CH498792A - Procédé d'oxychloruration de l'éthylène - Google Patents
Procédé d'oxychloruration de l'éthylèneInfo
- Publication number
- CH498792A CH498792A CH693766A CH693766A CH498792A CH 498792 A CH498792 A CH 498792A CH 693766 A CH693766 A CH 693766A CH 693766 A CH693766 A CH 693766A CH 498792 A CH498792 A CH 498792A
- Authority
- CH
- Switzerland
- Prior art keywords
- acetylene
- catalyst
- hydrogen
- hydrochloric acid
- ethylene
- Prior art date
Links
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title claims abstract description 54
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 title claims description 48
- 238000005984 hydrogenation reaction Methods 0.000 title abstract description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 17
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 6
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 77
- 239000007789 gas Substances 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 24
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 22
- 239000005977 Ethylene Substances 0.000 claims description 22
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 21
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 15
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 14
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 10
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 238000005336 cracking Methods 0.000 claims description 8
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 4
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 239000010949 copper Substances 0.000 claims description 4
- 150000002431 hydrogen Chemical class 0.000 claims 3
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 claims 1
- 229910003445 palladium oxide Inorganic materials 0.000 claims 1
- JQPTYAILLJKUCY-UHFFFAOYSA-N palladium(ii) oxide Chemical compound [O-2].[Pd+2] JQPTYAILLJKUCY-UHFFFAOYSA-N 0.000 claims 1
- 229910003446 platinum oxide Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- BBPGNEADUQKGRX-UHFFFAOYSA-N 1,2-dichloroethane;ethene Chemical compound C=C.ClCCCl BBPGNEADUQKGRX-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 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
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
-
- 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)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46272065A | 1965-06-09 | 1965-06-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH498792A true CH498792A (fr) | 1970-11-15 |
Family
ID=23837517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH693766A CH498792A (fr) | 1965-06-09 | 1966-05-12 | Procédé d'oxychloruration de l'éthylène |
Country Status (8)
| Country | Link |
|---|---|
| BE (1) | BE680413A (en, 2012) |
| CH (1) | CH498792A (en, 2012) |
| DE (1) | DE1568679C3 (en, 2012) |
| ES (1) | ES325919A1 (en, 2012) |
| FR (1) | FR1504480A (en, 2012) |
| GB (1) | GB1090499A (en, 2012) |
| NL (1) | NL6607714A (en, 2012) |
| SE (1) | SE328271B (en, 2012) |
Families Citing this family (8)
| 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 |
| JPS5651420A (en) * | 1979-10-04 | 1981-05-09 | Kanegafuchi Chem Ind Co Ltd | Hydrogenation of acetylene contained in hydrogen chloride gas, and preparation of 1,2-dichloroethane |
| DE3009520C2 (de) * | 1980-03-12 | 1986-09-04 | Wacker-Chemie GmbH, 8000 München | Verfahren zur Entfernung von Acetylen aus dem Reaktionsprodukt der thermischen 1,2-Dichlorethan-Spaltung |
| DE3043442A1 (de) * | 1980-11-18 | 1982-06-24 | Wacker-Chemie GmbH, 8000 München | Verfahren zur reinigung von durch thermische 1,2-dichlorethanspaltung gewonnenem chlorwasserstoff |
| 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 |
| US6177599B1 (en) * | 1995-11-17 | 2001-01-23 | Oxy Vinyls, L.P. | Method for reducing formation of polychlorinated aromatic compounds during oxychlorination of C1-C3 hydrocarbons |
| CN105712835A (zh) * | 2014-12-03 | 2016-06-29 | 青岛海晶化工集团有限公司 | 一种平衡氧氯化法制备vcm的方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA695297A (en) * | 1964-09-29 | E. Hodges Charles | Production of vinyl chloride | |
| BE448632A (en, 2012) * | 1943-01-06 | |||
| DE1014103B (de) * | 1952-05-09 | 1957-08-22 | Erich Schaeffer | Verfahren zur Herstellung von Trichloraethylen und bzw. oder Tetrachloraethylen aus Acetylen und Chlor |
| GB744081A (en) * | 1952-06-11 | 1956-02-01 | Olin Mathieson | Improvements in or relating to a process for the utilization of acetylene and ethylene mixtures |
| US2830102A (en) * | 1954-01-18 | 1958-04-08 | Kenneth A Kobe | Production of vinyl chloride from cracked hydrocarbon gases containing acetylene |
| US2858347A (en) * | 1954-08-26 | 1958-10-28 | Pure Oil Co | Process for manufacturing aliphatic chlorides |
| BE549468A (en, 2012) * | 1955-08-05 | 1900-01-01 | ||
| US3010913A (en) * | 1957-09-23 | 1961-11-28 | Monsanto Chemicals | Catalyst preparation |
| US2946829A (en) * | 1958-07-15 | 1960-07-26 | Chemetron Corp | Selective hydrogenation and palladium catalyst therefor |
| US3116342A (en) * | 1959-07-02 | 1963-12-31 | Ici Ltd | Two-stage selective hydrogenation of acetylenes |
| US3055955A (en) * | 1960-10-12 | 1962-09-25 | Union Carbide Corp | Process for the production of vinyl chloride |
| US3187064A (en) * | 1962-05-09 | 1965-06-01 | Foster Wheeler Corp | Ethylene recovery system |
-
1966
- 1966-04-23 ES ES0325919A patent/ES325919A1/es not_active Expired
- 1966-05-03 BE BE680413A patent/BE680413A/xx not_active IP Right Cessation
- 1966-05-07 DE DE1568679A patent/DE1568679C3/de not_active Expired
- 1966-05-08 SE SE07836/66*A patent/SE328271B/xx unknown
- 1966-05-10 FR FR60936A patent/FR1504480A/fr not_active Expired
- 1966-05-12 CH CH693766A patent/CH498792A/fr not_active IP Right Cessation
- 1966-06-03 NL NL6607714A patent/NL6607714A/xx unknown
- 1966-06-08 GB GB25434/66A patent/GB1090499A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1504480A (fr) | 1967-12-08 |
| DE1568679A1 (de) | 1970-03-05 |
| DE1568679C3 (de) | 1985-10-03 |
| ES325919A1 (es) | 1967-03-01 |
| BE680413A (en, 2012) | 1966-10-17 |
| NL6607714A (en, 2012) | 1966-12-12 |
| GB1090499A (en) | 1967-11-08 |
| DE1568679B2 (de) | 1975-11-06 |
| SE328271B (en, 2012) | 1970-09-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |