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 dehydrationInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation 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
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/16—Phosphorus; 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/247—Preparation 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/14—Phosphorus; Compounds thereof
- C07C2527/16—Phosphorus; Compounds thereof containing oxygen
- C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-
-
- 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
- Y02P20/52—Improvements 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
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)
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 |
-
1945
- 1945-03-27 GB GB7751/45A patent/GB589709A/en not_active Expired
Cited By (11)
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 |
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