FR2438639A1 - Pure high yield norbornene prepn. - from (di)cyclopentadiene and ethylene - Google Patents
Pure high yield norbornene prepn. - from (di)cyclopentadiene and ethyleneInfo
- Publication number
- FR2438639A1 FR2438639A1 FR7924998A FR7924998A FR2438639A1 FR 2438639 A1 FR2438639 A1 FR 2438639A1 FR 7924998 A FR7924998 A FR 7924998A FR 7924998 A FR7924998 A FR 7924998A FR 2438639 A1 FR2438639 A1 FR 2438639A1
- Authority
- FR
- France
- Prior art keywords
- norbornene
- cyclopentadiene
- dicyclopentadiene
- degrees
- 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.)
- Withdrawn
Links
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 title abstract 8
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 title abstract 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title abstract 2
- 239000005977 Ethylene Substances 0.000 title abstract 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 abstract 3
- 238000004821 distillation Methods 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
- C07C13/39—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing seven carbon atoms
- C07C13/42—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with a bicyclo ring system containing seven carbon atoms with a bicycloheptene ring structure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
-
- 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)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Norbornene prepd. from (di) cylopentadiene and ethylene is recovered by drawing off in a first distillation column a distillate enriched in cyclopentadiene contd. in the reaction mixt. and/or formed in the column by decompositial of dicyclopentadiene, and contg. the substances more volatile than the norbornene, a proportion of the cyclopentadiene being dimerised in the upper part of the column and/or in the attached condenser or being transformed into dicyclopentadiene in a reactor mounted on top of the condenser at between 50 and 100 degrees C, the mean residence time not exceeding 1 hour. The dicyclopentadiene contd. in the reaction mixt. and/or formed by the cyclopentadiene dimerisation is separated off with the other constituents less volatile than norbornene in a second distillation column with a residence time of 60 seconds at 105-160 degrees C, or 30 hours at 100-120 degrees C. Norbornene is used as an intermediate to prepare a wide range of organic chemicals. Norbornene is obtd. simply economically, in high yield and in a pure state with less by product impurities from the reaction.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DD20838478A DD140451B1 (en) | 1978-10-11 | 1978-10-11 | METHOD OF OBTAINING NORBORNES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2438639A1 true FR2438639A1 (en) | 1980-05-09 |
Family
ID=5514809
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7924998A Withdrawn FR2438639A1 (en) | 1978-10-11 | 1979-10-08 | Pure high yield norbornene prepn. - from (di)cyclopentadiene and ethylene |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE879307A (en) |
| CS (1) | CS224458B1 (en) |
| DD (1) | DD140451B1 (en) |
| DE (1) | DE2938335A1 (en) |
| FR (1) | FR2438639A1 (en) |
| IT (1) | IT7950516A0 (en) |
| NL (1) | NL7907436A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3007977A (en) * | 1958-09-09 | 1961-11-07 | Exxon Research Engineering Co | Manufacture of norbornylene |
-
1978
- 1978-10-11 DD DD20838478A patent/DD140451B1/en unknown
-
1979
- 1979-09-13 CS CS796232A patent/CS224458B1/en unknown
- 1979-09-21 DE DE19792938335 patent/DE2938335A1/en not_active Withdrawn
- 1979-10-08 NL NL7907436A patent/NL7907436A/en not_active Application Discontinuation
- 1979-10-08 FR FR7924998A patent/FR2438639A1/en not_active Withdrawn
- 1979-10-10 BE BE0/197558A patent/BE879307A/en unknown
- 1979-10-10 IT IT7950516A patent/IT7950516A0/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3007977A (en) * | 1958-09-09 | 1961-11-07 | Exxon Research Engineering Co | Manufacture of norbornylene |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7907436A (en) | 1980-04-15 |
| DE2938335A1 (en) | 1980-04-30 |
| IT7950516A0 (en) | 1979-10-10 |
| BE879307A (en) | 1980-02-01 |
| DD140451A1 (en) | 1980-03-05 |
| CS224458B1 (en) | 1984-01-16 |
| DD140451B1 (en) | 1981-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |