DE2223806C3 - - Google Patents
Info
- Publication number
- DE2223806C3 DE2223806C3 DE19722223806 DE2223806A DE2223806C3 DE 2223806 C3 DE2223806 C3 DE 2223806C3 DE 19722223806 DE19722223806 DE 19722223806 DE 2223806 A DE2223806 A DE 2223806A DE 2223806 C3 DE2223806 C3 DE 2223806C3
- Authority
- DE
- Germany
- Prior art keywords
- chlorine
- butadiene
- reaction
- molar ratio
- fluorocarbon
- 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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 28
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 239000000460 chlorine Substances 0.000 claims description 12
- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 5
- 239000000376 reactant Substances 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 150000008282 halocarbons Chemical class 0.000 claims 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 1
- UAZUEJTXWAXSMA-UHFFFAOYSA-N 1,1-dichlorobut-1-ene Chemical class CCC=C(Cl)Cl UAZUEJTXWAXSMA-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 5
- 239000007789 gas Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- -1 fluorocarbon hydrogen Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229940029284 trichlorofluoromethane Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/02—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16662371A | 1971-07-27 | 1971-07-27 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2223806A1 DE2223806A1 (de) | 1973-02-15 |
| DE2223806B2 DE2223806B2 (enExample) | 1974-10-17 |
| DE2223806C3 true DE2223806C3 (enExample) | 1975-06-12 |
Family
ID=22604053
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19722223806 Granted DE2223806A1 (de) | 1971-07-27 | 1972-05-16 | Herstellung von dichlorbutenen |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5110203B1 (enExample) |
| CA (1) | CA989875A (enExample) |
| CS (1) | CS172951B2 (enExample) |
| DE (1) | DE2223806A1 (enExample) |
| FR (1) | FR2147026B1 (enExample) |
| GB (1) | GB1354038A (enExample) |
| IT (1) | IT955769B (enExample) |
| SU (1) | SU436484A3 (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0429967B1 (en) * | 1989-11-17 | 1994-10-05 | E.I. Du Pont De Nemours And Company | Process for the liquid phase chlorination of 1,3-butadiene |
-
1972
- 1972-05-16 DE DE19722223806 patent/DE2223806A1/de active Granted
- 1972-05-17 GB GB2325672A patent/GB1354038A/en not_active Expired
- 1972-05-19 FR FR7218030A patent/FR2147026B1/fr not_active Expired
- 1972-05-19 JP JP4924172A patent/JPS5110203B1/ja active Pending
- 1972-05-23 IT IT2472872A patent/IT955769B/it active
- 1972-05-24 CA CA142,921A patent/CA989875A/en not_active Expired
- 1972-06-20 CS CS432872A patent/CS172951B2/cs unknown
- 1972-07-10 SU SU1808595A patent/SU436484A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| GB1354038A (en) | 1974-06-05 |
| CS172951B2 (enExample) | 1977-01-28 |
| IT955769B (it) | 1973-09-29 |
| CA989875A (en) | 1976-05-25 |
| SU436484A3 (ru) | 1974-07-15 |
| DE2223806B2 (enExample) | 1974-10-17 |
| FR2147026A1 (enExample) | 1973-03-09 |
| FR2147026B1 (enExample) | 1974-07-05 |
| JPS5110203B1 (enExample) | 1976-04-02 |
| DE2223806A1 (de) | 1973-02-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69507034T2 (de) | Verfahren zur herstellung von 1,1,1,3,3-pentafluorpropan | |
| DE69228242T2 (de) | Verfahren zur herstellung von pentafluorethan | |
| EP0036123B1 (de) | Verfahren zur Herstellung von hochreinen teilfluorierten Äthanen | |
| DE2032098B2 (de) | Verfahren zur Herstellung eines Chromoxidkatalysators zur Fluorierung von Kohlenwasserstoffen | |
| DE69304987T2 (de) | Verfahren zur Herstellung von Pentafluorethan durch Disproportionierung von Tetrafluor-Chlorethan | |
| US2308489A (en) | Manufacture of halogenated olefins | |
| DE19654720C2 (de) | Verfahren zur Herstellung von Hexafluorethan | |
| DE69432236T2 (de) | Fluorierte Propane und Pentane | |
| DE69029290T2 (de) | Verfahren zur herstellung eines 2,2-difluorpropans | |
| DE2223806C3 (enExample) | ||
| EP0417680A1 (de) | Verfahren zur Herstellung von 1,1,1,2-Tetrafluorethan | |
| DE69618481T2 (de) | Verfahren zur herstellung von halogenkohlenwasserstoffen | |
| DE1113215B (de) | Verfahren zur Herstellung von 1, 1, 1-Trifluor-2-brom-2-chloraethan | |
| US3996274A (en) | Method for producing chlorobenzoyl chloride | |
| DE1175225B (de) | Verfahren zur Herstellung einer Mischung aus Vinylfluorid und 1, 1-Difluoraethan | |
| CH630091A5 (de) | Verfahren zur herstellung von methyldichlorphosphan. | |
| US2459783A (en) | Fluorination of unsaturated cyclic perchloro compounds | |
| DE69120394T2 (de) | Verfahren zur herstellung von dichlorpentafluorpropan | |
| DE69705497T2 (de) | Verfahren zur herstellung von fluorierten kohlenwasserstoffen | |
| DE68921886T2 (de) | Gas-phasenfluorinierungsverfahren. | |
| DE3923248A1 (de) | Verfahren zur herstellung von 1,1,1-trifluor-2,2-dichlorethan unter erhoehtem druck | |
| US2606937A (en) | Manufacture of dichlorodifluoro-methane | |
| US1975727A (en) | Process for making chloroform | |
| DE801987C (de) | Verfahren zur Herstellung von Hexachloraethan | |
| DE1443388A1 (de) | Verfahren zur Herstellung von Arylfluoriden |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |