FR2415092A1 - Procede pour valoriser les oligomeres de l'acide acrylique obtenus a la preparation de ce compose en recuperant simultanement l'hydroquinone utilisee comme inhibiteur de polymerisation - Google Patents
Procede pour valoriser les oligomeres de l'acide acrylique obtenus a la preparation de ce compose en recuperant simultanement l'hydroquinone utilisee comme inhibiteur de polymerisationInfo
- Publication number
- FR2415092A1 FR2415092A1 FR7901403A FR7901403A FR2415092A1 FR 2415092 A1 FR2415092 A1 FR 2415092A1 FR 7901403 A FR7901403 A FR 7901403A FR 7901403 A FR7901403 A FR 7901403A FR 2415092 A1 FR2415092 A1 FR 2415092A1
- Authority
- FR
- France
- Prior art keywords
- acrylic acid
- recovering
- weight
- hydroquinone
- dimer
- 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.)
- Granted
Links
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 title abstract 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- 239000003112 inhibitor Substances 0.000 title abstract 2
- 238000006116 polymerization reaction Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 4
- 239000000539 dimer Substances 0.000 abstract 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 abstract 2
- 238000001704 evaporation Methods 0.000 abstract 2
- 230000008020 evaporation Effects 0.000 abstract 2
- 239000000178 monomer Substances 0.000 abstract 2
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/22—Accessories
Landscapes
- 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)
Abstract
Procédé pour valoriser le dimère d'acide acrylique formé à la préparation du monomère par oxydation catalytique en phase gazeuse du propylène ou de l'acroléine, et récupérer l'hydroquinone utilisée comme inhibiteur de polymérisation. La liqueur obtenue au pied de la tour de rectification de l'acide acrylique est soumise à une évaporation avec décomposition et le résidu d'évaporation constitué obligatoirement de 1 à 25 % en poids d'acide acrylique, 9 à 49 % en poids du dimère avec une quantité totale de monomère et de dimère située entre 10 et 50 % en poids, avec en correspondance 90 à 50 % en poids d'autres substances, est soumis à extraction par l'eau, permettant de récupérer l'acide acrylique libéré, le dimère résiduel et l'hydroquinone. Le procédé selon l'invention permet d'augmenter les rendements en acide acrylique et de récupérer une partie de l'hydroquinone.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP375378A JPS5498718A (en) | 1978-01-19 | 1978-01-19 | Recovery of acrylic acid |
| JP434678A JPS54100315A (en) | 1978-01-20 | 1978-01-20 | Recovery of acrylic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2415092A1 true FR2415092A1 (fr) | 1979-08-17 |
| FR2415092B1 FR2415092B1 (fr) | 1983-11-18 |
Family
ID=26337389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7901403A Granted FR2415092A1 (fr) | 1978-01-19 | 1979-01-19 | Procede pour valoriser les oligomeres de l'acide acrylique obtenus a la preparation de ce compose en recuperant simultanement l'hydroquinone utilisee comme inhibiteur de polymerisation |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4317926A (fr) |
| DE (1) | DE2901783A1 (fr) |
| FR (1) | FR2415092A1 (fr) |
| GB (1) | GB2012760B (fr) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5734075A (en) * | 1994-12-12 | 1998-03-31 | Elf Atochem S.A. | Process for recovery of the light noble products present in the distillation residues from the processes for the manufacture of acrylic acid and of its esters |
| WO2023247887A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247886A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247884A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation en batch de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247885A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation continu de sous-produits lourds issus de la fabrication d'acide acrylique |
Families Citing this family (53)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1308737C (fr) * | 1987-04-16 | 1992-10-13 | Syoichi Matsumoto | Procede d'obtention d'ester methacrylique |
| US5034156A (en) * | 1988-04-18 | 1991-07-23 | Mallinckrodt Specialty Chemicals Company | Method for inhibiting the polymerization of acrylic acid |
| US4999452A (en) * | 1989-05-15 | 1991-03-12 | Union Carbide Chemicals And Plastics Company Inc. | Process for producing acrylic ester |
| FR2650587B1 (fr) * | 1989-08-03 | 1991-10-18 | Norsolor Sa | Procede de preparation en continu d'acrylates legers |
| ES2234068T5 (es) | 1992-06-10 | 2011-01-24 | Nippon Shokubai Co., Ltd. | Método de producción de una resina hidrofílica. |
| DE4319534A1 (de) * | 1993-06-12 | 1994-12-15 | Hoechst Ag | Verfahren zur Aufarbeitung von Lösungsmittelgemischen enthaltend schwersiedende Bestandteile sowie dafür geeignete Vorrichtung |
| JP3937462B2 (ja) * | 1994-08-04 | 2007-06-27 | 三菱化学株式会社 | アクリル酸精製法 |
| DE19501325A1 (de) * | 1995-01-18 | 1996-07-25 | Basf Ag | Verfahren der rektifikativen Abtrennung von (Meth)acrylsäure aus einem (Meth)acrylsäure enthaltenden Gemisch |
| JPH1112222A (ja) | 1997-06-25 | 1999-01-19 | Nippon Shokubai Co Ltd | アクリル酸の回収方法 |
| EP0914854B1 (fr) | 1997-10-28 | 2004-01-14 | Ube Industries, Ltd. | Appareil et procédé pour générer des vapeurs constitués d'un mélange de plusieurs composants |
| TW524796B (en) * | 1997-11-17 | 2003-03-21 | Sumitomo Chemical Co | Method for producing acrylic acid |
| US6384274B1 (en) | 1998-09-27 | 2002-05-07 | Rohm And Haas Company | Single reactor process for preparing acrylic acid from propylene having improved capacity |
| EP1163201B1 (fr) | 1999-03-06 | 2003-08-20 | Basf Aktiengesellschaft | Procede de production d'acide acrylique |
| US6620968B1 (en) | 1999-11-23 | 2003-09-16 | Rohm And Haas Company | High hydrocarbon space velocity process for preparing unsaturated aldehydes and acids |
| DE10064642A1 (de) * | 2000-12-22 | 2002-06-27 | Basf Ag | Verfahren zur Herstellung von (Meth)acrylsäure |
| CN100389848C (zh) * | 2001-10-30 | 2008-05-28 | 三菱化学株式会社 | 一种薄膜蒸发器及其在(甲基)丙烯酸精制方法中的应用 |
| CN1281573C (zh) * | 2001-11-20 | 2006-10-25 | 三菱化学株式会社 | 制备(甲基)丙烯酸化合物的方法 |
| TW200300415A (en) * | 2001-11-22 | 2003-06-01 | Mitsubishi Chem Corp | Recycle method of inhibitor and production method of acrylic acid |
| WO2003045892A1 (fr) * | 2001-11-28 | 2003-06-05 | Mitsubishi Chemical Corporation | Procédé de production d'un composé d'acide (méth)acrylique |
| JP2003160532A (ja) * | 2001-11-28 | 2003-06-03 | Mitsubishi Chemicals Corp | (メタ)アクリル酸の製造方法 |
| ZA200209651B (en) * | 2001-12-10 | 2003-06-03 | Nippon Catalytic Chem Ind | Method and apparatus for absorbing (Meth)acrylic acid. |
| JP4440518B2 (ja) * | 2002-07-16 | 2010-03-24 | 株式会社日本触媒 | アクリル酸の製造方法 |
| US7183428B2 (en) * | 2003-06-05 | 2007-02-27 | Nippon Shokubai Co., Inc. | Method for production of acrylic acid |
| WO2005051877A1 (fr) * | 2003-11-28 | 2005-06-09 | Mitsubishi Chemical Corporation | Procede et appareil de collecte de methacroleine ou d'acide methacrylique |
| BRPI0416962A8 (pt) * | 2003-11-28 | 2017-12-19 | Mitsubishi Chem Corp | Método de purificação de ácido (met) acrílico |
| KR100563661B1 (ko) * | 2003-12-18 | 2006-03-23 | 한국전자통신연구원 | 가변 고차 베셀 저역 통과 필터 |
| DE102004008574B4 (de) * | 2004-02-19 | 2018-03-15 | Evonik Degussa Gmbh | Verfahren zur Reinigung von (Meth)Acrylsäure aus destillativer Aufarbeitung mittels Dimerenspaltung |
| DE102004008575A1 (de) * | 2004-02-19 | 2005-09-08 | Stockhausen Gmbh | Spaltung oligomerer (Meth)acrylsäure in flüssiger Phase unter Druck |
| JP2005239636A (ja) * | 2004-02-26 | 2005-09-08 | Mitsubishi Chemicals Corp | 高粘性物質の取扱い方法 |
| KR100714631B1 (ko) * | 2004-04-29 | 2007-05-07 | 주식회사 엘지화학 | 아크릴산의 회수 방법 |
| DE102004021764A1 (de) * | 2004-04-30 | 2005-06-02 | Basf Ag | Verfahren zur Herstellung von Acrylsäure durch heterogen katalysierte Gasphasenpartialoxidation wenigstens einer C3-Kohlenwasserstoffvorläuferverbindung |
| US7592483B2 (en) * | 2004-07-01 | 2009-09-22 | Basf Aktiengesellschaft | Preparation of acrolein or acrylic acid or a mixture thereof by heterogeneously catalyzed partial gas phase oxidation of propylene |
| US7601866B2 (en) | 2005-03-01 | 2009-10-13 | Basf Aktiengesellschaft | Process for removing methacrolein from liquid phase comprising acrylic acid as a main constituent and target product, and methacrolein as a secondary component |
| US7705181B2 (en) * | 2005-03-01 | 2010-04-27 | Basf Akiengesellschaft | Process for removing methacrylic acid from liquid phase comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component |
| DE102005039156B4 (de) * | 2005-08-17 | 2014-12-24 | Evonik Degussa Gmbh | Verfahren zur Herstellung von (Meth)Acrylsäure mit Schwersiedeaufarbeitung durch Kristallisation |
| DE102006062258A1 (de) * | 2006-12-22 | 2008-06-26 | Basf Se | Verfahren zum Übertragen von Wärme auf ein wenigstens ein (Meth)acrylmonomeres enthaltendes flüssiges Gemsich |
| 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 |
| 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 |
| JP2011529094A (ja) * | 2008-07-28 | 2011-12-01 | ビーエーエスエフ ソシエタス・ヨーロピア | アクリル酸のc3前駆体化合物のガス状生成混合物から主生成物として含有されるアクリル酸および副生成物として含有されるグリオキサールを分離する方法 |
| DE102008054587A1 (de) | 2008-12-12 | 2010-06-17 | Basf Se | Verfahren zur Rückspaltung von in einer Flüssigkeit F enthaltenen Michael-Addukten, die bei der Herstellung von Acrylsäure oder deren Ester gebildet wurde |
| 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 |
| JP6290460B2 (ja) | 2015-02-05 | 2018-03-07 | 株式会社日本触媒 | アクリル酸の製造方法 |
| MA41513A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de distillation pour la production d'acide acrylique |
| MA41510A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de production d'acide acrylique |
| BR112018002143A2 (pt) | 2015-07-31 | 2018-09-18 | Novomer Inc | sistema de produção/processo de produção para ácido acrílico e precursores do mesmo |
| KR101990058B1 (ko) | 2015-12-22 | 2019-06-17 | 주식회사 엘지화학 | (메트)아크릴산의 연속 회수 방법 |
| US10065914B1 (en) | 2017-04-24 | 2018-09-04 | Novomer, Inc. | Thermolysis of polypropiolactone to produce acrylic acid |
| US10781156B2 (en) | 2017-06-30 | 2020-09-22 | Novomer, Inc. | Compositions for improved production of acrylic acid |
| US11447439B2 (en) | 2018-07-26 | 2022-09-20 | Basf Se | Method for inhibiting unwanted radical polymerisation of acrylic acid present in a liquid phase P |
| KR20210137037A (ko) | 2019-03-08 | 2021-11-17 | 노보머, 인코포레이티드 | 아미드 및 니트릴 화합물을 생산하기 위한 통합 방법 및 시스템 |
| US20230132285A1 (en) | 2020-03-26 | 2023-04-27 | Basf Se | Process for inhibiting the undesired free-radical polymerization of acrylic acid present in a liquid phase p |
| JP7703571B2 (ja) | 2020-05-04 | 2025-07-07 | ベーアーエスエフ・エスエー | 流体fに含有され、アクリル酸の調製の際に形成されたマイケル付加物を再解離する方法 |
| WO2025131819A2 (fr) | 2023-12-19 | 2025-06-26 | IFP Energies Nouvelles | Procédé de production d'acide bio-acrylique |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3086046A (en) * | 1959-01-30 | 1963-04-16 | Basf Ag | Cleavage of diacrylic acid to form acrylic acid |
| FR2146386A1 (fr) * | 1971-07-21 | 1973-03-02 | Basf Ag |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2941007A (en) * | 1957-06-10 | 1960-06-14 | Standard Oil Co | Process for the oxidation of olefins |
| DE1668609C3 (de) | 1967-09-23 | 1975-06-05 | Roehm Gmbh, 6100 Darmstadt | Verfahren zur Gewinnung konzentrierter Acrylsäure |
| NL180579C (nl) | 1972-05-24 | 1987-03-16 | Sumitomo Chemical Co | Werkwijze voor het scheiden van een mengsel bestaande uit acrylzuur, azijnzuur en water. |
| GB1458397A (en) * | 1972-12-27 | 1976-12-15 | Degussa | Process for obtaining pure acrylic acid |
| DE2407236C2 (de) | 1974-02-15 | 1983-02-03 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung monomerer Acrylsäure aus Rückständen, die bei der Aufarbeitung roher Acrylsäure anfallen |
| US4124634A (en) * | 1974-10-23 | 1978-11-07 | Asahi Glass Company, Ltd. | Process for producing methacrylic acid from isobutylene by two step oxidation |
| JPS5191208A (en) * | 1975-02-07 | 1976-08-10 | Akurirusanno jugoboshihoho |
-
1979
- 1979-01-15 US US06/003,405 patent/US4317926A/en not_active Expired - Lifetime
- 1979-01-18 DE DE19792901783 patent/DE2901783A1/de active Granted
- 1979-01-19 FR FR7901403A patent/FR2415092A1/fr active Granted
- 1979-01-19 GB GB792038A patent/GB2012760B/en not_active Expired
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3086046A (en) * | 1959-01-30 | 1963-04-16 | Basf Ag | Cleavage of diacrylic acid to form acrylic acid |
| FR2146386A1 (fr) * | 1971-07-21 | 1973-03-02 | Basf Ag |
Non-Patent Citations (2)
| Title |
|---|
| EXBK/61 * |
| EXBK/75 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5734075A (en) * | 1994-12-12 | 1998-03-31 | Elf Atochem S.A. | Process for recovery of the light noble products present in the distillation residues from the processes for the manufacture of acrylic acid and of its esters |
| WO2023247887A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247886A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247884A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation en batch de sous-produits lourds issus de la fabrication d'acide acrylique |
| WO2023247885A1 (fr) * | 2022-06-24 | 2023-12-28 | Arkema France | Procede de valorisation continu de sous-produits lourds issus de la fabrication d'acide acrylique |
| FR3137090A1 (fr) * | 2022-06-24 | 2023-12-29 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d’acide acrylique |
| FR3137088A1 (fr) * | 2022-06-24 | 2023-12-29 | Arkema France | Procede de valorisation en batch de sous-produits lourds issus de la fabrication d’acide acrylique |
| FR3137091A1 (fr) * | 2022-06-24 | 2023-12-29 | Arkema France | Procede de valorisation continu de sous-produits lourds issus de la fabrication d’acide acrylique |
| FR3137089A1 (fr) * | 2022-06-24 | 2023-12-29 | Arkema France | Procede de valorisation de sous-produits lourds issus de la fabrication d’acide acrylique |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2901783A1 (de) | 1979-08-02 |
| GB2012760A (en) | 1979-08-01 |
| DE2901783C2 (fr) | 1990-10-18 |
| US4317926A (en) | 1982-03-02 |
| FR2415092B1 (fr) | 1983-11-18 |
| GB2012760B (en) | 1982-06-23 |
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