ES2136298T3 - Procedimiento de reciclaje del catalizador en la oxidacion directa de ciclohexano a acido adipico. - Google Patents

Procedimiento de reciclaje del catalizador en la oxidacion directa de ciclohexano a acido adipico.

Info

Publication number
ES2136298T3
ES2136298T3 ES95925884T ES95925884T ES2136298T3 ES 2136298 T3 ES2136298 T3 ES 2136298T3 ES 95925884 T ES95925884 T ES 95925884T ES 95925884 T ES95925884 T ES 95925884T ES 2136298 T3 ES2136298 T3 ES 2136298T3
Authority
ES
Spain
Prior art keywords
adipic acid
solvent
oxidation
carboxylic acid
cobalt
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.)
Expired - Lifetime
Application number
ES95925884T
Other languages
English (en)
Inventor
Michel Costantini
Eric Fache
Daniel Nivert
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.)
Rhone Poulenc Fibres SA
Rhodia Fiber and Resin Intermediates SAS
Original Assignee
Rhone Poulenc Fibres SA
Rhodia Fiber and Resin Intermediates SAS
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 Rhone Poulenc Fibres SA, Rhodia Fiber and Resin Intermediates SAS filed Critical Rhone Poulenc Fibres SA
Application granted granted Critical
Publication of ES2136298T3 publication Critical patent/ES2136298T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C55/00—Saturated compounds having more than one carboxyl group bound to acyclic carbon atoms
    • C07C55/02—Dicarboxylic acids
    • C07C55/14—Adipic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
    • C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
    • 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
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (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)

Abstract

LA PRESENTE INVENCION SE REFIERE A UN PROCEDIMIENTO DE RECICLADO DE UN CATALIZADOR QUE CONTIENEN COBALTO, EN UNA REACCION DE OXIDACION DIRECTA DE CICLOHEXANO EN ACIDO ADIPICO, POR UN GAS QUE CONTIENE OXIGENO, CARACTERIZANDOSE DICHO PROCEDIMIENTO DE RECICLADO: PORQUE LA MEZCLA DE REACCION, QUE PROCEDE DE UNA OPERACION ANTERIOR DE OXIDACION DE CICLOHEXANO EN ACIDO ADIPICO, DE LA QUE AL MENOS UNA PARTE DE LOS PRODUCTOS INTERMEDIO DE OXIDACION, TALES COMO PARTICULARMENTE CICLOHEXANOL Y CICLOHEXANONA, SOLVENTE DE ACIDO CARBOXILICO Y AGUA HA SIDO SEPARADA Y DE LA QUE AL MENOS UNA PARTE DEL ACIDO ADIPICO FORMADO HA SIDO RECUPERADO POR CRISTALIZACION, SE SOMETE A AL MENOS UNA EXTRACCION MEDIANTE AL MENOS UN COSOLVENTE O UNA MEZCLA QUE COMPRENDE UN COSOLVENTE Y UN ACIDO CARBOXILICO, PORQUE SE SEPARA POR UNA PARTE UNA MEZCLA QUE CONTIENEN AL MENOS UNA PARTE DEL CATALIZADOR DE COBALTO, UNA PARTE DEL ACIDO CARBOXILICO Y EVENTUALMENTE CANTIDADES RESIDUALES DE OTROS COMPUESTOS Y POR OTRA PARTE UNA SOLUCION QUE CONTIENEN EL COSOLVENTE Y AL MENOS UNA PARTE DE LOS ACIDOS GLUTARICO Y SUCCINICO FORMADOS EN LA REACCION DE OXIDACION, ASI COMO ACIDO CARBOXILICO, Y PORQUE LA MEZCLA QUE CONTIENEN AL MENOS UNA PARTE DEL CATALIZADOR DE COBALTO SE UTILIZA EN UNA NUEVA OPERACION DE OXIDACION DEL CICLOHEXANO EN ACIDO ADIPICO, EVENTUALMENTE TRAS LA ADICION DE UNA CANTIDAD ADICIONAL DEL CATALIZADOR DE COBALTO.
ES95925884T 1994-07-21 1995-07-13 Procedimiento de reciclaje del catalizador en la oxidacion directa de ciclohexano a acido adipico. Expired - Lifetime ES2136298T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9409253A FR2722783B1 (fr) 1994-07-21 1994-07-21 Procede de preparation d'acide adipique par oxydattion directe du cyclohexane et recyclage du catalyseur

Publications (1)

Publication Number Publication Date
ES2136298T3 true ES2136298T3 (es) 1999-11-16

Family

ID=9465766

Family Applications (1)

Application Number Title Priority Date Filing Date
ES95925884T Expired - Lifetime ES2136298T3 (es) 1994-07-21 1995-07-13 Procedimiento de reciclaje del catalizador en la oxidacion directa de ciclohexano a acido adipico.

Country Status (17)

Country Link
US (1) US5756837A (es)
EP (1) EP0772581B1 (es)
JP (1) JP3056790B2 (es)
KR (1) KR100390560B1 (es)
CN (1) CN1071304C (es)
BR (1) BR9508785A (es)
CA (1) CA2195576A1 (es)
CZ (1) CZ289156B6 (es)
DE (1) DE69512246T2 (es)
ES (1) ES2136298T3 (es)
FR (1) FR2722783B1 (es)
PL (1) PL184991B1 (es)
RU (1) RU2146240C1 (es)
SK (1) SK281580B6 (es)
TW (1) TW314513B (es)
UA (1) UA44281C2 (es)
WO (1) WO1996003365A1 (es)

Families Citing this family (40)

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US5883292A (en) * 1996-01-17 1999-03-16 Twenty-First Century Research Corporation Reaction control by regulating internal condensation inside a reactor
FR2746671B1 (fr) * 1996-04-02 1998-09-25 Rhone Poulenc Fibres Procede de separation d'un catalyseur par electrodialyse membranaire
US6288270B1 (en) 1996-06-24 2001-09-11 Rpc Inc. Methods for controlling the reaction rate of a hydrocarbon to an acid by making phase-related adjustments
US5922908A (en) * 1996-06-24 1999-07-13 Twenty-First Century Research Corporation Methods for preparing dibasic acids
US6143927A (en) 1996-06-24 2000-11-07 Rpc Inc. Methods for removing catalyst after oxidation of hydrocarbons
US6337051B1 (en) 1996-06-24 2002-01-08 Rpc Inc. Device for detecting formation of a second liquid phase
US6039902A (en) * 1996-06-24 2000-03-21 Rpc Inc. Methods of recycling catalyst in oxidations of hydrocarbons
US5801273A (en) 1996-08-21 1998-09-01 Twenty-First Century Research Corporation Methods and devices for controlling the reaction rate of a hydrocarbon to an intermediate oxidation product by pressure drop adjustments
WO1998007677A1 (en) 1996-08-21 1998-02-26 Twenty-First Century Research Corporation Methods and devices for controlling the reaction by adjusting the oxidant consumption rate
US6103933A (en) * 1996-11-07 2000-08-15 Rpc Inc. Methods for controlling the oxidation rate of a hydrocarbon by adjusting the ratio of the hydrocarbon to a rate-modulator
US5817868A (en) * 1996-11-12 1998-10-06 Twenty-First Century Research Corporation Method and devices for controlling the oxidation of a hydrocarbon to an acid by regulating temperature/conversion relationship in multi-stage arrangements
FR2757155B1 (fr) * 1996-12-12 1999-11-12 Rhone Poulenc Fibres Procede de traitement de melanges reactionnels issus de l'oxydation du cyclohexane
US5824819A (en) * 1996-12-18 1998-10-20 Twenty-First Century Research Corporation Methods of preparing an intermediate oxidation product from a hydrocarbon by utilizing an activated initiator
US6037491A (en) * 1997-07-25 2000-03-14 Rpc Inc. Methods and devices for controlling hydrocarbon oxidations to respective acids by adjusting the solvent to hydrocarbon ratio
EP1015406A1 (en) * 1997-09-16 2000-07-05 RPC Inc. Methods and reactor devices for removing catalyst after oxidation of hydrocarbons
US5929277A (en) * 1997-09-19 1999-07-27 Twenty-First Century Research Corporation Methods of removing acetic acid from cyclohexane in the production of adipic acid
US5908589A (en) * 1997-12-08 1999-06-01 Twenty-First Century Research Corporation Methods for separating catalyst from oxidation mixtures containing dibasic acids
CA2318741A1 (en) 1998-02-09 1999-08-12 Ader M. Rostami Process for treating cobalt catalyst in oxidation mixtures of hydrocarbons to dibasic acids
EP1056706A1 (en) * 1998-02-19 2000-12-06 RPC Inc. Methods and devices for separating catalyst from oxidation mixtures
FR2775685B1 (fr) * 1998-03-05 2000-12-29 Rhone Poulenc Fibres Procede de separation et de purification de l'acide adipique
US6433220B1 (en) 1998-07-02 2002-08-13 Rpc Inc. Methods of extracting catalyst from a reaction mixture in the oxidation of cyclohexane to adipic acid
US6340420B1 (en) 1998-07-06 2002-01-22 Rpc Inc. Methods of treating the oxidation mixture of hydrocarbons to respective dibasic acids
FR2784098B1 (fr) * 1998-09-14 2000-11-24 Rhone Poulenc Fibres Procede de separation et de cristallisation de l'acide carboxylique issu de l'oxydation directe d'un hydrocarbure
US6258981B1 (en) 1999-02-17 2001-07-10 University Of Florida Catalytic oxidation of hydrocarbons
JP2002537279A (ja) * 1999-02-22 2002-11-05 アールピーシー インコーポレイテッド アジピン酸の製造において溶液中で触媒を抽出する方法
MXPA01010648A (es) 1999-04-20 2002-06-04 Rpc Inc Metodos para el reemplazo de agua y ciclohexano con acido acetico en soluciones acuosas de catalizador.
US6235932B1 (en) 1999-06-18 2001-05-22 Chemintel (India) Private Ltd. Process for preparation of adipic acid
FR2806078B1 (fr) * 2000-03-08 2004-01-30 Rhodia Polyamide Intermediates Procede d'oxydation d'hydrocarbures en acides
US6982234B2 (en) 2000-06-01 2006-01-03 Gtc Technology Inc. Methods and apparatus for removing catalyst from oxidation reactor effluent
FR2846652B1 (fr) * 2002-10-30 2006-09-22 Rhodia Polyamide Intermediates Procede de fabrication d'acides carboxyliques
CN101239899B (zh) * 2008-03-10 2010-06-02 华南理工大学 一种环己烷催化氧化一步制备己二酸的方法
KR101101808B1 (ko) 2011-06-01 2012-01-05 연세대학교 산학협력단 아디픽산의 신규한 용도
CN102816054B (zh) * 2012-08-30 2014-11-05 浙江大学 一种环保催化氧化制备己二酸的方法
CN104109083B (zh) * 2013-04-16 2015-11-18 中国石油化工股份有限公司 环己烷直接氧化制己二酸的方法
CN108855087B (zh) * 2017-05-12 2021-03-30 中国石油天然气股份有限公司 用于制备己二酸的催化剂及其制备方法、己二酸的制备方法
CN112441904B (zh) * 2019-09-04 2023-04-07 中国石油化工股份有限公司 环己烷直接氧化法制己二酸工艺分离和母液回用的连续方法
CN112441914B (zh) * 2019-09-04 2022-11-04 中国石油化工股份有限公司 环烷烃一步氧化制二元酸工艺氧化液的分离提纯方法
CN114426472B (zh) * 2020-10-14 2024-03-26 中国石油化工股份有限公司 环己烷直接氧化制备己二酸的方法
CN112939765B (zh) 2021-02-22 2022-08-09 湘潭大学 一种由环己烷联产己二酸和环己酮肟的方法
CN117753440B (zh) * 2023-11-29 2026-02-13 华陆工程科技有限责任公司 一种催化剂及其制备方法和应用

Family Cites Families (7)

* Cited by examiner, † Cited by third party
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US2223493A (en) * 1938-07-12 1940-12-03 Du Pont Oxidation of cyclic compounds
GB1595974A (en) * 1977-04-07 1981-08-19 Ici Ltd Recovering catalyst values
US4254283A (en) * 1979-06-07 1981-03-03 Monsanto Company Process for preparing adipic acid with recovery of glutaric and succinic acids
US5221800A (en) * 1989-09-05 1993-06-22 Amoco Corporation One step air oxidation of cyclohexane to produce adipic acid
TW238299B (es) * 1992-09-25 1995-01-11 Bayer Ag
US5321157A (en) * 1992-09-25 1994-06-14 Redox Technologies Inc. Process for the preparation of adipic acid and other aliphatic dibasic acids
UA21921C2 (uk) * 1993-03-19 1998-04-30 Державний Науково-Дослідний І Проектний Інститут Хімічних Технологій Спосіб одержаhhя адипіhової кислоти

Also Published As

Publication number Publication date
US5756837A (en) 1998-05-26
TW314513B (es) 1997-09-01
CZ289156B6 (cs) 2001-11-14
WO1996003365A1 (fr) 1996-02-08
KR970704660A (ko) 1997-09-06
EP0772581A1 (fr) 1997-05-14
KR100390560B1 (ko) 2003-11-28
JPH10500139A (ja) 1998-01-06
SK9297A3 (en) 1997-11-05
EP0772581B1 (fr) 1999-09-15
CN1157605A (zh) 1997-08-20
DE69512246D1 (de) 1999-10-21
UA44281C2 (uk) 2002-02-15
PL184991B1 (pl) 2003-01-31
RU2146240C1 (ru) 2000-03-10
JP3056790B2 (ja) 2000-06-26
FR2722783B1 (fr) 1996-08-30
BR9508785A (pt) 1998-01-13
FR2722783A1 (fr) 1996-01-26
CA2195576A1 (fr) 1996-02-08
SK281580B6 (sk) 2001-05-10
CN1071304C (zh) 2001-09-19
PL318357A1 (en) 1997-06-09
DE69512246T2 (de) 2000-04-20
CZ17997A3 (en) 1997-06-11

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