GB1020051A - Catalytic process and catalyst therefor - Google Patents

Catalytic process and catalyst therefor

Info

Publication number
GB1020051A
GB1020051A GB2447762A GB2447762A GB1020051A GB 1020051 A GB1020051 A GB 1020051A GB 2447762 A GB2447762 A GB 2447762A GB 2447762 A GB2447762 A GB 2447762A GB 1020051 A GB1020051 A GB 1020051A
Authority
GB
United Kingdom
Prior art keywords
methyl
butene
acid
exchange resin
loaded
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
Application number
GB2447762A
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.)
Richfield Oil Corp
Original Assignee
Richfield Oil Corp
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 Richfield Oil Corp filed Critical Richfield Oil Corp
Publication of GB1020051A publication Critical patent/GB1020051A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/06Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • B01J31/08Ion-exchange resins
    • B01J31/10Ion-exchange resins sulfonated
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/70Oxidation reactions, e.g. epoxidation, (di)hydroxylation, dehydrogenation and analogues

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

Oxidation reactions are effected in the presence of a transition metal loaded macroporous ion exchange resin. Starting materials are mono to hexa substituted benzene derivatives or the corresponding multi-hinged compounds. Specified are toluene, o-, m- and p xylene, mesitylene, pseudocumene, hemimellitene, durene, prehnitene, iso - durene, pentamethylbenzene, hexamethylbenzene, ethylbenzene, cumene, cymene, o -, m - and p - ethyl toluene, alkylnaphthalenes, tetralin, indene and indane, benzaldehyde, acetophenone; benzyl alcohol. Specified products of oxidation are benzoic acid benzyl alcohol, benzaldehyde, o-methylbenzyl alcohol, a -a -oxylenediol, o - tuloic acid, phthalic acid, phthalic anhydride and acetylbenzoic acid. Olefines such as ethylene, propylene, 1-butene, 2 - butene, isobutene - 2 methyl - 2 - butene, cyclopentene and cyclohexene may be oxidized to epoxides, alcohols, ketones, aldehydes and acids e.g. 3-methylcrotonic, 3-methyl-2-butanene, 2 - methyl - 1 - butene, the acetates of 2 - methyl - 1 - butene - 3 - ol, - 2 - methyl - 2butene - 4 - ol and 2 - methyl - 2 - 3 - dihydroxybutane. Examples describe the oxidation of ethylbenzene to acetophenone, a -phenyl ethyl acetate and styrene, o-xylene to o-toluic acid, phthalic acid, o - tolyl acetate phthalide and tolualdehyde and 2 - methyl - 2 - butene to ethyl alcohol, 3 - methyl crotonic acid, 2methyl - 2 - butanone, and an assortment of acetates.ALSO:A catalyst useful in organic reactions comprises a transition metal-loaded macroporous ion-exchange resin. The transition metal is V, Cr, Mn, Fe, Co, Ni, Cu, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Ta, Re, Os, Ir, Pt or Au. The ion exchange resin may have a major portion of styrene and a minor portion of divinylbenzene. Alternatively it may be of the phenolformaldehyde type. Loading may be through carboxyl, sulphonic, phosphonic or phosphinic groups. The metals may be loaded on cation or anion exchangers. Examples of the latter are <FORM:1020051/B1-B2/1> A cocatalyst e.g. a soluble bromine compound or elementary bromine may be used with the loaded ion exchange resin.
GB2447762A 1961-07-17 1962-07-17 Catalytic process and catalyst therefor Expired GB1020051A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12682861A 1961-07-17 1961-07-17

Publications (1)

Publication Number Publication Date
GB1020051A true GB1020051A (en) 1966-02-16

Family

ID=22426893

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2447762A Expired GB1020051A (en) 1961-07-17 1962-07-17 Catalytic process and catalyst therefor

Country Status (1)

Country Link
GB (1) GB1020051A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0008409A2 (en) * 1978-08-17 1980-03-05 Heyl Chemisch-pharmazeutische Fabrik GmbH &amp; Co. KG Soluble metal-containing polymeric catalysts for polymerizations, method of producing same and their use in polymerization processes
WO2003062179A1 (en) * 2002-01-24 2003-07-31 Japan Science And Technology Agency Novel process for producing 1,2-diol
CN114849784A (en) * 2022-06-02 2022-08-05 中海油天津化工研究设计院有限公司 Preparation method of heterogeneous catalyst for preparing carboxylic acid by aldehyde oxidation

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0008409A2 (en) * 1978-08-17 1980-03-05 Heyl Chemisch-pharmazeutische Fabrik GmbH &amp; Co. KG Soluble metal-containing polymeric catalysts for polymerizations, method of producing same and their use in polymerization processes
EP0008409A3 (en) * 1978-08-17 1980-03-19 Heyl & Co., Chem.-Pharm. Fabrik Soluble metal-containing polymeric catalysts for polymerizations, method of producing same and their use in polymerization processes
WO2003062179A1 (en) * 2002-01-24 2003-07-31 Japan Science And Technology Agency Novel process for producing 1,2-diol
US7385096B2 (en) 2002-01-24 2008-06-10 Japan Science And Technology Agency Process for producing 1,2-diol
CN114849784A (en) * 2022-06-02 2022-08-05 中海油天津化工研究设计院有限公司 Preparation method of heterogeneous catalyst for preparing carboxylic acid by aldehyde oxidation
CN114849784B (en) * 2022-06-02 2023-11-07 中海油天津化工研究设计院有限公司 Preparation method of heterogeneous catalyst for preparing carboxylic acid by aldehyde oxidation

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