GB855003A - Manufacture of norbornylene - Google Patents
Manufacture of norbornyleneInfo
- Publication number
- GB855003A GB855003A GB18785/59A GB1878559A GB855003A GB 855003 A GB855003 A GB 855003A GB 18785/59 A GB18785/59 A GB 18785/59A GB 1878559 A GB1878559 A GB 1878559A GB 855003 A GB855003 A GB 855003A
- Authority
- GB
- United Kingdom
- Prior art keywords
- norbornylene
- monomer
- dimer
- cyclodiene
- ethylene
- 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
- C07C2/50—Diels-Alder conversion
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Norbornylene (bicyclo- (2 : 2 : 1)-2-heptene) or its methyl derivative is prepared by reacting ethylene with a mixture of cyclopentadiene or methylcyclopentadiene and its dimer, the temperature being controlled by the relative proportions of monomer and dimer, the heat loss from the endothermic cracking of the dimer and the heat gain from the exothermic reaction of monomer and ethylene cancelling one another out. Liquid phase reaction with dissolved ethylene is preferred, employing a temperature of 150-250 DEG C. and a pressure of 500-10,000 p.s.i.g. Norbornylene is recovered from the product using two fractionating towers, the first tower yielding cyclodiene monomer contaminated with norbornylene as an overhead (which overhead may be returned to the reaction), norbornylene contaminated with monomer as a side stream and cyclodiene dimer as bottoms. The side stream is separated from cyclodiene monomer in the second tower. Commercial mixtures of cyclo- and methylcyclo-pentadienes may be used; methylnorbornylene separated from norbornylene may be recovered as product or cracked to obtain pure methylcyclopentadiene.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US855003XA | 1958-09-09 | 1958-09-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB855003A true GB855003A (en) | 1960-11-23 |
Family
ID=22192022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18785/59A Expired GB855003A (en) | 1958-09-09 | 1959-06-02 | Manufacture of norbornylene |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB855003A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6479719B1 (en) * | 1997-12-02 | 2002-11-12 | Atofina | Method and reactor for making norbornene |
-
1959
- 1959-06-02 GB GB18785/59A patent/GB855003A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6479719B1 (en) * | 1997-12-02 | 2002-11-12 | Atofina | Method and reactor for making norbornene |
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