AU700207B2 - Process for selective separation of morpholine - Google Patents

Process for selective separation of morpholine Download PDF

Info

Publication number: AU700207B2
Authority: AU; Australia
Prior art keywords: morpholine; methylmorpholine; oxide; cation exchanger; nmmo
Prior art date: 1995-08-18
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.): Ceased

Application number

AU66954/96A

Other languages

English (en)

Other versions

AU6695496A (en

Inventor

Heinrich Firgo

Bruno Mangeng

Johann Manner

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Lenzing AG

Original Assignee

Lenzing AG

Chemiefaser Lenzing AG

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.)

1995-08-18

Filing date

1996-08-16

Publication date

1998-12-24

1996-08-16 Application filed by Lenzing AG, Chemiefaser Lenzing AG filed Critical Lenzing AG

1997-03-12 Publication of AU6695496A publication Critical patent/AU6695496A/en

1998-12-24 Application granted granted Critical

1998-12-24 Publication of AU700207B2 publication Critical patent/AU700207B2/en

2016-08-16 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 title claims description 94
238000000034 method Methods 0.000 title claims description 68
238000000926 separation method Methods 0.000 title claims description 10
SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims description 92
LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 claims description 54
150000001768 cations Chemical class 0.000 claims description 33
239000007864 aqueous solution Substances 0.000 claims description 19
238000007254 oxidation reaction Methods 0.000 claims description 19
230000003647 oxidation Effects 0.000 claims description 18
239000007788 liquid Substances 0.000 claims description 13
230000005855 radiation Effects 0.000 claims description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
239000007800 oxidant agent Substances 0.000 claims description 5
230000001590 oxidative effect Effects 0.000 claims description 5
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 3
229910052753 mercury Inorganic materials 0.000 claims description 3
230000001172 regenerating effect Effects 0.000 claims description 3
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 2
ZKXDGKXYMTYWTB-UHFFFAOYSA-N N-nitrosomorpholine Chemical compound O=NN1CCOCC1 ZKXDGKXYMTYWTB-UHFFFAOYSA-N 0.000 description 22
239000000243 solution Substances 0.000 description 14
229920002678 cellulose Polymers 0.000 description 13
239000001913 cellulose Substances 0.000 description 13
238000004519 manufacturing process Methods 0.000 description 11
238000001556 precipitation Methods 0.000 description 11
239000000126 substance Substances 0.000 description 10
239000002253 acid Substances 0.000 description 7
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
150000001412 amines Chemical class 0.000 description 6
XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical class ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 6
239000002351 wastewater Substances 0.000 description 6
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
239000007857 degradation product Substances 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
230000008020 evaporation Effects 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
230000006378 damage Effects 0.000 description 3
125000000524 functional group Chemical group 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
230000008929 regeneration Effects 0.000 description 3
238000011069 regeneration method Methods 0.000 description 3
230000000717 retained effect Effects 0.000 description 3
238000001223 reverse osmosis Methods 0.000 description 3
150000003512 tertiary amines Chemical class 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
229960005070 ascorbic acid Drugs 0.000 description 2
235000010323 ascorbic acid Nutrition 0.000 description 2
239000011668 ascorbic acid Substances 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
238000011084 recovery Methods 0.000 description 2
QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000010409 thin film Substances 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
230000002588 toxic effect Effects 0.000 description 2
MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
229920000433 Lyocell Polymers 0.000 description 1
229920000297 Rayon Polymers 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000000654 additive Substances 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000003125 aqueous solvent Substances 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
238000002485 combustion reaction Methods 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
238000001212 derivatisation Methods 0.000 description 1
238000013461 design Methods 0.000 description 1
230000002542 deteriorative effect Effects 0.000 description 1
229910001882 dioxygen Inorganic materials 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
238000004821 distillation Methods 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000010408 film Substances 0.000 description 1
238000007429 general method Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000011707 mineral Substances 0.000 description 1
150000002826 nitrites Chemical class 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
238000005086 pumping Methods 0.000 description 1
238000000746 purification Methods 0.000 description 1
238000011002 quantification Methods 0.000 description 1
238000004445 quantitative analysis Methods 0.000 description 1
230000002000 scavenging effect Effects 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
230000008961 swelling Effects 0.000 description 1
231100000167 toxic agent Toxicity 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
230000001131 transforming effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/023—Preparation; Separation; Stabilisation; Use of additives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
- C07D295/28—Nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Physical Water Treatments (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

AU66954/96A 1995-08-18 1996-08-16 Process for selective separation of morpholine Ceased AU700207B2 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
AT1403/95		1995-08-18
AT140395A AT403297B (de)	1995-08-18	1995-08-18	Verfahren zur selektiven abtrennung von morpholin
PCT/AT1996/000146 WO1997007108A1 (de)	1995-08-18	1996-08-16	Verfahren zur selektiven abtrennung von morpholin

Publications (2)

Publication Number	Publication Date
AU6695496A AU6695496A (en)	1997-03-12
AU700207B2 true AU700207B2 (en)	1998-12-24

Family

ID=3513141

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU66954/96A Ceased AU700207B2 (en)	1995-08-18	1996-08-16	Process for selective separation of morpholine

Country Status (9)

Country	Link
EP (1)	EP0783497A1 (de)
JP (1)	JPH10508318A (de)
CN (1)	CN1071750C (de)
AT (1)	AT403297B (de)
AU (1)	AU700207B2 (de)
BR (1)	BR9606585A (de)
CA (1)	CA2202153A1 (de)
NO (1)	NO310572B1 (de)
WO (1)	WO1997007108A1 (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19842556C2 (de) *	1998-09-17	2003-02-06	Alceru Schwarza Gmbh	Verfahren zur Herstellung von cellulosischen Formkörpern
JP2021518334A (ja) *	2018-03-15	2021-08-02	ビーエイエスエフ・ソシエタス・エウロパエアＢａｓｆＳｅ	メトキシエタノールとモルホリンとを含有する混合物からのメトキシエタノールの除去方法
CN110563669A (zh) *	2019-10-09	2019-12-13	四川鸿鹏新材料有限公司	一种提高吗啉纯度的方法及装置
CN112480035A (zh) *	2020-10-28	2021-03-12	华茂伟业绿色科技股份有限公司	N-甲基吗啉及其纯化方法、氧化甲基吗啉及其制备方法
CN114539186A (zh) *	2021-07-02	2022-05-27	华茂伟业绿色科技股份有限公司	Nmmo的纯化方法、系统及得到的nmmo水合物晶体

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DD254199B5 (de) *	1986-12-04	1994-01-05	Thueringische Faser Ag Schwarz	Verfahren zur reinigung waessriger n-methylmorpholin-n-oxyd-loesungen
DD259863A1 (de) *	1987-04-06	1988-09-07	Schwarza Chemiefaser	Verfahren zur herstellung waessriger, reiner n-methylmorpholin-n-oxid-loesungen
DD274435B5 (de) *	1988-08-02	1996-10-31	Thueringisches Inst Textil	Verfahren zur Rueckgewinnung von N-Methylmorpholin-N-Oxid
AT393114B (de) *	1989-06-08	1991-08-26	Chemiefaser Lenzing Ag	Verfahren zur abtrennung von aminen
AT392915B (de) *	1990-03-28	1991-07-10	Chemiefaser Lenzing Ag	Verfahren zum abtrennen von wasser aus einer verduennten waesserigen loesung von n-methylmorpholin-n-oxid, n-methylmorpholin und/oder morpholin

1995
- 1995-08-18 AT AT140395A patent/AT403297B/de not_active IP Right Cessation
1996
- 1996-08-16 WO PCT/AT1996/000146 patent/WO1997007108A1/de not_active Ceased
- 1996-08-16 CA CA 2202153 patent/CA2202153A1/en not_active Abandoned
- 1996-08-16 CN CN96191128A patent/CN1071750C/zh not_active Expired - Fee Related
- 1996-08-16 JP JP9508733A patent/JPH10508318A/ja not_active Ceased
- 1996-08-16 EP EP96926960A patent/EP0783497A1/de not_active Ceased
- 1996-08-16 BR BR9606585A patent/BR9606585A/pt not_active Application Discontinuation
- 1996-08-16 AU AU66954/96A patent/AU700207B2/en not_active Ceased
1997
- 1997-04-17 NO NO19971753A patent/NO310572B1/no not_active IP Right Cessation

Also Published As

Publication number	Publication date
CN1071750C (zh)	2001-09-26
WO1997007108A1 (de)	1997-02-27
CN1165514A (zh)	1997-11-19
NO971753L (no)	1997-04-17
CA2202153A1 (en)	1997-02-27
AT403297B (de)	1997-12-29
NO310572B1 (no)	2001-07-23
JPH10508318A (ja)	1998-08-18
AU6695496A (en)	1997-03-12
EP0783497A1 (de)	1997-07-16
BR9606585A (pt)	1997-10-28
ATA140395A (de)	1997-05-15
NO971753D0 (no)	1997-04-17

Publication	Publication Date	Title
EP0615556B1 (de)	1998-03-18	Verfahren zur reinigung wässriger lösungenvon amine-n-oxiden
JP4641691B2 (ja)	2011-03-02	水中の有機化合物を分解する方法
JP2003514666A (ja)	2003-04-22	ブラインをリサイクルしてポリカーボネートを製造する方法と装置
AU700207B2 (en)	1998-12-24	Process for selective separation of morpholine
US5773655A (en)	1998-06-30	Process for the purification of an aqueous solution of a tertiary amine-oxide
AU698554B2 (en)	1998-10-29	Process for the regeneration of an aqeous process liquid of the amine-oxide process
US6113799A (en)	2000-09-05	Process for selective separation of morpholine
CN108069844B (zh)	2021-03-16	一种聚苯硫醚制造中所用丙酮溶剂的精制方法及其应用
US5847129A (en)	1998-12-08	Process for the regeneration of an aqueous process liquid of the amine-oxide process
EP0679739B1 (de)	1998-08-05	Verfahren zur Reinigung von zurückgewonnenen N-Methylmorpholin-N-oxid-Lösungen
US5904818A (en)	1999-05-18	Process for the regeneration of an aqueous process liquid of the amine-oxide process
AU699419B2 (en)	1998-12-03	Process for regeneration of an aqueous process liquid of the amine-oxide process
SU1020005A3 (ru)	1983-05-23	Способ получени катионного адсорбента
CA2230050A1 (en)	1998-01-08	Process for preparation of an aqueous solution of n-methylmorpholin-n-oxide
US4324665A (en)	1982-04-13	Process for recovering bromine from waste liquid
US3952088A (en)	1976-04-20	Effluent treatment
US5503749A (en)	1996-04-02	Process for the purification of aqueous solutions of amine-oxides
KR100214189B1 (ko)	1999-08-02	N-메틸몰포린-n-옥사이드 수용액의 탈색 정제 방법