CA2603160C - Procede de fabrication d'acide p-toluique par oxydation en phase liquide de p-xylene dans de l'eau - Google Patents

Procede de fabrication d'acide p-toluique par oxydation en phase liquide de p-xylene dans de l'eau Download PDF

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Publication number
CA2603160C
CA2603160C CA2603160A CA2603160A CA2603160C CA 2603160 C CA2603160 C CA 2603160C CA 2603160 A CA2603160 A CA 2603160A CA 2603160 A CA2603160 A CA 2603160A CA 2603160 C CA2603160 C CA 2603160C
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CA
Canada
Prior art keywords
xylene
water
toluic acid
oxidation
acetate
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
CA2603160A
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English (en)
Other versions
CA2603160A1 (fr
Inventor
Mahendra Pratap Saxena
Ashok Kumar Gupta
Satish Kumar Sharma
Dinesh Prasad Bangwal
Krishan Kumar
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.)
Council of Scientific and Industrial Research CSIR
Original Assignee
Council of Scientific and Industrial Research CSIR
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 Council of Scientific and Industrial Research CSIR filed Critical Council of Scientific and Industrial Research CSIR
Publication of CA2603160A1 publication Critical patent/CA2603160A1/fr
Application granted granted Critical
Publication of CA2603160C publication Critical patent/CA2603160C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
    • C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/32—Manganese, technetium or rhenium
    • B01J23/34—Manganese
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/75—Cobalt
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of rare earths
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/32—Manganese, technetium or rhenium
    • C07C2523/34—Manganese
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/74—Iron group metals
    • C07C2523/75—Cobalt
    • 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)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

L~invention concerne un procédé de fabrication d~acide p-toluique par oxydation en phase liquide de p-xylène, utilisant de l~oxygène ou de l~air comme oxydant en présence d~acide p-toluique, de l~eau comme solvant, et un sel de cobalt ou ses combinaisons avec des sels de Ce ou de Mn comme catalyseur. L~oxydation est effectuée à 130 - 190°C et à une pression suffisante pour maintenir l~eau à l~état liquide. L~étape d~oxydation est suivie d~une filtration pour obtenir l~acide p-toluique comme produit majoritaire. Le p-xylène n~ayant pas réagit est récupéré et recyclé, et le catalyseur est récupéré dans la phase aqueuse et recyclé.
CA2603160A 2005-03-31 2005-11-29 Procede de fabrication d'acide p-toluique par oxydation en phase liquide de p-xylene dans de l'eau Expired - Lifetime CA2603160C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
IN0766/DEL/2005 2005-03-31
IN766DE2005 2005-03-31
PCT/IN2005/000388 WO2006103693A1 (fr) 2005-03-31 2005-11-29 Procede de fabrication d’acide p-toluique par oxydation en phase liquide de p-xylene dans de l’eau

Publications (2)

Publication Number Publication Date
CA2603160A1 CA2603160A1 (fr) 2006-10-05
CA2603160C true CA2603160C (fr) 2013-09-24

Family

ID=36087854

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2603160A Expired - Lifetime CA2603160C (fr) 2005-03-31 2005-11-29 Procede de fabrication d'acide p-toluique par oxydation en phase liquide de p-xylene dans de l'eau

Country Status (7)

Country Link
JP (1) JP5055262B2 (fr)
KR (1) KR100965633B1 (fr)
CN (1) CN101146755B (fr)
CA (1) CA2603160C (fr)
DE (1) DE112005003520B4 (fr)
TW (1) TWI368607B (fr)
WO (1) WO2006103693A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090069594A1 (en) * 2006-05-08 2009-03-12 Bp Corporation North America Inc. Process and Catalyst for Oxidizing Aromatic Compounds
JP6409611B2 (ja) 2015-02-23 2018-10-24 東レ株式会社 ｐ−トルイル酸の製造方法
CN107011152A (zh) * 2016-01-27 2017-08-04 中国石化扬子石油化工有限公司 对二甲苯选择性催化氧化制备对甲基苯甲酸的方法
CN112851496A (zh) * 2020-12-30 2021-05-28 湖北鸿鑫化工有限公司 一种对甲基苯甲酸的制备方法
CN114507128B (zh) * 2022-02-17 2023-10-03 吴桥县六合德利化工有限责任公司 对甲基苯甲酸精制工艺

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4927574B1 (fr) 1970-09-08 1974-07-18
US3923867A (en) 1972-06-05 1975-12-02 Dynamit Nobel Ag Method for producing monomethyl terephthalate
JPS5246217B2 (fr) * 1973-09-04 1977-11-22
JPS53112831A (en) * 1977-03-15 1978-10-02 Matsuyama Sekyu Kagaku Kk Process for preparing toluylic acid
JPS5653635A (en) * 1979-10-08 1981-05-13 Nippon Jiyouriyuu Kogyo Kk Preparation of high purity p-toluic acid
JPS6229549A (ja) * 1985-07-31 1987-02-07 Teijin Yuka Kk Ｐ−トルイル酸の製造法
JP2711517B2 (ja) * 1994-11-15 1998-02-10 ナショナル サイエンス カウンシル ６−アルキル−２−ナフタレンカルボン酸及び６−イソプロピル−２−ナフタレンカルボン酸の製造方法
JPH09124548A (ja) * 1995-11-01 1997-05-13 Mitsubishi Gas Chem Co Inc アルキル安息香酸の製造方法
JPH111447A (ja) * 1997-06-13 1999-01-06 Mitsubishi Chem Corp 芳香族化合物の側鎖の酸化方法
IT1311976B1 (it) * 1999-03-25 2002-03-22 Franco Codignola Procedimento per la produzione di acidi aromatici.

Also Published As

Publication number Publication date
JP2008534577A (ja) 2008-08-28
DE112005003520B4 (de) 2018-03-22
CA2603160A1 (fr) 2006-10-05
TWI368607B (en) 2012-07-21
TW200718682A (en) 2007-05-16
CN101146755A (zh) 2008-03-19
WO2006103693A1 (fr) 2006-10-05
JP5055262B2 (ja) 2012-10-24
KR100965633B1 (ko) 2010-06-23
CN101146755B (zh) 2012-07-11
KR20080020594A (ko) 2008-03-05
DE112005003520T5 (de) 2008-02-07

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