IL28225A - Process for the preparation of epsilon-caprolactam and of omega-decalactam - Google Patents
Process for the preparation of epsilon-caprolactam and of omega-decalactamInfo
- Publication number
- IL28225A IL28225A IL28225A IL2822567A IL28225A IL 28225 A IL28225 A IL 28225A IL 28225 A IL28225 A IL 28225A IL 2822567 A IL2822567 A IL 2822567A IL 28225 A IL28225 A IL 28225A
- Authority
- IL
- Israel
- Prior art keywords
- process according
- mixture
- weight ratio
- preparation
- cyclodecanone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 19
- 238000002360 preparation method Methods 0.000 title claims description 5
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title 2
- 239000000203 mixture Substances 0.000 claims description 26
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 8
- 238000006386 neutralization reaction Methods 0.000 claims description 8
- 150000002923 oximes Chemical class 0.000 claims description 8
- 230000008707 rearrangement Effects 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 238000006146 oximation reaction Methods 0.000 claims description 4
- 238000000926 separation method Methods 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- SXOZDDAFVJANJP-UHFFFAOYSA-N cyclodecanone Chemical compound O=C1CCCCCCCCC1 SXOZDDAFVJANJP-UHFFFAOYSA-N 0.000 claims 4
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 claims 1
- VBMHLJHEUUUOEG-UHFFFAOYSA-N sulfuric acid sulfur trioxide Chemical compound S(O)(O)(=O)=O.S(=O)(=O)=O.S(O)(O)(=O)=O VBMHLJHEUUUOEG-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- 239000012071 phase Substances 0.000 description 6
- 150000003951 lactams Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 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 2
- 238000009835 boiling Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 238000006462 rearrangement reaction Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- LMGZGXSXHCMSAA-UHFFFAOYSA-N cyclodecane Chemical compound C1CCCCCCCCC1 LMGZGXSXHCMSAA-UHFFFAOYSA-N 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 125000003544 oxime group Chemical group 0.000 description 1
- 150000004880 oxines Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring 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
- C07D201/02—Preparation of lactams
- C07D201/04—Preparation of lactams from or via oximes by Beckmann rearrangement
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH951166A CH468385A (de) | 1966-06-30 | 1966-06-30 | Verfahren zur gleichzeitigen Herstellung von e-Caprolactam und w-Decalactam |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL28225A true IL28225A (en) | 1971-02-25 |
Family
ID=4352759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL28225A IL28225A (en) | 1966-06-30 | 1967-06-29 | Process for the preparation of epsilon-caprolactam and of omega-decalactam |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3544562A (de) |
| AT (1) | AT276341B (de) |
| BE (1) | BE700738A (de) |
| CH (1) | CH468385A (de) |
| DE (1) | DE1695280A1 (de) |
| DK (1) | DK117832B (de) |
| ES (1) | ES342403A1 (de) |
| FR (1) | FR1583611A (de) |
| GB (1) | GB1122460A (de) |
| IL (1) | IL28225A (de) |
| NL (1) | NL6709013A (de) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3642314A1 (de) * | 1986-12-11 | 1988-06-23 | Basf Ag | Verfahren zur herstellung von caprolactam durch beckmannsche umlagerung von cyclohexanonoxim |
| JP2782919B2 (ja) * | 1990-06-12 | 1998-08-06 | 宇部興産株式会社 | ラクタム含有有機溶液の精製方法 |
| JP2559903B2 (ja) * | 1990-11-21 | 1996-12-04 | 宇部興産株式会社 | カプロラクタム水溶液のイオン交換樹脂精製方法 |
| KR920009789A (ko) * | 1990-11-21 | 1992-06-25 | 모뚜 나까히가시 | 카프로락탐 및 라우로락탐의 제조방법 |
| US7022844B2 (en) | 2002-09-21 | 2006-04-04 | Honeywell International Inc. | Amide-based compounds, production, recovery, purification and uses thereof |
| CN115073343B (zh) * | 2022-06-29 | 2023-09-29 | 中国天辰工程有限公司 | 一种不副产硫酸铵的己内酰胺合成方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL133986C (de) * | 1964-01-30 |
-
1966
- 1966-06-30 CH CH951166A patent/CH468385A/de unknown
-
1967
- 1967-06-28 DE DE19671695280 patent/DE1695280A1/de active Pending
- 1967-06-28 NL NL6709013A patent/NL6709013A/xx unknown
- 1967-06-28 FR FR1583611D patent/FR1583611A/fr not_active Expired
- 1967-06-28 ES ES342403A patent/ES342403A1/es not_active Expired
- 1967-06-28 GB GB29796/67A patent/GB1122460A/en not_active Expired
- 1967-06-29 DK DK336667AA patent/DK117832B/da unknown
- 1967-06-29 AT AT604567A patent/AT276341B/de active
- 1967-06-29 US US657457A patent/US3544562A/en not_active Expired - Lifetime
- 1967-06-29 IL IL28225A patent/IL28225A/en unknown
- 1967-06-30 BE BE700738D patent/BE700738A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US3544562A (en) | 1970-12-01 |
| GB1122460A (en) | 1968-08-07 |
| FR1583611A (de) | 1969-11-21 |
| CH468385A (de) | 1969-02-15 |
| DE1695280A1 (de) | 1970-09-17 |
| DK117832B (da) | 1970-06-08 |
| BE700738A (de) | 1967-12-01 |
| ES342403A1 (es) | 1968-07-16 |
| NL6709013A (de) | 1968-01-02 |
| AT276341B (de) | 1969-11-25 |
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