WO2004089999A2 - 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
- WO2004089999A2 WO2004089999A2 PCT/EP2004/003661 EP2004003661W WO2004089999A2 WO 2004089999 A2 WO2004089999 A2 WO 2004089999A2 EP 2004003661 W EP2004003661 W EP 2004003661W WO 2004089999 A2 WO2004089999 A2 WO 2004089999A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- initiator
- styrene
- process according
- initiators
- monomer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 0 CCC(C=C)(c(cc1)ccc1C(OOC(c1ccc(C(*)(CI)CI=I)cc1)=C)=O)Cl Chemical compound CCC(C=C)(c(cc1)ccc1C(OOC(c1ccc(C(*)(CI)CI=I)cc1)=C)=O)Cl 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
Definitions
- the molecular weight and the molecular weight distribution of the polystyrene in a polymerization process of styrene monomer can be controlled, while the overall space-time-yield of the polymerization equipment is increased.
- this process does not require the use of a pre-polymerization process or the addition of seed particles.
- polymer particles especially particles of an undesired particle size resulting from earlier polymerization batches, may be recycled.
- the particles are preferably dissolved in the monomer for more than 50% during the heating of the reaction mixture to the polymerization temperature.
- continuous also includes continuous addition at variable rates and variable time intervals.
- the addition of initiator at variable rates is beneficial for using the cooling capacity of the polymerization reaction in the most optimal way and to prevent a so-called "run away" during the polymerization reaction.
- semi-continuous means an addition method wherein a number of portions of initiator are added to the polymerization mixture. If many portions are added at short intervals, the continuous addition method is being approached.
- the half-life requirement for the initiator is such that said initiator, when present in the reaction mixture at the polymerization temperature, decomposes for 50% or more (on a molar basis) in 60 minutes or less.
- the half-life is less than 50 minutes, more preferably less than 40 minutes, even more preferably less than 30 minutes and most preferably less than 15 minutes in the reaction mixture at the polymerization temperature.
- the half-life preferably is more than 0.5 minutes, more preferably more than 1 minute, even more preferably more than 2.5 minutes, and most preferably more than 5 minutes in the reaction mixture at the polymerization temperature.
- the minimum half-life is 0.5 minutes or more, otherwise the initiator is not effective.
- the polymerization temperature is at most 170°C.
- the reaction temperature is 150°C or lower, more preferably 130°C or lower.
- the half-life of all initiators used can be determined by conventional thermal decomposition studies in monochlorobenzene, as is known in the art (see for instance the brochure "Initiators for high polymers” with code 10737 obtainable from Akzo Nobel).
- Suitable classes of initiators that can be dosed and fulfill the half-life requirement for the initiator (depending on the actual polymerization temperature) are peroxydicarbonates, peroxycarbonates, peroxyesters, peroxyketals, diacyl- peroxides, dialkylperoxides, azo-initiators, ketone peroxides, and mixtures thereof.
- the resulting resin is further characterized in that it preferably has a weight average molecular weight (Mw) of at least 100,000 g/mol, more preferably of at least 125,000 g/mol, and most preferably of at least 150,000 g/mol, and that it has a Mw preferably of at most 500,000 g/mol, more preferably of at most 450,000 g/mol, and most preferably of at most 350,000 g/mol, measured in accordance with conventional gel permeation chromatography techniques using polystyrene standards.
- Mw weight average molecular weight
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)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006505020A 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 |
| KR1020057019422A KR101093477B1 (ko) | 2003-04-14 | 2004-04-02 | 스티렌을 중합시키기 위한 퍼옥사이드 투여 공정을포함하는 현탁 방법 |
| PL04725375T PL1613672T3 (pl) | 2003-04-14 | 2004-04-02 | Dozowanie nadtlenku do procesu suspensyjnego przy czym polimeryzowany jest styren |
| MXPA05011015A MXPA05011015A (es) | 2003-04-14 | 2004-04-02 | Dosificacion de peroxido a un procedimiento en suspension en donde se polimeriza estireno. |
| US10/552,437 US7132485B2 (en) | 2003-04-14 | 2004-04-02 | Dosing of peroxide to a suspension process wherein styrene is polymerized |
| EP04725375.2A EP1613672B1 (en) | 2003-04-14 | 2004-04-02 | Dosing of peroxide to a suspension process wherein styrene is polymerized |
| CNB2004800129074A CN100439406C (zh) | 2003-04-14 | 2004-04-02 | 向苯乙烯聚合的悬浮方法中计量加料过氧化物 |
| BRPI0409446A BRPI0409446B1 (pt) | 2003-04-14 | 2004-04-02 | dosagem de peróxido para um processo de suspensão em que estireno é polimerizado |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03076088 | 2003-04-14 | ||
| EP03076088.8 | 2003-04-14 | ||
| US47196303P | 2003-05-20 | 2003-05-20 | |
| US60/471,963 | 2003-05-20 | ||
| US53022203P | 2003-12-17 | 2003-12-17 | |
| US60/530,222 | 2003-12-17 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2004089999A2 true WO2004089999A2 (en) | 2004-10-21 |
| WO2004089999A3 WO2004089999A3 (en) | 2005-01-06 |
Family
ID=33162639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2004/003661 Ceased WO2004089999A2 (en) | 2003-04-14 | 2004-04-02 | 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) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010112534A1 (en) | 2009-04-03 | 2010-10-07 | Akzo Nobel Chemicals International B.V. | Aqueous solid diacyl peroxide suspension |
| WO2011069983A1 (en) | 2009-12-10 | 2011-06-16 | Akzo Nobel Chemicals International B.V. | Process for the polymerization of styrene |
| WO2025186291A1 (en) | 2024-03-08 | 2025-09-12 | Nouryon Chemicals International B.V. | Process for recycling polystyrene |
Families Citing this family (11)
| 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 |
| 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 |
| 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 |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1086591A (en) | 1964-03-26 | 1967-10-11 | Monsanto Co | Polymerization of vinyl monomers |
| GB1416405A (en) | 1973-07-27 | 1975-12-03 | Sekisui Chemical Co Ltd | Process for preparing styrenic polymer particles |
| US4173688A (en) | 1973-07-23 | 1979-11-06 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Process for preparing styrenic polymer foams |
| US4363881A (en) | 1980-11-26 | 1982-12-14 | Cellofoam A.G. | Method of making uniformly-sized expandable polymeric particles |
| EP0234705A2 (en) | 1986-01-23 | 1987-09-02 | Mitsubishi Yuka Badische Co., Ltd. | Process for producing expandable polystyrene beads |
| EP0488025A2 (en) | 1990-11-21 | 1992-06-03 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Method for manufacturing expandable polystyrene particles |
| US5189069A (en) | 1990-09-15 | 1993-02-23 | Huels Aktiengesellschaft | Process for controlling the particle size in the preparation of expandable styrene polymers by suspension polymerization |
| US5905096A (en) | 1995-08-22 | 1999-05-18 | Basf Aktiengesellschaft | Continuous production process of expandable styrene polymer beads |
| US6153658A (en) | 1998-04-17 | 2000-11-28 | Nova Chemicals (International) S.A. | Process for the preparation of polymer particles |
| US6239224B1 (en) | 1997-10-10 | 2001-05-29 | Polymer Systems As | Method of production of particulate polymers |
| WO2002014393A1 (de) | 2000-08-11 | 2002-02-21 | Basf Aktiengesellschaft | Stärkehaltige polymerdispersionen |
| US20030109657A1 (en) | 2000-03-22 | 2003-06-12 | Geir Fonnum | Process for the preparation of functionalised polymer particles |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA818026B (en) * | 1980-11-26 | 1982-10-27 | Cellofoam Ag | Method of making uniformly-sized expandable polymeric particles |
| 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 |
| JP2684400B2 (ja) * | 1989-01-09 | 1997-12-03 | 出光石油化学株式会社 | スチレン系重合体及びその製造方法 |
| JPH02255708A (ja) | 1989-03-30 | 1990-10-16 | Idemitsu Petrochem Co Ltd | スチレン系重合体の製造方法 |
| 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 |
| 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 |
| JPH1017698A (ja) * | 1996-07-04 | 1998-01-20 | Shell Japan Kk | 発泡性スチレン系樹脂粒子 |
| 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 |
-
2004
- 2004-04-02 KR KR1020057019422A patent/KR101093477B1/ko not_active Expired - Fee Related
- 2004-04-02 PL PL04725375T patent/PL1613672T3/pl unknown
- 2004-04-02 US US10/552,437 patent/US7132485B2/en not_active Expired - Lifetime
- 2004-04-02 MX MXPA05011015A patent/MXPA05011015A/es active IP Right Grant
- 2004-04-02 BR BRPI0409446A patent/BRPI0409446B1/pt not_active IP Right Cessation
- 2004-04-02 CN CNB2004800129074A patent/CN100439406C/zh not_active Expired - Fee Related
- 2004-04-02 EP EP04725375.2A patent/EP1613672B1/en not_active Expired - Lifetime
- 2004-04-02 WO PCT/EP2004/003661 patent/WO2004089999A2/en not_active Ceased
- 2004-04-02 JP JP2006505020A patent/JP4524279B2/ja not_active Expired - Fee Related
- 2004-04-13 CL CL200400789A patent/CL2004000789A1/es unknown
- 2004-04-13 AR ARP040101243A patent/AR043865A1/es unknown
- 2004-04-14 TW TW093110312A patent/TWI343924B/zh not_active IP Right Cessation
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1086591A (en) | 1964-03-26 | 1967-10-11 | Monsanto Co | Polymerization of vinyl monomers |
| US4173688A (en) | 1973-07-23 | 1979-11-06 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Process for preparing styrenic polymer foams |
| 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 |
| EP0234705A2 (en) | 1986-01-23 | 1987-09-02 | Mitsubishi Yuka Badische Co., Ltd. | Process for producing expandable polystyrene beads |
| US5189069A (en) | 1990-09-15 | 1993-02-23 | Huels Aktiengesellschaft | Process for controlling the particle size in the preparation of expandable styrene polymers by suspension polymerization |
| EP0488025A2 (en) | 1990-11-21 | 1992-06-03 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Method for manufacturing expandable polystyrene particles |
| US5905096A (en) | 1995-08-22 | 1999-05-18 | Basf Aktiengesellschaft | Continuous production process of expandable styrene polymer beads |
| US6239224B1 (en) | 1997-10-10 | 2001-05-29 | Polymer Systems As | Method of production of particulate polymers |
| US6153658A (en) | 1998-04-17 | 2000-11-28 | Nova Chemicals (International) S.A. | Process for the preparation of polymer particles |
| US20030109657A1 (en) | 2000-03-22 | 2003-06-12 | Geir Fonnum | Process for the preparation of functionalised polymer particles |
| WO2002014393A1 (de) | 2000-08-11 | 2002-02-21 | Basf Aktiengesellschaft | Stärkehaltige polymerdispersionen |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010112534A1 (en) | 2009-04-03 | 2010-10-07 | Akzo Nobel Chemicals International B.V. | Aqueous solid diacyl peroxide suspension |
| US9085649B2 (en) | 2009-04-03 | 2015-07-21 | Akzo Nobel Chemicals International B.V. | Aqueous solid diacyl peroxide suspension |
| WO2011069983A1 (en) | 2009-12-10 | 2011-06-16 | Akzo Nobel Chemicals International B.V. | Process for the polymerization of styrene |
| WO2025186291A1 (en) | 2024-03-08 | 2025-09-12 | Nouryon Chemicals International B.V. | Process for recycling polystyrene |
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 |
| 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 |
| TWI343924B (en) | 2011-06-21 |
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