UA72574C2 - A method for purifying lactames - Google Patents
A method for purifying lactames Download PDFInfo
- Publication number
- UA72574C2 UA72574C2 UA2002076327A UA2002076327A UA72574C2 UA 72574 C2 UA72574 C2 UA 72574C2 UA 2002076327 A UA2002076327 A UA 2002076327A UA 2002076327 A UA2002076327 A UA 2002076327A UA 72574 C2 UA72574 C2 UA 72574C2
- Authority
- UA
- Ukraine
- Prior art keywords
- lactam
- caprolactam
- crystallization
- differs
- cyclization
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 34
- 238000002425 crystallisation Methods 0.000 claims abstract description 20
- 238000007363 ring formation reaction Methods 0.000 claims abstract description 17
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 11
- 230000007062 hydrolysis Effects 0.000 claims abstract description 10
- FHKPTEOFUHYQFY-UHFFFAOYSA-N 2-aminohexanenitrile Chemical compound CCCCC(N)C#N FHKPTEOFUHYQFY-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000012429 reaction media Substances 0.000 claims abstract description 5
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 55
- 150000003951 lactams Chemical class 0.000 claims description 34
- 230000008025 crystallization Effects 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 12
- 238000005984 hydrogenation reaction Methods 0.000 claims description 11
- 239000000243 solution Substances 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 4
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000003456 ion exchange resin Substances 0.000 claims description 4
- 229920003303 ion-exchange polymer Polymers 0.000 claims description 4
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims 1
- 150000002896 organic halogen compounds Chemical class 0.000 claims 1
- 238000004821 distillation Methods 0.000 abstract description 9
- 238000000746 purification Methods 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 6
- 239000004952 Polyamide Substances 0.000 description 5
- 229920002647 polyamide Polymers 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000013049 sediment Substances 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 238000010533 azeotropic distillation Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- PHGAOXNFCZKFTR-UHFFFAOYSA-N 3-methylpiperidin-2-one Chemical compound CC1CCCNC1=O PHGAOXNFCZKFTR-UHFFFAOYSA-N 0.000 description 1
- -1 CsSi»x or CHSys Chemical class 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 229940113721 aminocaproate Drugs 0.000 description 1
- 125000005219 aminonitrile group Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 229950001902 dimevamide Drugs 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- IPWFJLQDVFKJDU-UHFFFAOYSA-N pentanamide Chemical compound CCCCC(N)=O IPWFJLQDVFKJDU-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Polyamides (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9916713A FR2803296B1 (fr) | 1999-12-30 | 1999-12-30 | Procede de purification de lactames |
| PCT/FR2000/003694 WO2001049665A2 (fr) | 1999-12-30 | 2000-12-27 | Procede de purification de lactames |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA72574C2 true UA72574C2 (en) | 2005-03-15 |
Family
ID=9554023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2002076327A UA72574C2 (en) | 1999-12-30 | 2000-12-27 | A method for purifying lactames |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7270752B2 (de) |
| EP (1) | EP1242375B1 (de) |
| JP (1) | JP2003519213A (de) |
| KR (1) | KR100497833B1 (de) |
| CN (1) | CN1423636A (de) |
| AR (1) | AR027126A1 (de) |
| AU (1) | AU2860001A (de) |
| CA (1) | CA2396025A1 (de) |
| DE (1) | DE60010753T2 (de) |
| FR (1) | FR2803296B1 (de) |
| MX (1) | MXPA02006500A (de) |
| PL (1) | PL356540A1 (de) |
| RU (1) | RU2222528C1 (de) |
| SK (1) | SK9502002A3 (de) |
| UA (1) | UA72574C2 (de) |
| WO (1) | WO2001049665A2 (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7959980B2 (en) * | 2004-05-28 | 2011-06-14 | Ppg Industries Ohio, Inc. | Hydrophilic compositions, methods for their production, and substrates coated with such compositions |
| US7354624B2 (en) * | 2004-05-28 | 2008-04-08 | Ppg Industries Ohio, Inc. | Multi-layer coatings and related methods |
| US7354650B2 (en) * | 2004-05-28 | 2008-04-08 | Ppg Industries Ohio, Inc. | Multi-layer coatings with an inorganic oxide network containing layer and methods for their application |
| PE20060502A1 (es) * | 2004-09-06 | 2006-07-18 | Basf Ag | (hetero)ciclilcarboxamidas como agentes fungicidas fitopatogenos |
| CN101070299B (zh) * | 2006-05-12 | 2011-04-20 | 中国石油化工股份有限公司 | ε-己内酰胺的提纯精制方法 |
| CN101429148B (zh) * | 2007-11-08 | 2012-08-29 | 中国石油化工股份有限公司 | 一种ε-己内酰胺的生产方法 |
| DE102008023833B4 (de) * | 2008-05-14 | 2013-03-21 | Hapila Gmbh | Anordnung und Verfahren zur Herstellung von hochreinen Kristallen |
| FR2944791B1 (fr) | 2009-04-27 | 2012-02-10 | Rhodia Operations | Procede de preparation de lactames. |
| CN111574419B (zh) * | 2020-06-16 | 2021-08-27 | 河北美邦工程科技股份有限公司 | 己内酰胺单体的回收精制方法 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1022591B (de) | 1953-06-27 | 1958-01-16 | Inventa A G Fuer Forschung & P | Verfahren zur Nachreinigung von Lactamen der ªÏ-Aminocarbonsaeuren |
| US3080345A (en) * | 1958-02-06 | 1963-03-05 | Du Pont | Process for fabrication of shaped articles from linear superpolycarbonamides to provide improved products |
| US3400087A (en) * | 1965-09-20 | 1968-09-03 | Gulf Oil Corp | Finely divided calcite in combination with a fatty alcohol as nucleating agents for nylon polyamides |
| DE1620756A1 (de) | 1966-07-13 | 1970-07-16 | Vickers Zimmer Ag Plangung Und | Verfahren zur Reinigung von stark verunreinigten Lactamen von omega-Aminocarbonsaeuren |
| CH564528A5 (en) | 1972-06-14 | 1975-07-31 | Buchs Metallwerk Ag | Purification of caprolactam freed from water - by counter-current multi-stage cystallisation from the melt using a solvent |
| DE2845075A1 (de) | 1978-10-17 | 1980-05-08 | Basf Ag | Verfahren zur reinigung von rohcaprolactam |
| JPH075543B2 (ja) | 1988-04-09 | 1995-01-25 | 三菱化学株式会社 | 高純度カプロラクタムの製造法 |
| 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 |
| TW268941B (de) * | 1993-08-20 | 1996-01-21 | Sumitomo Chemical Co | |
| JPH07179419A (ja) | 1993-12-22 | 1995-07-18 | Mitsubishi Chem Corp | 高純度カプロラクタムの製造方法 |
| DE19500041A1 (de) * | 1995-01-03 | 1996-07-04 | Basf Ag | Verfahren zur kontinuierlichen Reinigung von aus 6-Aminocapronitril hergestelltem Roh-Caprolactam |
| EP0826665A1 (de) | 1996-09-02 | 1998-03-04 | Dsm N.V. | Gewinnung von epsilon-Caprolactam aus wässrigen Gemischen |
| FR2751962B1 (fr) * | 1996-08-02 | 1998-09-11 | Rhone Poulenc Fibres | Procede de purification de lactames |
| EP0943608A1 (de) * | 1998-03-20 | 1999-09-22 | Dsm N.V. | Verfahren zur kontinuierten Reinigung von rohem Caprolactam |
| SG83172A1 (en) * | 1998-12-28 | 2001-09-18 | Sumitomo Chemical Co | Process for producing e-caprolactam |
-
1999
- 1999-12-30 FR FR9916713A patent/FR2803296B1/fr not_active Expired - Fee Related
-
2000
- 2000-12-27 PL PL00356540A patent/PL356540A1/xx not_active Application Discontinuation
- 2000-12-27 CA CA002396025A patent/CA2396025A1/fr not_active Abandoned
- 2000-12-27 WO PCT/FR2000/003694 patent/WO2001049665A2/fr active IP Right Grant
- 2000-12-27 MX MXPA02006500A patent/MXPA02006500A/es unknown
- 2000-12-27 CN CN00818441A patent/CN1423636A/zh active Pending
- 2000-12-27 EP EP00993712A patent/EP1242375B1/de not_active Expired - Lifetime
- 2000-12-27 US US10/169,111 patent/US7270752B2/en not_active Expired - Fee Related
- 2000-12-27 UA UA2002076327A patent/UA72574C2/uk unknown
- 2000-12-27 JP JP2001550205A patent/JP2003519213A/ja active Pending
- 2000-12-27 AU AU28600/01A patent/AU2860001A/en not_active Abandoned
- 2000-12-27 SK SK950-2002A patent/SK9502002A3/sk unknown
- 2000-12-27 KR KR10-2002-7008563A patent/KR100497833B1/ko not_active IP Right Cessation
- 2000-12-27 DE DE60010753T patent/DE60010753T2/de not_active Expired - Fee Related
- 2000-12-27 RU RU2002120190/04A patent/RU2222528C1/ru not_active IP Right Cessation
- 2000-12-28 AR ARP000106972A patent/AR027126A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2860001A (en) | 2001-07-16 |
| EP1242375A2 (de) | 2002-09-25 |
| MXPA02006500A (es) | 2002-12-09 |
| EP1242375B1 (de) | 2004-05-12 |
| SK9502002A3 (en) | 2002-11-06 |
| US20030155299A1 (en) | 2003-08-21 |
| KR20020063613A (ko) | 2002-08-03 |
| AR027126A1 (es) | 2003-03-12 |
| CA2396025A1 (fr) | 2001-07-12 |
| FR2803296A1 (fr) | 2001-07-06 |
| PL356540A1 (en) | 2004-06-28 |
| JP2003519213A (ja) | 2003-06-17 |
| WO2001049665A3 (fr) | 2002-06-27 |
| CN1423636A (zh) | 2003-06-11 |
| US7270752B2 (en) | 2007-09-18 |
| DE60010753T2 (de) | 2004-09-23 |
| WO2001049665A2 (fr) | 2001-07-12 |
| RU2002120190A (ru) | 2004-01-10 |
| RU2222528C1 (ru) | 2004-01-27 |
| KR100497833B1 (ko) | 2005-06-29 |
| FR2803296B1 (fr) | 2002-02-15 |
| DE60010753D1 (de) | 2004-06-17 |
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