KR102245153B1 - 에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물 - Google Patents

에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물 Download PDF

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KR102245153B1
KR102245153B1 KR1020167017647A KR20167017647A KR102245153B1 KR 102245153 B1 KR102245153 B1 KR 102245153B1 KR 1020167017647 A KR1020167017647 A KR 1020167017647A KR 20167017647 A KR20167017647 A KR 20167017647A KR 102245153 B1 KR102245153 B1 KR 102245153B1
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phenylenediamine
polymerization
nitroxide
polymerization inhibitor
hydroxylamine
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KR20160093679A (ko
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데이비드 유동 통
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에코랍 유에스에이 인코퍼레이티드
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    • 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
    • C08F2/22—Emulsion polymerisation
    • C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
    • C08F2/30—Emulsion polymerisation with the aid of emulsifying agents non-ionic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/22—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • C07C253/32—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/86—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/50—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/62—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
    • 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
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/94—Oxygen atom, e.g. piperidine N-oxide
    • 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
    • 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
    • C08F6/00—Post-polymerisation treatments
    • C08F6/02—Neutralisation of the polymerisation mass, e.g. killing the catalyst also removal of catalyst residues
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/32—Compounds containing nitrogen bound to oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Analytical Chemistry (AREA)
  • Water Supply & Treatment (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)
  • Compositions Of Macromolecular Compounds (AREA)
  • Materials Engineering (AREA)
KR1020167017647A 2013-12-03 2014-12-02 에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물 Active KR102245153B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020217003744A KR102332504B1 (ko) 2013-12-03 2014-12-02 에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US14/095,606 2013-12-03
US14/095,606 US9399622B2 (en) 2013-12-03 2013-12-03 Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes
PCT/US2014/068154 WO2015084843A1 (en) 2013-12-03 2014-12-02 Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes

Related Child Applications (1)

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KR1020217003744A Division KR102332504B1 (ko) 2013-12-03 2014-12-02 에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물

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KR20160093679A KR20160093679A (ko) 2016-08-08
KR102245153B1 true KR102245153B1 (ko) 2021-04-26

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KR1020217003744A Active KR102332504B1 (ko) 2013-12-03 2014-12-02 에틸렌성 불포화 모노머 공정용 중합 억제제로서의 니트록사이드 하이드록실아민 및 페닐렌디아민 조합물

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US (4) US9399622B2 (enExample)
EP (1) EP3077420B1 (enExample)
JP (1) JP6594877B2 (enExample)
KR (2) KR102245153B1 (enExample)
CN (2) CN105793292B (enExample)
BR (1) BR112016012507B1 (enExample)
CA (1) CA2932254C (enExample)
MX (1) MX2016007292A (enExample)
MY (1) MY176038A (enExample)
RU (1) RU2725895C2 (enExample)
SA (1) SA516371230B1 (enExample)
SG (2) SG10201708136XA (enExample)
WO (1) WO2015084843A1 (enExample)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016061120A1 (en) 2014-10-14 2016-04-21 Ecolab Usa Inc. Reducing polymer fouling and agglomeration in acrylate/methacrylate processes
JP6730303B2 (ja) 2015-03-18 2020-07-29 エコラブ ユーエスエイ インク ビニルモノマーの重合を阻害するための安定した親油性ヒドロキシルアミン化合物の使用
US9957209B2 (en) 2015-03-31 2018-05-01 Ecolab Usa Inc. Use of quinone methides as antipolymerants for vinylic monomers
EP4628479A2 (en) 2015-04-20 2025-10-08 Ecolab USA Inc. Sterically hindered hydroquinones as antifoulants for unsaturated monomers
BR112019017634A2 (pt) 2017-02-27 2020-03-31 Ecolab Usa Inc. Composição anti-incrustante, uso da composição, e, método para prevenir ou reduzir incrustação de equipamento de processo.
CN112566945B (zh) * 2018-08-24 2024-03-26 Bl 科技公司 用于抑制聚合的协同性组合
CN111100001B (zh) * 2018-10-25 2024-01-23 中国石油化工股份有限公司 一种乙酸乙烯酯精馏用复配型阻聚剂及其使用方法
CN109503306B (zh) * 2019-01-07 2021-06-11 安徽卓远化工科技有限公司 一种苯乙烯精馏阻聚剂及其生产方法
BR112021019660A2 (pt) 2019-04-02 2021-12-07 Ecolab Usa Inc Métodos para produzir dióxido de cloro e para tratar água de processo
CN111233612B (zh) * 2020-03-13 2021-03-12 淄博鲁华同方化工有限公司 用于dmf法萃取分离碳五的高效阻聚剂及其应用方法
KR20220080909A (ko) 2020-12-08 2022-06-15 에스케이이노베이션 주식회사 플러깅 억제용 윤활 조성물 및 이를 이용한 플러깅 억제방법
TW202406889A (zh) * 2022-04-01 2024-02-16 美商藝康美國公司 蒸氣空間聚合之抑制劑
TW202348786A (zh) 2022-04-01 2023-12-16 美商藝康美國公司 用於蒸氣空間應用之防汙劑組成物
TW202404930A (zh) * 2022-04-01 2024-02-01 美商藝康美國公司 在共軛二烯單體之萃取蒸餾期間減少非所要之乳化聚合
TW202348787A (zh) 2022-04-01 2023-12-16 美商藝康美國公司 用於乙烯系單體流之高苛刻度加工的防汙劑組成物
WO2025231070A1 (en) 2024-05-01 2025-11-06 Ecolab Usa Inc. Composition with fatty acid derivatives and use in industrial processes
CN119462323B (zh) * 2024-10-21 2025-11-18 广州光义化工科技发展有限公司 一种苯乙烯精馏用高效阻聚剂及其制备方法
CN119080977B (zh) * 2024-11-04 2025-02-11 吉林明道化工新材料有限公司 一种阻聚剂组合物及其应用

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003520259A (ja) * 2000-01-18 2003-07-02 ユニロイヤル ケミカル カンパニー インコーポレイテッド 不飽和単量体の重合抑制

Family Cites Families (87)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3959358A (en) 1975-01-08 1976-05-25 Nalco Chemical Company Polymerization inhibition of acrylate esters
US4360776A (en) 1980-09-11 1982-11-23 Bauman Albert J ESR Based portable microanalytic apparatus and method
US4415671A (en) 1980-10-30 1983-11-15 Chevron Research Company Method for modifying electron spin resonance signals from hydrocarbon crude
US4531093A (en) 1983-05-05 1985-07-23 Southwest Research Institute Method and apparatus for coal analysis and flow measurement
US4536711A (en) 1983-05-05 1985-08-20 Southwest Research Institute Method and apparatus for measuring flow in a pipe or conduit
US4593248A (en) 1984-03-27 1986-06-03 The Medical College Of Wisconsin, Inc. Oxymeter
US4797504A (en) 1986-10-07 1989-01-10 Betz Laboratories, Inc. Method and composition for inhibiting acrylate ester polymerization
US4720566A (en) 1986-10-23 1988-01-19 Betz Laboratories, Inc. Method and composition for inhibiting acrylonitrile polymerization
US4783314A (en) 1987-02-26 1988-11-08 Nalco Chemical Company Fluorescent tracers - chemical treatment monitors
US5120661A (en) 1987-12-11 1992-06-09 Diversey Corporation Method for detection and quantitative analysis for water treatment chemicals
US4915873A (en) 1988-01-22 1990-04-10 Uniroyal Chemical Company, Inc. Polymerization inhibitor composition for vinyl aromatic compounds
US4992380A (en) 1988-10-14 1991-02-12 Nalco Chemical Company Continuous on-stream monitoring of cooling tower water
US5041386A (en) 1988-12-19 1991-08-20 Nalco Chemical Company Concentration cycles, percent life holding time and continuous treatment concentration monitoring in boiler systems by inert tracers
US4966711A (en) 1989-02-27 1990-10-30 Nalco Chemical Company Transition metals as treatment chemical tracers
US5200106A (en) 1989-02-27 1993-04-06 Nalco Chemical Company Compositions comprising transition metals for treating and monitoring liquid systems
GB2238383B (en) 1989-11-15 1993-12-01 Ciba Geigy Ag UV sensitive marker compounds for use in aqueous systems
US5132096A (en) 1990-03-23 1992-07-21 Nalco Chemical Company Monitoring performance of a water treating agent by measuring and resolving optical voltage analogs
US5006311A (en) 1990-03-23 1991-04-09 Nalco Chemical Company Monitoring performance of a treating agent added to a body of water
KR100193146B1 (ko) * 1990-07-20 1999-06-15 월터 클리웨인, 한스-피터 위트린 안정화된 단량체 조성물
US5258138A (en) 1990-07-20 1993-11-02 Ciba-Geigy Corporation Process for stabilizing ethylenically unsaturated compounds and stabilized monomer compositions
US5290888A (en) 1990-07-20 1994-03-01 Ciba-Geigy Corporation Process for stabilizing ethylenically unsaturated compounds and stabilized monomer compositions
US5171450A (en) 1991-03-20 1992-12-15 Nalco Chemical Company Monitoring and dosage control of tagged polymers in cooling water systems
US5233303A (en) 1991-05-23 1993-08-03 Barney Bales Portable dedicated electron spin resonance spectrometer
US5242602A (en) 1992-03-04 1993-09-07 W. R. Grace & Co.-Conn. Spectrophotometric monitoring of multiple water treatment performance indicators using chemometrics
US5282379A (en) 1992-04-03 1994-02-01 Nalco Chemical Company Volatile tracers for diagnostic use in steam generating systems
US5278074A (en) 1992-04-22 1994-01-11 Nalco Chemical Company Method of monitoring and controlling corrosion inhibitor dosage in aqueous systems
JPH0659008A (ja) 1992-08-06 1994-03-04 Sumitomo Electric Ind Ltd 物性測定装置およびその測定方法
ATE148086T1 (de) * 1992-10-21 1997-02-15 Betz Europ Inc Zusammensetzungen und verfahren zur polymerisationsinhibierung von vinylischen aromatischen monomeren
US5236845A (en) 1992-10-22 1993-08-17 Nalco Chemical Company On-line iron (II) concentration monitoring to continuously determine corrosion in boiler systems
US5277135A (en) 1992-11-23 1994-01-11 Nalco Chemical Company Controlling concentration of chemical treatment for flue gas reduction of the oxides of nitrogen
US5266493A (en) 1993-01-22 1993-11-30 Nalco Chemical Company Monitoring boric acid in fluid systems
US5706805A (en) 1993-08-12 1998-01-13 Trustees Of Dartmouth College Apparatus and methodology for determining oxygen tension in biological systems
US5494030A (en) 1993-08-12 1996-02-27 Trustees Of Dartmouth College Apparatus and methodology for determining oxygen in biological systems
WO1995008762A1 (en) 1993-09-20 1995-03-30 Daikin Industries, Ltd. Method of measuring concentration of polymerisation inhibitor contained in fluorine-containing olefinic monomer and method of polymerising fluorine-containing olefinic monomer, containing the measurement method
US5389548A (en) 1994-03-29 1995-02-14 Nalco Chemical Company Monitoring and in-system concentration control of polyelectrolytes using fluorochromatic dyes
US5728872A (en) * 1994-06-27 1998-03-17 Lutz Riemenschneider Stabilized acrylic acid compositions
US6608226B1 (en) 1995-06-07 2003-08-19 Baker Hughes Incorporated Use of phenylenediamines and hindered phenols to inhibit polymer formation during the manufacture of acrylonitrile
US6409887B1 (en) * 1996-07-15 2002-06-25 Aah Marks And Company Limited Polymerization inhibitor
US6046587A (en) 1997-06-24 2000-04-04 Southwest Research Institute Measurement of flow fractions, flow velocities, and flow rates of a multiphase fluid using NMR sensing
DE59812096D1 (de) 1997-08-07 2004-11-11 Basf Ag Verfahren zur stabilisierung von (meth)acrylsäureestern gegen unerwünschte radikalische polymerisation
US5955643A (en) 1997-10-17 1999-09-21 Nalco/Exxon Energy Chemicals, L.P. Composition and method for inhibiting polymerization during the anaerobic of styrene
US6506930B1 (en) * 1997-11-17 2003-01-14 Rohm And Haas Company Process for preparing alkyl (meth)acrylates
CA2252748A1 (en) * 1997-11-17 1999-05-17 Rohm And Haas Company Process for preparing alkyl (meth) acrylates
EP2030963B1 (en) 1998-07-14 2011-06-08 Basf Se Derivatives of 1-oxyl-4-hydroxy-2,2,6,6-tetramethylpiperidine as polymerization inhibitors for (meth) acrylate monomers
US6337426B1 (en) * 1998-11-23 2002-01-08 Nalco/Exxon Energy Chemicals, L.P. Antifoulant compositions and processes
US6068012A (en) 1998-12-29 2000-05-30 Ashland, Inc. Performance-based control system
US6153110A (en) 1999-05-17 2000-11-28 Chemtreat, Inc. Method for controlling treatment chemicals in aqueous systems
DE19926758A1 (de) 1999-06-11 2000-12-14 Basf Ag Verfahren zur Verhinderung unerwünschter Polymerisation in einem ethylenisch ungesättigte Verbindungen enthaltenden Stoffgemisch
DE59912591D1 (de) 1999-11-13 2005-10-27 Bruker Biospin Gmbh Verfahren und vorrichtung zum untersuchen der haltbarkeit von flüssigen nahrungsmitteln mittels elektronenspinresonanz
AR029410A1 (es) 1999-12-02 2003-06-25 Crompton Corp Metodo para inhibir la polimerizacion prematura de monomeros etilenicamente insaturados y composiciones de los mismos
DE60036018T2 (de) 1999-12-03 2008-04-30 Chemtura Corporation, Middlebury Zusammensetzungen und verfahren zur inhibierung der polymerisierung und polymerwachstums
US6262323B1 (en) 1999-12-14 2001-07-17 Baker Hughes Incorporated Polymerization inhibition of isoprene
JP3863694B2 (ja) 1999-12-24 2006-12-27 株式会社日本触媒 ビニル化合物中のｎ−オキシル化合物の安定化方法
DE10006900A1 (de) 2000-02-16 2001-08-23 Basell Polyolefine Gmbh Verfahren zur radikalischen Ethylen-Hochdruckpolymerisation unter Vermeidung unerwünschter Polymerablagerungen
US6525146B1 (en) 2000-04-03 2003-02-25 Baker Hughes Incorporated Inhibition of popcorn polymer growth
US6587753B2 (en) 2000-05-01 2003-07-01 Ondeo Nalco Company Use of control matrix for boiler control
JP2002053871A (ja) 2000-08-07 2002-02-19 Nippon Zeon Co Ltd 共役ジエン類の分離精製方法および分離精製装置
JP3614352B2 (ja) 2000-09-04 2005-01-26 伯東株式会社 安定フリーラジカル化合物の濃度測定方法
US6685823B2 (en) * 2000-10-16 2004-02-03 Uniroyal Chemical Company, Inc. C-nitrosoaniline compounds and their blends as polymerization inhibitors
JP2002234858A (ja) 2001-02-08 2002-08-23 Mitsubishi Rayon Co Ltd α，β−不飽和カルボン酸及びそのエステルの重合防止方法
CN1217911C (zh) * 2001-06-06 2005-09-07 株式会社日本触媒 防止易聚合物质发生聚合反应的方法和生产(甲基)丙烯酸或其酯的方法
JP4451581B2 (ja) 2001-09-28 2010-04-14 株式会社日本触媒 重合防止剤の作成供給装置および作成供給方法
US20050004413A1 (en) 2001-10-19 2005-01-06 Masanobu Kanauchi Process and apparatus for separation and purification of conjugated diene
US6790664B2 (en) 2001-12-28 2004-09-14 Nalco Company Fluorometric monitoring and control of soluble hardness of water used in industrial water systems
DE10207725B4 (de) 2002-02-20 2006-02-16 Bruker Biospin Gmbh Resonatoranordnung für Elektronenspinresonanz (ESR)-Messungen und Verfahren zum Messen von Elektronenspinresonanz (ESR)-Signalen
WO2003106390A1 (en) 2002-06-13 2003-12-24 A H Marks & Company Limited Polymerisation inhibitor
US7084628B2 (en) 2002-12-09 2006-08-01 Resonance Research Inc. Methods and apparatus for post-exposure determination of ionizing radiation dose
US7220382B2 (en) 2003-07-31 2007-05-22 Nalco Company Use of disulfonated anthracenes as inert fluorescent tracers
ITMI20032551A1 (it) 2003-12-22 2005-06-23 Polimeri Europa Spa Procedimento migliorato per la produzione e purificazione di monomeri vinilaromatici
US7442748B2 (en) 2004-03-01 2008-10-28 Bridgestone Corporation Continuous polymerization reactor
WO2006015379A2 (en) 2004-08-02 2006-02-09 Cornell Research Foundation, Inc. Electron spin resonance microscope for imaging with micron resolution
RU2378242C2 (ru) * 2004-09-28 2010-01-10 Кемтура Корпорейшн Сульфированные нитрофенолы в качестве ингибиторов полимеризации
JP2006199736A (ja) * 2005-01-18 2006-08-03 Hakuto Co Ltd オレフィン類の重合抑制方法
GB0521319D0 (en) 2005-10-20 2005-11-30 A H Marks And Company Ltd Method
US8648596B2 (en) 2006-10-31 2014-02-11 Active Spectrum, Inc. Method of and apparatus for analysis of the composition of a sample by electron spin resonance (ESR) spectrometry employing carrier suppression
US7868616B2 (en) 2006-10-31 2011-01-11 Active Spectrum, Inc. Method of and apparatus for in-situ measurement of changes in fluid composition by electron spin resonance (ESR) spectrometry
US7589529B1 (en) 2005-11-14 2009-09-15 Active Spectrum, Inc. Method of and apparatus for in-situ measurement of degradation of automotive fluids and the like by micro-electron spin resonance (ESR) spectrometry
DE102006010347A1 (de) * 2006-03-03 2007-09-06 Degussa Gmbh Polymerisationsinhibitor zur Stabilisierung von olefinisch ungesättigten Monomeren
US8212563B2 (en) 2006-10-31 2012-07-03 Active Spectrum, Inc. Method and apparatus for in-situ measurement of soot by electron spin resonance (ESR) spectrometry
EP1944604A1 (en) 2007-01-09 2008-07-16 Total Petrochemicals Research Feluy Process to monitor formation of a polymer having internal strain by acoustic emission analysis
CN101440286B (zh) * 2008-11-03 2011-03-30 淮海工学院 一种复配阻聚剂及其用途
US7651635B1 (en) 2009-02-05 2010-01-26 Nalco Company Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination
JP5945739B2 (ja) 2010-10-04 2016-07-05 旭化成株式会社 重合防止剤の添加方法、精製方法及び精製装置
US8822717B2 (en) 2010-11-24 2014-09-02 LyondellBassell Acetyls, LLC Vinyl acetate production process
US8691994B2 (en) * 2011-02-03 2014-04-08 Nalco Company Multi-component polymerization inhibitors for ethylenically unsaturated monomers
CN103030590A (zh) 2011-10-10 2013-04-10 南通市振兴精细化工有限公司 一种高品位阻聚剂及其制造工艺
CN103012250A (zh) * 2013-01-07 2013-04-03 南通惠康国际企业有限公司 一种受阻胺类阻聚剂2,2,6,6-四甲基-4-羟基哌啶氮氧自由基的制备方法

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003520259A (ja) * 2000-01-18 2003-07-02 ユニロイヤル ケミカル カンパニー インコーポレイテッド 不飽和単量体の重合抑制

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