DE887809C - Verfahren zur Herstellung von Perchloraethylen, gegebenen-falls im Gemisch mit Tetrachlormethan, durch Chlorierung von Kohlenwasserstoffen - Google Patents
Verfahren zur Herstellung von Perchloraethylen, gegebenen-falls im Gemisch mit Tetrachlormethan, durch Chlorierung von KohlenwasserstoffenInfo
- Publication number
- DE887809C DE887809C DED4040D DED0004040D DE887809C DE 887809 C DE887809 C DE 887809C DE D4040 D DED4040 D DE D4040D DE D0004040 D DED0004040 D DE D0004040D DE 887809 C DE887809 C DE 887809C
- Authority
- DE
- Germany
- Prior art keywords
- chlorination
- hydrocarbons
- perchlorethylene
- carbon tetrachloride
- chlorine
- 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
- 238000005660 chlorination reaction Methods 0.000 title claims description 17
- 229930195733 hydrocarbon Natural products 0.000 title claims description 9
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 title description 23
- 229950011008 tetrachloroethylene Drugs 0.000 title description 12
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 title description 10
- 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
- 239000000203 mixture Substances 0.000 claims description 9
- 239000007789 gas Substances 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- PPJYSSNKSXAVDB-UHFFFAOYSA-N 3,3',5,5'-tetraiodothyroacetic acid Chemical compound IC1=CC(CC(=O)O)=CC(I)=C1OC1=CC(I)=C(O)C(I)=C1 PPJYSSNKSXAVDB-UHFFFAOYSA-N 0.000 claims 2
- 239000000956 alloy Substances 0.000 claims 1
- 229910045601 alloy Inorganic materials 0.000 claims 1
- -1 carbon hydrogen Chemical class 0.000 claims 1
- 230000026030 halogenation Effects 0.000 claims 1
- 238000005658 halogenation reaction Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 229950005499 carbon tetrachloride Drugs 0.000 description 11
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 7
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- RWNKSTSCBHKHTB-UHFFFAOYSA-N Hexachloro-1,3-butadiene Chemical compound ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl RWNKSTSCBHKHTB-UHFFFAOYSA-N 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 3
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- DSPXASHHKFVPCL-UHFFFAOYSA-N 1-isocyanocyclohexene Chemical compound [C-]#[N+]C1=CCCCC1 DSPXASHHKFVPCL-UHFFFAOYSA-N 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 2
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- NFRKUDYZEVQXTE-UHFFFAOYSA-N 2-chloropentane Chemical class CCCC(C)Cl NFRKUDYZEVQXTE-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000000567 combustion gas Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- VHHHONWQHHHLTI-UHFFFAOYSA-N hexachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Cl)Cl VHHHONWQHHHLTI-UHFFFAOYSA-N 0.000 description 1
- 239000002044 hexane fraction Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- QTBFPMKWQKYFLR-UHFFFAOYSA-N isobutyl chloride Chemical compound CC(C)CCl QTBFPMKWQKYFLR-UHFFFAOYSA-N 0.000 description 1
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/361—Preparation of halogenated hydrocarbons by reactions involving a decrease in the number of carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Burglar Alarm Systems (AREA)
- Aerials With Secondary Devices (AREA)
- Developing Agents For Electrophotography (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED4040D DE887809C (de) | 1941-09-15 | 1941-09-15 | Verfahren zur Herstellung von Perchloraethylen, gegebenen-falls im Gemisch mit Tetrachlormethan, durch Chlorierung von Kohlenwasserstoffen |
| CH236015D CH236015A (de) | 1941-09-15 | 1942-09-02 | Verfahren zur Herstellung von Perchloräthylen. |
| BE447044D BE447044A (enrdf_load_stackoverflow) | 1941-09-15 | 1942-09-04 | |
| NL107659A NL60893C (enrdf_load_stackoverflow) | 1941-09-15 | 1942-09-11 | |
| FR885914D FR885914A (fr) | 1941-09-15 | 1942-09-15 | Procédé pour la production de perchloréthylène, le cas échéant en mélange avec du tétrachlorométhane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DED4040D DE887809C (de) | 1941-09-15 | 1941-09-15 | Verfahren zur Herstellung von Perchloraethylen, gegebenen-falls im Gemisch mit Tetrachlormethan, durch Chlorierung von Kohlenwasserstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE887809C true DE887809C (de) | 1953-08-27 |
Family
ID=41694704
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DED4040D Expired DE887809C (de) | 1941-09-15 | 1941-09-15 | Verfahren zur Herstellung von Perchloraethylen, gegebenen-falls im Gemisch mit Tetrachlormethan, durch Chlorierung von Kohlenwasserstoffen |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE447044A (enrdf_load_stackoverflow) |
| CH (1) | CH236015A (enrdf_load_stackoverflow) |
| DE (1) | DE887809C (enrdf_load_stackoverflow) |
| FR (1) | FR885914A (enrdf_load_stackoverflow) |
| NL (1) | NL60893C (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1085512B (de) * | 1955-10-31 | 1960-07-21 | Scient Design Co | Verfahren zur Herstellung von chlorierten aliphatischen Kohlenwasserstoffen |
| DE1095268B (de) * | 1956-04-17 | 1960-12-22 | Electro Chimie Metal | Verfahren zur gleichzeitigen Herstellung von Tetrachloraethylen und Tetrachlorkohlenstoff durch Chlorierung von Propan |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1947491A (en) * | 1933-02-01 | 1934-02-20 | Dow Chemical Co | Preparing tetrachloroethylene |
| US1950720A (en) * | 1930-02-05 | 1934-03-13 | Universal Oil Prod Co | Chlorination of gaseous hydrocarbons |
| FR837411A (fr) * | 1937-05-05 | 1939-02-09 | Ig Farbenindustrie Ag | Procédé pour déshydrogéner les hydrocarbures aliphatiques de nature paraffinique et oléfinique et leurs dérivés partiellement halogénés |
-
1941
- 1941-09-15 DE DED4040D patent/DE887809C/de not_active Expired
-
1942
- 1942-09-02 CH CH236015D patent/CH236015A/de unknown
- 1942-09-04 BE BE447044D patent/BE447044A/fr unknown
- 1942-09-11 NL NL107659A patent/NL60893C/xx active
- 1942-09-15 FR FR885914D patent/FR885914A/fr not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1950720A (en) * | 1930-02-05 | 1934-03-13 | Universal Oil Prod Co | Chlorination of gaseous hydrocarbons |
| US1947491A (en) * | 1933-02-01 | 1934-02-20 | Dow Chemical Co | Preparing tetrachloroethylene |
| FR837411A (fr) * | 1937-05-05 | 1939-02-09 | Ig Farbenindustrie Ag | Procédé pour déshydrogéner les hydrocarbures aliphatiques de nature paraffinique et oléfinique et leurs dérivés partiellement halogénés |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1085512B (de) * | 1955-10-31 | 1960-07-21 | Scient Design Co | Verfahren zur Herstellung von chlorierten aliphatischen Kohlenwasserstoffen |
| DE1095268B (de) * | 1956-04-17 | 1960-12-22 | Electro Chimie Metal | Verfahren zur gleichzeitigen Herstellung von Tetrachloraethylen und Tetrachlorkohlenstoff durch Chlorierung von Propan |
Also Published As
| Publication number | Publication date |
|---|---|
| CH236015A (de) | 1945-01-15 |
| NL60893C (enrdf_load_stackoverflow) | 1948-04-15 |
| FR885914A (fr) | 1943-09-29 |
| BE447044A (enrdf_load_stackoverflow) | 1942-10-31 |
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