CN101400639B - 丙烯酸的制备方法 - Google Patents

丙烯酸的制备方法 Download PDF

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Publication number
CN101400639B
CN101400639B CN2007800045903A CN200780004590A CN101400639B CN 101400639 B CN101400639 B CN 101400639B CN 2007800045903 A CN2007800045903 A CN 2007800045903A CN 200780004590 A CN200780004590 A CN 200780004590A CN 101400639 B CN101400639 B CN 101400639B
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CN
China
Prior art keywords
propylene
acrolein
oxidation
acrylic acid
glycerol
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Expired - Fee Related
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CN2007800045903A
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English (en)
Chinese (zh)
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CN101400639A (zh
Inventor
J·-L·杜博伊斯
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Arkema SA
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Arkema SA
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/52Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition by dehydration and rearrangement involving two hydroxy groups in the same molecule
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/04Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
    • B01J8/0446Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical
    • B01J8/0449Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds
    • B01J8/0453Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds the beds being superimposed one above the other
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/04Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
    • B01J8/0446Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical
    • B01J8/0449Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds
    • B01J8/0457Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds the flow within the beds being predominantly vertical in two or more cylindrical beds the beds being placed in separate reactors
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/04Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
    • B01J8/0492Feeding reactive fluids
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J8/00Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
    • B01J8/02Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
    • B01J8/04Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds the fluid passing successively through two or more beds
    • B01J8/0496Heating or cooling the reactor
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • C07C45/35Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/23Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
    • C07C51/235Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2208/00Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00008Controlling the process
    • B01J2208/00017Controlling the temperature
    • B01J2208/00106Controlling the temperature by indirect heat exchange
    • B01J2208/00168Controlling the temperature by indirect heat exchange with heat exchange elements outside the bed of solid particles
    • B01J2208/00203Coils
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2208/00Processes carried out in the presence of solid particles; Reactors therefor
    • B01J2208/00796Details of the reactor or of the particulate material
    • B01J2208/00805Details of the particulate material
    • B01J2208/00814Details of the particulate material the particulate material being provides in prefilled containers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CN2007800045903A 2006-02-07 2007-02-06 丙烯酸的制备方法 Expired - Fee Related CN101400639B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0601061 2006-02-07
FR0601061A FR2897059B1 (fr) 2006-02-07 2006-02-07 Procede de preparation d'acide acrylique
PCT/FR2007/050758 WO2007090991A2 (fr) 2006-02-07 2007-02-06 Procede de preparation d'acide acrylique

Publications (2)

Publication Number Publication Date
CN101400639A CN101400639A (zh) 2009-04-01
CN101400639B true CN101400639B (zh) 2012-05-30

Family

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CN2007800045903A Expired - Fee Related CN101400639B (zh) 2006-02-07 2007-02-06 丙烯酸的制备方法

Country Status (16)

Country Link
US (1) US7880034B2 (https=)
EP (1) EP1981835B1 (https=)
JP (1) JP5097128B2 (https=)
KR (1) KR101004593B1 (https=)
CN (1) CN101400639B (https=)
AT (1) ATE430724T1 (https=)
BR (1) BRPI0707533A2 (https=)
DE (1) DE602007001072D1 (https=)
ES (1) ES2325695T3 (https=)
FR (1) FR2897059B1 (https=)
MY (1) MY139630A (https=)
PL (1) PL1981835T3 (https=)
PT (1) PT1981835E (https=)
RU (1) RU2397156C2 (https=)
WO (1) WO2007090991A2 (https=)
ZA (1) ZA200806644B (https=)

Families Citing this family (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2920767B1 (fr) * 2007-09-06 2009-12-18 Arkema France Procede de vaporisation reactive de glycerol
FR2934261B1 (fr) * 2008-07-25 2015-04-10 Arkema France Procede de synthese d'esters de l'acide acrylique
DE102008040799A1 (de) 2008-07-28 2008-12-11 Basf Se Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enthaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal
DE102008041573A1 (de) 2008-08-26 2010-03-04 Basf Se Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enhaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal
CN102112429B (zh) 2008-07-28 2015-09-16 巴斯夫欧洲公司 从丙烯酸c3前体化合物的气态产物混合物中分离作为主成份含有的丙烯酸和作为副产物含有的乙二醛的方法
JP5305827B2 (ja) * 2008-10-17 2013-10-02 株式会社日本触媒 アクロレイン及びアクリル酸の製造方法
FR2943351B1 (fr) * 2009-03-18 2011-04-29 Arkema France Agent de mise en oeuvre acrylique
US8105971B2 (en) * 2009-04-02 2012-01-31 Lummus Technology Inc. Process for making catalysts useful for the conversion of paraffins to olefins
WO2011000808A2 (de) 2009-07-01 2011-01-06 Basf Se Verfahren der abtrennung von acrylsäure aus dem produktgasgemisch einer heterogen katalysierten partiellen gasphasenoxidation wenigstens einer c3-vorläuferverbindung
DE102010001228A1 (de) 2010-01-26 2011-02-17 Basf Se Verfahren der Abtrennung von Acrylsäure aus dem Produktgasgemisch einer heterogen katalysierten partiellen Gasphasenoxidation wenigstens einer C3-Vorläuferverbindung
DE102009027401A1 (de) 2009-07-01 2010-02-18 Basf Se Verfahren der Abtrennung von Acrylsäure aus dem Produktgasgemisch einer heterogen katalysierten partiellen Gasphasenoxidation wenigstens einer C3-Vorläuferverbindung
FR2948365B1 (fr) * 2009-07-22 2011-09-09 Arkema France Procede de fabrication d'acide acrylique bio-ressource a partir de glycerol
KR101399376B1 (ko) 2009-09-18 2014-05-27 아르끄마 프랑스 글리세린의 탈수 반응에 의한 아크롤레인 및/또는 아크릴산의 제조용 촉매 및 방법
FR2958185B1 (fr) * 2010-03-30 2012-04-20 Arkema France Procede d'oxydation selective de monoxyde de carbone
WO2012010923A1 (en) 2010-07-19 2012-01-26 Arkema France Process for manufacturing acrolein from glycerol
DE102010040923A1 (de) * 2010-09-16 2012-03-22 Basf Se Verfahren zur Herstellung von Acrylsäure aus Ethanol und Formaldehyd
DE102010040921A1 (de) * 2010-09-16 2012-03-22 Basf Se Verfahren zur Herstellung von Acrylsäure aus Methanol und Essigsäure
DE102010042216A1 (de) 2010-10-08 2011-06-09 Basf Se Verfahren zur Hemmung der unerwünschten radikalischen Polymerisation von in einer flüssigen Phase P befindlicher Acrylsäure
DE102011076931A1 (de) 2011-06-03 2012-12-06 Basf Se Wässrige Lösung, enthaltend Acrylsäure und deren konjugierte Base
WO2013008279A1 (en) 2011-07-14 2013-01-17 Nippon Kayaku Kabushiki Kaisha Process for preparing catalyst used in production of acrolein and/or acrylic acid and process for preparing acrolein and/or acrylic acid by dehydration reaction of glycerin
WO2013017904A1 (en) 2011-07-29 2013-02-07 Arkema France Improved process of dehydration reactions
FR2989684B1 (fr) * 2012-04-18 2014-10-31 Arkema France Procede de fabrication d'acroleine et/ou d'acide acrylique a partir de glycerol
US9440903B2 (en) * 2012-09-24 2016-09-13 Arkema Inc. Shell and tube oxidation reactor with improved resistance to fouling
WO2014195157A1 (de) * 2013-06-03 2014-12-11 Evonik Degussa Gmbh Verfahren zur herstellung von acrolein
US9776940B2 (en) 2015-08-07 2017-10-03 Basf Se Process for production of acrylic acid
KR102044428B1 (ko) 2015-12-23 2019-12-02 주식회사 엘지화학 글리세린으로부터 아크릴산의 제조방법
KR102893876B1 (ko) 2018-07-26 2025-12-03 바스프 에스이 액상 p 중 존재하는 아크릴산의 원치않는 라디칼 중합의 억제 방법
CN115335354A (zh) 2020-03-26 2022-11-11 巴斯夫欧洲公司 抑制存在于液相p中的丙烯酸的不期望的自由基聚合的方法
WO2026032892A1 (de) 2024-08-05 2026-02-12 Basf Se Verfahren zur herstellung von (meth)acrylsäurealkylester ausgehend von (meth)acrylsäure
WO2026032891A1 (de) 2024-08-05 2026-02-12 Basf Se Verfahren zur abtrennung von (meth)acrylsäure

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0257565A1 (en) * 1986-08-21 1988-03-02 Union Carbide Corporation Anhydrous diluent process for the propylene oxidation reaction to acrolein and acrolein oxidation to acrylic acid
EP0293224A1 (en) * 1987-05-27 1988-11-30 Nippon Shokubai Co., Ltd. Process for production of acrylic acid
CN1087894A (zh) * 1992-11-14 1994-06-15 底古萨股份公司 生产丙烯醛的方法

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR695931A (fr) 1929-06-15 1930-12-23 Schering Kahlbaum Ag Procédé de fabrication d'acroléine
US2558520A (en) * 1948-01-29 1951-06-26 Us Ind Chemicals Inc Production of acrolein from glycerol
GB1152215A (en) * 1965-10-12 1969-05-14 Rohm & Haas Preparation of Acrolein
JPS55102536A (en) * 1979-01-30 1980-08-05 Mitsubishi Petrochem Co Ltd Preparation of acrylic acid
US5080898A (en) * 1982-05-12 1992-01-14 The University Hospital Enzymatically active toxin coupled to a cell-specific ligand
CA1299193C (en) * 1986-07-17 1992-04-21 Gordon Gene Harkreader Anhydrous diluents for the propylene oxidation reaction to acrolein and acrolein oxidation to acrylic acid
JPH0813777B2 (ja) * 1986-12-11 1996-02-14 三菱化学株式会社 アクリル酸の製造法
US5218146A (en) * 1987-05-27 1993-06-08 Nippon Shokubai Kagaku Kogyo Co., Ltd. Process for production of acrylic acid
JPH0686399B2 (ja) * 1987-05-27 1994-11-02 株式会社日本触媒 アクリル酸の製造方法
TW476746B (en) 1997-07-23 2002-02-21 Shell Int Research Hydrogenolysis of glycerol
DE19848208A1 (de) 1998-10-20 2000-04-27 Deg Engineering Gmbh Reaktor für die katalytische Umsetzung von Reaktionsmedien, insbesondere von gasförmigen Reaktionsmedien
DE10019381B4 (de) 2000-04-19 2006-05-18 Daun, Klaus-Dieter, Dipl.-Ing. Reaktor für die katalytische Umsetzung von Reaktionsmedien, insbesondere von gasförmigen Reaktionsmedien
ATE391116T1 (de) * 2001-12-14 2008-04-15 Stockhausen Chem Fab Gmbh Verfahren zur herstellung von acrylsäure
US7294734B2 (en) * 2003-05-02 2007-11-13 Velocys, Inc. Process for converting a hydrocarbon to an oxygenate or a nitrile
JP5006507B2 (ja) * 2004-01-30 2012-08-22 株式会社日本触媒 アクリル酸の製造方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0257565A1 (en) * 1986-08-21 1988-03-02 Union Carbide Corporation Anhydrous diluent process for the propylene oxidation reaction to acrolein and acrolein oxidation to acrylic acid
EP0293224A1 (en) * 1987-05-27 1988-11-30 Nippon Shokubai Co., Ltd. Process for production of acrylic acid
CN1087894A (zh) * 1992-11-14 1994-06-15 底古萨股份公司 生产丙烯醛的方法

Also Published As

Publication number Publication date
ES2325695T3 (es) 2009-09-14
JP2009524630A (ja) 2009-07-02
ZA200806644B (en) 2009-05-27
WO2007090991A3 (fr) 2007-12-06
FR2897059B1 (fr) 2008-04-18
ATE430724T1 (de) 2009-05-15
BRPI0707533A2 (pt) 2011-05-03
WO2007090991A2 (fr) 2007-08-16
KR101004593B1 (ko) 2010-12-28
RU2008135966A (ru) 2010-03-20
JP5097128B2 (ja) 2012-12-12
FR2897059A1 (fr) 2007-08-10
CN101400639A (zh) 2009-04-01
EP1981835A2 (fr) 2008-10-22
KR20080092429A (ko) 2008-10-15
DE602007001072D1 (de) 2009-06-18
MY139630A (en) 2009-10-30
PT1981835E (pt) 2009-07-06
RU2397156C2 (ru) 2010-08-20
US20090018362A1 (en) 2009-01-15
US7880034B2 (en) 2011-02-01
EP1981835B1 (fr) 2009-05-06
PL1981835T3 (pl) 2009-11-30

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