DE2353437A1 - Verfahren zur oxychlorierung von aethylen - Google Patents
Verfahren zur oxychlorierung von aethylenInfo
- Publication number
- DE2353437A1 DE2353437A1 DE19732353437 DE2353437A DE2353437A1 DE 2353437 A1 DE2353437 A1 DE 2353437A1 DE 19732353437 DE19732353437 DE 19732353437 DE 2353437 A DE2353437 A DE 2353437A DE 2353437 A1 DE2353437 A1 DE 2353437A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- hcl
- hydrogenation
- acetylene
- hydrogen chloride
- 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
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 title claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title claims description 13
- 229910000041 hydrogen chloride Inorganic materials 0.000 title claims description 13
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 title claims description 13
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims description 12
- 239000005977 Ethylene Substances 0.000 title claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 title description 2
- 239000001301 oxygen Substances 0.000 title description 2
- 229910052760 oxygen Inorganic materials 0.000 title description 2
- 239000003054 catalyst Substances 0.000 claims abstract description 42
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 12
- 230000000694 effects Effects 0.000 claims abstract description 8
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims abstract description 5
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000000926 separation method Methods 0.000 claims abstract description 3
- 238000000746 purification Methods 0.000 claims abstract 2
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000003776 cleavage reaction Methods 0.000 claims description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 4
- 230000007017 scission Effects 0.000 claims description 4
- YNFJNYOLWDOZAG-UHFFFAOYSA-N [O].C(CCl)Cl Chemical compound [O].C(CCl)Cl YNFJNYOLWDOZAG-UHFFFAOYSA-N 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 230000008021 deposition Effects 0.000 abstract description 3
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract description 3
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 238000010494 dissociation reaction Methods 0.000 abstract 1
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 229910052763 palladium Inorganic materials 0.000 description 5
- 239000004071 soot Substances 0.000 description 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- XMXFYOZEBSTWKU-UHFFFAOYSA-N C#C.C(CCl)Cl Chemical group C#C.C(CCl)Cl XMXFYOZEBSTWKU-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- -1 Platinum metals Chemical class 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000012050 conventional carrier Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 229960003750 ethyl chloride Drugs 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 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
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/60—Platinum group metals with zinc, cadmium or mercury
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
-
- 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
- C07C17/15—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
- C07C17/152—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
- C07C17/156—Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of unsaturated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732353437 DE2353437A1 (de) | 1973-10-25 | 1973-10-25 | Verfahren zur oxychlorierung von aethylen |
| JP12262974A JPS5071607A (enrdf_load_stackoverflow) | 1973-10-25 | 1974-10-25 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732353437 DE2353437A1 (de) | 1973-10-25 | 1973-10-25 | Verfahren zur oxychlorierung von aethylen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2353437A1 true DE2353437A1 (de) | 1975-05-15 |
Family
ID=5896353
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732353437 Pending DE2353437A1 (de) | 1973-10-25 | 1973-10-25 | Verfahren zur oxychlorierung von aethylen |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5071607A (enrdf_load_stackoverflow) |
| DE (1) | DE2353437A1 (enrdf_load_stackoverflow) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206188A (en) * | 1978-12-06 | 1980-06-03 | The Dow Chemical Company | Removal of acetylene from HCl streams |
| EP0052271A1 (de) * | 1980-11-18 | 1982-05-26 | Wacker-Chemie GmbH | Verfahren zur Reinigung von durch thermische 1.2-Dichlor-ethanspaltung gewonnenem Chlorwasserstoff |
| FR2531695A1 (fr) * | 1982-08-13 | 1984-02-17 | Solvay | Procede pour l'obtention de chlorure d'hydrogene exempt d'acetylene a partir de melanges contenant du chlorure d'hydrogene, du chlorure de vinyle et de l'acetylene |
| US4482770A (en) * | 1981-03-06 | 1984-11-13 | Wacker Chemie Gmbh | Removal of acetylene from products of 1,2-dichloroethane pyrolysis |
| EP0904838A3 (de) * | 1997-09-30 | 1999-12-15 | Degussa-Hüls Aktiengesellschaft | Verfahren zur Herstellung eines Schalenkatalysators |
| CN103894221A (zh) * | 2012-12-25 | 2014-07-02 | 中国科学院大连化学物理研究所 | 一种利用分子筛无汞催化剂催化乙炔氢氯化反应制备氯乙烯的方法 |
Families Citing this family (1)
| 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 |
-
1973
- 1973-10-25 DE DE19732353437 patent/DE2353437A1/de active Pending
-
1974
- 1974-10-25 JP JP12262974A patent/JPS5071607A/ja active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4206188A (en) * | 1978-12-06 | 1980-06-03 | The Dow Chemical Company | Removal of acetylene from HCl streams |
| EP0052271A1 (de) * | 1980-11-18 | 1982-05-26 | Wacker-Chemie GmbH | Verfahren zur Reinigung von durch thermische 1.2-Dichlor-ethanspaltung gewonnenem Chlorwasserstoff |
| US4388278A (en) * | 1980-11-18 | 1983-06-14 | Wacker Chemie Gmbh | Purification by hydrogenation of hydrogen chloride containing acetylene obtained by the thermal cracking of 1,2-dichloroethane |
| US4482770A (en) * | 1981-03-06 | 1984-11-13 | Wacker Chemie Gmbh | Removal of acetylene from products of 1,2-dichloroethane pyrolysis |
| FR2531695A1 (fr) * | 1982-08-13 | 1984-02-17 | Solvay | Procede pour l'obtention de chlorure d'hydrogene exempt d'acetylene a partir de melanges contenant du chlorure d'hydrogene, du chlorure de vinyle et de l'acetylene |
| EP0101127A1 (fr) * | 1982-08-13 | 1984-02-22 | SOLVAY & Cie (Société Anonyme) | Procédé pour l'obtention de chlorure d'hydrogène exempt d'acétylène à partir de mélanges contenant du chlorure d'hydrogène, du chlorure de vinyle et de l'acétylène |
| EP0904838A3 (de) * | 1997-09-30 | 1999-12-15 | Degussa-Hüls Aktiengesellschaft | Verfahren zur Herstellung eines Schalenkatalysators |
| CN103894221A (zh) * | 2012-12-25 | 2014-07-02 | 中国科学院大连化学物理研究所 | 一种利用分子筛无汞催化剂催化乙炔氢氯化反应制备氯乙烯的方法 |
| CN103894221B (zh) * | 2012-12-25 | 2016-08-24 | 中国科学院大连化学物理研究所 | 一种利用分子筛无汞催化剂催化乙炔氢氯化反应制备氯乙烯的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5071607A (enrdf_load_stackoverflow) | 1975-06-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHN | Withdrawal |