JPH10508318A - モルホリンの選択的な分離方法 - Google Patents
モルホリンの選択的な分離方法Info
- Publication number
- JPH10508318A JPH10508318A JP9508733A JP50873397A JPH10508318A JP H10508318 A JPH10508318 A JP H10508318A JP 9508733 A JP9508733 A JP 9508733A JP 50873397 A JP50873397 A JP 50873397A JP H10508318 A JPH10508318 A JP H10508318A
- Authority
- JP
- Japan
- Prior art keywords
- morpholine
- methylmorpholine
- nmmo
- cation exchanger
- aqueous solution
- 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.)
- Ceased
Links
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 title claims abstract description 84
- 238000000034 method Methods 0.000 title claims abstract description 54
- 238000000926 separation method Methods 0.000 title description 7
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims abstract description 96
- 150000001768 cations Chemical class 0.000 claims abstract description 30
- 239000007864 aqueous solution Substances 0.000 claims abstract description 19
- LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000001412 amines Chemical class 0.000 claims description 34
- 239000000243 solution Substances 0.000 claims description 25
- 238000007254 oxidation reaction Methods 0.000 claims description 16
- 230000003647 oxidation Effects 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 6
- 230000001590 oxidative effect Effects 0.000 claims description 6
- 150000002978 peroxides Chemical class 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- 230000005855 radiation Effects 0.000 claims description 6
- 239000007800 oxidant agent Substances 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 238000010521 absorption reaction Methods 0.000 claims description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 2
- 229910052753 mercury Inorganic materials 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 238000005341 cation exchange Methods 0.000 abstract description 3
- ZKXDGKXYMTYWTB-UHFFFAOYSA-N N-nitrosomorpholine Chemical compound O=NN1CCOCC1 ZKXDGKXYMTYWTB-UHFFFAOYSA-N 0.000 description 20
- 229920002678 cellulose Polymers 0.000 description 11
- 239000001913 cellulose Substances 0.000 description 11
- 238000012545 processing Methods 0.000 description 11
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000001556 precipitation Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 150000003512 tertiary amines Chemical class 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
- 239000002351 wastewater Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000004005 nitrosamines Chemical class 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 230000001172 regenerating effect Effects 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 238000001223 reverse osmosis Methods 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 101700012268 Holin Proteins 0.000 description 2
- 241000907681 Morpho Species 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000008033 biological extinction Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000003480 eluent Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- XKLJHFLUAHKGGU-UHFFFAOYSA-N nitrous amide Chemical compound ON=N XKLJHFLUAHKGGU-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 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
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000008961 swelling Effects 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
- OURXRFYZEOUCRM-UHFFFAOYSA-N 4-hydroxymorpholine Chemical compound ON1CCOCC1 OURXRFYZEOUCRM-UHFFFAOYSA-N 0.000 description 1
- 206010073306 Exposure to radiation Diseases 0.000 description 1
- 229920000433 Lyocell Polymers 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003463 adsorbent 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
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives 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
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008380 degradant Substances 0.000 description 1
- 239000007857 degradation product Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- RLZZZVKAURTHCP-UHFFFAOYSA-N phenanthrene-3,4-diol Chemical compound C1=CC=C2C3=C(O)C(O)=CC=C3C=CC2=C1 RLZZZVKAURTHCP-UHFFFAOYSA-N 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000012465 retentate Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 229920002994 synthetic fiber Polymers 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)
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 (1)
| Publication Number | Publication Date |
|---|---|
| JPH10508318A true JPH10508318A (ja) | 1998-08-18 |
Family
ID=3513141
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9508733A Ceased JPH10508318A (ja) | 1995-08-18 | 1996-08-16 | モルホリンの選択的な分離方法 |
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) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2024524500A (ja) * | 2021-07-02 | 2024-07-05 | ビー-エフシーティーエル カンパニー リミテッド | Nmmoの精製方法、システムおよび得られたnmmo水和物結晶 |
Families Citing this family (4)
| 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Basf Se | 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 |
Family Cites Families (5)
| 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
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2024524500A (ja) * | 2021-07-02 | 2024-07-05 | ビー-エフシーティーエル カンパニー リミテッド | Nmmoの精製方法、システムおよび得られたnmmo水和物結晶 |
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 |
| AU6695496A (en) | 1997-03-12 |
| EP0783497A1 (de) | 1997-07-16 |
| BR9606585A (pt) | 1997-10-28 |
| ATA140395A (de) | 1997-05-15 |
| AU700207B2 (en) | 1998-12-24 |
| NO971753D0 (no) | 1997-04-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20070605 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20070522 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20070529 |
|
| A313 | Final decision of rejection without a dissenting response from the applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A313 Effective date: 20071024 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20071211 |