12
- 229920002223 polystyrene Polymers 0.000 description 12
- -1 vinyl arene Chemical class 0.000 description 12
- 239000004215 Carbon black (E152) Substances 0.000 description 11
- 229930195733 hydrocarbon Natural products 0.000 description 11
- 150000002430 hydrocarbons Chemical class 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 238000005187 foaming Methods 0.000 description 10
- 238000010438 heat treatment Methods 0.000 description 10
- 239000000725 suspension Substances 0.000 description 10
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 9
- 239000003999 initiator Substances 0.000 description 9
- 150000003839 salts Chemical class 0.000 description 9
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 239000008346 aqueous phase Substances 0.000 description 8
- 235000019400 benzoyl peroxide Nutrition 0.000 description 8
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 239000011780 sodium chloride Substances 0.000 description 7
- 238000002411 thermogravimetry Methods 0.000 description 7
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- FBELJLCOAHMRJK-UHFFFAOYSA-L disodium;2,2-bis(2-ethylhexyl)-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCC(CC)CC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CC(CC)CCCC FBELJLCOAHMRJK-UHFFFAOYSA-L 0.000 description 5
- 229920001955 polyphenylene ether Polymers 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001340 alkali metals Chemical class 0.000 description 4
- 239000003792 electrolyte Substances 0.000 description 4
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000002609 medium Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 229920002845 Poly(methacrylic acid) Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000003093 cationic surfactant Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002976 peresters Chemical class 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 2
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- ZUDLIFVTNPYZJH-UHFFFAOYSA-N 1,1,2,2-tetraphenylethylbenzene Chemical compound C1=CC=CC=C1C(C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 ZUDLIFVTNPYZJH-UHFFFAOYSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- YZQCRYHZKMFKDE-UHFFFAOYSA-N 1-octadecylperoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOOCCCCCCCCCCCCCCCCCC YZQCRYHZKMFKDE-UHFFFAOYSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical class N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- 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 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- XKBHBVFIWWDGQX-UHFFFAOYSA-N 2-bromo-3,3,4,4,5,5,5-heptafluoropent-1-ene Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(Br)=C XKBHBVFIWWDGQX-UHFFFAOYSA-N 0.000 description 1
- KFGFVPMRLOQXNB-UHFFFAOYSA-N 3,5,5-trimethylhexanoyl 3,5,5-trimethylhexaneperoxoate Chemical compound CC(C)(C)CC(C)CC(=O)OOC(=O)CC(C)CC(C)(C)C KFGFVPMRLOQXNB-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 150000008045 alkali metal halides Chemical class 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- PVGGIXIKFFHCOS-UHFFFAOYSA-N bis(2-ethylhexyl) sulfate Chemical class CCCCC(CC)COS(=O)(=O)OCC(CC)CCCC PVGGIXIKFFHCOS-UHFFFAOYSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- SPTHWAJJMLCAQF-UHFFFAOYSA-M ctk4f8481 Chemical compound [O-]O.CC(C)C1=CC=CC=C1C(C)C SPTHWAJJMLCAQF-UHFFFAOYSA-M 0.000 description 1
- XJOBOFWTZOKMOH-UHFFFAOYSA-N decanoyl decaneperoxoate Chemical compound CCCCCCCCCC(=O)OOC(=O)CCCCCCCCC XJOBOFWTZOKMOH-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 229920006248 expandable polystyrene Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 150000002829 nitrogen Chemical class 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920013636 polyphenyl ether polymer Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000001589 sorbitan tristearate Substances 0.000 description 1
- 235000011078 sorbitan tristearate Nutrition 0.000 description 1
- 229960004129 sorbitan tristearate Drugs 0.000 description 1
- 230000000087 stabilizing effect Effects 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
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 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
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical group [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/16—Making expandable particles
- C08J9/20—Making expandable particles by suspension polymerisation in the presence of the blowing agent
-
- 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
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
- C08J2325/04—Homopolymers or copolymers of styrene
- C08J2325/08—Copolymers of styrene
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymerisation Methods In General (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96201904 | 1996-07-04 | ||
| PCT/EP1997/003608 WO1998001489A1 (en) | 1996-07-04 | 1997-07-03 | Process for the preparation of polymer particles |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO986215L NO986215L (no) | 1998-12-30 |
| NO986215D0 NO986215D0 (no) | 1998-12-30 |
| NO319043B1 true NO319043B1 (no) | 2005-06-06 |
Family
ID=8224157
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19986215A NO319043B1 (no) | 1996-07-04 | 1998-12-30 | Fremgangsmate for fremstilling av polymerpartikler, skumbare polymerpartikler samt anvendelse derav |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6160027A (pl) |
| EP (1) | EP0912620B1 (pl) |
| CN (1) | CN1104445C (pl) |
| AR (1) | AR007801A1 (pl) |
| AT (1) | ATE198211T1 (pl) |
| AU (1) | AU709202B2 (pl) |
| BR (1) | BR9710104A (pl) |
| DE (1) | DE69703742T2 (pl) |
| ES (1) | ES2154051T3 (pl) |
| HU (1) | HU223596B1 (pl) |
| MY (1) | MY117649A (pl) |
| NO (1) | NO319043B1 (pl) |
| PL (1) | PL188967B1 (pl) |
| TW (1) | TW513454B (pl) |
| WO (1) | WO1998001489A1 (pl) |
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| DE19812858A1 (de) * | 1998-03-24 | 1999-09-30 | Basf Ag | Verfahren zur Herstellung wasserexpandierbarer Styrolpolymerisate |
| CA2309442C (en) | 1999-06-03 | 2009-04-28 | Nova Chemicals (International) S.A. | Process for the preparation of polymer particles |
| EP1072641B1 (en) * | 1999-07-26 | 2004-03-03 | Nova Chemicals (International) S.A. | Polymer particles |
| DE10101403A1 (de) | 2001-01-13 | 2002-07-18 | Basf Ag | Verfahren zur Herstellung wasserexpandierbarer Styrolpolymerisate |
| DE10101402A1 (de) | 2001-01-13 | 2002-07-18 | Basf Ag | Verfahren zur Herstellung wasserexpandierbarer Styrolpolymerisate |
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| EP1654304A4 (en) * | 2003-08-15 | 2011-11-30 | Nova Chem Int Sa | METHOD FOR PRODUCING EXPANDABLE POLYMER PARTICLES AND FOAM BODIES THEREOF |
| CA2550005C (en) | 2003-12-22 | 2014-01-28 | Nova Chemicals Inc. | Interpolymer resin particles |
| DE102005005495A1 (de) * | 2005-02-04 | 2006-08-10 | Basf Ag | Verfahren zur Beschichtung von expandierbaren Styrolpolymeren-Granulaten |
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| BRPI0607377A2 (pt) | 2005-02-25 | 2010-03-23 | Nova Chem Inc | composiÇço de cimento de baixo peso, leito de estrada, artigo de construÇço painel compàsito, estrutura de concreto isolada, mÉtodo de fabricar um artigo de composiÇço de cimento de baixo peso, artigo de concreto de baixo peso e unidade estrutural de baixo peso |
| US20080275149A1 (en) * | 2007-05-04 | 2008-11-06 | Nova Chemicals Inc. | Durable concrete compositions |
| AU2006226764B2 (en) * | 2005-03-22 | 2010-06-24 | Nova Chemicals, Inc. | Lightweight concrete compositions |
| US7632348B2 (en) | 2005-03-22 | 2009-12-15 | Nova Chemicals Inc. | Lightweight concrete compositions containing antimicrobial agents |
| US8357240B2 (en) * | 2005-03-22 | 2013-01-22 | Syntheon Inc. | Method of making concrete |
| US7658797B2 (en) | 2005-03-22 | 2010-02-09 | Nova Chemicals Inc. | Lightweight concrete compositions |
| TWI344969B (en) * | 2005-04-08 | 2011-07-11 | Nat Defence University | Functional composite nanoparticles and their preparation |
| US7638559B2 (en) | 2005-05-10 | 2009-12-29 | Nova Chemicals Inc. | Expandable resins |
| US7704347B2 (en) | 2005-05-27 | 2010-04-27 | Prairie Packaging, Inc. | Reinforced plastic foam cup, method of and apparatus for manufacturing same |
| US7536767B2 (en) | 2005-05-27 | 2009-05-26 | Prairie Packaging, Inc. | Method of manufacturing a reinforced plastic foam cup |
| US7818866B2 (en) | 2005-05-27 | 2010-10-26 | Prairie Packaging, Inc. | Method of reinforcing a plastic foam cup |
| US7552841B2 (en) | 2005-05-27 | 2009-06-30 | Prairie Packaging, Inc. | Reinforced plastic foam cup, method of and apparatus for manufacturing same |
| US7694843B2 (en) | 2005-05-27 | 2010-04-13 | Prairie Packaging, Inc. | Reinforced plastic foam cup, method of and apparatus for manufacturing same |
| US7814647B2 (en) | 2005-05-27 | 2010-10-19 | Prairie Packaging, Inc. | Reinforced plastic foam cup, method of and apparatus for manufacturing same |
| BRPI0614970A2 (pt) * | 2005-08-22 | 2016-09-13 | Nova Chem Inc | dispositivo para produzir recipientes de resina expandida rotulados, método para moldar um recipente de resina expandida rotulado, recipiente de resina expandida rotulado, e, mandril |
| US20080020156A1 (en) * | 2005-08-22 | 2008-01-24 | Nova Chemicals Inc. | Labeled containers, methods and devices for making same |
| US20070105967A1 (en) * | 2005-11-08 | 2007-05-10 | Govind Rauniyar | Thermoplastic material |
| CA2631717A1 (en) * | 2005-12-22 | 2007-07-12 | Nova Chemicals Inc. | Methods for improving resitance to fumigant sorption in a produce container |
| CN101341024A (zh) * | 2005-12-22 | 2009-01-07 | 诺瓦化学公司 | 改进抗可发性聚合物农产品容器内熏蒸剂吸着的方法和相关容器 |
| BRPI0709629A2 (pt) | 2006-03-22 | 2011-07-19 | Nova Chemicals Inc. | composição de concreto leve de mistura rápida, leito da rodovia, e, método para produzir uma composição de concreto leve de mistura rápida |
| US7456227B2 (en) * | 2006-09-08 | 2008-11-25 | Nova Chemicals Inc. | Polymer particles and related articles |
| US20080250739A1 (en) * | 2006-11-08 | 2008-10-16 | Nova Chemicals Inc. | Foamed plastic structures |
| US7677009B2 (en) | 2007-02-02 | 2010-03-16 | Nova Chemicals Inc. | Roof truss system |
| US20080188607A1 (en) * | 2007-02-07 | 2008-08-07 | Nova Chemicals Inc. | Low odor resin compositions |
| US20080227891A1 (en) * | 2007-03-14 | 2008-09-18 | Nova Chemicals Inc. | Methods for making concrete compositions |
| US20090011667A1 (en) * | 2007-03-26 | 2009-01-08 | Nova Chemicals Inc. | Sportsboard structures |
| US8048219B2 (en) | 2007-09-20 | 2011-11-01 | Nova Chemicals Inc. | Method of placing concrete |
| US20090093558A1 (en) * | 2007-10-04 | 2009-04-09 | Nova Chemicals Inc. | Mobile expanded polymer processing systems and methods |
| US8114492B2 (en) * | 2007-12-19 | 2012-02-14 | Nova Chemicals Inc. | Labeled containers made from expandable thermoplastic materials having improved physical properties |
| US20090202307A1 (en) * | 2008-02-11 | 2009-08-13 | Nova Chemicals Inc. | Method of constructing an insulated shallow pier foundation building |
| US7874112B2 (en) * | 2008-06-20 | 2011-01-25 | Nova Chemicals Inc. | Footer cleat for insulating concrete form |
| US8828170B2 (en) | 2010-03-04 | 2014-09-09 | Pactiv LLC | Apparatus and method for manufacturing reinforced containers |
| CA2845139A1 (en) | 2011-08-26 | 2013-03-07 | Saudi Basic Industries Corporation (Sabic) | Water expandable polymer beads |
| EP2753657B1 (en) | 2011-09-09 | 2015-06-10 | Saudi Basic Industries Corporation (Sabic) | Water expandable polymer beads |
| US9453083B2 (en) | 2013-03-14 | 2016-09-27 | Saudi Basic Industries Corporation | Vinyl polymers prepared via suspension polymerization and methods thereof |
| CN106414574B (zh) | 2014-05-28 | 2019-11-15 | Sabic环球技术有限责任公司 | 水膨胀性聚合物珠 |
| CN107207651B (zh) | 2014-12-02 | 2019-06-18 | Sabic环球技术有限责任公司 | 包含胶乳颗粒的水膨胀性聚合物珠 |
| CA2942700C (en) | 2015-09-23 | 2024-01-02 | Nova Chemicals Inc. | Workstation for flagman |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA844652A (en) * | 1970-06-16 | W. Jurgeleit Hans | Expandable polymer compositions | |
| GB1106143A (en) * | 1964-03-03 | 1968-03-13 | Wolff | Expandable thermoplastic polymeric particles |
| JPS5710610A (en) * | 1980-06-24 | 1982-01-20 | Badische Yuka Co Ltd | Preparation of styrene resin particle |
| EP0122460B1 (en) * | 1983-03-23 | 1988-07-06 | Chuo Kagaku Co., Ltd. | Production of resin foam by aqueous medium |
| JPS60206848A (ja) * | 1984-03-30 | 1985-10-18 | Kanegafuchi Chem Ind Co Ltd | 発泡性熱可塑性共重合体粒子製造の方法 |
| JPS60206846A (ja) * | 1984-03-30 | 1985-10-18 | Kanegafuchi Chem Ind Co Ltd | 発泡性熱可塑性共重合体粒子の製造法 |
| US5043404A (en) * | 1989-04-21 | 1991-08-27 | Xerox Corporation | Semisuspension polymerization processes |
| DE4014261A1 (de) * | 1990-05-04 | 1991-11-07 | Basf Ag | Expandierbare styrolpolymerisate |
| US6242540B1 (en) * | 1996-07-04 | 2001-06-05 | Nova Chemicals (International) S.A. | Process for the preparation of polymer particles |
-
1997
- 1997-07-02 MY MYPI97002988A patent/MY117649A/en unknown
- 1997-07-03 AT AT97933656T patent/ATE198211T1/de not_active IP Right Cessation
- 1997-07-03 US US09/214,258 patent/US6160027A/en not_active Expired - Fee Related
- 1997-07-03 ES ES97933656T patent/ES2154051T3/es not_active Expired - Lifetime
- 1997-07-03 BR BR9710104A patent/BR9710104A/pt not_active IP Right Cessation
- 1997-07-03 PL PL97331000A patent/PL188967B1/pl not_active IP Right Cessation
- 1997-07-03 EP EP97933656A patent/EP0912620B1/en not_active Expired - Lifetime
- 1997-07-03 WO PCT/EP1997/003608 patent/WO1998001489A1/en not_active Ceased
- 1997-07-03 HU HU9903337A patent/HU223596B1/hu not_active IP Right Cessation
- 1997-07-03 DE DE69703742T patent/DE69703742T2/de not_active Expired - Lifetime
- 1997-07-03 CN CN97196015A patent/CN1104445C/zh not_active Expired - Fee Related
- 1997-07-03 AU AU36931/97A patent/AU709202B2/en not_active Ceased
- 1997-07-04 AR ARP970102998A patent/AR007801A1/es active IP Right Grant
- 1997-09-18 TW TW086113528A patent/TW513454B/zh not_active IP Right Cessation
-
1998
- 1998-12-30 NO NO19986215A patent/NO319043B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AU709202B2 (en) | 1999-08-26 |
| US6160027A (en) | 2000-12-12 |
| NO986215L (no) | 1998-12-30 |
| ES2154051T3 (es) | 2001-03-16 |
| DE69703742T2 (de) | 2001-05-23 |
| EP0912620B1 (en) | 2000-12-20 |
| BR9710104A (pt) | 1999-08-10 |
| HU223596B1 (hu) | 2004-10-28 |
| PL188967B1 (pl) | 2005-05-31 |
| PL331000A1 (en) | 1999-06-21 |
| HUP9903337A2 (hu) | 2000-02-28 |
| HUP9903337A3 (en) | 2000-05-29 |
| MY117649A (en) | 2004-07-31 |
| CN1104445C (zh) | 2003-04-02 |
| EP0912620A1 (en) | 1999-05-06 |
| WO1998001489A1 (en) | 1998-01-15 |
| JP3766105B2 (ja) | 2006-04-12 |
| AR007801A1 (es) | 1999-11-24 |
| CN1223669A (zh) | 1999-07-21 |
| AU3693197A (en) | 1998-02-02 |
| NO986215D0 (no) | 1998-12-30 |
| ATE198211T1 (de) | 2001-01-15 |
| TW513454B (en) | 2002-12-11 |
| JP2000514127A (ja) | 2000-10-24 |
| DE69703742D1 (de) | 2001-01-25 |
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