DE2128329C3 - Verfahren zur diskontinuierlichen und kontinuierlichen Herstellung flüssiger Chlorkohlenwasserstoffe - Google Patents
Verfahren zur diskontinuierlichen und kontinuierlichen Herstellung flüssiger ChlorkohlenwasserstoffeInfo
- Publication number
- DE2128329C3 DE2128329C3 DE19712128329 DE2128329A DE2128329C3 DE 2128329 C3 DE2128329 C3 DE 2128329C3 DE 19712128329 DE19712128329 DE 19712128329 DE 2128329 A DE2128329 A DE 2128329A DE 2128329 C3 DE2128329 C3 DE 2128329C3
- Authority
- DE
- Germany
- Prior art keywords
- chlorination
- chlorinated
- reaction
- chlorine
- tetrachloroethane
- 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
- 238000000034 method Methods 0.000 title claims description 24
- 239000007788 liquid Substances 0.000 title claims description 9
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 title claims description 6
- 238000010924 continuous production Methods 0.000 title claims description 3
- 238000005660 chlorination reaction Methods 0.000 claims description 57
- 239000000047 product Substances 0.000 claims description 27
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 19
- 229910052801 chlorine Inorganic materials 0.000 claims description 19
- 239000000460 chlorine Substances 0.000 claims description 19
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 10
- 239000005977 Ethylene Substances 0.000 claims description 10
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 238000009835 boiling Methods 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 22
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 16
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 14
- 239000007858 starting material Substances 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 9
- 239000007791 liquid phase Substances 0.000 description 8
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 7
- 239000006227 byproduct Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical class ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 6
- -1 1,2-dichloroethane 1,1,2-trichloroethane 1,1,1,2-tetrachloroethane 1,1,2,2-tetrachloroethane Pentachloroethane Hexachloroethane Chemical compound 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 229910052754 neon Inorganic materials 0.000 description 5
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 5
- BNIXVQGCZULYKV-UHFFFAOYSA-N pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl BNIXVQGCZULYKV-UHFFFAOYSA-N 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 3
- 238000005194 fractionation Methods 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- NRTKCKREDJJDOH-UHFFFAOYSA-N 1,1,1,2,2,2-hexachloroethane;1,1,1,2,2-pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl.ClC(Cl)(Cl)C(Cl)(Cl)Cl NRTKCKREDJJDOH-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000009529 body temperature measurement Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- XSZZLIXTSWTDQA-UHFFFAOYSA-N 1,2-dichloroethane;1,1,2-trichloroethane Chemical compound ClCCCl.ClCC(Cl)Cl XSZZLIXTSWTDQA-UHFFFAOYSA-N 0.000 description 1
- KFUSEUYYWQURPO-UHFFFAOYSA-N 1,2-dichloroethene Chemical class ClC=CCl KFUSEUYYWQURPO-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- KFUSEUYYWQURPO-OWOJBTEDSA-N trans-1,2-dichloroethene Chemical class Cl\C=C\Cl KFUSEUYYWQURPO-OWOJBTEDSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B39/00—Halogenation
-
- 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
-
- 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
- C07C17/04—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated halogenated hydrocarbons
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712128329 DE2128329C3 (de) | 1971-06-08 | 1971-06-08 | Verfahren zur diskontinuierlichen und kontinuierlichen Herstellung flüssiger Chlorkohlenwasserstoffe |
| IT5071372A IT958226B (it) | 1971-06-08 | 1972-06-06 | Procedimento per la produzione di composti clorurati organici |
| NL7207656A NL7207656A (enExample) | 1971-06-08 | 1972-06-06 | |
| BE784507A BE784507A (fr) | 1971-06-08 | 1972-06-07 | Procede de preparation de composes chlores organiques |
| FR7220503A FR2140540B1 (enExample) | 1971-06-08 | 1972-06-07 | |
| GB2664172A GB1400486A (en) | 1971-06-08 | 1972-06-07 | Chlorination of saturated or unsaturated non-aromatic hydro carbons or chlorine-substituted derivatives thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712128329 DE2128329C3 (de) | 1971-06-08 | 1971-06-08 | Verfahren zur diskontinuierlichen und kontinuierlichen Herstellung flüssiger Chlorkohlenwasserstoffe |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2128329A1 DE2128329A1 (de) | 1973-01-04 |
| DE2128329B2 DE2128329B2 (de) | 1974-08-29 |
| DE2128329C3 true DE2128329C3 (de) | 1982-02-18 |
Family
ID=5810128
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712128329 Expired DE2128329C3 (de) | 1971-06-08 | 1971-06-08 | Verfahren zur diskontinuierlichen und kontinuierlichen Herstellung flüssiger Chlorkohlenwasserstoffe |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE784507A (enExample) |
| DE (1) | DE2128329C3 (enExample) |
| FR (1) | FR2140540B1 (enExample) |
| GB (1) | GB1400486A (enExample) |
| IT (1) | IT958226B (enExample) |
| NL (1) | NL7207656A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10036603A1 (de) * | 2000-07-27 | 2002-02-07 | Clariant Gmbh | Verfahren zur Herstellung von Monochloressigsäure in Mikroreaktoren |
-
1971
- 1971-06-08 DE DE19712128329 patent/DE2128329C3/de not_active Expired
-
1972
- 1972-06-06 NL NL7207656A patent/NL7207656A/xx not_active Application Discontinuation
- 1972-06-06 IT IT5071372A patent/IT958226B/it active
- 1972-06-07 GB GB2664172A patent/GB1400486A/en not_active Expired
- 1972-06-07 FR FR7220503A patent/FR2140540B1/fr not_active Expired
- 1972-06-07 BE BE784507A patent/BE784507A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2140540B1 (enExample) | 1974-08-30 |
| DE2128329A1 (de) | 1973-01-04 |
| DE2128329B2 (de) | 1974-08-29 |
| FR2140540A1 (enExample) | 1973-01-19 |
| BE784507A (fr) | 1972-10-02 |
| IT958226B (it) | 1973-10-20 |
| GB1400486A (en) | 1975-07-16 |
| NL7207656A (enExample) | 1972-12-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| 8339 | Ceased/non-payment of the annual fee |