GB589709A - Improvements in or relating to the manufacture of olefines and di-olefines by catalytic dehydration - Google Patents

Improvements in or relating to the manufacture of olefines and di-olefines by catalytic dehydration

Info

Publication number
GB589709A
GB589709A GB7751/45A GB775145A GB589709A GB 589709 A GB589709 A GB 589709A GB 7751/45 A GB7751/45 A GB 7751/45A GB 775145 A GB775145 A GB 775145A GB 589709 A GB589709 A GB 589709A
Authority
GB
United Kingdom
Prior art keywords
catalyst
olefines
tetrahydrofurane
butadiene
preparation
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
GB7751/45A
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.)
Usines de Melle SA
Original Assignee
Usines de Melle SA
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 Usines de Melle SA filed Critical Usines de Melle SA
Publication of GB589709A publication Critical patent/GB589709A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/16Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/247Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by splitting of cyclic ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14Phosphorus; Compounds thereof
    • C07C2527/16Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/52Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Boron phosphate is prepared by reacting concentrated phosphoric acid with finely powdered boric acid using, according to example 1, equimolecular amounts of reactants and then drying and finally cooking at 350 DEG C for three hours. The phosphate is used as catalyst in the vapour phase dehydration of alcohols, glycols, tetrahydrofurane and methyl tetrahydrofurane yielding olefines and di-olefines (see Group IV). Reactivation is effected by heating in air. The Specification as open to inspection under Sect. 91 describes, in Example 4, a boron phosphate catalyst in tablet form and containing 33 per cent. china clay, and cooked as described in example 1. This subject-matter does not appear in the Specification as accepted.ALSO:Olefines and diolefines are prepared by dehydrating alcohols, glycols, tetrahydrofurane or methyltetrahydrofurane in the vapour phase using a boron phosphate catalyst at an elevated temperature, preferably between about 250 DEG C. and 450 DEG C. The vaporized starting material may be passed over the heated catalyst together with a diluent gas such as nitrogen or carbon dioxide and also with a volatile catalyst containing combined phosphorus such as butyl or pyridine phosphate. In examples, methyl tetrahydrofurane is converted to piperylene and ethylenic alcohols which may be dehydrated to piperylene, butyl alcohol to butylene, and butylene glycol-1 : 3 to butadiene and ethylenic alcohols, employing a catalyst prepared by reacting equimolecular amounts of boric acid and phosphoric acid (see Group III). Reference is also made to the preparation of butadiene-1 : 3 from methyl vinyl carbinol and allyl carbinol. The Specification as open to inspection relates to the preparation of olefines and diolefines, generally, by dehydration using a boron phosphate catalyst and mentions the preparation of ethylene from ethyl alcohol, piperylene from pentane diol - 1 : 3, propylene from propanol, butadiene- 1 : 3 from propenyl carbinol and trimethyl ethylene and isopropyl ethylene from amyl alcohol, while an example describes the preparation of butadiene from tetrahydrofurane using a boron phosphate-china clay catalyst. This subject-matter does not appear in the Specification as accepted. p
GB7751/45A 1942-07-30 1945-03-27 Improvements in or relating to the manufacture of olefines and di-olefines by catalytic dehydration Expired GB589709A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR589709X 1942-07-30

Publications (1)

Publication Number Publication Date
GB589709A true GB589709A (en) 1947-06-27

Family

ID=8962923

Family Applications (1)

Application Number Title Priority Date Filing Date
GB7751/45A Expired GB589709A (en) 1942-07-30 1945-03-27 Improvements in or relating to the manufacture of olefines and di-olefines by catalytic dehydration

Country Status (1)

Country Link
GB (1) GB589709A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2997509A (en) * 1958-04-09 1961-08-22 British Hydrocarbon Chem Ltd Production of conjugated diolefins
US3022339A (en) * 1958-07-05 1962-02-20 Wacker Chemie Gmbh Production of unsaturated monocarboxylic acid esters
US3236907A (en) * 1961-02-27 1966-02-22 British Hydrocarbon Chem Ltd Production of conjugated diolefines
US3350474A (en) * 1959-02-20 1967-10-31 British Hydrocarbon Chem Ltd Production of conjugated diolefines
US3966829A (en) * 1966-09-24 1976-06-29 Deutsche Texaco Aktiengesellschaft Method of purifying monoalcohols
US4524234A (en) * 1984-10-19 1985-06-18 Union Carbide Corporation Production of hydrocarbons with aluminophosphate molecular sieves
US8981172B2 (en) 2011-09-16 2015-03-17 Eastman Chemical Company Catalytic dehydration of alcohols and ethers over a ternary mixed oxide
KR20150115868A (en) * 2013-02-04 2015-10-14 아디쎄오 프랑스 에스에이에스 Method for producing an olefin by catalytic conversion of at least one alcohol

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2997509A (en) * 1958-04-09 1961-08-22 British Hydrocarbon Chem Ltd Production of conjugated diolefins
US3022339A (en) * 1958-07-05 1962-02-20 Wacker Chemie Gmbh Production of unsaturated monocarboxylic acid esters
US3350474A (en) * 1959-02-20 1967-10-31 British Hydrocarbon Chem Ltd Production of conjugated diolefines
US3236907A (en) * 1961-02-27 1966-02-22 British Hydrocarbon Chem Ltd Production of conjugated diolefines
US3966829A (en) * 1966-09-24 1976-06-29 Deutsche Texaco Aktiengesellschaft Method of purifying monoalcohols
US4524234A (en) * 1984-10-19 1985-06-18 Union Carbide Corporation Production of hydrocarbons with aluminophosphate molecular sieves
US8981172B2 (en) 2011-09-16 2015-03-17 Eastman Chemical Company Catalytic dehydration of alcohols and ethers over a ternary mixed oxide
KR20150115868A (en) * 2013-02-04 2015-10-14 아디쎄오 프랑스 에스에이에스 Method for producing an olefin by catalytic conversion of at least one alcohol
JP2016511235A (en) * 2013-02-04 2016-04-14 アディッソ・フランス・エス.エー.エス.Adisseo France S.A.S. Process for producing olefins by catalytic conversion of alcohols
US10071937B2 (en) 2013-02-04 2018-09-11 Adisseo France S.A.S Method for producing an olefin by catalytic conversion of at least one alcohol
KR102206883B1 (en) 2013-02-04 2021-01-22 아디쎄오 프랑스 에스에이에스 Method for producing an olefin by catalytic conversion of at least one alcohol

Similar Documents

Publication Publication Date Title
Niiyama et al. Butadiene formation from ethanol over silica-magnesia catalysts
GB589709A (en) Improvements in or relating to the manufacture of olefines and di-olefines by catalytic dehydration
GB835717A (en) Preparation of substituted morpholines
GB930433A (en) Preparation of olefins
GB1065552A (en) Process for the production of acrylonitrile
GB776282A (en) Esters of terephthalic acid
GB680994A (en) Improvements in or relating to the preparation of ª‡-ª‰ unsaturated cyclopolymethylenic ketones
GB595035A (en) Improvements in the production of 1,3 butadiene
GB384714A (en) Improvements in or relating to the catalytic production of amines from alcohols and a
GB1481895A (en) Process for the preparation of glycol ethers
GB773331A (en) Improvements in or relating to the preparation of monovinyl ethers of dihydric alcohols
GB616197A (en) Manufacture of vinyl ethers
GB673547A (en) Method for the preparation of isoprene
GB516360A (en) Improvements relating to the catalytic conversion of alcohols to olefines
GB396724A (en) Improvements relating to the manufacture of ethyl alcohol
GB407944A (en) Improvements in or relating to the production of ethylene from ethyl alcohol and ethyl alcohol from ethylene
GB687266A (en) Method of making 3-methyl-4-chloro-alpha-methylstyrene
GB463545A (en) Improvements in or relating to the production of boron compounds and their use as catalysts
GB668999A (en) Process for the production of unsaturated hydrocarbons
GB788349A (en) Process for the synthesis of 1-bromo-4-chlorobutane
GB786238A (en) Improvements in or relating to composite catalysts for use in the hydration of olefins and to the preparation of alcohols thereby
GB611551A (en) Improved manufacture of ª‰-methylnaphthalene
GB806269A (en) Process for the conversion of polyethylene terephthalate into dimethyl terephthalate
GB695789A (en) Oxygen containing propene derivatives
GB820125A (en) Process for the manufacture of benzonitrile