CN103619797B - 合成7-乙炔基醌甲基化物衍生物及其作为乙烯基聚合延迟剂的应用 - Google Patents

合成7-乙炔基醌甲基化物衍生物及其作为乙烯基聚合延迟剂的应用 Download PDF

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CN103619797B
CN103619797B CN201280029046.5A CN201280029046A CN103619797B CN 103619797 B CN103619797 B CN 103619797B CN 201280029046 A CN201280029046 A CN 201280029046A CN 103619797 B CN103619797 B CN 103619797B
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phenyl
alkyl
tert
phenylalkyl
cycloalkyl
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CN103619797A (zh
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J·马瑟尔
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ChampionX LLC
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Nalco Co LLC
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00—Preparation of quinones
    • 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
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/512—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being a free hydroxyl group
    • 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
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
    • 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
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/112—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • C07D295/116—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings with the doubly bound oxygen or sulfur atoms directly attached to a carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • 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
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005—Stabilisers against oxidation, heat, light, ozone
    • 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
    • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
CN201280029046.5A 2011-06-13 2012-06-11 合成7-乙炔基醌甲基化物衍生物及其作为乙烯基聚合延迟剂的应用 Active CN103619797B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US13/158,958 2011-06-13
US13/158,958 US8884038B2 (en) 2011-06-13 2011-06-13 Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders
PCT/US2012/041823 WO2012173909A2 (en) 2011-06-13 2012-06-11 Synthesis of 7-acetyleno quinone methide derivatives and their application as vinylic polymerization retarders

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Publication Number Publication Date
CN103619797A CN103619797A (zh) 2014-03-05
CN103619797B true CN103619797B (zh) 2015-02-04

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Country Link
US (2) US8884038B2 (cg-RX-API-DMAC10.html)
EP (1) EP2718254B1 (cg-RX-API-DMAC10.html)
JP (1) JP5918362B2 (cg-RX-API-DMAC10.html)
KR (1) KR101951903B1 (cg-RX-API-DMAC10.html)
CN (1) CN103619797B (cg-RX-API-DMAC10.html)
BR (2) BR112013031103B1 (cg-RX-API-DMAC10.html)
CA (1) CA2835868C (cg-RX-API-DMAC10.html)
ES (1) ES2633763T3 (cg-RX-API-DMAC10.html)
MX (1) MX355215B (cg-RX-API-DMAC10.html)
SG (1) SG194960A1 (cg-RX-API-DMAC10.html)
TW (1) TWI596087B (cg-RX-API-DMAC10.html)
WO (1) WO2012173909A2 (cg-RX-API-DMAC10.html)

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US8901362B2 (en) * 2012-02-02 2014-12-02 General Electric Company Methods and compositions for styrene inhibition via in situ generation of quinone methides
DE102013204950A1 (de) 2013-03-20 2014-09-25 Evonik Industries Ag Verfahren und Zusammensetzung zur Inhibierung der Polymerisation von Cyclopentadienverbindungen
CN104341281A (zh) * 2014-06-29 2015-02-11 浙江大学 2,6-二叔丁基-4-(2-甲氧基苯亚甲基)-2,5-环己二烯-1-酮及其制备法
SG11201703031PA (en) 2014-10-14 2017-05-30 Ecolab Usa Inc Reducing polymer fouling and agglomeration in acrylate/methacrylate processes
ES2912329T3 (es) 2015-03-18 2022-05-25 Ecolab Usa Inc El uso de compuestos de hidroxilamina lipófilos estables para inhibir la polimerización de monómeros de vinilo
US9957209B2 (en) 2015-03-31 2018-05-01 Ecolab Usa Inc. Use of quinone methides as antipolymerants for vinylic monomers
TWI624480B (zh) 2015-04-20 2018-05-21 藝康美國公司 供不飽和單體用作防污劑之受阻對苯二酚
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
CN116553996A (zh) * 2023-07-07 2023-08-08 吉林金海化工新材料有限公司 一种阻聚剂及其应用

Citations (4)

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US5583247A (en) * 1995-04-14 1996-12-10 Ciba-Geigy Corporation 7-substituted quinone methides as inhibitors for unsaturated monomers
CN101423449A (zh) * 2007-11-02 2009-05-06 赢创德固赛有限责任公司 使烯属不饱和单体稳定化的方法
CN101541726A (zh) * 2006-11-30 2009-09-23 通用电气公司 制备醌甲基化物的方法
US7651635B1 (en) * 2009-02-05 2010-01-26 Nalco Company Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination

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US3390198A (en) 1965-12-16 1968-06-25 Koppers Co Inc Tertiary-butyl-5-methyl catechol as polymerization inhibitor for hot styrene
US3660505A (en) 1969-08-27 1972-05-02 Exxon Research Engineering Co Hindered alkenyl phenols from quinone methide
US4003800A (en) 1976-01-02 1977-01-18 Gulf Research & Development Company Styrene purification process
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US4409408A (en) 1982-09-24 1983-10-11 Atlantic Richfield Company Inhibiting polymerization of vinyl aromatic monomers
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EP0744392A1 (en) * 1995-05-26 1996-11-27 Ciba-Geigy Ag A new one-pot process for the preparation of 7-aryl-2,6-disubstituted quinone methides
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CN101541726A (zh) * 2006-11-30 2009-09-23 通用电气公司 制备醌甲基化物的方法
CN101423449A (zh) * 2007-11-02 2009-05-06 赢创德固赛有限责任公司 使烯属不饱和单体稳定化的方法
US7651635B1 (en) * 2009-02-05 2010-01-26 Nalco Company Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination

Also Published As

Publication number Publication date
US9447002B2 (en) 2016-09-20
US20120313036A1 (en) 2012-12-13
KR20140041729A (ko) 2014-04-04
BR112013031103B1 (pt) 2020-04-22
JP5918362B2 (ja) 2016-05-18
CA2835868A1 (en) 2012-12-20
MX2013013687A (es) 2014-01-08
ES2633763T3 (es) 2017-09-25
MX355215B (es) 2018-04-10
EP2718254A2 (en) 2014-04-16
WO2012173909A3 (en) 2013-03-21
EP2718254A4 (en) 2015-04-01
BR122019013055B1 (pt) 2019-12-17
TW201307277A (zh) 2013-02-16
JP2014525898A (ja) 2014-10-02
SG194960A1 (en) 2013-12-30
EP2718254B1 (en) 2017-05-10
US8884038B2 (en) 2014-11-11
CA2835868C (en) 2018-03-13
WO2012173909A2 (en) 2012-12-20
KR101951903B1 (ko) 2019-02-25
CN103619797A (zh) 2014-03-05
TWI596087B (zh) 2017-08-21
BR112013031103A2 (pt) 2016-12-06
US20150060727A1 (en) 2015-03-05

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