CA3208372A1 - Process for separation of methanol and methyl (meth)acrylate - Google Patents

Process for separation of methanol and methyl (meth)acrylate Download PDF

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Publication number
CA3208372A1
CA3208372A1 CA3208372A CA3208372A CA3208372A1 CA 3208372 A1 CA3208372 A1 CA 3208372A1 CA 3208372 A CA3208372 A CA 3208372A CA 3208372 A CA3208372 A CA 3208372A CA 3208372 A1 CA3208372 A1 CA 3208372A1
Authority
CA
Canada
Prior art keywords
methanol
meth
formula
methyl
acrylate
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.)
Pending
Application number
CA3208372A
Other languages
English (en)
French (fr)
Inventor
Marcel Treskow
Jerald Andrew Jones
Marc Becker
Zoe ZEGERS
Kevin LACKEY
Ghanem SABEEH
Alexander May
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.)
Evonik Operations GmbH
Original Assignee
Individual
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
Application filed by Individual filed Critical Individual
Publication of CA3208372A1 publication Critical patent/CA3208372A1/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/02Preparation of carboxylic acid esters by interreacting ester groups, i.e. transesterification
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C07C29/84Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation by extractive distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D3/00Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/009Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D3/00Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
    • B01D3/34Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
    • B01D3/40Extractive distillation
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/1616Coordination complexes, e.g. organometallic complexes, immobilised on an inorganic support, e.g. ship-in-a-bottle type catalysts
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/04Methanol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/03Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/48Separation; Purification; Stabilisation; Use of additives
    • C07C67/52Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C67/54Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54Acrylic acid esters; Methacrylic acid esters
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/49Esterification or transesterification
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/40Complexes comprising metals of Group IV (IVA or IVB) as the central metal
    • B01J2531/46Titanium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA3208372A 2021-02-17 2022-02-07 Process for separation of methanol and methyl (meth)acrylate Pending CA3208372A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP21157515.4 2021-02-17
EP21157515 2021-02-17
PCT/EP2022/052808 WO2022175122A1 (en) 2021-02-17 2022-02-07 Process for separation of methanol and methyl (meth)acrylate

Publications (1)

Publication Number Publication Date
CA3208372A1 true CA3208372A1 (en) 2022-08-25

Family

ID=74666517

Family Applications (1)

Application Number Title Priority Date Filing Date
CA3208372A Pending CA3208372A1 (en) 2021-02-17 2022-02-07 Process for separation of methanol and methyl (meth)acrylate

Country Status (9)

Country Link
US (1) US11952336B2 (https=)
EP (1) EP4294782A1 (https=)
JP (1) JP2024507195A (https=)
KR (1) KR20230147142A (https=)
CN (1) CN116867759B (https=)
CA (1) CA3208372A1 (https=)
MX (1) MX2023009670A (https=)
TW (1) TWI878645B (https=)
WO (1) WO2022175122A1 (https=)

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3338439A1 (de) 1983-10-22 1985-05-02 Chemische Werke Hüls AG, 4370 Marl Verfahren zur destillativen aufarbeitung von wasser und methanol enthaltenden hoeheren alokoholen mit 6 bis 20 c-atomen
DE3803406C2 (de) 1988-02-05 1997-02-13 Roehm Gmbh Verfahren zur Trennung von Methanol-Methylmethacrylat-Mischungen
US6093842A (en) * 1998-09-25 2000-07-25 General Electric Company Process for continuous production of carbonate esters
DE10200171A1 (de) 2002-01-04 2003-07-10 Roehm Gmbh Verfahren zur kontinuierlichen Herstellung von Alkyl(meth)acrylaten
JP2004189650A (ja) * 2002-12-10 2004-07-08 Mitsubishi Rayon Co Ltd (メタ)アクリル酸エステルの製造方法
DE502005003037D1 (de) 2004-12-20 2008-04-10 Evonik Degussa Gmbh Verfahren zur rückgewinnung von methanol
GB0523340D0 (en) * 2005-11-16 2005-12-28 Ciba Sc Holding Ag Manufacture of esters
EP1995231B1 (en) 2007-05-25 2013-11-20 Evonik Röhm GmbH Process for preparation of methyl methacrylate using recycled methanol
EP1994978A1 (en) 2007-05-25 2008-11-26 Evonik Röhm GmbH Process for preparation of methyl methacrylate by esterification during oxidation
JP5964180B2 (ja) * 2012-08-27 2016-08-03 大阪有機化学工業株式会社 (メタ)アクリル酸エステルの製造方法
JP6132570B2 (ja) * 2013-02-04 2017-05-24 大阪有機化学工業株式会社 (メタ)アクリル酸エステルの製造方法
CN105339341B (zh) * 2013-06-27 2018-02-13 大阪有机化学工业株式会社 (甲基)丙烯酸酯的制造系统
CN103304371A (zh) * 2013-07-01 2013-09-18 济南大学 甲醇-丙烯酸甲酯共沸混合物的间歇萃取精馏分离方法
EP2886529A1 (en) 2013-12-20 2015-06-24 Evonik Industries AG Process for producing methyl methacrylate
US20160090348A1 (en) 2014-09-30 2016-03-31 Basf Se Preparation of c8-c24 alkyl (meth)acrylates
US10144698B2 (en) * 2014-10-31 2018-12-04 Dow Global Technologies Llc Breaking a methanol/methyl methacrylate azeotrope using pressure swing distillation
CN104311418A (zh) * 2014-11-06 2015-01-28 旭阳化学技术研究院有限公司 甲醇与(甲基)丙烯酸甲酯混合物的共沸精馏分离及处理方法
CN106699560B (zh) * 2015-11-18 2020-08-14 上海浦景化工技术股份有限公司 一种含甲基丙烯酸甲酯的物流的分离设备与分离方法

Also Published As

Publication number Publication date
CN116867759B (zh) 2026-01-23
WO2022175122A1 (en) 2022-08-25
US20240034711A1 (en) 2024-02-01
TW202246205A (zh) 2022-12-01
CN116867759A (zh) 2023-10-10
KR20230147142A (ko) 2023-10-20
JP2024507195A (ja) 2024-02-16
TWI878645B (zh) 2025-04-01
MX2023009670A (es) 2023-08-25
US11952336B2 (en) 2024-04-09
EP4294782A1 (en) 2023-12-27

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