DE2135445C3 - Verfahren zur Herstellung von Vinylidenchlorid - Google Patents
Verfahren zur Herstellung von VinylidenchloridInfo
- Publication number
- DE2135445C3 DE2135445C3 DE19712135445 DE2135445A DE2135445C3 DE 2135445 C3 DE2135445 C3 DE 2135445C3 DE 19712135445 DE19712135445 DE 19712135445 DE 2135445 A DE2135445 A DE 2135445A DE 2135445 C3 DE2135445 C3 DE 2135445C3
- Authority
- DE
- Germany
- Prior art keywords
- chlorine
- trichloroethane
- reaction
- thermal decomposition
- addition
- 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 22
- 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 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000460 chlorine Substances 0.000 claims description 35
- 229910052801 chlorine Inorganic materials 0.000 claims description 35
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 30
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 claims description 20
- 238000005979 thermal decomposition reaction Methods 0.000 claims description 10
- UBOXGVDOUJQMTN-UHFFFAOYSA-N 1,1,2-trichloroethane Chemical compound ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 claims description 9
- 238000007033 dehydrochlorination reaction Methods 0.000 claims description 6
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 3
- 238000000354 decomposition reaction Methods 0.000 claims description 3
- 238000000197 pyrolysis Methods 0.000 claims description 3
- 239000007858 starting material Substances 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 241000237502 Ostreidae Species 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- -1 chlorine radicals Chemical class 0.000 claims 1
- 230000002349 favourable effect Effects 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 235000020636 oyster Nutrition 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 150000003254 radicals Chemical group 0.000 claims 1
- 238000007086 side reaction Methods 0.000 claims 1
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- 125000001309 chloro group Chemical group Cl* 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical compound ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 3
- 229960003750 ethyl chloride Drugs 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- UKDOTCFNLHHKOF-FGRDZWBJSA-N (z)-1-chloroprop-1-ene;(z)-1,2-dichloroethene Chemical group C\C=C/Cl.Cl\C=C/Cl UKDOTCFNLHHKOF-FGRDZWBJSA-N 0.000 description 1
- AZXCEXJUHXWOMZ-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane;1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl.ClC(Cl)C(Cl)Cl AZXCEXJUHXWOMZ-UHFFFAOYSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-dichloroethene Chemical group ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 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
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated 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 |
|---|---|---|---|
| JP6194070A JPS517644B1 (enrdf_load_stackoverflow) | 1970-07-15 | 1970-07-15 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2135445A1 DE2135445A1 (enrdf_load_stackoverflow) | 1972-01-20 |
| DE2135445B2 DE2135445B2 (de) | 1973-11-08 |
| DE2135445C3 true DE2135445C3 (de) | 1974-06-06 |
Family
ID=13185671
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712135445 Expired DE2135445C3 (de) | 1970-07-15 | 1971-07-15 | Verfahren zur Herstellung von Vinylidenchlorid |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPS517644B1 (enrdf_load_stackoverflow) |
| DE (1) | DE2135445C3 (enrdf_load_stackoverflow) |
| GB (1) | GB1345554A (enrdf_load_stackoverflow) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2433922A1 (en) * | 2010-08-25 | 2012-03-28 | Syngenta Participations AG | Process for the preparation of dichlorofulvene |
| TWI683803B (zh) * | 2014-11-11 | 2020-02-01 | 美商陶氏全球科技責任有限公司 | 由乙烷製造乙烯、偏二氯乙烯及氯化氫之方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2378859A (en) * | 1941-08-08 | 1945-06-19 | Distillers Co Yeast Ltd | Splitting-off of hydrogen halide from halogenated hydrocarbons |
| US2676997A (en) * | 1948-09-15 | 1954-04-27 | Dow Chemical Co | Dehydrochlorination of chloroethanes |
-
1970
- 1970-07-15 JP JP6194070A patent/JPS517644B1/ja active Pending
-
1971
- 1971-07-15 GB GB3336071A patent/GB1345554A/en not_active Expired
- 1971-07-15 DE DE19712135445 patent/DE2135445C3/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2135445B2 (de) | 1973-11-08 |
| GB1345554A (en) | 1974-01-30 |
| JPS517644B1 (enrdf_load_stackoverflow) | 1976-03-10 |
| DE2135445A1 (enrdf_load_stackoverflow) | 1972-01-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |