GB1327983A - Isomerisation process - Google Patents
Isomerisation processInfo
- Publication number
- GB1327983A GB1327983A GB471271A GB1327983DA GB1327983A GB 1327983 A GB1327983 A GB 1327983A GB 471271 A GB471271 A GB 471271A GB 1327983D A GB1327983D A GB 1327983DA GB 1327983 A GB1327983 A GB 1327983A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dichlorobutene
- isomerization
- cupric
- product
- dichlorobutenes
- 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
- 238000006317 isomerization reaction Methods 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 2
- XVEASTGLHPVZNA-UHFFFAOYSA-N 3,4-dichlorobut-1-ene Chemical compound ClCC(Cl)C=C XVEASTGLHPVZNA-UHFFFAOYSA-N 0.000 abstract 6
- FQDIANVAWVHZIR-OWOJBTEDSA-N trans-1,4-Dichlorobutene Chemical compound ClC\C=C\CCl FQDIANVAWVHZIR-OWOJBTEDSA-N 0.000 abstract 3
- SWSOIFQIPTXLOI-HNQUOIGGSA-N (e)-1,4-dichlorobut-1-ene Chemical compound ClCC\C=C\Cl SWSOIFQIPTXLOI-HNQUOIGGSA-N 0.000 abstract 2
- UAZUEJTXWAXSMA-UHFFFAOYSA-N 1,1-dichlorobut-1-ene Chemical class CCC=C(Cl)Cl UAZUEJTXWAXSMA-UHFFFAOYSA-N 0.000 abstract 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 abstract 2
- 239000005749 Copper compound Substances 0.000 abstract 2
- 150000001448 anilines Chemical class 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001880 copper compounds Chemical class 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- BRPSAOUFIJSKOT-UHFFFAOYSA-N 2,3-dichloroaniline Chemical class NC1=CC=CC(Cl)=C1Cl BRPSAOUFIJSKOT-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- SVOAENZIOKPANY-UHFFFAOYSA-L copper;octadec-9-enoate Chemical compound [Cu+2].CCCCCCCCC=CCCCCCCCC([O-])=O.CCCCCCCCC=CCCCCCCCC([O-])=O SVOAENZIOKPANY-UHFFFAOYSA-L 0.000 abstract 1
- PEVZEFCZINKUCG-UHFFFAOYSA-L copper;octadecanoate Chemical compound [Cu+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O PEVZEFCZINKUCG-UHFFFAOYSA-L 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000005609 naphthenate group Chemical group 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0231—Halogen-containing compounds
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0237—Amines
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0271—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds also containing elements or functional groups covered by B01J31/0201 - B01J31/0231
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/50—Catalysts, in general, characterised by their form or physical properties characterised by their shape or configuration
- B01J35/51—Spheres
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
- C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
-
- 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/52—Isomerisation reactions
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)
- Catalysts (AREA)
Abstract
1327983 Isomerization of dichlorobutenes BP CHEMICALS INTERNATIONAL Ltd 11 Jan 1972 [16 Feb 1971] 4712/71 Heading C2C The invention comprises a process for the isomerization of 1,4-dichlorobutene to 3,4- dichlorobutene or for the isomerization of 3,4- dichlorobutene to 1,4-dichlorobutene by contacting with a catalyst containing one or more copper compounds and a chlorinated derivative of aniline and selectively withdrawing the desired isomer end product from the reaction zone to direct the reaction to the isomer desired. Preferred copper compounds are complexes or the salts of inorganic or organic acids, e.g. cupric naphthenate, cupric stearate and cupric oleate, and preferred aniline compounds are mono- or dichloroanilines, where at least one chlorine atom is ortho to the amino group. Where 3,4-dichlorobutene-1 is formed, 1,4-dichlorobutene-2 or the direct chlorination product of butadiene is fed, preferably continuously and at reduced pressure, to a reactor containing the catalyst where it is heated and 3,4-dichlorobutene-1 distilled off through a fractionating column. Where 1,4- dichlorobutene-2 is prepared from 3,4-dichlorobutene-1 or a mixture of dichlorobutenes, the product of the isomerization is passed to a fractionating column where 1,4-dichlorobutene -2 is collected at the base and 3,4-dichlorobutene removed from the top of the column and recycled to the reactor.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB471271 | 1971-02-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1327983A true GB1327983A (en) | 1973-08-22 |
Family
ID=9782373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB471271A Expired GB1327983A (en) | 1971-02-16 | 1971-02-16 | Isomerisation process |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5613698B1 (en) |
| BE (1) | BE779407A (en) |
| DE (1) | DE2206971A1 (en) |
| FR (1) | FR2125438A1 (en) |
| GB (1) | GB1327983A (en) |
| IT (1) | IT965038B (en) |
| NL (1) | NL7202013A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4237074A (en) * | 1977-09-30 | 1980-12-02 | Denkyi Kagaku Kogyo Kabushiki Kaisha | Isomerization of dichlorobutenes |
| US4328381A (en) | 1979-12-25 | 1982-05-04 | Denki Kaguku Kogyo Kabushiki Kaisha | Isomerization of dichlorobutenes |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5886399A (en) * | 1981-11-18 | 1983-05-23 | Shinwa Sangyo Kk | Cooling tower |
| JPS6064185A (en) * | 1983-09-16 | 1985-04-12 | Hitachi Reinetsu Jiyuusetsu Kk | Prevention of white smoke in cooling tower |
| JPH0554472U (en) * | 1991-12-26 | 1993-07-20 | 古河機械金属株式会社 | Coil tube winding device |
-
1971
- 1971-02-16 GB GB471271A patent/GB1327983A/en not_active Expired
-
1972
- 1972-02-14 JP JP1550972A patent/JPS5613698B1/ja active Pending
- 1972-02-14 FR FR7204797A patent/FR2125438A1/fr not_active Withdrawn
- 1972-02-14 DE DE19722206971 patent/DE2206971A1/en active Pending
- 1972-02-15 BE BE779407A patent/BE779407A/en unknown
- 1972-02-15 IT IT20600/72A patent/IT965038B/en active
- 1972-02-16 NL NL7202013A patent/NL7202013A/xx unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4237074A (en) * | 1977-09-30 | 1980-12-02 | Denkyi Kagaku Kogyo Kabushiki Kaisha | Isomerization of dichlorobutenes |
| US4461920A (en) * | 1977-09-30 | 1984-07-24 | Denki Kagaku Kogyo Kabushiki Kaisha | Isomerization of dichlorobutenes |
| US4328381A (en) | 1979-12-25 | 1982-05-04 | Denki Kaguku Kogyo Kabushiki Kaisha | Isomerization of dichlorobutenes |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7202013A (en) | 1972-08-18 |
| IT965038B (en) | 1974-01-31 |
| JPS5613698B1 (en) | 1981-03-30 |
| DE2206971A1 (en) | 1972-08-31 |
| BE779407A (en) | 1972-08-16 |
| FR2125438A1 (en) | 1972-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CSNS | Application of which complete specification have been accepted and published, but patent is not sealed |