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WO2017078507A3 - Stabilization of catalyst for acetic acid preparation, and method for preparing amide of anhydrous tertiary amine - Google Patents

Stabilization of catalyst for acetic acid preparation, and method for preparing amide of anhydrous tertiary amine Download PDF

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Publication number
WO2017078507A3
WO2017078507A3 PCT/KR2016/012759 KR2016012759W WO2017078507A3 WO 2017078507 A3 WO2017078507 A3 WO 2017078507A3 KR 2016012759 W KR2016012759 W KR 2016012759W WO 2017078507 A3 WO2017078507 A3 WO 2017078507A3
Authority
WO
WIPO (PCT)
Prior art keywords
catalyst
acetic acid
tertiary amine
acid preparation
present
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.)
Ceased
Application number
PCT/KR2016/012759
Other languages
French (fr)
Korean (ko)
Other versions
WO2017078507A2 (en
Inventor
홍장환
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.)
Individual
Original Assignee
Individual
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
Priority claimed from KR1020150156186A external-priority patent/KR102765109B1/en
Priority claimed from KR1020150156185A external-priority patent/KR102765106B1/en
Application filed by Individual filed Critical Individual
Publication of WO2017078507A2 publication Critical patent/WO2017078507A2/en
Publication of WO2017078507A3 publication Critical patent/WO2017078507A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/46—Ruthenium, rhodium, osmium or iridium
    • 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
    • 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
    • B01J23/755—Nickel
    • 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
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40—Regeneration or reactivation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/22—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/22—Separation; Purification; Stabilisation; Use of additives
    • C07C231/24—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/03—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/04—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
    • C07C233/05—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

The present invention relates to a method for efficiently synthesizing acetic acid by using a catalyst (rhodium, iridium, cobalt, nickel, palladium, platinum, or ruthenium) which is used in acetic acid preparation and undergoes an oxidative addition reaction with an alkyl halide, wherein trimethylamine is added such that the stability of the catalyst is not limited by the moisture concentration inside a reactor. The present invention further relates to a method for using an extremely small amount of a halogen promoter to synthesize dimethylacetamide at high catalytic efficiency without consumption, by using the same catalyst and carbonylating, under carbon monoxide pressure, anhydrous trimethylamine with moisture removed. The present invention still further relates to a method for using an extremely small amount of a halogen promoter to synthesize a tertiary amide at high catalytic efficiency without consumption, by carbonylating, under carbon monoxide pressure, an anhydrous tertiary amine with moisture removed.
PCT/KR2016/012759 2015-11-06 2016-11-07 Stabilization of catalyst for acetic acid preparation, and method for preparing amide of anhydrous tertiary amine Ceased WO2017078507A2 (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
KR10-2015-0156185 2015-11-06
KR20150156176 2015-11-06
KR1020150156186A KR102765109B1 (en) 2015-11-06 2015-11-06 Carbonylation process of tertiary amines to tertiary amides under anhydrous condition)
KR10-2015-0156186 2015-11-06
KR1020150156185A KR102765106B1 (en) 2015-11-06 2015-11-06 Carbonylation process of trimethylamine under anhydrous condition
KR10-2015-0156176 2015-11-06

Publications (2)

Publication Number Publication Date
WO2017078507A2 WO2017078507A2 (en) 2017-05-11
WO2017078507A3 true WO2017078507A3 (en) 2017-06-29

Family

ID=58662532

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2016/012759 Ceased WO2017078507A2 (en) 2015-11-06 2016-11-07 Stabilization of catalyst for acetic acid preparation, and method for preparing amide of anhydrous tertiary amine

Country Status (1)

Country Link
WO (1) WO2017078507A2 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4336399A (en) * 1977-09-29 1982-06-22 Mitsubishi Gas Chemical Company, Inc. Process for producing carboxylic acids and/or esters thereof
EP0185823A1 (en) * 1984-12-28 1986-07-02 E.I. Du Pont De Nemours And Company Dimethylacetamide from carbonylation of trimethylamine
US5281751A (en) * 1983-12-02 1994-01-25 Union Carbide Chemicals And Plastics Company Inc. Synergistic production of carboxylic acids from alcohols
KR20110093905A (en) * 2008-11-21 2011-08-18 타민코 나암로제 베누트샤프 Process for the preparation of secondary amides by carbonylation of the corresponding tertiary amine

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4336399A (en) * 1977-09-29 1982-06-22 Mitsubishi Gas Chemical Company, Inc. Process for producing carboxylic acids and/or esters thereof
US5281751A (en) * 1983-12-02 1994-01-25 Union Carbide Chemicals And Plastics Company Inc. Synergistic production of carboxylic acids from alcohols
EP0185823A1 (en) * 1984-12-28 1986-07-02 E.I. Du Pont De Nemours And Company Dimethylacetamide from carbonylation of trimethylamine
KR20110093905A (en) * 2008-11-21 2011-08-18 타민코 나암로제 베누트샤프 Process for the preparation of secondary amides by carbonylation of the corresponding tertiary amine

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
HONG, J. H.: "Two Carbonylations of Methyl Iodide and Trimethylamine to Acetic acid and N,N-Dimethylacetamide by Rhodium(I)Complex: Stability of Rhodium(I) Complex underAnhydrous Condition", CATALYSTS, vol. 5, no. 4, 19 November 2015 (2015-11-19), pages 1969 - 1982, XP055601354, ISSN: 2073-4344, DOI: 10.3390/catal5041969 *

Also Published As

Publication number Publication date
WO2017078507A2 (en) 2017-05-11

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