TW200718682A - A process for the preparation of p-toluic acid by liquid phase oxidation of p-xylene in water - Google Patents

A process for the preparation of p-toluic acid by liquid phase oxidation of p-xylene in water

Info

Publication number
TW200718682A
TW200718682A TW095110206A TW95110206A TW200718682A TW 200718682 A TW200718682 A TW 200718682A TW 095110206 A TW095110206 A TW 095110206A TW 95110206 A TW95110206 A TW 95110206A TW 200718682 A TW200718682 A TW 200718682A
Authority
TW
Taiwan
Prior art keywords
toluic acid
xylene
water
preparation
liquid phase
Prior art date
Application number
TW095110206A
Other languages
Chinese (zh)
Other versions
TWI368607B (en
Inventor
Mahendra Pratap Saxena
Ashok Kumar Gupta
Satish Kumar Sharma
Dinesh Prasad Bangwal
Krishan Kumar
Original Assignee
Council Scient Ind Res
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 Scient Ind Res filed Critical Council Scient Ind Res
Publication of TW200718682A publication Critical patent/TW200718682A/en
Application granted granted Critical
Publication of TWI368607B publication Critical patent/TWI368607B/en

Links

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

The present invention provides a process for the preparation of p-toluic acid by liquid phase oxidation of p-xylene using oxygen or air as oxidant in the presence of p-toluic acid, water as solvent and cobalt salt or its combinations with salts of Ce, Mn as catalyst. Oxidation is carried out at 130-190 DEG C and pressure sufficient to keep water in liquid state. Oxidation step is followed by filteration to obtain p-toluic acid as major product. Unreacted p-xylene is recovered and recycled and the catalyst is recovered from aqueous phase and is recycled.
TW095110206A 2005-03-31 2006-03-24 A process for the preparation of p-toluic acid by liquid phase oxidation of p-xylene in water TWI368607B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IN766DE2005 2005-03-31

Publications (2)

Publication Number Publication Date
TW200718682A true TW200718682A (en) 2007-05-16
TWI368607B TWI368607B (en) 2012-07-21

Family

ID=36087854

Family Applications (1)

Application Number Title Priority Date Filing Date
TW095110206A TWI368607B (en) 2005-03-31 2006-03-24 A process for the preparation of p-toluic acid by liquid phase oxidation of p-xylene in water

Country Status (7)

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

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007133973A2 (en) * 2006-05-08 2007-11-22 Bp Corporation North America Inc. Process and catalyst for oxidizing aromatic compounds
JP6409611B2 (en) 2015-02-23 2018-10-24 東レ株式会社 Method for producing p-toluic acid
CN107011152A (en) * 2016-01-27 2017-08-04 中国石化扬子石油化工有限公司 The method that Selectivity for paraxylene catalysis oxidation prepares p-methylbenzoic acid
CN112851496A (en) * 2020-12-30 2021-05-28 湖北鸿鑫化工有限公司 Preparation method of p-toluic acid
CN114507128B (en) * 2022-02-17 2023-10-03 吴桥县六合德利化工有限责任公司 Process for refining p-methylbenzoic acid

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4927574B1 (en) * 1970-09-08 1974-07-18
US3923867A (en) * 1972-06-05 1975-12-02 Dynamit Nobel Ag Method for producing monomethyl terephthalate
JPS5246217B2 (en) * 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 (en) * 1985-07-31 1987-02-07 Teijin Yuka Kk Production of p-toluic acid
JP2711517B2 (en) * 1994-11-15 1998-02-10 ナショナル サイエンス カウンシル Method for producing 6-alkyl-2-naphthalenecarboxylic acid and 6-isopropyl-2-naphthalenecarboxylic acid
JPH09124548A (en) * 1995-11-01 1997-05-13 Mitsubishi Gas Chem Co Inc Production of alkylbenzoic acid
JPH111447A (en) * 1997-06-13 1999-01-06 Mitsubishi Chem Corp Oxidation of side chain of aromatic compound
IT1311976B1 (en) 1999-03-25 2002-03-22 Franco Codignola PROCEDURE FOR THE PRODUCTION OF AROMATIC ACIDS.

Also Published As

Publication number Publication date
WO2006103693A1 (en) 2006-10-05
CA2603160C (en) 2013-09-24
JP5055262B2 (en) 2012-10-24
DE112005003520B4 (en) 2018-03-22
KR20080020594A (en) 2008-03-05
CN101146755A (en) 2008-03-19
CN101146755B (en) 2012-07-11
KR100965633B1 (en) 2010-06-23
CA2603160A1 (en) 2006-10-05
JP2008534577A (en) 2008-08-28
DE112005003520T5 (en) 2008-02-07
TWI368607B (en) 2012-07-21

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Legal Events

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MM4A Annulment or lapse of patent due to non-payment of fees