TWI343924B - Dosing of peroxide to a suspension process wherein styrene is polymerized - Google Patents
Dosing of peroxide to a suspension process wherein styrene is polymerized Download PDFInfo
- Publication number
- TWI343924B TWI343924B TW093110312A TW93110312A TWI343924B TW I343924 B TWI343924 B TW I343924B TW 093110312 A TW093110312 A TW 093110312A TW 93110312 A TW93110312 A TW 93110312A TW I343924 B TWI343924 B TW I343924B
- Authority
- TW
- Taiwan
- Prior art keywords
- polymerization
- initiator
- peroxide
- entire entire
- minutes
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 76
- 150000002978 peroxides Chemical class 0.000 title claims description 25
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title description 34
- 239000000725 suspension Substances 0.000 title description 13
- 238000006116 polymerization reaction Methods 0.000 claims description 78
- 239000003999 initiator Substances 0.000 claims description 56
- 239000007858 starting material Substances 0.000 claims description 47
- 239000000178 monomer Substances 0.000 claims description 41
- 239000000203 mixture Substances 0.000 claims description 20
- 229920000642 polymer Polymers 0.000 claims description 20
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 16
- 239000005977 Ethylene Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 239000011541 reaction mixture Substances 0.000 claims description 15
- 239000006185 dispersion Substances 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- -1 ethylene, propylene Chemical group 0.000 claims description 9
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- 239000004604 Blowing Agent Substances 0.000 claims description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- MMCOUVMKNAHQOY-UHFFFAOYSA-L oxido carbonate Chemical compound [O-]OC([O-])=O MMCOUVMKNAHQOY-UHFFFAOYSA-L 0.000 claims description 2
- 238000005502 peroxidation Methods 0.000 claims description 2
- 239000000052 vinegar Substances 0.000 claims description 2
- 235000021419 vinegar Nutrition 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 claims 2
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 claims 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- OGYSYXDNLPNNPW-UHFFFAOYSA-N 4-butoxy-4-oxobutanoic acid Chemical compound CCCCOC(=O)CCC(O)=O OGYSYXDNLPNNPW-UHFFFAOYSA-N 0.000 claims 1
- 239000003513 alkali Substances 0.000 claims 1
- 239000008267 milk Substances 0.000 claims 1
- 210000004080 milk Anatomy 0.000 claims 1
- 235000013336 milk Nutrition 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 239000000243 solution Substances 0.000 description 13
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 12
- 239000004342 Benzoyl peroxide Substances 0.000 description 9
- 235000019400 benzoyl peroxide Nutrition 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000009826 distribution Methods 0.000 description 6
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- RIQSLGAADRJNSG-UHFFFAOYSA-N 2-ethylhexoxycarbonyloxyperoxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOOOC(=O)OCC(CC)CCCC RIQSLGAADRJNSG-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000007900 aqueous suspension Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000003063 flame retardant Substances 0.000 description 3
- 239000002516 radical scavenger Substances 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 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 compound 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 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- VIKNJXKGJWUCNN-XGXHKTLJSA-N norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 description 2
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical group C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-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
- SKIIKRJAQOSWFT-UHFFFAOYSA-N 2-[3-[1-(2,2-difluoroethyl)piperidin-4-yl]oxy-4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound FC(CN1CCC(CC1)OC1=NN(C=C1C=1C=NC(=NC=1)NC1CC2=CC=CC=C2C1)CC(=O)N1CC2=C(CC1)NN=N2)F SKIIKRJAQOSWFT-UHFFFAOYSA-N 0.000 description 1
- XXUNIGZDNWWYED-UHFFFAOYSA-N 2-methylbenzamide Chemical compound CC1=CC=CC=C1C(N)=O XXUNIGZDNWWYED-UHFFFAOYSA-N 0.000 description 1
- UYLSXSPIGXBABJ-UHFFFAOYSA-N 2-sulfanylbutanenitrile Chemical compound CCC(S)C#N UYLSXSPIGXBABJ-UHFFFAOYSA-N 0.000 description 1
- XFNNAMBYJSQXKF-UHFFFAOYSA-N 3-methylbenzohydrazide Chemical compound CC1=CC=CC(C(=O)NN)=C1 XFNNAMBYJSQXKF-UHFFFAOYSA-N 0.000 description 1
- MFFVZXOPRXMVET-UHFFFAOYSA-N 4-methylbenzohydrazide Chemical compound CC1=CC=C(C(=O)NN)C=C1 MFFVZXOPRXMVET-UHFFFAOYSA-N 0.000 description 1
- LLQHSBBZNDXTIV-UHFFFAOYSA-N 6-[5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-4,5-dihydro-1,2-oxazol-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC1CC(=NO1)C1=CC2=C(NC(O2)=O)C=C1 LLQHSBBZNDXTIV-UHFFFAOYSA-N 0.000 description 1
- XASOHFCUIQARJT-UHFFFAOYSA-N 8-methoxy-6-[7-(2-morpholin-4-ylethoxy)imidazo[1,2-a]pyridin-3-yl]-2-(2,2,2-trifluoroethyl)-3,4-dihydroisoquinolin-1-one Chemical compound C(N1C(=O)C2=C(OC)C=C(C=3N4C(=NC=3)C=C(C=C4)OCCN3CCOCC3)C=C2CC1)C(F)(F)F XASOHFCUIQARJT-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 102100040409 Ameloblastin Human genes 0.000 description 1
- 241000136406 Comones Species 0.000 description 1
- 208000034656 Contusions Diseases 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 101000891247 Homo sapiens Ameloblastin Proteins 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- VJMAITQRABEEKP-UHFFFAOYSA-N [6-(phenylmethoxymethyl)-1,4-dioxan-2-yl]methyl acetate Chemical compound O1C(COC(=O)C)COCC1COCC1=CC=CC=C1 VJMAITQRABEEKP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- PXXJHWLDUBFPOL-UHFFFAOYSA-N benzamidine Chemical compound NC(=N)C1=CC=CC=C1 PXXJHWLDUBFPOL-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 208000034526 bruise Diseases 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- DKQVJMREABFYNT-UHFFFAOYSA-N ethene Chemical group C=C.C=C DKQVJMREABFYNT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical class CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- HDZGCSFEDULWCS-UHFFFAOYSA-N monomethylhydrazine Chemical compound CNN HDZGCSFEDULWCS-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000006179 pH buffering agent Substances 0.000 description 1
- 229960005489 paracetamol Drugs 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- VWSUVZVPDQDVRT-UHFFFAOYSA-N phenylperoxybenzene Chemical compound C=1C=CC=CC=1OOC1=CC=CC=C1 VWSUVZVPDQDVRT-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- FWJWZWIWWFDNNM-UHFFFAOYSA-L ruthenium(2+) sulfanide Chemical class S[Ru]S FWJWZWIWWFDNNM-UHFFFAOYSA-L 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- XSOKHXFFCGXDJZ-UHFFFAOYSA-N telluride(2-) Chemical compound [Te-2] XSOKHXFFCGXDJZ-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 210000001685 thyroid gland Anatomy 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [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
- 229920002554 vinyl polymer Polymers 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
-
- 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
- C08F257/00—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00
- C08F257/02—Macromolecular compounds obtained by polymerising monomers on to polymers of aromatic monomers as defined in group C08F12/00 on to polymers of styrene or alkyl-substituted styrenes
-
- 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
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
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)
- Polymerisation Methods In General (AREA)
- Polymerization Catalysts (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03076088 | 2003-04-14 | ||
| US47196303P | 2003-05-20 | 2003-05-20 | |
| US53022203P | 2003-12-17 | 2003-12-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200508258A TW200508258A (en) | 2005-03-01 |
| TWI343924B true TWI343924B (en) | 2011-06-21 |
Family
ID=33162639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093110312A TWI343924B (en) | 2003-04-14 | 2004-04-14 | Dosing of peroxide to a suspension process wherein styrene is polymerized |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7132485B2 (enExample) |
| EP (1) | EP1613672B1 (enExample) |
| JP (1) | JP4524279B2 (enExample) |
| KR (1) | KR101093477B1 (enExample) |
| CN (1) | CN100439406C (enExample) |
| AR (1) | AR043865A1 (enExample) |
| BR (1) | BRPI0409446B1 (enExample) |
| CL (1) | CL2004000789A1 (enExample) |
| MX (1) | MXPA05011015A (enExample) |
| PL (1) | PL1613672T3 (enExample) |
| TW (1) | TWI343924B (enExample) |
| WO (1) | WO2004089999A2 (enExample) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2879207B1 (fr) * | 2004-12-10 | 2007-07-06 | Commissariat Energie Atomique | Procede et dispositif de fabrication de billes ou de ballons en mousse polymere |
| JP2011503335A (ja) * | 2007-11-20 | 2011-01-27 | アクゾ ノーベル ナムローゼ フェンノートシャップ | スチレン系（コ）ポリマーの調製方法 |
| US8822610B2 (en) * | 2008-12-22 | 2014-09-02 | ATRP Solutions, Inc. | Control over controlled radical polymerization processes |
| US8815971B2 (en) | 2008-12-22 | 2014-08-26 | ATRP Solutions, Inc. | Control over controlled radical polymerization processes |
| SA110310245B1 (ar) | 2009-04-03 | 2014-11-12 | اكزو نوبل كيميكا | معلق بيروكسيد ثنائي آسيل صلب مائي |
| FR2948375B1 (fr) * | 2009-07-27 | 2011-12-30 | Arkema France | Procede de preparation de polystyrene expansible par injection en continu d'un peroxyde organique liquide |
| KR20120117980A (ko) * | 2009-12-10 | 2012-10-25 | 아크조 노벨 케미칼즈 인터내셔널 비.브이. | 스티렌 중합 방법 |
| CN102603929B (zh) * | 2012-02-29 | 2014-10-29 | 无锡知益微球科技有限公司 | 一种高分子颗粒的制备方法 |
| KR101336251B1 (ko) * | 2012-08-29 | 2013-12-03 | 포항공과대학교 산학협력단 | 스티렌 단량체를 이용한 전기 방사된 폴리스티렌 나노 섬유의 제조 방법 및 폴리스티렌-양자점 하이브리드 나노섬유의 제조 방법 |
| CN102875734B (zh) * | 2012-09-29 | 2014-08-06 | 东莞新长桥塑料有限公司 | 回收级可发性聚苯乙烯以及利用种子聚合法制备回收级可发性聚苯乙烯的方法 |
| CN102863569B (zh) * | 2012-09-29 | 2014-05-14 | 东莞新长桥塑料有限公司 | 低挥发性有机物含量的阻燃型可发性聚苯乙烯树脂及其制备方法 |
| KR102156109B1 (ko) * | 2017-09-29 | 2020-09-15 | 주식회사 엘지화학 | 탄소섬유 제조용 아크릴로니트릴계 중합체의 제조방법 |
| WO2023136699A1 (ko) * | 2022-01-17 | 2023-07-20 | 주식회사 엘지화학 | 중합체의 제조방법 |
| WO2025186291A1 (en) | 2024-03-08 | 2025-09-12 | Nouryon Chemicals International B.V. | Process for recycling polystyrene |
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| GB1416405A (en) | 1973-07-27 | 1975-12-03 | Sekisui Chemical Co Ltd | Process for preparing styrenic polymer particles |
| US4363881A (en) | 1980-11-26 | 1982-12-14 | Cellofoam A.G. | Method of making uniformly-sized expandable polymeric particles |
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| JPS6047037A (ja) * | 1983-08-24 | 1985-03-14 | Hitachi Chem Co Ltd | 発泡性スチレン系樹脂粒子の製造法 |
| EP0234705A3 (en) | 1986-01-23 | 1989-01-25 | Mitsubishi Yuka Badische Co., Ltd. | Process for producing expandable polystyrene beads |
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| DE4029298A1 (de) * | 1990-09-15 | 1992-03-19 | Huels Chemische Werke Ag | Verfahren zur koernungssteuerung bei der herstellung von expandierbaren styrolpolymerisaten durch suspensionspolymerisation |
| GB9020579D0 (en) * | 1990-09-20 | 1990-10-31 | Shell Int Research | Process for manufacture of poly(vinyl substituted aromatic)compounds and epdm rubber containing polymer compositions |
| JP2933707B2 (ja) | 1990-11-21 | 1999-08-16 | 鐘淵化学工業株式会社 | 発泡性スチレン系重合体粒子の製造方法 |
| EP0492712A1 (en) | 1990-12-24 | 1992-07-01 | Akzo Nobel N.V. | Peroxide compositions with ethoxylated water-soluble polymers |
| JP3054014B2 (ja) * | 1993-12-27 | 2000-06-19 | 積水化成品工業株式会社 | 発泡性スチレン系重合体粒子の製造方法 |
| DE19530765A1 (de) * | 1995-08-22 | 1997-02-27 | Basf Ag | Kontinuierliches Verfahren zur Herstellung von expandierbaren Styrolpolymerisaten |
| JPH1017698A (ja) * | 1996-07-04 | 1998-01-20 | Shell Japan Kk | 発泡性スチレン系樹脂粒子 |
| GB9721603D0 (en) | 1997-10-10 | 1997-12-10 | Dyno Ind Asa | Method |
| AU3819399A (en) | 1998-04-17 | 1999-11-08 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of expandable polymer particles |
| HU230607B1 (hu) | 1998-09-21 | 2017-03-28 | Akzo Nobel N.V. | Nagyon gyors iniciátorok folytonos adagolása polimerizációs reakciók során |
| DE19911960A1 (de) | 1999-03-17 | 2000-09-21 | Basf Ag | Verfahren zur Herstellung von Stilben/Styrol-Copolymeren |
| US6984702B2 (en) | 2000-03-22 | 2006-01-10 | Dynal Biotech Asa | Process for the preparation of functionalized polymer particles |
| DE10039388A1 (de) | 2000-08-11 | 2002-02-21 | Basf Ag | Stärkehaltige Polymerdispersionen |
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- 2004-04-02 PL PL04725375T patent/PL1613672T3/pl unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| MXPA05011015A (es) | 2005-12-12 |
| JP2006522844A (ja) | 2006-10-05 |
| CL2004000789A1 (es) | 2005-01-21 |
| CN1788025A (zh) | 2006-06-14 |
| US20060111529A1 (en) | 2006-05-25 |
| CN100439406C (zh) | 2008-12-03 |
| TW200508258A (en) | 2005-03-01 |
| EP1613672A2 (en) | 2006-01-11 |
| WO2004089999A2 (en) | 2004-10-21 |
| BRPI0409446B1 (pt) | 2016-06-07 |
| EP1613672B1 (en) | 2019-06-12 |
| BRPI0409446A (pt) | 2006-04-18 |
| KR20060012583A (ko) | 2006-02-08 |
| AR043865A1 (es) | 2005-08-17 |
| JP4524279B2 (ja) | 2010-08-11 |
| KR101093477B1 (ko) | 2011-12-13 |
| WO2004089999A3 (en) | 2005-01-06 |
| US7132485B2 (en) | 2006-11-07 |
| PL1613672T3 (pl) | 2019-12-31 |
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