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
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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
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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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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/38Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • C08F2/40Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00Purification; Separation; Use of additives
    • C07C7/20Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F12/00Homopolymers 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
    • C08F12/02Monomers containing only one unsaturated aliphatic radical
    • C08F12/04Monomers containing only one unsaturated aliphatic radical containing one ring
    • C08F12/06Hydrocarbons
    • C08F12/08Styrene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/06Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
    • C09K15/08Anti-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 (https=)
EP (1) EP2393765B1 (https=)
JP (1) JP5536106B2 (https=)
KR (1) KR101613760B1 (https=)
CN (1) CN102307830B (https=)
BR (1) BRPI1005420B1 (https=)
CA (1) CA2750187C (https=)
ES (1) ES2398053T3 (https=)
SG (1) SG173564A1 (https=)
TW (1) TWI461406B (https=)
WO (1) WO2010091040A1 (https=)

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
BR112014004284B1 (pt) 2011-08-26 2020-05-05 Dorf Ketal Chemicals (I) Private Limited processo de preparação de uma composição aromática contendo vanilina e etilvanilina
CA2858755C (en) * 2011-12-09 2016-08-23 Dorf Ketal Chemicals (India) Private Limited Additive composition for control and inhibition of polymerization of aromatic vinyl monomers, and method of use thereof
WO2013102930A1 (en) * 2011-12-26 2013-07-11 Dorf Ketal Chemicals (India) Private Limited Improved amine based additive composition for control and inhibition of polymerization of aromatic vinyl monomers, and method of use thereof
ES2686127T3 (es) * 2012-08-24 2018-10-16 Dorf Ketal Chemicals (India) Private Limited Composición de derivados de métido de quinona y aminas para el control y la inhibición de la polimerización de monómeros, y procedimiento de preparación y uso de la misma
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 (https=) * 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
PL3414217T3 (pl) * 2016-02-13 2020-10-19 Dorf Ketal Chemicals (India) Private Limited Kompozycje do kontroli i hamowania polimeryzacji monomerów winyloaromatycznych oraz sposoby ich stosowania
TW202005938A (zh) 2018-07-13 2020-02-01 美商藝康美國公司 具有胺穩定劑之聚合抑制劑及阻滯劑組合物
KR102763208B1 (ko) * 2018-07-13 2025-02-04 에코랍 유에스에이 인코퍼레이티드 비닐계 단량체에 대한 항파울런트로서의 산소화 아민 및 퀴논 메티드의 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
WO2025217595A1 (en) * 2024-04-12 2025-10-16 Bl Technologies, Inc. Boosted styrene polymerization retarder and method of use

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
KR100812038B1 (ko) 2000-10-16 2008-03-10 유니로얄 캐미칼 캄파니, 인크. 중합 억제제로서 퀴논 알키드와 니트록실 화합물의 블렌드물
US6685823B2 (en) * 2000-10-16 2004-02-03 Uniroyal Chemical Company, Inc. C-nitrosoaniline compounds and their blends as polymerization inhibitors
DE60205734T2 (de) * 2001-03-20 2006-03-09 Ciba Speciality Chemicals Holding Inc. Flammhemmende zusammensetzungen
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
EP1604965A4 (en) * 2003-03-17 2010-01-06 Hakuto Kk POLYMERIZATION INHIBITOR FOR AROMATIC VINYL COMPOUNDS AND METHOD FOR INHIBITING THE POLYMERIZATION OF THE COMPOUNDS

Also Published As

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

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