CA1080222A - Purification of caprolactam - Google Patents
Purification of caprolactamInfo
- Publication number
- CA1080222A CA1080222A CA265,371A CA265371A CA1080222A CA 1080222 A CA1080222 A CA 1080222A CA 265371 A CA265371 A CA 265371A CA 1080222 A CA1080222 A CA 1080222A
- Authority
- CA
- Canada
- Prior art keywords
- caprolactam
- weight
- toluene
- phase
- parts
- 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
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 238000000746 purification Methods 0.000 title claims abstract description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000008346 aqueous phase Substances 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 230000008707 rearrangement Effects 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 6
- 239000000470 constituent Substances 0.000 claims abstract description 3
- 239000002585 base Substances 0.000 claims description 7
- 239000012535 impurity Substances 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 4
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000012074 organic phase Substances 0.000 claims 1
- 239000012071 phase Substances 0.000 abstract description 14
- 239000000203 mixture Substances 0.000 abstract description 3
- 239000000356 contaminant Substances 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 5
- 239000004327 boric acid Substances 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000001117 sulphuric acid Substances 0.000 description 4
- 235000011149 sulphuric acid Nutrition 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000006462 rearrangement reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/16—Separation or purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2550934A DE2550934C3 (de) | 1975-11-13 | 1975-11-13 | Reinigung von Caprolactam |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1080222A true CA1080222A (en) | 1980-06-24 |
Family
ID=5961626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA265,371A Expired CA1080222A (en) | 1975-11-13 | 1976-11-10 | Purification of caprolactam |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4239682A (en, 2012) |
| JP (1) | JPS5262289A (en, 2012) |
| BE (1) | BE848260A (en, 2012) |
| CA (1) | CA1080222A (en, 2012) |
| DE (1) | DE2550934C3 (en, 2012) |
| FR (1) | FR2331558A1 (en, 2012) |
| GB (1) | GB1530357A (en, 2012) |
| IT (1) | IT1066655B (en, 2012) |
| NL (1) | NL7612486A (en, 2012) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2724361A1 (de) * | 1977-05-28 | 1978-11-30 | Bayer Ag | Reinigung von caprolactam |
| DE2845075A1 (de) * | 1978-10-17 | 1980-05-08 | Basf Ag | Verfahren zur reinigung von rohcaprolactam |
| NL8003365A (nl) * | 1980-06-10 | 1982-01-04 | Stamicarbon | Werkwijze voor het zuiveren van 2-pyrrolidon. |
| DE3026538A1 (de) * | 1980-07-12 | 1982-02-11 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen extraktion von caprolactam als solches und dessen oligomere enthaltenden waessrigen loesungen |
| IT1173261B (it) * | 1984-02-08 | 1987-06-18 | Snia Bpd Spa | Procedimento di purificazione del caprolattame |
| JP2601946B2 (ja) * | 1990-11-21 | 1997-04-23 | 宇部興産株式会社 | ラクタム含有溶液の精製方法 |
| JP2601945B2 (ja) * | 1990-11-21 | 1997-04-23 | 宇部興産株式会社 | ラクタム油の精製方法 |
| US7022844B2 (en) | 2002-09-21 | 2006-04-04 | Honeywell International Inc. | Amide-based compounds, production, recovery, purification and uses thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2221369A (en) * | 1940-11-12 | Process foe producing lactams | ||
| US2973355A (en) * | 1961-02-28 | Process for the production of pure x-caprolactim | ||
| CH294693A (de) * | 1950-07-26 | 1953-11-30 | Inventa Ag | Verfahren zur kontinuierlichen Herstellung von Rein-Lactamen durch Extraktion. |
| FR1105508A (fr) * | 1953-05-20 | 1955-12-05 | Dow Chemical Co | Perfectionnements à un procédé de gravure sur métaux et à un bain de gravure utilisé dans ce procédé |
| DE2301587C3 (de) * | 1973-01-13 | 1981-02-26 | Bayer Ag, 5090 Leverkusen | Verfahren zur Entfernung von Borsäure aus Lactamen |
-
1975
- 1975-11-13 DE DE2550934A patent/DE2550934C3/de not_active Expired
-
1976
- 1976-11-08 GB GB46327/76A patent/GB1530357A/en not_active Expired
- 1976-11-10 US US05/740,416 patent/US4239682A/en not_active Expired - Lifetime
- 1976-11-10 CA CA265,371A patent/CA1080222A/en not_active Expired
- 1976-11-10 NL NL7612486A patent/NL7612486A/xx not_active Application Discontinuation
- 1976-11-11 IT IT52123/76A patent/IT1066655B/it active
- 1976-11-11 JP JP51134730A patent/JPS5262289A/ja active Granted
- 1976-11-12 BE BE172286A patent/BE848260A/xx unknown
- 1976-11-12 FR FR7634200A patent/FR2331558A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB1530357A (en) | 1978-10-25 |
| JPS5262289A (en) | 1977-05-23 |
| DE2550934C3 (de) | 1980-06-12 |
| DE2550934A1 (de) | 1977-05-26 |
| JPS612657B2 (en, 2012) | 1986-01-27 |
| US4239682A (en) | 1980-12-16 |
| DE2550934B2 (de) | 1979-10-04 |
| NL7612486A (nl) | 1977-05-17 |
| FR2331558B1 (en, 2012) | 1981-11-13 |
| BE848260A (fr) | 1977-05-12 |
| IT1066655B (it) | 1985-03-12 |
| FR2331558A1 (fr) | 1977-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |