GB1108379A - Process for the preparation of dimers of bicyclo-[2,2,1]-hepta-2,5-diene and its alkyl derivatives - Google Patents
Process for the preparation of dimers of bicyclo-[2,2,1]-hepta-2,5-diene and its alkyl derivativesInfo
- Publication number
- GB1108379A GB1108379A GB53095/66A GB5309566A GB1108379A GB 1108379 A GB1108379 A GB 1108379A GB 53095/66 A GB53095/66 A GB 53095/66A GB 5309566 A GB5309566 A GB 5309566A GB 1108379 A GB1108379 A GB 1108379A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimers
- hepta
- bicyclo
- diene
- iron
- 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
- 239000000539 dimer Substances 0.000 title abstract 6
- SJYNFBVQFBRSIB-UHFFFAOYSA-N norbornadiene Chemical compound C1=CC2C=CC1C2 SJYNFBVQFBRSIB-UHFFFAOYSA-N 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 239000002904 solvent Substances 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 239000000446 fuel Substances 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- 239000002879 Lewis base Substances 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 238000006471 dimerization reaction Methods 0.000 abstract 1
- 238000011065 in-situ storage Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 150000002506 iron compounds Chemical class 0.000 abstract 1
- AQBLLJNPHDIAPN-LNTINUHCSA-K iron(3+);(z)-4-oxopent-2-en-2-olate Chemical compound [Fe+3].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O AQBLLJNPHDIAPN-LNTINUHCSA-K 0.000 abstract 1
- 239000003350 kerosene Substances 0.000 abstract 1
- 150000007527 lewis bases Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000178 monomer Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/56—Ring systems containing bridged rings
- C07C2603/90—Ring systems containing bridged rings containing more than four rings
-
- 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
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DES100715A DE1239304B (de) | 1965-11-29 | 1965-11-29 | Verfahren zur Herstellung der Dimeren des Bicyclo-[2, 2, 1]-heptadiens-2, 5 und seiner unterhalb 140 siedenden Alkylderivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1108379A true GB1108379A (en) | 1968-04-03 |
Family
ID=7523251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB53095/66A Expired GB1108379A (en) | 1965-11-29 | 1966-11-28 | Process for the preparation of dimers of bicyclo-[2,2,1]-hepta-2,5-diene and its alkyl derivatives |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3377398A (enExample) |
| DE (1) | DE1239304B (enExample) |
| FR (1) | FR1517799A (enExample) |
| GB (1) | GB1108379A (enExample) |
| NL (1) | NL6616689A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031150A (en) * | 1975-11-14 | 1977-06-21 | Suntech, Inc. | Catalytic dimerization of norbornadiene to Binor-S |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3440294A (en) * | 1967-04-07 | 1969-04-22 | Union Carbide Corp | Oligomers of bicycloheptadiene |
| US3671597A (en) * | 1970-07-17 | 1972-06-20 | Exxon Research Engineering Co | Isomerization process employing a novel heterogeneous catalyst |
| US4087257A (en) * | 1977-03-21 | 1978-05-02 | The United States Of America As Represented By The Secretary Of The Navy | High density-high volumetric heating value liquid ramjet |
| US4401837A (en) * | 1980-06-02 | 1983-08-30 | The United States Of America As Represented By The Secretary Of The Navy | Exo-tetrahydrotricyclopentadiene, a high density liquid fuel |
| KR101616071B1 (ko) | 2015-10-21 | 2016-04-27 | 국방과학연구소 | 불균일계 촉매를 이용한 노르보나디엔 이량체의 제조 방법 |
| KR101976075B1 (ko) | 2018-03-30 | 2019-08-28 | 국방과학연구소 | 고에너지밀도 연료 조성물의 제조방법 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE626407A (enExample) * | ||||
| DE1197083B (de) * | 1961-12-27 | 1965-07-22 | Shell Int Research | Verfahren zur Herstellung von Dimeren und Trimeren des Bicyclo-[2, 2, 1]-heptadiens-(2, 5) |
-
1965
- 1965-11-29 DE DES100715A patent/DE1239304B/de active Pending
-
1966
- 1966-04-15 US US542739A patent/US3377398A/en not_active Expired - Lifetime
- 1966-11-28 NL NL6616689A patent/NL6616689A/xx unknown
- 1966-11-28 FR FR85183A patent/FR1517799A/fr not_active Expired
- 1966-11-28 GB GB53095/66A patent/GB1108379A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031150A (en) * | 1975-11-14 | 1977-06-21 | Suntech, Inc. | Catalytic dimerization of norbornadiene to Binor-S |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1517799A (fr) | 1968-03-22 |
| US3377398A (en) | 1968-04-09 |
| NL6616689A (enExample) | 1967-05-30 |
| DE1239304B (de) | 1967-04-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3670032A (en) | Preparation of unsaturated alcohols and ethers | |
| Cram et al. | Macro Rings. XXIII. Carbonylchromium Complexes of Paracyclophanes and Model Compounds1 | |
| Ciganek | Cycloheptatriene-norcaradiene system. III. Dependence of the ground-state enthalpy difference on substituents in the 7 position | |
| Sonogashira et al. | The homogeneous hydrogenation of acetylenes by dicyclopentadienyltitaniumdicarbonyl | |
| Masai et al. | Some Reactions of Di-π-cyclopentadienyldiphenyltitanium | |
| Masamune et al. | Low-temperature photolysis of bicyclo [6.2. 0] deca-2, 4, 6, 9-tetraene and trans-and cis-9, 10-dihydronaphthalenes. Tetracyclo [4.4. 0.02, 10.05, 7] deca-3, 8-diene | |
| Bryce-Smith et al. | Photochemical 1, 3-cycloaddition of olefins to aromatic compounds | |
| Woodroffe et al. | Thermal cyclodimerization of isoprene for the production of high-performance sustainable aviation fuel | |
| GB1108379A (en) | Process for the preparation of dimers of bicyclo-[2,2,1]-hepta-2,5-diene and its alkyl derivatives | |
| Bertrand et al. | Infrared and Nuclear Magnetic Resonance Studies of Some π-Allyl Type Complexes | |
| US4207080A (en) | Dimerization of norbornadiene to exo-exo hexacyclic dimer | |
| Bangert et al. | The Thermal Rearrangement of 9-Ethoxycarbonylbicyclo [6.1. 0] nona-2, 4, 6-triene | |
| GB842140A (en) | Jet and rocket fuels and preparation thereof | |
| US4222800A (en) | Isomerization of endo-endo hexacyclic olefinic dimer of norbornadiene | |
| US3159659A (en) | Cyclopentadienyl metal diene complexes | |
| Sondheimer et al. | Unsaturated Macrocyclic Compounds. XX. 1 Synthesis of Three Completely Conjugated Twenty-Membered Ring Cyclic Systems | |
| US4275254A (en) | Dimerization of norbornadiene to a mixture of exo-endo and endo-endo hexacyclic dimers | |
| US4804795A (en) | High-density fuel oil | |
| JPS59170192A (ja) | 燃料組成物 | |
| US3326993A (en) | Bicycloheptadiene dimerization | |
| US3317620A (en) | Cis, cis-cyclodecadiene-(1, 6) and its manufacture | |
| Trebellas et al. | Metal-olefin complexes III. The rhodium (I) π-complex of cis, cis-1, 6-cyclodecadiene by the metal-catalyzed isomerization of cis, trans-1, 5-cyclodecadiene | |
| Jenner | High pressure sequential (π2+ π2+ π2) and (π2+ σ2+ σ2) cycloaddition reactions. Synthesis of polycyclic bisadducts from C7H8 hydrocarbons | |
| US4225736A (en) | Codimer of norbornadiene and cyclohexadiene | |
| Fahey | Synthesis of 5-vinylcyclohexa-1, 3-diene by a nickel-catalyzed cooligomerization of acetylene and butadiene |