JPH0780836B2 - シクロヘキサノンオキシムのベックマン転移により得られた反応混合物を中和する方法 - Google Patents
シクロヘキサノンオキシムのベックマン転移により得られた反応混合物を中和する方法Info
- Publication number
- JPH0780836B2 JPH0780836B2 JP62237598A JP23759887A JPH0780836B2 JP H0780836 B2 JPH0780836 B2 JP H0780836B2 JP 62237598 A JP62237598 A JP 62237598A JP 23759887 A JP23759887 A JP 23759887A JP H0780836 B2 JPH0780836 B2 JP H0780836B2
- Authority
- JP
- Japan
- Prior art keywords
- ammonium sulfate
- mother liquor
- reaction mixture
- solution
- water
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims description 18
- 239000011541 reaction mixture Substances 0.000 title claims description 18
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 title claims description 14
- 238000006237 Beckmann rearrangement reaction Methods 0.000 title claims description 8
- 230000003472 neutralizing effect Effects 0.000 title claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 68
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 64
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 55
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 55
- 229910021529 ammonia Inorganic materials 0.000 claims description 32
- 239000012452 mother liquor Substances 0.000 claims description 26
- 238000006386 neutralization reaction Methods 0.000 claims description 26
- 239000001166 ammonium sulphate Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 17
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 8
- 150000003951 lactams Chemical class 0.000 claims description 7
- 239000002244 precipitate Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 230000002269 spontaneous effect Effects 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 3
- 230000008020 evaporation Effects 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 9
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- QFEHLLHZCIRVJG-UHFFFAOYSA-N S(=O)(=O)(O)O.C1(CCCCC1)=NO Chemical compound S(=O)(=O)(O)O.C1(CCCCC1)=NO QFEHLLHZCIRVJG-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- OFPXSFXSNFPTHF-UHFFFAOYSA-N oxaprozin Chemical compound O1C(CCC(=O)O)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 OFPXSFXSNFPTHF-UHFFFAOYSA-N 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000010626 work up procedure 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3635363.9 | 1986-10-17 | ||
| DE19863635363 DE3635363A1 (de) | 1986-10-17 | 1986-10-17 | Verfahren zur neutralisation von reaktionsgemischen, die durch beckmann'sche umlagerung von cyclohexanonoxim erhalten worden sind |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63104956A JPS63104956A (ja) | 1988-05-10 |
| JPH0780836B2 true JPH0780836B2 (ja) | 1995-08-30 |
Family
ID=6311920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62237598A Expired - Fee Related JPH0780836B2 (ja) | 1986-10-17 | 1987-09-24 | シクロヘキサノンオキシムのベックマン転移により得られた反応混合物を中和する方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US4806638A (en]) |
| EP (1) | EP0264126B1 (en]) |
| JP (1) | JPH0780836B2 (en]) |
| DE (2) | DE3635363A1 (en]) |
| ES (1) | ES2019612B3 (en]) |
| IN (1) | IN167450B (en]) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4132498A1 (de) * | 1991-09-30 | 1993-04-01 | Basf Ag | Verfahren zur herstellung von caprolactam durch beckmann'sche umlagerung von cyclohexanonoxim |
| DE4323192A1 (de) | 1993-07-10 | 1995-01-12 | Basf Ag | Verfahren zur Herstellung von Homo- und Copolymerisaten von Alk-1-enen |
| NL1005927C2 (nl) * | 1997-04-29 | 1998-11-02 | Dsm Nv | Werkwijze voor het winnen van caprolactam uit een geneutraliseerd omlegmengsel. |
| FR2786180B1 (fr) * | 1998-11-19 | 2001-11-23 | Rhone Poulenc Fibres | Procede de traitement de lactames et procede de purification d'un lactame |
| CN105408313B (zh) * | 2013-07-26 | 2018-11-09 | Cap Iii 有限公司 | 一种工业规模回收己内酰胺和结晶硫酸铵的连续方法 |
| TWI882026B (zh) * | 2019-11-11 | 2025-05-01 | 荷蘭商卡普三世責任有限公司 | 工業規模上用於生產ε-己內醯胺及硫酸銨之方法及設備 |
| CN115093354B (zh) * | 2022-06-29 | 2024-01-16 | 中国天辰工程有限公司 | 一种贝克曼重排反应合成己内酰胺的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2605261A (en) * | 1952-07-29 | method foe | ||
| NL277685A (en]) * | 1961-04-27 | |||
| US4138472A (en) * | 1976-11-10 | 1979-02-06 | Basf Aktiengesellschaft | Process for obtaining coarsely crystalline pure ammonium sulfate |
| DE2651195C3 (de) * | 1976-11-10 | 1985-01-31 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Gewinnung von grobkristallinem reinem Ammonsulfat |
-
1986
- 1986-10-17 DE DE19863635363 patent/DE3635363A1/de not_active Withdrawn
-
1987
- 1987-09-24 JP JP62237598A patent/JPH0780836B2/ja not_active Expired - Fee Related
- 1987-10-14 IN IN736/MAS/87A patent/IN167450B/en unknown
- 1987-10-15 EP EP87115062A patent/EP0264126B1/de not_active Expired - Lifetime
- 1987-10-15 ES ES87115062T patent/ES2019612B3/es not_active Expired - Lifetime
- 1987-10-15 DE DE8787115062T patent/DE3767824D1/de not_active Expired - Lifetime
- 1987-10-19 US US07/109,405 patent/US4806638A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0264126A3 (en) | 1988-06-22 |
| EP0264126A2 (de) | 1988-04-20 |
| EP0264126B1 (de) | 1991-01-30 |
| ES2019612B3 (es) | 1991-07-01 |
| DE3767824D1 (de) | 1991-03-07 |
| DE3635363A1 (de) | 1988-04-21 |
| JPS63104956A (ja) | 1988-05-10 |
| US4806638A (en) | 1989-02-21 |
| IN167450B (en]) | 1990-10-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |