DE2141312A1 - Verfahren zur herstellung von 3,4-dichlorbuten-1 - Google Patents
Verfahren zur herstellung von 3,4-dichlorbuten-1Info
- Publication number
- DE2141312A1 DE2141312A1 DE2141312A DE2141312A DE2141312A1 DE 2141312 A1 DE2141312 A1 DE 2141312A1 DE 2141312 A DE2141312 A DE 2141312A DE 2141312 A DE2141312 A DE 2141312A DE 2141312 A1 DE2141312 A1 DE 2141312A1
- Authority
- DE
- Germany
- Prior art keywords
- dichlorobutene
- butadiene
- chlorobutadiene
- isomerization
- zone
- 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 13
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 72
- 238000009835 boiling Methods 0.000 claims description 32
- 238000006317 isomerization reaction Methods 0.000 claims description 28
- 239000012535 impurity Substances 0.000 claims description 24
- XVEASTGLHPVZNA-UHFFFAOYSA-N 3,4-dichlorobut-1-ene Chemical compound ClCC(Cl)C=C XVEASTGLHPVZNA-UHFFFAOYSA-N 0.000 claims description 22
- PCPYTNCQOSFKGG-ONEGZZNKSA-N (1e)-1-chlorobuta-1,3-diene Chemical compound Cl\C=C\C=C PCPYTNCQOSFKGG-ONEGZZNKSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 239000007789 gas Substances 0.000 claims description 14
- 238000004821 distillation Methods 0.000 claims description 12
- UAZUEJTXWAXSMA-UHFFFAOYSA-N 1,1-dichlorobut-1-ene Chemical compound CCC=C(Cl)Cl UAZUEJTXWAXSMA-UHFFFAOYSA-N 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 9
- FQDIANVAWVHZIR-OWOJBTEDSA-N trans-1,4-Dichlorobutene Chemical compound ClC\C=C\CCl FQDIANVAWVHZIR-OWOJBTEDSA-N 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 239000011261 inert gas Substances 0.000 claims description 6
- 238000005660 chlorination reaction Methods 0.000 claims description 5
- 239000003380 propellant Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 230000007423 decrease Effects 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- SWSOIFQIPTXLOI-HNQUOIGGSA-N (e)-1,4-dichlorobut-1-ene Chemical compound ClCC\C=C\Cl SWSOIFQIPTXLOI-HNQUOIGGSA-N 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 239000000047 product Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- AKQZPPKQVZVYCC-UHFFFAOYSA-N 4,4,4-trichlorobut-1-ene Chemical class ClC(Cl)(Cl)CC=C AKQZPPKQVZVYCC-UHFFFAOYSA-N 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
- C07C17/386—Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/04—Chloro-alkenes
- C07C21/073—Dichloro-alkenes
- C07C21/09—Dichloro-butenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE787606D BE787606A (fr) | 1971-08-18 | Procede de preparation du 3,4-dichlorobutene-1 | |
| DE2141312A DE2141312A1 (de) | 1971-08-18 | 1971-08-18 | Verfahren zur herstellung von 3,4-dichlorbuten-1 |
| IE957/72A IE36540B1 (en) | 1971-08-18 | 1972-07-06 | Process for the manufacture of 3,4-dichlorobutene-1 |
| CA148,398A CA981697A (en) | 1971-08-18 | 1972-08-01 | Process for the manufacture of 3,4-dichlorobutene-1 |
| US00277873A US3850999A (en) | 1971-08-18 | 1972-08-04 | Process for the manufacture of 3,4-dichlorobutene-1 |
| GB3756872A GB1355158A (en) | 1971-08-18 | 1972-08-11 | Process for the manufacture of 3,4-dichlorobutene-1 |
| IT52204/72A IT965988B (it) | 1971-08-18 | 1972-08-16 | Procedimento ed impianto per produrre 3,4, dicloro butene i |
| DD165118A DD98091A5 (enExample) | 1971-08-18 | 1972-08-16 | |
| CS5715A CS175438B2 (enExample) | 1971-08-18 | 1972-08-17 | |
| NL7211338A NL7211338A (enExample) | 1971-08-18 | 1972-08-18 | |
| JP47082702A JPS4829704A (enExample) | 1971-08-18 | 1972-08-18 | |
| FR7229673A FR2149566B1 (enExample) | 1971-08-18 | 1972-08-18 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2141312A DE2141312A1 (de) | 1971-08-18 | 1971-08-18 | Verfahren zur herstellung von 3,4-dichlorbuten-1 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2141312A1 true DE2141312A1 (de) | 1973-02-22 |
Family
ID=5817045
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2141312A Pending DE2141312A1 (de) | 1971-08-18 | 1971-08-18 | Verfahren zur herstellung von 3,4-dichlorbuten-1 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3850999A (enExample) |
| JP (1) | JPS4829704A (enExample) |
| BE (1) | BE787606A (enExample) |
| CA (1) | CA981697A (enExample) |
| CS (1) | CS175438B2 (enExample) |
| DD (1) | DD98091A5 (enExample) |
| DE (1) | DE2141312A1 (enExample) |
| FR (1) | FR2149566B1 (enExample) |
| GB (1) | GB1355158A (enExample) |
| IE (1) | IE36540B1 (enExample) |
| IT (1) | IT965988B (enExample) |
| NL (1) | NL7211338A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS52142003A (en) * | 1976-05-22 | 1977-11-26 | Denki Kagaku Kogyo Kk | Recovery of dichlorobutene |
| US4125564A (en) * | 1977-11-02 | 1978-11-14 | Denki Kagaku Kogyo Kabushiki Kaisha, Chuo-Kenkyusho | Process for producing chloroprene |
| DE2754891C3 (de) * | 1977-12-09 | 1981-02-26 | Wacker-Chemie Gmbh, 8000 Muenchen | Verfahren zur Reinigung von nichtumgesetztem 1.2-Dichloräthan aus der Vinylchloridherstellung |
-
0
- BE BE787606D patent/BE787606A/xx unknown
-
1971
- 1971-08-18 DE DE2141312A patent/DE2141312A1/de active Pending
-
1972
- 1972-07-06 IE IE957/72A patent/IE36540B1/xx unknown
- 1972-08-01 CA CA148,398A patent/CA981697A/en not_active Expired
- 1972-08-04 US US00277873A patent/US3850999A/en not_active Expired - Lifetime
- 1972-08-11 GB GB3756872A patent/GB1355158A/en not_active Expired
- 1972-08-16 DD DD165118A patent/DD98091A5/xx unknown
- 1972-08-16 IT IT52204/72A patent/IT965988B/it active
- 1972-08-17 CS CS5715A patent/CS175438B2/cs unknown
- 1972-08-18 JP JP47082702A patent/JPS4829704A/ja active Pending
- 1972-08-18 FR FR7229673A patent/FR2149566B1/fr not_active Expired
- 1972-08-18 NL NL7211338A patent/NL7211338A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| IE36540B1 (en) | 1976-11-24 |
| GB1355158A (en) | 1974-06-05 |
| CS175438B2 (enExample) | 1977-05-31 |
| IT965988B (it) | 1974-02-11 |
| DD98091A5 (enExample) | 1973-06-05 |
| NL7211338A (enExample) | 1973-02-20 |
| IE36540L (en) | 1973-02-18 |
| FR2149566A1 (enExample) | 1973-03-30 |
| US3850999A (en) | 1974-11-26 |
| BE787606A (fr) | 1973-02-16 |
| FR2149566B1 (enExample) | 1977-12-23 |
| CA981697A (en) | 1976-01-13 |
| JPS4829704A (enExample) | 1973-04-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHN | Withdrawal |