CA2750187C - Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxomine combination - Google Patents

Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxomine combination Download PDF

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Publication number
CA2750187C
CA2750187C CA2750187A CA2750187A CA2750187C CA 2750187 C CA2750187 C CA 2750187C CA 2750187 A CA2750187 A CA 2750187A CA 2750187 A CA2750187 A CA 2750187A CA 2750187 C CA2750187 C CA 2750187C
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Canada
Prior art keywords
inhibitor
retarder
monomers
combination
quinone methide
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
Application number
CA2750187A
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English (en)
French (fr)
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CA2750187A1 (en
Inventor
Vincent E. Lewis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ChampionX LLC
Original Assignee
Nalco Co LLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=41559765&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2750187(C) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Nalco Co LLC filed Critical Nalco Co LLC
Publication of CA2750187A1 publication Critical patent/CA2750187A1/en
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Publication of CA2750187C publication Critical patent/CA2750187C/en
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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
    • C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
    • 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
    • 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
    • C08F12/00—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 an aromatic carbocyclic ring
    • C08F12/02—Monomers containing only one unsaturated aliphatic radical
    • C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F12/06—Hydrocarbons
    • C08F12/08—Styrene
    • 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
    • C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
    • C09K15/08—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen containing a phenol or quinone moiety

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Materials Engineering (AREA)
  • Polymerisation Methods In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
CA2750187A 2009-02-05 2010-02-03 Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxomine combination Active CA2750187C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US12/366,154 US7651635B1 (en) 2009-02-05 2009-02-05 Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination
US12/366,154 2009-02-05
PCT/US2010/022977 WO2010091040A1 (en) 2009-02-05 2010-02-03 Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxomine combination

Publications (2)

Publication Number Publication Date
CA2750187A1 CA2750187A1 (en) 2010-08-12
CA2750187C true CA2750187C (en) 2016-05-10

Family

ID=41559765

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2750187A Active CA2750187C (en) 2009-02-05 2010-02-03 Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxomine combination

Country Status (11)

Country Link
US (1) US7651635B1 (enExample)
EP (1) EP2393765B1 (enExample)
JP (1) JP5536106B2 (enExample)
KR (1) KR101613760B1 (enExample)
CN (1) CN102307830B (enExample)
BR (1) BRPI1005420B1 (enExample)
CA (1) CA2750187C (enExample)
ES (1) ES2398053T3 (enExample)
SG (1) SG173564A1 (enExample)
TW (1) TWI461406B (enExample)
WO (1) WO2010091040A1 (enExample)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8691994B2 (en) 2011-02-03 2014-04-08 Nalco Company Multi-component polymerization inhibitors for ethylenically unsaturated monomers
US9090526B2 (en) * 2011-06-13 2015-07-28 Nalco Company Synergistic combination for inhibiting polymerization of vinyl monomers
US8884038B2 (en) * 2011-06-13 2014-11-11 Nalco Company Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders
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
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
US9944577B2 (en) 2012-10-25 2018-04-17 Baker Hughes, A Ge Company, Llc Hydroquinone compounds for inhibiting monomer polymerization
US9611336B2 (en) * 2012-10-25 2017-04-04 Baker Hughes Incorporated Quinone compounds for inhibiting monomer polymerization
IN2013MU01165A (enExample) * 2013-03-26 2015-04-24 Dorf Ketal Chemicals India Private Ltd
US9399622B2 (en) 2013-12-03 2016-07-26 Ecolab Usa Inc. Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes
CA3014153C (en) * 2016-02-13 2020-12-15 Dorf Ketal Chemicals (India) Private Limited Compositions for control and inhibition of polymerization of vinyl aromatic monomers, and methods of use thereof.
KR102763249B1 (ko) 2018-07-13 2025-02-04 에코랍 유에스에이 인코퍼레이티드 니트록사이드 억제제, 퀴논 메티드 지연제 및 아민 안정화제를 포함하는 단량체 중합 억제용 조성물
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
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
TW202545813A (zh) * 2024-04-12 2025-12-01 美商Ｂｌ科技公司 增強型苯乙烯聚合阻滯劑及使用方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3390198A (en) * 1965-12-16 1968-06-25 Koppers Co Inc Tertiary-butyl-5-methyl catechol as polymerization inhibitor for hot styrene
US4003800A (en) 1976-01-02 1977-01-18 Gulf Research & Development Company Styrene purification process
US4409408A (en) * 1982-09-24 1983-10-11 Atlantic Richfield Company Inhibiting polymerization of vinyl aromatic monomers
IT1245845B (it) * 1990-09-17 1994-10-25 Montedipe Srl Processo per la depurazione di un monomero vinilaromatico.
US5446220A (en) 1994-08-24 1995-08-29 Betz Laboratories, Inc. Methods for inhibiting vinyl aromatic monomer polymerization
US5583247A (en) * 1995-04-14 1996-12-10 Ciba-Geigy Corporation 7-substituted quinone methides as inhibitors for unsaturated monomers
US6024894A (en) 1998-03-25 2000-02-15 Betzdearborn Inc. Compositions and methods for inhibiting vinyl aromatic monomer polymerization
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
US6685823B2 (en) * 2000-10-16 2004-02-03 Uniroyal Chemical Company, Inc. C-nitrosoaniline compounds and their blends as polymerization inhibitors
EP1379584B1 (en) * 2001-03-20 2005-08-24 Ciba Specialty Chemicals Holding Inc. Flame retardant compositions
US6960279B2 (en) * 2002-05-06 2005-11-01 Fina Technology, Inc. Method for stabilizing vinyl aromatic monomers using selected polymerization inhibitors and polymers prepared therewith
KR20050107811A (ko) * 2003-03-17 2005-11-15 하쿠토 가부시키가이샤 방향족 비닐 화합물의 중합 억제제 및 중합 억제 방법

Also Published As

Publication number Publication date
JP2012516933A (ja) 2012-07-26
BRPI1005420B1 (pt) 2021-05-11
TWI461406B (zh) 2014-11-21
KR20110122111A (ko) 2011-11-09
WO2010091040A1 (en) 2010-08-12
BRPI1005420A2 (pt) 2020-08-18
CA2750187A1 (en) 2010-08-12
TW201035046A (en) 2010-10-01
JP5536106B2 (ja) 2014-07-02
SG173564A1 (en) 2011-09-29
EP2393765A1 (en) 2011-12-14
EP2393765B1 (en) 2012-12-26
ES2398053T3 (es) 2013-03-13
US7651635B1 (en) 2010-01-26
CN102307830B (zh) 2014-10-22
CN102307830A (zh) 2012-01-04
KR101613760B1 (ko) 2016-04-19

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