GB879803A - Improvements in the production of alcohols - Google Patents

Improvements in the production of alcohols

Info

Publication number
GB879803A
GB879803A GB748059A GB748059A GB879803A GB 879803 A GB879803 A GB 879803A GB 748059 A GB748059 A GB 748059A GB 748059 A GB748059 A GB 748059A GB 879803 A GB879803 A GB 879803A
Authority
GB
United Kingdom
Prior art keywords
aluminium
epoxides
hydride
organo
catalyst
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
GB748059A
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
Application filed by Individual filed Critical Individual
Priority to GB748059A priority Critical patent/GB879803A/en
Publication of GB879803A publication Critical patent/GB879803A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08—Catalytic processes
    • C07C2/26—Catalytic processes with hydrides or organic compounds
    • C07C2/30—Catalytic processes with hydrides or organic compounds containing metal-to-carbon bond; Metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
    • C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Alcohols having from 6 to 8 carbon atoms are produced by dimerising propylene and/or butylene at elevated temperature and pressure in the presence of an organo-aluminium compound, epoxidation of the olefines thus produced, rearrangement of the epoxides to aldehydes and hydrogenation of the latter. Suitable organo-aluminium compounds are, for example aluminium triethyl, tri-isobutyl, triisopropyl, diethyl hydride, dipropyl hydride, di-isobutyl hydride or mixtures of two or more of such compounds. They are preferably used in amounts of 0.05 to 5 parts by weight to each part of the monomer. The organo-aluminium compounds may be used in solution in a hydrocarbon, for example, cyclohexane, benzene, ethylbenzene and isopropyl-cyclohexane. The dimerised products are oxidised to epoxides in known manner, for example, with acetaldehyde monoperacetate, peracetic acid or oxygen in the presence of alkali, and the epoxides rearranged to aldehydes with the aid of a catalyst, e.g. active aluminium oxide, silica gel or phosphoric acid. The isomerisation stage is preferably combined with the following hydrogenation by using a two-stage reactor containing the isomerisation catalyst in the upper part and a hydrogenation catalyst in the lower part. Alcohols obtained by the process are, for example, 2-ethylhexanol-1, 2-methylpentanol-1, and mixtures of 2-ethylhexanol-1, 2-methylpentanol-1, 2-methylhexanol-1 and 2-ethylpentanol-1.
GB748059A 1959-03-04 1959-03-04 Improvements in the production of alcohols Expired GB879803A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB748059A GB879803A (en) 1959-03-04 1959-03-04 Improvements in the production of alcohols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB748059A GB879803A (en) 1959-03-04 1959-03-04 Improvements in the production of alcohols

Publications (1)

Publication Number Publication Date
GB879803A true GB879803A (en) 1961-10-11

Family

ID=9833931

Family Applications (1)

Application Number Title Priority Date Filing Date
GB748059A Expired GB879803A (en) 1959-03-04 1959-03-04 Improvements in the production of alcohols

Country Status (1)

Country Link
GB (1) GB879803A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1748038A1 (en) * 2005-07-29 2007-01-31 Linde AG Method for preparing linear alpha-olefins
WO2011054781A1 (en) 2009-11-03 2011-05-12 Basf Se Thermoplastic compositions having improved flowability
EP2377844A2 (en) 2004-06-21 2011-10-19 Basf Se Cyclohexane polycarboxylic acid derivatives containing adjuvants
WO2011151301A1 (en) 2010-06-01 2011-12-08 Basf Se Method for producing expandable styrene polymer compositions
EP2716623A1 (en) 2012-10-05 2014-04-09 Basf Se Method for the preparation of cyclohexane polycarboxylic acid derivatives with low proportion of by-product
WO2020173818A1 (en) 2019-02-25 2020-09-03 Basf Se Method for processing benzene polycarboxylic acid esters and use of same to produce cyclohexane polycarboxylic acid esters

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2377844A2 (en) 2004-06-21 2011-10-19 Basf Se Cyclohexane polycarboxylic acid derivatives containing adjuvants
EP1748038A1 (en) * 2005-07-29 2007-01-31 Linde AG Method for preparing linear alpha-olefins
WO2007016993A1 (en) * 2005-07-29 2007-02-15 Saudi Basic Industries Corporation Method for preparing linear alpha-olefins
WO2011054781A1 (en) 2009-11-03 2011-05-12 Basf Se Thermoplastic compositions having improved flowability
WO2011151301A1 (en) 2010-06-01 2011-12-08 Basf Se Method for producing expandable styrene polymer compositions
EP2716623A1 (en) 2012-10-05 2014-04-09 Basf Se Method for the preparation of cyclohexane polycarboxylic acid derivatives with low proportion of by-product
WO2014053618A1 (en) 2012-10-05 2014-04-10 Basf Se Method for producing cyclohexanecarboxylic acid derivatives with a low proportion of by-products
WO2020173818A1 (en) 2019-02-25 2020-09-03 Basf Se Method for processing benzene polycarboxylic acid esters and use of same to produce cyclohexane polycarboxylic acid esters

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