ES2813614T3 - Composición aditiva para el control y la inhibición de la polimerización de monómeros alifáticos y procedimientos para el uso de la misma - Google Patents
Composición aditiva para el control y la inhibición de la polimerización de monómeros alifáticos y procedimientos para el uso de la misma Download PDFInfo
- Publication number
- ES2813614T3 ES2813614T3 ES14717873T ES14717873T ES2813614T3 ES 2813614 T3 ES2813614 T3 ES 2813614T3 ES 14717873 T ES14717873 T ES 14717873T ES 14717873 T ES14717873 T ES 14717873T ES 2813614 T3 ES2813614 T3 ES 2813614T3
- Authority
- ES
- Spain
- Prior art keywords
- composition
- ppm
- aliphatic monomers
- components
- butadiene
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 107
- 239000000178 monomer Substances 0.000 title claims abstract description 61
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 50
- 239000000654 additive Substances 0.000 title claims abstract description 49
- 230000000996 additive effect Effects 0.000 title claims abstract description 45
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 41
- 230000005764 inhibitory process Effects 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims description 32
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 159
- -1 quinone methide ester Chemical class 0.000 claims abstract description 52
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000006471 dimerization reaction Methods 0.000 claims abstract description 35
- 150000001412 amines Chemical class 0.000 claims abstract description 28
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical class O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229920000768 polyamine Polymers 0.000 claims abstract description 17
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 17
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 11
- 229920000570 polyether Polymers 0.000 claims abstract description 11
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 claims description 24
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 18
- 230000002401 inhibitory effect Effects 0.000 claims description 15
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 12
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 150000003973 alkyl amines Chemical group 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract description 10
- LGRLWUINFJPLSH-UHFFFAOYSA-N methanide Chemical compound [CH3-] LGRLWUINFJPLSH-UHFFFAOYSA-N 0.000 abstract description 3
- 150000001875 compounds Chemical class 0.000 description 15
- 238000002474 experimental method Methods 0.000 description 12
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000003359 percent control normalization Methods 0.000 description 4
- UZFMOKQJFYMBGY-UHFFFAOYSA-N 4-hydroxy-TEMPO Chemical group CC1(C)CC(O)CC(C)(C)N1[O] UZFMOKQJFYMBGY-UHFFFAOYSA-N 0.000 description 3
- 229940126062 Compound A Drugs 0.000 description 3
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000005062 Polybutadiene Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000014509 gene expression Effects 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- SDRZFSPCVYEJTP-UHFFFAOYSA-N 1-ethenylcyclohexene Chemical group C=CC1=CCCCC1 SDRZFSPCVYEJTP-UHFFFAOYSA-N 0.000 description 1
- XUXUHDYTLNCYQQ-UHFFFAOYSA-N 4-amino-TEMPO Chemical compound CC1(C)CC(N)CC(C)(C)N1[O] XUXUHDYTLNCYQQ-UHFFFAOYSA-N 0.000 description 1
- HCUWXYBKPSKTAB-UHFFFAOYSA-N 4-benzylidene-2,6-ditert-butylcyclohexa-2,5-dien-1-one Chemical compound C1=C(C(C)(C)C)C(=O)C(C(C)(C)C)=CC1=CC1=CC=CC=C1 HCUWXYBKPSKTAB-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B63/00—Purification; Separation; Stabilisation; Use of additives
- C07B63/04—Use of additives
-
- 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
- C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/20—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen
- C09K15/22—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and oxygen containing an amide or imide moiety
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Water Supply & Treatment (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Analytical Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1165MU2013 IN2013MU01165A (enExample) | 2013-03-26 | 2013-03-26 | |
| PCT/IB2014/059998 WO2014155248A1 (en) | 2013-03-26 | 2014-03-20 | Additive composition for control and inhibition of polymerization of aliphatic monomers, and methods of preparation and use thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2813614T3 true ES2813614T3 (es) | 2021-03-24 |
Family
ID=50489360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES14717873T Active ES2813614T3 (es) | 2013-03-26 | 2014-03-20 | Composición aditiva para el control y la inhibición de la polimerización de monómeros alifáticos y procedimientos para el uso de la misma |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9598333B2 (enExample) |
| EP (1) | EP2978735B1 (enExample) |
| JP (1) | JP6433483B2 (enExample) |
| KR (1) | KR102058646B1 (enExample) |
| CN (2) | CN105102406B (enExample) |
| AR (1) | AR095709A1 (enExample) |
| BR (1) | BR112015024595B1 (enExample) |
| CA (1) | CA2907963C (enExample) |
| ES (1) | ES2813614T3 (enExample) |
| IN (1) | IN2013MU01165A (enExample) |
| MX (1) | MX350061B (enExample) |
| MY (1) | MY169124A (enExample) |
| PH (1) | PH12015502195A1 (enExample) |
| PL (1) | PL2978735T3 (enExample) |
| RU (1) | RU2725611C2 (enExample) |
| SG (1) | SG11201507999SA (enExample) |
| TW (1) | TWI657075B (enExample) |
| WO (1) | WO2014155248A1 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2010238162B2 (en) * | 2009-04-15 | 2014-05-15 | Dorf Ketal Chemicals (I) Pvt. Ltd. | An effective novel non - polymeric and non - fouling additive for inhibiting high - temperature naphthenic acid corrosion and method of using the same |
| IN2013MU01165A (enExample) | 2013-03-26 | 2015-04-24 | Dorf Ketal Chemicals India Private Ltd | |
| CN112513005A (zh) * | 2018-07-13 | 2021-03-16 | 埃科莱布美国股份有限公司 | 氧化胺和甲基化醌的组合物作为乙烯单体的抗污剂 |
| KR102763249B1 (ko) | 2018-07-13 | 2025-02-04 | 에코랍 유에스에이 인코퍼레이티드 | 니트록사이드 억제제, 퀴논 메티드 지연제 및 아민 안정화제를 포함하는 단량체 중합 억제용 조성물 |
| TWI880966B (zh) | 2019-10-11 | 2025-04-21 | 美商藝康美國公司 | 醌甲基化物及銨鹽抗聚合劑組合物及方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5290888A (en) * | 1990-07-20 | 1994-03-01 | Ciba-Geigy Corporation | Process for stabilizing ethylenically unsaturated compounds and stabilized monomer compositions |
| RU2129112C1 (ru) * | 1997-03-25 | 1999-04-20 | Открытое акционерное общество "Ангарский завод полимеров" | Способ ингибирования термополимеризации стирола |
| RU2152377C1 (ru) * | 1998-07-29 | 2000-07-10 | Открытое акционерное общество "Ангарский завод полимеров" | Ингибирующая композиция термополимеризации стирола |
| US6200461B1 (en) * | 1998-11-05 | 2001-03-13 | Betzdearborn Inc. | Method for inhibiting polymerization of ethylenically unsaturated hydrocarbons |
| MXPA02005502A (es) * | 1999-12-03 | 2002-09-02 | Uniroyal Chem Co Inc | Composicion y metodo para inhibir polimerizacion y crecimiento de polimero. |
| US6403850B1 (en) * | 2000-01-18 | 2002-06-11 | Uniroyal Chemical Company, Inc. | Inhibition of polymerization of unsaturated monomers |
| JP4248875B2 (ja) * | 2000-10-16 | 2009-04-02 | ケムチュア コーポレイション | 重合抑制剤としての、キノンアルカイドとニトロキシル化合物の混合物 |
| US6579442B2 (en) * | 2001-05-22 | 2003-06-17 | Ge Betz, Inc. | Methods and compositions for inhibiting polymerization of vinyl monomers |
| US6525147B1 (en) * | 2001-06-20 | 2003-02-25 | Baker Hughes Incorporated | Use of diamines and alkanolamines to inhibit unsaturated monomer polymerization |
| WO2003106390A1 (en) * | 2002-06-13 | 2003-12-24 | A H Marks & Company Limited | Polymerisation inhibitor |
| CN1961035B (zh) * | 2004-05-26 | 2010-11-03 | 西巴特殊化学品控股有限公司 | 阻燃剂 |
| CN101102984A (zh) * | 2004-12-03 | 2008-01-09 | 科聚亚公司 | 作为聚合抑制剂的与含氮氧自由基的化合物或c-亚硝基苯胺结合的芳族磺酸、胺和硝基酚 |
| US7696290B2 (en) * | 2004-12-03 | 2010-04-13 | Crompton Corporation | Aromatic sulfonic acids, amines, and nitrophenols in combination with nitroxyl radical-containing compounds or C-nitrosanilines as polymerization inhibitors |
| US7553896B2 (en) * | 2005-06-17 | 2009-06-30 | Chemtura Corporation | Ortho-nitrosophenols as polymerization inhibitors |
| DE102007052891A1 (de) * | 2007-11-02 | 2009-05-07 | Evonik Degussa Gmbh | Verfahren zur Stabilisierung von olefinisch ungesättigten Monomeren |
| US7651635B1 (en) * | 2009-02-05 | 2010-01-26 | Nalco Company | Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination |
| US9090526B2 (en) * | 2011-06-13 | 2015-07-28 | Nalco Company | Synergistic combination for inhibiting polymerization of vinyl monomers |
| EP2748207B1 (en) * | 2011-08-26 | 2016-04-06 | Dorf Ketal Chemicals (India) Private Limited | Additive composition for control and inhibition of polymerization of styrene, and method of preparation and use thereof |
| PL2785669T3 (pl) * | 2011-11-29 | 2016-08-31 | Dorf Ketal Chemicals India Private Ltd | Kompozycja dodatków na bazie aminy do kontrolowania i hamowania polimeryzacji styrenu i sposób jej stosowania |
| JP5952914B2 (ja) * | 2011-12-02 | 2016-07-13 | ドルフ ケタール ケミカルズ（インド）プライベート リミテッドＤｏｒｆ Ｋｅｔａｌ Ｃｈｅｍｉｃａｌｓ （Ｉｎｄｉａ） Ｐｒｉｖａｔｅ Ｌｉｍｉｔｅｄ | スチレンの重合の制御及び阻害のためのアミン及びニトロキシド系添加組成物、及びその使用方法 |
| US9228126B2 (en) * | 2011-12-09 | 2016-01-05 | Dorf Ketal Chemicals (India) Private Limited | Additive composition for control and inhibition of polymerization of aromatic vinyl monomers, and method of use thereof |
| CN103998404B (zh) * | 2011-12-26 | 2017-12-15 | 多尔夫凯塔尔化学制品（I）私人有限公司 | 用于控制及抑制芳香族乙烯基单体聚合的改良的基于胺的添加剂组合物，及其使用方法 |
| MY182112A (en) * | 2012-08-24 | 2021-01-18 | Dorf Ketal Chemicals India Private Ltd | Composition of quinone methide derivatives and amines for control and inhibition of polymerization of monomers, and method of preparation and use thereof |
| IN2013MU01165A (enExample) | 2013-03-26 | 2015-04-24 | Dorf Ketal Chemicals India Private Ltd |
-
2013
- 2013-03-26 IN IN1165MU2013 patent/IN2013MU01165A/en unknown
-
2014
- 2014-03-20 ES ES14717873T patent/ES2813614T3/es active Active
- 2014-03-20 CN CN201480018900.7A patent/CN105102406B/zh not_active Expired - Fee Related
- 2014-03-20 CA CA2907963A patent/CA2907963C/en active Active
- 2014-03-20 MX MX2015013718A patent/MX350061B/es active IP Right Grant
- 2014-03-20 US US14/779,843 patent/US9598333B2/en active Active
- 2014-03-20 RU RU2015145214A patent/RU2725611C2/ru active
- 2014-03-20 BR BR112015024595-1A patent/BR112015024595B1/pt active IP Right Grant
- 2014-03-20 MY MYPI2015002441A patent/MY169124A/en unknown
- 2014-03-20 SG SG11201507999SA patent/SG11201507999SA/en unknown
- 2014-03-20 PL PL14717873T patent/PL2978735T3/pl unknown
- 2014-03-20 KR KR1020157030584A patent/KR102058646B1/ko active Active
- 2014-03-20 CN CN201711010294.6A patent/CN107814681A/zh active Pending
- 2014-03-20 EP EP14717873.5A patent/EP2978735B1/en active Active
- 2014-03-20 WO PCT/IB2014/059998 patent/WO2014155248A1/en not_active Ceased
- 2014-03-20 JP JP2016504793A patent/JP6433483B2/ja active Active
- 2014-03-21 AR ARP140101322A patent/AR095709A1/es active IP Right Grant
- 2014-03-24 TW TW103110898A patent/TWI657075B/zh active
-
2015
- 2015-09-21 PH PH12015502195A patent/PH12015502195A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20160083315A1 (en) | 2016-03-24 |
| AR095709A1 (es) | 2015-11-04 |
| JP6433483B2 (ja) | 2018-12-05 |
| TW201446735A (zh) | 2014-12-16 |
| MX2015013718A (es) | 2016-07-06 |
| MX350061B (es) | 2017-08-25 |
| BR112015024595A2 (pt) | 2017-08-22 |
| CA2907963C (en) | 2017-08-01 |
| IN2013MU01165A (enExample) | 2015-04-24 |
| PL2978735T3 (pl) | 2020-11-16 |
| CA2907963A1 (en) | 2014-10-02 |
| KR20150134404A (ko) | 2015-12-01 |
| JP2016520674A (ja) | 2016-07-14 |
| CN105102406B (zh) | 2018-07-06 |
| US9598333B2 (en) | 2017-03-21 |
| CN107814681A (zh) | 2018-03-20 |
| PH12015502195B1 (en) | 2016-01-25 |
| WO2014155248A1 (en) | 2014-10-02 |
| BR112015024595B1 (pt) | 2020-12-15 |
| SG11201507999SA (en) | 2015-10-29 |
| CN105102406A (zh) | 2015-11-25 |
| MY169124A (en) | 2019-02-18 |
| EP2978735B1 (en) | 2020-06-24 |
| EP2978735A1 (en) | 2016-02-03 |
| PH12015502195A1 (en) | 2016-01-25 |
| RU2015145214A (ru) | 2017-04-25 |
| TWI657075B (zh) | 2019-04-21 |
| KR102058646B1 (ko) | 2019-12-23 |
| RU2725611C2 (ru) | 2020-07-03 |
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