GB831414A - Production of cyclo-octatetraene - Google Patents
Production of cyclo-octatetraeneInfo
- Publication number
- GB831414A GB831414A GB19771/58A GB1977158A GB831414A GB 831414 A GB831414 A GB 831414A GB 19771/58 A GB19771/58 A GB 19771/58A GB 1977158 A GB1977158 A GB 1977158A GB 831414 A GB831414 A GB 831414A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nickel
- mixture
- cyanide
- enolate
- acetylacetonate
- 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
- 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
- C07C2/42—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion
- C07C2/48—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons homo- or co-oligomerisation with ring formation, not being a Diels-Alder conversion of only hydrocarbons containing a carbon-to-carbon triple bond
-
- 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
- C07C2527/24—Nitrogen compounds
- C07C2527/26—Cyanides
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/22—Organic complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
A catalyst for use in polymerizing acetylene to cyclo-octatetraene comprises a mixture of a nickel cyanide with a nickel enolate or a mixture of nickel enolates or a mixture of a nickel complex of an ortho-amino-phenol or -thio-phenol with a nickel cyanide or enolate, the two components being in a molar ratio between 1:10 and 10:1. The examples refer to (1) nickel acetoacetic ester + nickel acetylacetonate; (3) aminophenol nickel + nickel acetylacetonate; and (4) nickel cyanide + nickel acetoacetic ester.ALSO:Cyclo-octatetraene is prepared by the cyclizing polymerization of acetylene in the presence of a nickel compound catalyst and an anhydrous solvent at increased pressure and temperature, the catalyst being a mixture of a nickel cyanide with a nickel enolate, or with a mixture of two or more nickel enolates, or with a mixture of a nickel complex of an ortho-amino-phenol or -thiophenol with a nickel cyanide or enolate. The molar ratio of the catalyst components may be between 1 : 10 and 10 : 1 and the amounts are preferably about equimolar. Amounts up to 0.03% by weight of the solvent are preferred. Suitable solvents are tetrahydrofurane and/or benzene free of water and peroxides. The temperature may be 100-140 DEG C. A mixture of acetylene and nitrogen may be used, preferably free of oxygen. An antioxidant may be added to the reaction mixture, e.g. up to 0.01% by weight of the solvent of a polyhydroxyphenol, hydroquinone, acyl gallate or bisulphide. The examples illustrate the use of (1) nickel acetoacetic ester and nickel acetylacetonate, (3) aminophenol-nickel and nickel acetylacetonate, and (4) nickel cyanide and nickel acetoacetic ester.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB45149D DE1039059B (en) | 1957-06-29 | 1957-06-29 | Process for the preparation of cyclooctatetraene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB831414A true GB831414A (en) | 1960-03-30 |
Family
ID=6967528
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB19771/58A Expired GB831414A (en) | 1957-06-29 | 1958-06-20 | Production of cyclo-octatetraene |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH370754A (en) |
| DE (1) | DE1039059B (en) |
| GB (1) | GB831414A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19925591C2 (en) * | 1999-06-04 | 2002-01-17 | Refratechnik Holding Gmbh & Co | Refractory offset, molded body thereof and process for producing the molded body |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE491813A (en) * | 1948-10-26 | |||
| GB706629A (en) * | 1951-04-27 | 1954-03-31 | British Oxygen Co Ltd | Improvements in or relating to the preparation of cyclooctatetraene |
-
1957
- 1957-06-29 DE DEB45149D patent/DE1039059B/en active Pending
-
1958
- 1958-05-29 CH CH6001858A patent/CH370754A/en unknown
- 1958-06-20 GB GB19771/58A patent/GB831414A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH370754A (en) | 1963-07-31 |
| DE1039059B (en) | 1958-09-18 |
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