CA2284721A1 - Process for preparing 2,6-naphthalenedicarboxylic acid - Google Patents

Process for preparing 2,6-naphthalenedicarboxylic acid Download PDF

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Publication number
CA2284721A1
CA2284721A1 CA002284721A CA2284721A CA2284721A1 CA 2284721 A1 CA2284721 A1 CA 2284721A1 CA 002284721 A CA002284721 A CA 002284721A CA 2284721 A CA2284721 A CA 2284721A CA 2284721 A1 CA2284721 A1 CA 2284721A1
Authority
CA
Canada
Prior art keywords
reaction zone
solvent
cobalt
manganese
reaction
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
Application number
CA002284721A
Other languages
French (fr)
Other versions
CA2284721C (en
Inventor
Rosemary F. Mcmahon
James D. Greene, Jr.
David A. Peterson
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.)
BP Corp North America Inc
Original Assignee
Bp Amoco Corporation
Rosemary F. Mcmahon
James D. Greene, Jr.
David A. Peterson
Amoco Corporation
Bp Corporation North America Inc.
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 Bp Amoco Corporation, Rosemary F. Mcmahon, James D. Greene, Jr., David A. Peterson, Amoco Corporation, Bp Corporation North America Inc. filed Critical Bp Amoco Corporation
Publication of CA2284721A1 publication Critical patent/CA2284721A1/en
Application granted granted Critical
Publication of CA2284721C publication Critical patent/CA2284721C/en
Anticipated expiration legal-status Critical
Expired - Fee Related 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

Abstract

A process for producing 2,6-naphthalenedicarboxylic acid by the liquid phase, exothermic oxidation of 2,6-dimethylnaphthalene comprising adding to a reaction zone oxidation reaction components comprising 2,6-dimethylnaphthalene, a source of molecular oxygen, a solvent comprising an aliphatic monocarboxylic acid, and a catalyst comprising cobalt, manganese and bromine components wherein the atom ratio of cobalt to manganese is at least about 1:1 and the total of cobalt and manganese, calculated as elemental cobalt and elemental manganese added to the reaction zone, is less than about 0.40 weight percent based on the weight of the solvent added to the reaction zone;
maintaining the contents of the reaction zone at a temperature and pressure sufficient to cause the oxidation of 2,6-dimethylnaphthalene to 2,6-naphthalenedicarboxylic acid and the vaporization of at least a portion of the reaction solvent while maintaining a liquid phase reaction mixture; condensing the vaporized solvent and returning an amount of the condensed solvent to the reaction zone to maintain the amount of water in the reaction zone at no more than about 15 weight percent based on the weight of solvent in the reaction zone; and withdrawing from the reaction zone a mixture comprising 2,6-naphthalenedicarboxylic acid.
CA002284721A 1997-03-25 1998-03-17 Process for preparing 2,6-naphthalenedicarboxylic acid Expired - Fee Related CA2284721C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/827,039 1997-03-25
US08/827,039 US6114575A (en) 1997-03-25 1997-03-25 Process for preparing 2,6-naphthalenedicarboxylic acid
PCT/US1998/005212 WO1998042649A1 (en) 1997-03-25 1998-03-17 Process for preparing 2,6-naphthalenedicarboxylic acid

Publications (2)

Publication Number Publication Date
CA2284721A1 true CA2284721A1 (en) 1998-10-01
CA2284721C CA2284721C (en) 2007-06-12

Family

ID=25248172

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002284721A Expired - Fee Related CA2284721C (en) 1997-03-25 1998-03-17 Process for preparing 2,6-naphthalenedicarboxylic acid

Country Status (12)

Country Link
US (1) US6114575A (en)
EP (1) EP0971872B1 (en)
JP (1) JP2002510287A (en)
KR (1) KR100660308B1 (en)
AT (1) ATE218529T1 (en)
AU (1) AU6561798A (en)
CA (1) CA2284721C (en)
DE (1) DE69805786T2 (en)
ES (1) ES2178179T3 (en)
ID (1) ID23802A (en)
TW (1) TW500717B (en)
WO (1) WO1998042649A1 (en)

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DE69915976T2 (en) * 1998-11-04 2004-08-12 Mitsubishi Gas Chemical Co., Inc. Process for the preparation of naphthalenedicarboxylic acid
US6642407B2 (en) 2001-05-18 2003-11-04 Exxon Mobil Chemical Patents Inc. Production, purification and polymerization of aromatic dicarboxylic acids
US20040210084A1 (en) * 2001-09-07 2004-10-21 Castiglioni Gian Luca Process for the production of 2,6-naphthalenedicarboxylic acid
KR20030069370A (en) * 2002-02-20 2003-08-27 주식회사 효성 Preparation method of naphthalenedicarboxylic acid
KR20030072789A (en) * 2002-03-06 2003-09-19 주식회사 효성 A process for preparing 2,6-naphthalene dicarboxylic acid
US6657068B2 (en) 2002-03-22 2003-12-02 General Electric Company Liquid phase oxidation of halogenated ortho-xylenes
US6657067B2 (en) 2002-03-22 2003-12-02 General Electric Company Method for the manufacture of chlorophthalic anhydride
KR100717650B1 (en) * 2002-08-08 2007-05-11 에스케이케미칼주식회사 Preparation method of naphthalene dicarboxylic acid
US7541489B2 (en) 2004-06-30 2009-06-02 Sabic Innovative Plastics Ip B.V. Method of making halophthalic acids and halophthalic anhydrides
KR100770516B1 (en) * 2004-12-30 2007-10-25 주식회사 효성 26- Method for preparing Transformants expressing Benzaldehyde dehydrogenase and Method for Purification of 2 6-naphthalene dicarboxylic acid using the Transformants
US7959998B2 (en) * 2005-03-02 2011-06-14 Eastman Chemical Company Transparent, oxygen-scavenging compositions containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US20060199871A1 (en) * 2005-03-02 2006-09-07 Hale Wesley R Multilayered, transparent articles and a process for their preparation
US7955674B2 (en) * 2005-03-02 2011-06-07 Eastman Chemical Company Transparent polymer blends containing polyesters comprising a cyclobutanediol and articles prepared therefrom
US7959836B2 (en) * 2005-03-02 2011-06-14 Eastman Chemical Company Process for the preparation of transparent, shaped articles containing polyesters comprising a cyclobutanediol
US20100184940A1 (en) * 2005-03-02 2010-07-22 Eastman Chemical Company Polyester Compositions Which Comprise Cyclobutanediol and Certain Thermal Stabilizers, and/or Reaction Products Thereof
WO2007053548A2 (en) * 2005-10-28 2007-05-10 Eastman Chemical Company Polyester compositions comprising minimal amounts of cyclobutanediol
US7812112B2 (en) 2005-06-17 2010-10-12 Eastman Chemical Company Outdoor signs comprising polyester compositions formed from 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol
US7704605B2 (en) 2006-03-28 2010-04-27 Eastman Chemical Company Thermoplastic articles comprising cyclobutanediol having a decorative material embedded therein
US20070106054A1 (en) * 2005-10-28 2007-05-10 Crawford Emmett D Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and high glass transition temperature and articles made therefrom
US8586701B2 (en) * 2005-10-28 2013-11-19 Eastman Chemical Company Process for the preparation of copolyesters based on 2,2,4,4-tetramethyl-1,3-cyclobutanediol and 1,4-cyclohexanedimethanol
US8193302B2 (en) 2005-10-28 2012-06-05 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol and certain phosphate thermal stabilizers, and/or reaction products thereof
US9598533B2 (en) 2005-11-22 2017-03-21 Eastman Chemical Company Polyester compositions containing cyclobutanediol having a certain combination of inherent viscosity and moderate glass transition temperature and articles made therefrom
US7737246B2 (en) 2005-12-15 2010-06-15 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol, cyclohexanedimethanol, and ethylene glycol and manufacturing processes therefor
US9169388B2 (en) 2006-03-28 2015-10-27 Eastman Chemical Company Polyester compositions which comprise cyclobutanediol and certain thermal stabilizers, and/or reaction products thereof
KR100790206B1 (en) 2006-12-28 2008-01-02 주식회사 효성 Method for preparing 2,6-naphthalene dicarboxylic acid
US8501287B2 (en) 2007-11-21 2013-08-06 Eastman Chemical Company Plastic baby bottles, other blow molded articles, and processes for their manufacture
JP5635411B2 (en) 2007-11-21 2014-12-03 イーストマン ケミカル カンパニー Plastic baby bottles, other blow-molded articles and methods for producing them
US8198371B2 (en) 2008-06-27 2012-06-12 Eastman Chemical Company Blends of polyesters and ABS copolymers
US20100099828A1 (en) * 2008-10-21 2010-04-22 Eastman Chemical Company Clear Binary Blends of Aliphatic Polyesters and Aliphatic-Aromatic Polyesters
US8895654B2 (en) * 2008-12-18 2014-11-25 Eastman Chemical Company Polyester compositions which comprise spiro-glycol, cyclohexanedimethanol, and terephthalic acid
US8394997B2 (en) 2010-12-09 2013-03-12 Eastman Chemical Company Process for the isomerization of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US8420869B2 (en) 2010-12-09 2013-04-16 Eastman Chemical Company Process for the preparation of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US8420868B2 (en) 2010-12-09 2013-04-16 Eastman Chemical Company Process for the preparation of 2,2,4,4-tetraalkylcyclobutane-1,3-diols
US20130217830A1 (en) 2012-02-16 2013-08-22 Eastman Chemical Company Clear Semi-Crystalline Articles with Improved Heat Resistance
CN112479861A (en) * 2020-12-10 2021-03-12 成家钢 Liquid-phase normal-pressure catalytic oxygen oxidation safety method and oxygen oxidation safety reaction equipment
CN113845414B (en) * 2021-11-25 2022-03-04 中化学科学技术研究有限公司 Method for synthesizing 2, 6-naphthalene dicarboxylic acid

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3856855A (en) * 1970-02-17 1974-12-24 Teijin Ltd Process for preparation of naphthalene monocarboxylic acid or naphthalene dicarboxylic acid
US3870754A (en) * 1972-08-28 1975-03-11 Teijin Ltd Process for the preparation of 2,6-naphthalenedicarboxylic acid
JPS5621017A (en) * 1979-07-31 1981-02-27 Toukiyouto Electronic liquid meter
EP0142719B1 (en) * 1983-10-24 1987-07-08 Teijin Petrochemical Industries Ltd. Process for producing 2,6-naphthalenedicarboxylic acid
FR2595691B1 (en) * 1986-03-14 1990-02-02 Kureha Chemical Ind Co Ltd PROCESS FOR THE PRODUCTION OF NAPHTHALENE-DICARBOXYLIC-2,6 ACID BY OXIDATION OF 2,6-DIISOPROPYL-NAPHTALENE
JPS62212340A (en) * 1986-03-14 1987-09-18 Kureha Chem Ind Co Ltd Simultaneous production of 2,6-naphthalene-dicarboxylic acid and trimellitic acid
JPH078821B2 (en) * 1986-09-26 1995-02-01 三井石油化学工業株式会社 Method for producing aromatic carboxylic acid
CA1328115C (en) * 1988-09-28 1994-03-29 David Allen Young Method for making 2,6-naphthalenedicarboxylic acid
US5055612A (en) * 1988-12-19 1991-10-08 Nkk Corporation Process for the preparation of naphthalene carboxylic acids
US4933491A (en) * 1989-10-02 1990-06-12 Amoco Corporation Method for purifying a crude naphthalene dicarboxylic acid
US5183933A (en) * 1991-10-15 1993-02-02 Amoco Corporation Process for preparing 2,6-naphthalene-dicarboxylic acid
JPH06157403A (en) * 1992-11-30 1994-06-03 Mitsubishi Petrochem Co Ltd Production of 2,6-naphthalenedicarboxylic acid
US5510521A (en) * 1995-03-27 1996-04-23 Eastman Chemical Company Process for the production of aromatic carboxylic acids

Also Published As

Publication number Publication date
ATE218529T1 (en) 2002-06-15
KR100660308B1 (en) 2006-12-22
DE69805786T2 (en) 2003-02-20
US6114575A (en) 2000-09-05
DE69805786D1 (en) 2002-07-11
EP0971872B1 (en) 2002-06-05
AU6561798A (en) 1998-10-20
JP2002510287A (en) 2002-04-02
ID23802A (en) 2000-05-11
KR20010005647A (en) 2001-01-15
TW500717B (en) 2002-09-01
CA2284721C (en) 2007-06-12
WO1998042649A1 (en) 1998-10-01
EP0971872A1 (en) 2000-01-19
ES2178179T3 (en) 2002-12-16

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