DE2062773A1 - Verfahren zur Herstellung von Polychlorcyclopentan und Hexachlorcyclopentadien - Google Patents
Verfahren zur Herstellung von Polychlorcyclopentan und HexachlorcyclopentadienInfo
- Publication number
- DE2062773A1 DE2062773A1 DE19702062773 DE2062773A DE2062773A1 DE 2062773 A1 DE2062773 A1 DE 2062773A1 DE 19702062773 DE19702062773 DE 19702062773 DE 2062773 A DE2062773 A DE 2062773A DE 2062773 A1 DE2062773 A1 DE 2062773A1
- Authority
- DE
- Germany
- Prior art keywords
- chlorine
- chlorinated
- reaction
- per molecule
- atoms per
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 21
- VUNCWTMEJYMOOR-UHFFFAOYSA-N hexachlorocyclopentadiene Chemical compound ClC1=C(Cl)C(Cl)(Cl)C(Cl)=C1Cl VUNCWTMEJYMOOR-UHFFFAOYSA-N 0.000 title claims description 17
- 230000008569 process Effects 0.000 title claims description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 60
- 239000000460 chlorine Substances 0.000 claims description 60
- 229910052801 chlorine Inorganic materials 0.000 claims description 60
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 25
- 230000005855 radiation Effects 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 21
- 150000001940 cyclopentanes Chemical class 0.000 claims description 14
- 239000013067 intermediate product Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000007639 printing Methods 0.000 claims description 2
- 238000005660 chlorination reaction Methods 0.000 description 18
- 239000007789 gas Substances 0.000 description 17
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- ZFMWDTNZPKDVBU-UHFFFAOYSA-N 1,2,3,4-tetrachlorocyclopentane Chemical compound ClC1CC(Cl)C(Cl)C1Cl ZFMWDTNZPKDVBU-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004810 partition chromatography Methods 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- GUTLYIVDDKVIGB-OUBTZVSYSA-N Cobalt-60 Chemical compound [60Co] GUTLYIVDDKVIGB-OUBTZVSYSA-N 0.000 description 1
- 241000764238 Isis Species 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- TVFDJXOCXUVLDH-RNFDNDRNSA-N cesium-137 Chemical compound [137Cs] TVFDJXOCXUVLDH-RNFDNDRNSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000010616 electrical installation Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000003958 fumigation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 230000004584 weight gain Effects 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C23/00—Compounds containing at least one halogen atom bound to a ring other than a six-membered aromatic ring
- C07C23/02—Monocyclic halogenated hydrocarbons
- C07C23/08—Monocyclic halogenated hydrocarbons with a five-membered ring
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/08—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor
- B01J19/12—Processes employing the direct application of electric or wave energy, or particle radiation; Apparatus therefor employing electromagnetic waves
- B01J19/122—Incoherent waves
- B01J19/125—X-rays
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702062773 DE2062773A1 (de) | 1970-12-19 | 1970-12-19 | Verfahren zur Herstellung von Polychlorcyclopentan und Hexachlorcyclopentadien |
| NL7117111A NL7117111A (OSRAM) | 1970-12-19 | 1971-12-14 | |
| US05/208,871 US3948742A (en) | 1970-12-19 | 1971-12-16 | Preparation of polychlorcyclopentane and hexachlorcyclopentadiene |
| GB5870171A GB1373302A (en) | 1970-12-19 | 1971-12-17 | Process for the preparation of polychlorcyclopentane and hexa chlorcyclopentadiene |
| CA130,380A CA948156A (en) | 1970-12-19 | 1971-12-17 | Process for the preparation of polychlorcyclopentane and hexachlorcyclopentadiene |
| BE776962A BE776962A (fr) | 1970-12-19 | 1971-12-20 | Procede de preparation de polychloro-cyclopentanes et d'hexachloro-cyclopentadiene |
| FR7145703A FR2118193B1 (OSRAM) | 1970-12-19 | 1971-12-20 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702062773 DE2062773A1 (de) | 1970-12-19 | 1970-12-19 | Verfahren zur Herstellung von Polychlorcyclopentan und Hexachlorcyclopentadien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2062773A1 true DE2062773A1 (de) | 1972-06-22 |
Family
ID=5791615
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702062773 Pending DE2062773A1 (de) | 1970-12-19 | 1970-12-19 | Verfahren zur Herstellung von Polychlorcyclopentan und Hexachlorcyclopentadien |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US3948742A (OSRAM) |
| BE (1) | BE776962A (OSRAM) |
| CA (1) | CA948156A (OSRAM) |
| DE (1) | DE2062773A1 (OSRAM) |
| FR (1) | FR2118193B1 (OSRAM) |
| GB (1) | GB1373302A (OSRAM) |
| NL (1) | NL7117111A (OSRAM) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1120501A (en) * | 1977-07-05 | 1982-03-23 | Arun C. Bose | Process for the production of hexachlorocyclopentadiene |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2473162A (en) * | 1945-12-20 | 1949-06-14 | Purdue Research Foundation | Liquid phase chlorination |
| DE1543084C3 (de) * | 1964-09-22 | 1974-10-31 | Japan Atomic Energy Research Institute | Verfahren zur Herstellung von Chlorkohlenwasserstoffen |
-
1970
- 1970-12-19 DE DE19702062773 patent/DE2062773A1/de active Pending
-
1971
- 1971-12-14 NL NL7117111A patent/NL7117111A/xx unknown
- 1971-12-16 US US05/208,871 patent/US3948742A/en not_active Expired - Lifetime
- 1971-12-17 CA CA130,380A patent/CA948156A/en not_active Expired
- 1971-12-17 GB GB5870171A patent/GB1373302A/en not_active Expired
- 1971-12-20 BE BE776962A patent/BE776962A/xx unknown
- 1971-12-20 FR FR7145703A patent/FR2118193B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1373302A (en) | 1974-11-06 |
| BE776962A (fr) | 1972-06-20 |
| FR2118193A1 (OSRAM) | 1972-07-28 |
| US3948742A (en) | 1976-04-06 |
| CA948156A (en) | 1974-05-28 |
| NL7117111A (OSRAM) | 1972-06-21 |
| FR2118193B1 (OSRAM) | 1975-08-29 |
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