GB1427749A - Process for hydrogenating naphthalene and alkylnaphthalenes - Google Patents

Process for hydrogenating naphthalene and alkylnaphthalenes

Info

Publication number
GB1427749A
GB1427749A GB2428673A GB2428673A GB1427749A GB 1427749 A GB1427749 A GB 1427749A GB 2428673 A GB2428673 A GB 2428673A GB 2428673 A GB2428673 A GB 2428673A GB 1427749 A GB1427749 A GB 1427749A
Authority
GB
United Kingdom
Prior art keywords
tetrahydronaphthalene
methyl
naphthalene
mixture
produced
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
GB2428673A
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.)
IFP Energies Nouvelles IFPEN
Original Assignee
IFP Energies Nouvelles IFPEN
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 IFP Energies Nouvelles IFPEN filed Critical IFP Energies Nouvelles IFPEN
Publication of GB1427749A publication Critical patent/GB1427749A/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
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • 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
    • B01J31/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • B01J31/14Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • B01J31/143Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron of aluminium
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • C07C5/10Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of aromatic six-membered rings
    • C07C5/11Partial hydrogenation
    • 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
    • B01J2231/60Reduction reactions, e.g. hydrogenation
    • B01J2231/64Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/646Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of aromatic or heteroaromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C07C2531/14Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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)

Abstract

1427749 Tetrahydronaphthalenes INSTITUT FRANCAIS DU PETROLE 22 May 1973 [23 May 1972] 24286/73 Heading C5E Tetrahydronaphthalene and alkyl tetrahydronaphthalene are produced by reacting naphthalene, or alkylnaphthalene respectively, with hydrogen in the presence of a catalyst which has been prepared in the absence of naphthalene or alkylnaphthalene by adding a solution of at least one cobalt salt to at least one trialkylaluminium and/or alkyl aluminium hydride in the liquid phase and heating the mixture at 50-200‹ C. during or after the mixing. The cobalt salt is preferably added in such an amount that the atomic ratio of aluminium to cobalt is within the range 2 : 1 to 4 : 1. The catalyst can be prepared by pouring a solution of cobalt octoate, naphthenate, stearate or acetylacetonate in tetrahydronaphthalene or decahydronaphthalene into triethyl-, triisobutyl- or triacyl-aluminium or diisobutyl aluminium hydride; the aluminium compound can be used either as the pure liquid or dissolved in tetrahydronaphthalene. The hydrogenation can be carried out at 90- 200‹ C. and 0À1-50 bars in an autoclave using an amount of catalyst equivalent to 5-300 parts cobalt per million parts of naphthalene or alkylnaphthalene. In examples pure tetrahydronaphthalene is produced from naphthalene, a mixture of 2-methyl and 6-methyl tetrahydronaphthalene is produced from #-methylnaphthalene, and a mixture of 1-methyl, 6- methyl and 5-methyl tetrahydronaphthalene is produced from a mixture of α- and #-methylnaphthalenes.
GB2428673A 1972-05-23 1973-05-22 Process for hydrogenating naphthalene and alkylnaphthalenes Expired GB1427749A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7218394A FR2185441B1 (en) 1972-05-23 1972-05-23

Publications (1)

Publication Number Publication Date
GB1427749A true GB1427749A (en) 1976-03-10

Family

ID=9098969

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2428673A Expired GB1427749A (en) 1972-05-23 1973-05-22 Process for hydrogenating naphthalene and alkylnaphthalenes

Country Status (5)

Country Link
JP (1) JPS4954354A (en)
DE (1) DE2325549A1 (en)
FR (1) FR2185441B1 (en)
GB (1) GB1427749A (en)
NL (1) NL7307157A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2125817A (en) * 1982-08-23 1984-03-14 British Gas Corp Production of partially saturated polycyclic hydrocarbons and methane rich gas
US8329200B2 (en) 2001-09-29 2012-12-11 Beiersdorf Ag Cosmetic or dermatological stick

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1367202A (en) * 1962-08-21 1964-07-17 Shell Int Research Hydrogenation process of organic compounds
GB1117318A (en) * 1965-06-21 1968-06-19 Exxon Research Engineering Co Novel catalyst

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2125817A (en) * 1982-08-23 1984-03-14 British Gas Corp Production of partially saturated polycyclic hydrocarbons and methane rich gas
US8329200B2 (en) 2001-09-29 2012-12-11 Beiersdorf Ag Cosmetic or dermatological stick

Also Published As

Publication number Publication date
FR2185441B1 (en) 1974-09-27
NL7307157A (en) 1973-11-27
DE2325549A1 (en) 1973-12-06
JPS4954354A (en) 1974-05-27
FR2185441A1 (en) 1974-01-04

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee