JP4524279B2 - スチレンが重合される縣濁プロセスへのパーオキシドの配量 - Google Patents
スチレンが重合される縣濁プロセスへのパーオキシドの配量 Download PDFInfo
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- JP4524279B2 JP4524279B2 JP2006505020A JP2006505020A JP4524279B2 JP 4524279 B2 JP4524279 B2 JP 4524279B2 JP 2006505020 A JP2006505020 A JP 2006505020A JP 2006505020 A JP2006505020 A JP 2006505020A JP 4524279 B2 JP4524279 B2 JP 4524279B2
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- initiator
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- styrene
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- monomer
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- 238000000034 method Methods 0.000 title claims description 70
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims description 52
- 150000002978 peroxides Chemical class 0.000 title claims description 12
- 239000000725 suspension Substances 0.000 title description 13
- 238000009826 distribution Methods 0.000 title description 7
- 239000003999 initiator Substances 0.000 claims description 112
- 238000006116 polymerization reaction Methods 0.000 claims description 72
- 239000000178 monomer Substances 0.000 claims description 42
- 229920000642 polymer Polymers 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 15
- 239000006185 dispersion Substances 0.000 claims description 13
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 9
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 230000008961 swelling Effects 0.000 claims description 9
- 239000004793 Polystyrene Substances 0.000 claims description 8
- 229920002223 polystyrene Polymers 0.000 claims description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- -1 ketone peroxide Chemical class 0.000 claims description 4
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 4
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 claims description 3
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 238000007873 sieving Methods 0.000 claims description 3
- 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 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 239000012933 diacyl peroxide Substances 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 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
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- MMCOUVMKNAHQOY-UHFFFAOYSA-L oxido carbonate Chemical compound [O-]OC([O-])=O MMCOUVMKNAHQOY-UHFFFAOYSA-L 0.000 claims 1
- 229920006249 styrenic copolymer Polymers 0.000 claims 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000002245 particle Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920006248 expandable polystyrene Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000003063 flame retardant Substances 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
- 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 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
- 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 2
- HTCRKQHJUYBQTK-UHFFFAOYSA-N 2-ethylhexyl 2-methylbutan-2-yloxy carbonate Chemical compound CCCCC(CC)COC(=O)OOC(C)(C)CC HTCRKQHJUYBQTK-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000002902 bimodal effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000000977 initiatory effect Effects 0.000 description 2
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002516 radical scavenger Substances 0.000 description 2
- 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
- FIYMNUNPPYABMU-UHFFFAOYSA-N 2-benzyl-5-chloro-1h-indole Chemical compound C=1C2=CC(Cl)=CC=C2NC=1CC1=CC=CC=C1 FIYMNUNPPYABMU-UHFFFAOYSA-N 0.000 description 1
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-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
- 102100040409 Ameloblastin Human genes 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
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002519 antifouling agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical group C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000003112 inhibitor Substances 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
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 238000005457 optimization Methods 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
- 239000006174 pH buffer Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000012966 redox initiator Substances 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
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 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
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)
Description
実験1〜4及びA〜Dのための一般的説明
BPO, PxL (Perkadox(商標) L W-75)ジベンゾイルパーオキシド(開始剤)、アクゾノーベル社より
Tx-117 (Trigonox(商標) 117)tert-ブチルパーオキシ-2-エチルへキシルカーボネート(追加の開始剤)、アクゾノーベル社より
Tx-131 (Trigonox(商標) 131)tert-アミルパーオキシ-2-エチルヘキシルカーボネート(追加の開始剤)、アクゾノーベル社より
Px-BC (Perkadox(商標) BC-FF)ジクミルパーオキシド、アクゾノーベル社より
Px L W40 (Perkadox(商標) L W40-TCP)ジベンゾイルパーオキシド縣濁物、アクゾノーベル社より
Claims (11)
- 重合温度にある反応混合物に、パーオキシジカーボネート、パーオキシカーボネート、パーオキシエステル、パーオキシケタール、ジアシルパーオキシド、ジアルキルパーオキシド、アゾ開始剤およびケトンパーオキシドより成る群から選ばれ官能化されていてもよい開始剤又は開始剤混合物を、モノマーの少なくとも40%が重合される時間以上、連続的にあるいは半連続的に配量する工程を含む、スチレンモノマーまたはスチレンを含有するモノマー混合物を重合する、本質的に塩化ビニルを含まない縣濁重合方法であって、配量される少なくとも一の開始剤が該重合温度において60分間以下の半減期を有する方法。
- 酢酸ビニル、エチレン、プロピレン、アクリロニトリル、ブタジエン、(メタ)アクリレート、及びエチレン性不飽和ポリマーたとえばポリブタジエン、及びスチレンブタジエンゴムよりなる群からえばられるコモノマーをも該組成物が含有する、請求項1に記載の方法。
- 該開始剤が置換又は非置換の、ジベンゾイルパーオキシド、1,1−ジ(tert−ブチルパーオキシ)−3,3,5−トリメチルシクロヘキサン、2,2−ジ(tert−ブチルパーオキシ)ブタン、1,1−ジ(tert−ブチルパーオキシ)シクロヘキサン、アゾ開始剤、及びこれらの混合物から選ばれる、請求項1〜2のいずれか1項記載の方法。
- 反応温度が170℃以下である、請求項1〜3のいずれか1項記載の方法。
- 開始剤の少なくとも一部が少なくとも0.5時間の時間をかけて連続的にまたは半連続的に配量される、請求項1〜4のいずれか1項記載の方法。
- 重合されるべきモノマーの重量に対して少なくとも0.01重量%かつ多くとも5重量%の開始剤合計重量が使用される、請求項1〜5のいずれか1項記載の方法。
- モノマーの重合度が80%未満の時に反応混合物に膨張剤が加えられるまたは配量される、請求項1〜6のいずれか1項記載の方法。
- 開始剤又は開始剤混合物が分散物の形で配量される、請求項1〜7のいずれか1項記載の方法。
- 残留モノマーレベルを低減するために追加の開始剤が使用される、請求項1〜8のいずれか1項記載の方法。
- 膨張できるポリスチレンを製造する、請求項9記載の方法。
- さらに60℃における1時間の乾燥及び篩分けをし、その直後の残留開始剤が50ppm未満である、請求項1〜10のいずれか1項記載の方法により得られるスチレン系(コ)ポリマーを、発泡物品の製造のために加熱することを含む成形方法。
Applications Claiming Priority (4)
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 | |
PCT/EP2004/003661 WO2004089999A2 (en) | 2003-04-14 | 2004-04-02 | Dosing of peroxide to a suspension process wherein styrene is polymerized |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2006522844A JP2006522844A (ja) | 2006-10-05 |
JP2006522844A5 JP2006522844A5 (ja) | 2007-06-07 |
JP4524279B2 true JP4524279B2 (ja) | 2010-08-11 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2006505020A Expired - Fee Related JP4524279B2 (ja) | 2003-04-14 | 2004-04-02 | スチレンが重合される縣濁プロセスへのパーオキシドの配量 |
Country Status (12)
Country | Link |
---|---|
US (1) | US7132485B2 (ja) |
EP (1) | EP1613672B1 (ja) |
JP (1) | JP4524279B2 (ja) |
KR (1) | KR101093477B1 (ja) |
CN (1) | CN100439406C (ja) |
AR (1) | AR043865A1 (ja) |
BR (1) | BRPI0409446B1 (ja) |
CL (1) | CL2004000789A1 (ja) |
MX (1) | MXPA05011015A (ja) |
PL (1) | PL1613672T3 (ja) |
TW (1) | TWI343924B (ja) |
WO (1) | WO2004089999A2 (ja) |
Families Citing this family (13)
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 |
CN101868480A (zh) * | 2007-11-20 | 2010-10-20 | 阿克佐诺贝尔股份有限公司 | 制备基于苯乙烯的(共)聚合物的方法 |
US8815971B2 (en) | 2008-12-22 | 2014-08-26 | ATRP Solutions, Inc. | Control over controlled radical polymerization processes |
US8822610B2 (en) * | 2008-12-22 | 2014-09-02 | 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 |
MX339691B (es) | 2009-12-10 | 2016-06-06 | Akzo Nobel Chemicals Int B V * | Proceso para la polimerizacion de estireno. |
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 |
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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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TW200508258A (en) | 2005-03-01 |
BRPI0409446B1 (pt) | 2016-06-07 |
EP1613672A2 (en) | 2006-01-11 |
BRPI0409446A (pt) | 2006-04-18 |
US20060111529A1 (en) | 2006-05-25 |
TWI343924B (en) | 2011-06-21 |
AR043865A1 (es) | 2005-08-17 |
CN100439406C (zh) | 2008-12-03 |
EP1613672B1 (en) | 2019-06-12 |
JP2006522844A (ja) | 2006-10-05 |
KR101093477B1 (ko) | 2011-12-13 |
CL2004000789A1 (es) | 2005-01-21 |
KR20060012583A (ko) | 2006-02-08 |
PL1613672T3 (pl) | 2019-12-31 |
WO2004089999A2 (en) | 2004-10-21 |
MXPA05011015A (es) | 2005-12-12 |
CN1788025A (zh) | 2006-06-14 |
US7132485B2 (en) | 2006-11-07 |
WO2004089999A3 (en) | 2005-01-06 |
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