CA2484148A1 - Process for chain stopping of pvc polymerization - Google Patents
Process for chain stopping of pvc polymerization Download PDFInfo
- Publication number
- CA2484148A1 CA2484148A1 CA002484148A CA2484148A CA2484148A1 CA 2484148 A1 CA2484148 A1 CA 2484148A1 CA 002484148 A CA002484148 A CA 002484148A CA 2484148 A CA2484148 A CA 2484148A CA 2484148 A1 CA2484148 A1 CA 2484148A1
- Authority
- CA
- Canada
- Prior art keywords
- radical
- carbon atoms
- acid
- hydrogen
- c18alkyl
- 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.)
- Abandoned
Links
- 238000000034 method Methods 0.000 title claims abstract 15
- 238000006116 polymerization reaction Methods 0.000 title claims abstract 9
- YLFIGGHWWPSIEG-UHFFFAOYSA-N aminoxyl Chemical compound [O]N YLFIGGHWWPSIEG-UHFFFAOYSA-N 0.000 claims abstract 12
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract 10
- 239000002530 phenolic antioxidant Substances 0.000 claims abstract 9
- 239000000203 mixture Substances 0.000 claims abstract 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 23
- 229910052739 hydrogen Inorganic materials 0.000 claims 15
- 239000001257 hydrogen Substances 0.000 claims 15
- 125000001931 aliphatic group Chemical group 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 239000002253 acid Substances 0.000 claims 7
- -1 pentamethylen Chemical class 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 6
- 150000001735 carboxylic acids Chemical class 0.000 claims 6
- 238000006243 chemical reaction Methods 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- OLRJXMHANKMLTD-UHFFFAOYSA-N silyl Chemical compound [SiH3] OLRJXMHANKMLTD-UHFFFAOYSA-N 0.000 claims 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 3
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims 3
- 125000006839 xylylene group Chemical group 0.000 claims 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 229910052698 phosphorus Inorganic materials 0.000 claims 2
- 239000011574 phosphorus Substances 0.000 claims 2
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims 2
- 125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 238000010557 suspension polymerization reaction Methods 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 abstract 2
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
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
- C08F2/42—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using short-stopping agents
-
- 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
- C08F14/00—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 a halogen
- C08F14/02—Monomers containing chlorine
- C08F14/04—Monomers containing two carbon atoms
- C08F14/06—Vinyl chloride
-
- 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
- C08F2438/00—Living radical polymerisation
- C08F2438/02—Stable Free Radical Polymerisation [SFRP]; Nitroxide Mediated Polymerisation [NMP] for, e.g. using 2,2,6,6-tetramethylpiperidine-1-oxyl [TEMPO]
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymerisation Methods In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02405355.5 | 2002-05-01 | ||
| EP02405355 | 2002-05-01 | ||
| PCT/EP2003/004260 WO2003093330A1 (en) | 2002-05-01 | 2003-04-24 | Process for chain stopping of pvc polymerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2484148A1 true CA2484148A1 (en) | 2003-11-13 |
Family
ID=29286253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002484148A Abandoned CA2484148A1 (en) | 2002-05-01 | 2003-04-24 | Process for chain stopping of pvc polymerization |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7683144B2 (https=) |
| EP (1) | EP1501878A1 (https=) |
| JP (2) | JP4221722B2 (https=) |
| KR (1) | KR100985091B1 (https=) |
| CN (1) | CN1310972C (https=) |
| AU (1) | AU2003224124A1 (https=) |
| BR (1) | BR0309629A (https=) |
| CA (1) | CA2484148A1 (https=) |
| MX (1) | MXPA04010751A (https=) |
| RU (1) | RU2300536C2 (https=) |
| TW (1) | TWI332958B (https=) |
| WO (1) | WO2003093330A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007066839A1 (en) * | 2005-12-07 | 2007-06-14 | Seoul National University Industry Foundation | Plasticizer composition containing cyclodextrin derivatives, flexible pvc composition with suppression of the migration of plasticizer containing the same, and manufacturing method thereof |
| EP2389396A1 (en) | 2009-01-21 | 2011-11-30 | Taminco | Process for the polymerization of vinyl chloride |
| CN102181000B (zh) * | 2011-04-02 | 2012-08-22 | 西安道尔达化工有限公司 | 一种聚氯乙烯用水乳型高效终止剂及其制备方法 |
| CN102492064B (zh) * | 2011-11-25 | 2014-06-18 | 常州大学 | 一种聚氯乙烯树酯终止剂的制备及使用方法 |
| CN102432715B (zh) * | 2011-11-28 | 2013-08-14 | 河北盛华化工有限公司 | 一种聚氯乙烯聚合专用乳液型终止剂的制备方法 |
| CA2982465C (en) * | 2015-04-20 | 2024-05-14 | Ecolab Usa Inc. | Sterically hindered hydroquinones as antifoulants for unsaturated monomers |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3926910A (en) | 1973-02-12 | 1975-12-16 | Goodyear Tire & Rubber | Reduction of reactor fouling and improvement in the thermal stability of pvc using nitrites |
| US4229598A (en) | 1978-12-14 | 1980-10-21 | Conoco, Inc. | Chemicals for treatment of PVC |
| US4361683A (en) | 1981-05-26 | 1982-11-30 | Conoco Inc. | Termination of vinyl halide polymerization |
| DE3264027D1 (en) * | 1981-07-06 | 1985-07-11 | Ciba Geigy Ag | Stop chain agent for vinylchloride polymerisation |
| US4478986A (en) * | 1981-07-06 | 1984-10-23 | Ciba-Geigy Corporation | Tri-N-substituted-s-triazine-trione chain terminator for polyvinyl chloride polymerization |
| GB2202226A (en) * | 1987-03-19 | 1988-09-21 | Gerald Scott | Bound antioxidant masterbatches |
| KR100193146B1 (ko) * | 1990-07-20 | 1999-06-15 | 월터 클리웨인, 한스-피터 위트린 | 안정화된 단량체 조성물 |
| DE19609312A1 (de) * | 1996-03-09 | 1997-09-11 | Basf Ag | Stabilisierte Monomerenzusammensetzung |
| DE19638868A1 (de) * | 1996-09-23 | 1998-03-26 | Basf Ag | Stabilisierte Monomerenzusammensetzung |
| US5880230A (en) * | 1997-12-31 | 1999-03-09 | Nalco/Exxon Energy Chemicals, L.P. | Shortstop agents for vinyl polymerizations |
| SG82601A1 (en) * | 1998-03-09 | 2001-08-21 | Ciba Sc Holding Ag | 1-alkoxy-polyalkyl-piperidine derivatives and their use as polymerization regulators |
| JP2002533482A (ja) * | 1998-12-21 | 2002-10-08 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 多官能性開始剤／調整剤化合物を使用した制御されたラジカル重合の為の組成物と生成方法 |
| US6447649B1 (en) * | 2000-07-24 | 2002-09-10 | Ge Betz, Inc. | Polymerization inhibitor for vinyl-containing materials |
| TWI236482B (en) * | 2000-11-13 | 2005-07-21 | Ciba Sc Holding Ag | Process for the (co)polymerization of vinyl chloride in the presence of a stable free nitroxyl radical |
| FR2822832B1 (fr) * | 2001-04-02 | 2005-01-14 | Atofina | Polymerisation en suspension acqueuse du chlorure de vinyle seul ou en melange avec un autre monomere vinylique avec utilisation d'un radical stable de type nitroxyde comme agent d'arret de polymerisation |
| JP3640390B2 (ja) * | 2002-09-12 | 2005-04-20 | 住友大阪セメント株式会社 | 光変調器 |
-
2003
- 2003-04-24 CA CA002484148A patent/CA2484148A1/en not_active Abandoned
- 2003-04-24 WO PCT/EP2003/004260 patent/WO2003093330A1/en not_active Ceased
- 2003-04-24 KR KR1020047017507A patent/KR100985091B1/ko not_active Expired - Fee Related
- 2003-04-24 BR BR0309629-7A patent/BR0309629A/pt not_active IP Right Cessation
- 2003-04-24 AU AU2003224124A patent/AU2003224124A1/en not_active Abandoned
- 2003-04-24 RU RU2004135305/04A patent/RU2300536C2/ru not_active IP Right Cessation
- 2003-04-24 JP JP2004501469A patent/JP4221722B2/ja not_active Expired - Fee Related
- 2003-04-24 CN CNB038099179A patent/CN1310972C/zh not_active Expired - Fee Related
- 2003-04-24 MX MXPA04010751A patent/MXPA04010751A/es active IP Right Grant
- 2003-04-24 EP EP03720523A patent/EP1501878A1/en not_active Withdrawn
- 2003-04-24 US US10/513,179 patent/US7683144B2/en not_active Expired - Fee Related
- 2003-04-29 TW TW092109969A patent/TWI332958B/zh not_active IP Right Cessation
-
2008
- 2008-09-11 JP JP2008233436A patent/JP2008291280A/ja not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| TWI332958B (en) | 2010-11-11 |
| KR20040106427A (ko) | 2004-12-17 |
| CN1310972C (zh) | 2007-04-18 |
| WO2003093330A1 (en) | 2003-11-13 |
| RU2004135305A (ru) | 2005-08-10 |
| KR100985091B1 (ko) | 2010-10-04 |
| EP1501878A1 (en) | 2005-02-02 |
| TW200400976A (en) | 2004-01-16 |
| US20050222347A1 (en) | 2005-10-06 |
| RU2300536C2 (ru) | 2007-06-10 |
| MXPA04010751A (es) | 2005-03-07 |
| JP4221722B2 (ja) | 2009-02-12 |
| BR0309629A (pt) | 2005-03-08 |
| CN1649913A (zh) | 2005-08-03 |
| US7683144B2 (en) | 2010-03-23 |
| JP2008291280A (ja) | 2008-12-04 |
| JP2005523978A (ja) | 2005-08-11 |
| AU2003224124A1 (en) | 2003-11-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |