DE1568582A1 - Verfahren zur Herstellung von Dichloraethan und Trichloraethan - Google Patents
Verfahren zur Herstellung von Dichloraethan und TrichloraethanInfo
- Publication number
- DE1568582A1 DE1568582A1 DE19661568582 DE1568582A DE1568582A1 DE 1568582 A1 DE1568582 A1 DE 1568582A1 DE 19661568582 DE19661568582 DE 19661568582 DE 1568582 A DE1568582 A DE 1568582A DE 1568582 A1 DE1568582 A1 DE 1568582A1
- Authority
- DE
- Germany
- Prior art keywords
- chlorine
- catalyst
- ethylene
- bed
- reaction
- 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 18
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 8
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 title description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 39
- 239000000460 chlorine Substances 0.000 claims description 39
- 229910052801 chlorine Inorganic materials 0.000 claims description 39
- 239000005977 Ethylene Substances 0.000 claims description 35
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 34
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 30
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 29
- 239000003054 catalyst Substances 0.000 claims description 22
- 239000011780 sodium chloride Substances 0.000 claims description 17
- 239000002245 particle Substances 0.000 claims description 15
- 239000001103 potassium chloride Substances 0.000 claims description 15
- 235000011164 potassium chloride Nutrition 0.000 claims description 15
- 238000010790 dilution Methods 0.000 claims description 9
- 239000012895 dilution Substances 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 4
- 206010035148 Plague Diseases 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000047 product Substances 0.000 description 21
- 239000003085 diluting agent Substances 0.000 description 15
- 235000002639 sodium chloride Nutrition 0.000 description 14
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 10
- 239000007789 gas Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000007858 starting material Substances 0.000 description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 238000009835 boiling Methods 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229950011008 tetrachloroethylene Drugs 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000012808 vapor phase Substances 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 2
- 229910010271 silicon carbide Inorganic materials 0.000 description 2
- -1 1,2-dichloroethane 1,1,2-trichloroethane trans-1,2-dichloro-ethylene Chemical group 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- 241000272814 Anser sp. Species 0.000 description 1
- 241000046053 Betta Species 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000010442 halite Substances 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- BNIXVQGCZULYKV-UHFFFAOYSA-N pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl BNIXVQGCZULYKV-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 235000015424 sodium Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 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
- C07C17/013—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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48729965A | 1965-09-14 | 1965-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1568582A1 true DE1568582A1 (de) | 1970-03-05 |
Family
ID=23935172
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661568582 Pending DE1568582A1 (de) | 1965-09-14 | 1966-09-08 | Verfahren zur Herstellung von Dichloraethan und Trichloraethan |
Country Status (6)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3331962A1 (de) * | 1983-09-05 | 1985-03-21 | Wacker-Chemie GmbH, 8000 München | Verfahren zur aufbereitung von chlorwasserstoff als einsatzstoff fuer den ethylenoxichlorierungsprozess |
| DE4318609A1 (de) * | 1993-01-27 | 1994-07-28 | Hoechst Ag | Verfahren und Vorrichtung zur Herstellung von 1,2-Dichlorethan durch Direktchlorierung |
| CN109651066B (zh) * | 2018-12-29 | 2023-08-22 | 南通东港化工有限公司 | 一种1,1,2-三氯乙烷的生产系统 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA562010A (en) * | 1958-08-19 | J. Lukes James | Synthesis of ethylene dichloride | |
| US2099231A (en) * | 1935-06-10 | 1937-11-16 | Shell Dev | Halogenation of unsaturated compounds |
| US2520712A (en) * | 1948-08-10 | 1950-08-29 | Shell Dev | Catalytic purification of unsaturated hydrocarbons |
| NL287968A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1962-03-15 |
-
1965
- 1965-09-14 US US487299A patent/US3496243A/en not_active Expired - Lifetime
-
1966
- 1966-08-17 NL NL6611597A patent/NL6611597A/xx unknown
- 1966-09-05 GB GB39551/66A patent/GB1137631A/en not_active Expired
- 1966-09-08 DE DE19661568582 patent/DE1568582A1/de active Pending
- 1966-09-09 BE BE686684D patent/BE686684A/xx unknown
- 1966-09-14 ES ES0331186A patent/ES331186A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6611597A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-03-15 |
| GB1137631A (en) | 1968-12-27 |
| US3496243A (en) | 1970-02-17 |
| BE686684A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1967-02-15 |
| ES331186A1 (es) | 1967-12-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE68921222T2 (de) | Verfahren zur chlorierung von ethan. | |
| DE69408438T2 (de) | Nebenprodukt-recycling in einem oxychlorierungs-verfahren | |
| DE68918708T2 (de) | Verfahren zur herstellung von allylchlorid. | |
| DE69413986T2 (de) | Chlorierungsverfahren | |
| DD297394A5 (de) | Verfahren zur herstellung von chlorparaffin-nebelsaetzen hoher dichte und stabilitaet | |
| DE2905781A1 (de) | Verfahren zur chlorierung | |
| DE1568582A1 (de) | Verfahren zur Herstellung von Dichloraethan und Trichloraethan | |
| DE69520357T2 (de) | Verfahren zur reinigung von pentafluorethan | |
| DE1018853B (de) | Verfahren zur Herstellung von 1, 1, 1-Trifluor-2-brom-2-chloraethan | |
| DE1443033A1 (de) | Verfahren zur Herstellung von Methylchloroform | |
| US2659759A (en) | Production of 6-chloro-o-cresol | |
| DE1668336B1 (de) | Verfahren zur Verminderung des Gehaltes an 2-Chlorbutadien-(1,3) und Benzol in 1,2-Dichloraethan,das bei der thermischen Spaltung zu Vinylchlorid zurueckgewonnen worden ist | |
| DE1951165A1 (de) | Verfahren zur thermischen Perchlorierung von Kohlenwasserstoffen und partiell chlorierten Kohlenwasserstoffen | |
| DE801987C (de) | Verfahren zur Herstellung von Hexachloraethan | |
| DE69332408T2 (de) | Verfahren zur herstellung von 1,1,1-trichlor-2,2,2-trifluor | |
| DE1568582C (de) | Verfahren zur Herstellung von Dichlor athan und Tnchlorathan | |
| DE2509517C3 (de) | Verfahren zur Herstellung einer bromfreien Alkali oder Erdalkalichloridlösung | |
| DE1468807C3 (de) | Verfahren zur kontinuierlichen Herstellung chlorierter Äthylenderivate | |
| DE1768490C3 (de) | Verfahren zur gleichzeitigen Herstellung von 1,1-Dichlorethylen, 1,2-Dichloräthylenen und Vinylchlorid | |
| DE809812C (de) | Verfahren zur Herstellung chlorierter Kohlenwasserstoffe | |
| DE858398C (de) | Verfahren zur Herstellung von Dichlorpropylenen | |
| DE2135908C3 (de) | Verfahren zur Herstellung von Vinylidenchlorid | |
| DE1568912A1 (de) | Verfahren zur Herstellung von 1,1,2,2-Tetrachloraethan | |
| DE1568912B (de) | Verfahren zur Herstellung von 1,1,2,2, Tetrachlorathan | |
| DE1240842B (de) | Verfahren zur Aufbereitung von hochchlorierten, spezifisch schweren Rueckstaenden, die bei der industriellen Herstellung von chlorierten Kohlenwasserstoffen anfallen |