NL1002429C2 - Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide. - Google Patents

Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide. Download PDF

Info

Publication number: NL1002429C2
Authority: NL; Netherlands
Prior art keywords: aminocaproic acid; caprolactam; aqueous mixture; ammonia; oligomers
Prior art date: 1996-02-23

Application number

NL1002429A

Other languages

English (en)

Dutch (nl)

Inventor

Wim Buijs

Henricus Franciscus Wi Wolters

Original Assignee

Du Pont

Dsm Nv

Priority date (The priority date 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 date listed.)

1996-02-23

Filing date

1996-02-23

Publication date

1997-08-26

1996-02-23 Application filed by Du Pont, Dsm Nv filed Critical Du Pont

1996-02-23 Priority to NL1002429A priority Critical patent/NL1002429C2/nl

1996-06-24 Priority to TW085107567A priority patent/TW499424B/zh

1997-02-12 Priority to CN97193863A priority patent/CN1085203C/zh

1997-02-12 Priority to EP97902745A priority patent/EP0882018B1/fr

1997-02-12 Priority to ES97902745T priority patent/ES2177931T3/es

1997-02-12 Priority to CA002247459A priority patent/CA2247459C/fr

1997-02-12 Priority to PCT/NL1997/000057 priority patent/WO1997030974A1/fr

1997-02-12 Priority to KR10-1998-0706757A priority patent/KR100469576B1/ko

1997-02-12 Priority to AU16761/97A priority patent/AU1676197A/en

1997-02-12 Priority to DE69712869T priority patent/DE69712869T2/de

1997-02-12 Priority to JP9530021A priority patent/JP2000504744A/ja

1997-02-19 Priority to MYPI97000619A priority patent/MY122033A/en

1997-02-21 Priority to IDP970533A priority patent/ID16033A/id

1997-08-26 Application granted granted Critical

1997-08-26 Publication of NL1002429C2 publication Critical patent/NL1002429C2/nl

1998-08-21 Priority to US09/140,896 priority patent/US6011153A/en

Links

JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title claims description 140
239000000203 mixture Substances 0.000 title claims description 44
238000000034 method Methods 0.000 title claims description 43
SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 title claims description 36
229960002684 aminocaproic acid Drugs 0.000 title claims description 32
ZLHYDRXTDZFRDZ-UHFFFAOYSA-N epsilon-aminocaproamide Chemical compound NCCCCCC(N)=O ZLHYDRXTDZFRDZ-UHFFFAOYSA-N 0.000 title claims description 29
238000002360 preparation method Methods 0.000 title claims description 8
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 76
229910021529 ammonia Inorganic materials 0.000 claims description 33
229910000069 nitrogen hydride Inorganic materials 0.000 claims description 5
-1 amide compound Chemical class 0.000 claims description 4
238000010438 heat treatment Methods 0.000 claims description 3
238000011835 investigation Methods 0.000 claims 2
XPMMAKUHNMSONL-UHFFFAOYSA-N 6-methylpiperidin-2-one Chemical compound CC1CCCC(=O)N1 XPMMAKUHNMSONL-UHFFFAOYSA-N 0.000 claims 1
239000013589 supplement Substances 0.000 claims 1
238000007363 ring formation reaction Methods 0.000 description 13
239000011541 reaction mixture Substances 0.000 description 11
238000004821 distillation Methods 0.000 description 9
239000002243 precursor Substances 0.000 description 8
238000000605 extraction Methods 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
239000000047 product Substances 0.000 description 5
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000006227 byproduct Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000000178 monomer Substances 0.000 description 3
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
238000010960 commercial process Methods 0.000 description 2
238000010924 continuous production Methods 0.000 description 2
238000001030 gas--liquid chromatography Methods 0.000 description 2
238000005227 gel permeation chromatography Methods 0.000 description 2
238000000926 separation method Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
102100022443 CXADR-like membrane protein Human genes 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
101000901723 Homo sapiens CXADR-like membrane protein Proteins 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
229920002292 Nylon 6 Polymers 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
230000002411 adverse Effects 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000000694 effects Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000004811 liquid chromatography Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000003134 recirculating effect Effects 0.000 description 1
238000006268 reductive amination reaction Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000013638 trimer Substances 0.000 description 1
238000005292 vacuum distillation 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
- C07D201/12—Preparation of lactams by depolymerising polyamides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Polyamides (AREA)
Other In-Based Heterocyclic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NL1002429A 1996-02-23 1996-02-23 Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide. NL1002429C2 (nl)

Priority Applications (14)

Application Number	Priority Date	Filing Date	Title
NL1002429A NL1002429C2 (nl)	1996-02-23	1996-02-23	Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide.
TW085107567A TW499424B (en)	1996-02-23	1996-06-24	Process for the preparation of a mixture of ε-caprolactam, 6-aminocaproic acid and 6-aminocaproamide
DE69712869T DE69712869T2 (de)	1996-02-23	1997-02-12	Verfahren zur herstellung einer mischung von epsilon-caprolactam, 6-aminocapronsäure sowie von 6-aminocapronamid
ES97902745T ES2177931T3 (es)	1996-02-23	1997-02-12	Procedimiento para preparar una mezcla de epsilon-caprolactama, acido 6-aminocaproico y 6-aminocaproamida.
CA002247459A CA2247459C (fr)	1996-02-23	1997-02-12	Procede de preparation d'un melange de .epsilon.-caprolactame, d'acide 6-aminocaproique et d'amide 6-aminocaproique
PCT/NL1997/000057 WO1997030974A1 (fr)	1996-02-23	1997-02-12	PROCEDE DE PREPARATION D'UN MELANGE DE ε-CAPROLACTAME, D'ACIDE 6-AMINOCAPROIQUE ET D'AMIDE 6-AMINOCAPROIQUE
CN97193863A CN1085203C (zh)	1996-02-23	1997-02-12	ε－己内酰胺、6－氨基己酸和6－氨基己酰胺混合物的制备方法
AU16761/97A AU1676197A (en)	1996-02-23	1997-02-12	Process for the preparation of a mixture of Caprolactam, 6-Aminocaproic Acid and 6-Aminocaproic Amide
EP97902745A EP0882018B1 (fr)	1996-02-23	1997-02-12	Procede de preparation d'un melange de epsilon-caprolactame, d'acide 6-aminocaproique et d'amide 6-aminocaproique
JP9530021A JP2000504744A (ja)	1996-02-23	1997-02-12	ε―カプロラクタム、６―アミノカプロン酸および６―アミノカプロン酸アミドの混合物の製造法
KR10-1998-0706757A KR100469576B1 (ko)	1996-02-23	1997-02-12	ε-카프로락탐,6-아미노카프로산및6-아미노카프로산아미드의혼합물의제조방법
MYPI97000619A MY122033A (en)	1996-02-23	1997-02-19	Process for the preparation of a mixture of e-caprolactam, 6-aminocaproic acid and 6-aminocaproic amide
IDP970533A ID16033A (id)	1996-02-23	1997-02-21	PROSES PEMBUATAN CAMPURAN ε-KAPROLAKTAM ASAM 6-AMINOKAPROAT DAN AMIDA 6-AMINOKAPROAT
US09/140,896 US6011153A (en)	1996-02-23	1998-08-21	Process for the preparation of a mixture of ε-caprolactam, 6-aminocaproic acid and 6-aminocaproic amide

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
NL1002429A NL1002429C2 (nl)	1996-02-23	1996-02-23	Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide.
NL1002429		1996-02-23

Publications (1)

Publication Number	Publication Date
NL1002429C2 true NL1002429C2 (nl)	1997-08-26

Family

ID=19762374

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL1002429A NL1002429C2 (nl)	1996-02-23	1996-02-23	Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide.

Country Status (14)

Country	Link
US (1)	US6011153A (fr)
EP (1)	EP0882018B1 (fr)
JP (1)	JP2000504744A (fr)
KR (1)	KR100469576B1 (fr)
CN (1)	CN1085203C (fr)
AU (1)	AU1676197A (fr)
CA (1)	CA2247459C (fr)
DE (1)	DE69712869T2 (fr)
ES (1)	ES2177931T3 (fr)
ID (1)	ID16033A (fr)
MY (1)	MY122033A (fr)
NL (1)	NL1002429C2 (fr)
TW (1)	TW499424B (fr)
WO (1)	WO1997030974A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN109055450A (zh) *	2008-03-11	2018-12-21	基因组股份公司	从5-甲酰缬草酸制备6-氨基己酸

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0937712A1 (fr) *	1998-02-18	1999-08-25	Dsm N.V.	Procédé de préparation de E-caprolactame
EP1122241A1 (fr) *	2000-02-03	2001-08-08	Dsm N.V.	Procédé pour la préparation de epsilon-caprolactame
US6660857B2 (en)	2000-02-03	2003-12-09	Dsm N.V.	Process for the preparation of ε-caprolactam
WO2001056984A1 (fr) *	2000-02-03	2001-08-09	Dsm N.V.	PROCÉDÉ DE PRÉPARATION DE $G(e)-CAPROLACTAME
CN111122720B (zh) *	2019-12-11	2022-09-02	湖北三宁碳磷基新材料产业技术研究院有限公司	己内酰胺、6-氨基己酰胺和6-氨基己腈的分析方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3485821A (en) *	1967-05-29	1969-12-23	Techni Chem Co The	Process for preparing caprolactam and its alkyl substituted derivatives
JPS4710715B1 (fr) *	1968-08-26	1972-03-30
EP0242505A1 (fr) *	1986-01-28	1987-10-28	BASF Aktiengesellschaft	Procédé pour la production de caprolactame
WO1995019950A1 (fr) *	1994-01-21	1995-07-27	E.I. Du Pont De Nemours And Company	Ammonolyse du nylon catalysee par l'acide de lewis

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3845821A (en) *	1972-09-21	1974-11-05	Texaco Inc	Recovery of oil by a vertical miscible flood
DE3403574A1 (de) *	1984-02-02	1985-08-08	Basf Ag, 6700 Ludwigshafen	Verfahren zur gewinnung von caprolactam aus (epsilon)-aminocapronsaeure

1996
- 1996-02-23 NL NL1002429A patent/NL1002429C2/nl not_active IP Right Cessation
- 1996-06-24 TW TW085107567A patent/TW499424B/zh not_active IP Right Cessation
1997
- 1997-02-12 EP EP97902745A patent/EP0882018B1/fr not_active Expired - Lifetime
- 1997-02-12 ES ES97902745T patent/ES2177931T3/es not_active Expired - Lifetime
- 1997-02-12 AU AU16761/97A patent/AU1676197A/en not_active Abandoned
- 1997-02-12 DE DE69712869T patent/DE69712869T2/de not_active Expired - Lifetime
- 1997-02-12 WO PCT/NL1997/000057 patent/WO1997030974A1/fr not_active Ceased
- 1997-02-12 CA CA002247459A patent/CA2247459C/fr not_active Expired - Fee Related
- 1997-02-12 JP JP9530021A patent/JP2000504744A/ja not_active Ceased
- 1997-02-12 KR KR10-1998-0706757A patent/KR100469576B1/ko not_active Expired - Fee Related
- 1997-02-12 CN CN97193863A patent/CN1085203C/zh not_active Expired - Fee Related
- 1997-02-19 MY MYPI97000619A patent/MY122033A/en unknown
- 1997-02-21 ID IDP970533A patent/ID16033A/id unknown
1998
- 1998-08-21 US US09/140,896 patent/US6011153A/en not_active Expired - Fee Related

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3485821A (en) *	1967-05-29	1969-12-23	Techni Chem Co The	Process for preparing caprolactam and its alkyl substituted derivatives
JPS4710715B1 (fr) *	1968-08-26	1972-03-30
EP0242505A1 (fr) *	1986-01-28	1987-10-28	BASF Aktiengesellschaft	Procédé pour la production de caprolactame
WO1995019950A1 (fr) *	1994-01-21	1995-07-27	E.I. Du Pont De Nemours And Company	Ammonolyse du nylon catalysee par l'acide de lewis

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 7214, Derwent World Patents Index; AN 72-22768T, XP002016396 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN109055450A (zh) *	2008-03-11	2018-12-21	基因组股份公司	从5-甲酰缬草酸制备6-氨基己酸

Also Published As

Publication number	Publication date
CA2247459C (fr)	2005-04-19
CN1085203C (zh)	2002-05-22
DE69712869D1 (de)	2002-07-04
US6011153A (en)	2000-01-04
CA2247459A1 (fr)	1997-08-28
EP0882018A1 (fr)	1998-12-09
JP2000504744A (ja)	2000-04-18
CN1216529A (zh)	1999-05-12
TW499424B (en)	2002-08-21
EP0882018B1 (fr)	2002-05-29
DE69712869T2 (de)	2003-01-30
KR100469576B1 (ko)	2005-05-16
ID16033A (id)	1997-08-28
WO1997030974A1 (fr)	1997-08-28
AU1676197A (en)	1997-09-10
ES2177931T3 (es)	2002-12-16
MY122033A (en)	2006-03-31
KR19990087348A (ko)	1999-12-27

Legal Events

Date	Code	Title	Description
1997-11-03	PD2B	A search report has been drawn up
2000-11-01	VD1	Lapsed due to non-payment of the annual fee	Effective date: 20000901

Publication	Publication Date	Title
CA1318683C (fr)	1993-06-01	Procede de circulation pour la production de diisocyanates aliphatiques et cycloaliphatiques
CA2209336C (fr)	2004-02-24	Procede de purification continue de caprolactame brut prepare a partir de 6-aminocapronitrile
CA2170705A1 (fr)	1996-09-02	Methode de preparation de ¹-caprolactame
NL1002429C2 (nl)	1997-08-26	Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide.
DE69709625T2 (de)	2002-08-29	Verfahren zur herstellung von epsilon-caprolactam von 6-aminocaprosäure
KR100518073B1 (ko)	2005-09-28	ε-카프로락탐과 ε-카프로락탐 전구물질의 수성 혼합물의 연속제조방법
DE69717846T2 (de)	2003-08-21	Behandlungsverfahren von laktamen
US6191274B1 (en)	2001-02-20	Recovery of ε-caprolactam
EP1427702A1 (fr)	2004-06-16	Procede de production de 2-pyrrolidone
EP1423361B1 (fr)	2011-02-16	Procede pour recuperer le caprolactame a partir d'un produit aqueux a base de caprolactame utilisant un amino-caproate alcalin prepare in situ
EP0487090A2 (fr)	1992-05-27	Procédé pour la préparation de caprolactame et de laurolactame
US6683178B2 (en)	2004-01-27	Preparation of cyclic lactams
EP0826665A1 (fr)	1998-03-04	Récupération d'epsilon-caprolactam de mélanges aquex
EP1546095B1 (fr)	2006-03-29	PROCEDE DE PREPARATION DE e-CAPROLACTAME A PARTIR D'UN MELANGE COMPRENANT DU 6-AMINOCAPROAMIDE ET/OU DES OLIGOMERES
JPH06171927A (ja)	1994-06-21	イソシアン酸をｎ，ｎ−ジ置換された尿素の分解によって製造する方法
DE10033518A1 (de)	2002-01-24	Verfahren zur Abtrennung von Ammoniak
PL52763B1 (fr)	1966-12-25

NL1002429C2 - Werkwijze voor de bereiding van een mengsel van epsilon-caprolactam, 6-aminocapronzuur en 6-aminocapronzuuramide. - Google Patents

Info

Links

Classifications

Landscapes

Priority Applications (14)

Applications Claiming Priority (2)

Publications (1)

Family

ID=19762374

Family Applications (1)

Country Status (14)

Cited By (1)

Families Citing this family (5)

Citations (4)

Family Cites Families (2)

Patent Citations (4)

Non-Patent Citations (1)

Cited By (1)

Also Published As

Similar Documents

Legal Events