JP2015519354A5 - - Google Patents
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- JP2015519354A5 JP2015519354A5 JP2015514490A JP2015514490A JP2015519354A5 JP 2015519354 A5 JP2015519354 A5 JP 2015519354A5 JP 2015514490 A JP2015514490 A JP 2015514490A JP 2015514490 A JP2015514490 A JP 2015514490A JP 2015519354 A5 JP2015519354 A5 JP 2015519354A5
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- JP
- Japan
- Prior art keywords
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- product
- mass
- Prior art date
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- 238000000034 method Methods 0.000 claims description 48
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 239000003054 catalyst Substances 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 13
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 claims description 12
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 8
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 8
- 229910052802 copper Inorganic materials 0.000 claims description 7
- 239000010949 copper Substances 0.000 claims description 7
- 239000005751 Copper oxide Substances 0.000 claims description 6
- 229910000431 copper oxide Inorganic materials 0.000 claims description 6
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 229910002804 graphite Inorganic materials 0.000 claims description 5
- 239000010439 graphite Substances 0.000 claims description 5
- -1 2- (2-hydroxy-ethoxy) -ethyl Chemical group 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 238000005576 amination reaction Methods 0.000 claims description 2
- 238000001354 calcination Methods 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 238000007493 shaping process Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 claims 9
- 150000003141 primary amines Chemical class 0.000 claims 7
- 239000006227 byproduct Substances 0.000 claims 6
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 5
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 4
- 238000009835 boiling Methods 0.000 claims 4
- 238000004821 distillation Methods 0.000 claims 4
- 238000010304 firing Methods 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 239000001301 oxygen Substances 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- 239000007864 aqueous solution Substances 0.000 claims 2
- 238000000465 moulding Methods 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000012018 catalyst precursor Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000007789 gas Substances 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052702 rhenium Inorganic materials 0.000 claims 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 239000010936 titanium Substances 0.000 claims 1
- 229910052719 titanium Inorganic materials 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
- 0 *N1CCNCC1 Chemical compound *N1CCNCC1 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 125000002924 primary amino group Chemical class [H]N([H])* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP12170580.0 | 2012-06-01 | ||
| EP12170580 | 2012-06-01 | ||
| PCT/EP2013/061092 WO2013178693A1 (de) | 2012-06-01 | 2013-05-29 | Verfahren zur herstellung eines mono-n-alkyl-piperazins |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015519354A JP2015519354A (ja) | 2015-07-09 |
| JP2015519354A5 true JP2015519354A5 (enExample) | 2016-07-14 |
| JP6242878B2 JP6242878B2 (ja) | 2017-12-06 |
Family
ID=48576399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015514490A Expired - Fee Related JP6242878B2 (ja) | 2012-06-01 | 2013-05-29 | モノ−n−アルキル−ピペラジンの製造方法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8927712B2 (enExample) |
| EP (1) | EP2855443B1 (enExample) |
| JP (1) | JP6242878B2 (enExample) |
| CN (1) | CN104364243B (enExample) |
| ES (1) | ES2579088T3 (enExample) |
| HU (1) | HUE027611T2 (enExample) |
| IN (1) | IN2014DN10668A (enExample) |
| WO (1) | WO2013178693A1 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6377183B2 (ja) | 2014-03-13 | 2018-08-22 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Edaを蒸留精製するための方法 |
| CN104557777B (zh) * | 2015-01-09 | 2016-08-31 | 万华化学集团股份有限公司 | 一种n-甲基哌嗪的制备方法 |
| WO2017125358A1 (de) | 2016-01-20 | 2017-07-27 | Basf Se | Verfahren zur homogen-katalysierten herstellung von mono-n-substituierten-piperazinen |
| CN106984343B (zh) * | 2017-03-20 | 2019-08-13 | 钦州学院 | 一种用于N-β-羟乙基乙二胺合成哌嗪与N-甲基哌嗪的催化剂及其制备方法 |
| CN108503608B (zh) * | 2018-03-26 | 2019-12-27 | 吴彦彬 | 一种1,4-二甲基哌嗪的制备方法 |
| CN111375409B (zh) * | 2018-12-29 | 2023-06-20 | 华中师范大学 | 制造Ti离子掺杂CuO催化剂的方法 |
| EP4069418A1 (de) * | 2019-12-03 | 2022-10-12 | Basf Se | Verfahren zur herstellung von aminen an einem kupferhaltigen katalysator |
| CN118530194B (zh) * | 2024-05-13 | 2024-11-12 | 山东达民化工股份有限公司 | 一种n-乙基哌嗪的合成方法 |
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| DE941909C (de) | 1954-03-21 | 1956-04-19 | Henkel & Cie Gmbh | Verfahren zur Herstellung von N, N'-Diaethanol-piperazin |
| US3166558A (en) | 1961-08-11 | 1965-01-19 | Air Prod & Chem | Method for preparing diazabicyclo-(2, 2, 2)-octane |
| NL296139A (enExample) | 1963-08-02 | |||
| US4014933A (en) | 1969-10-23 | 1977-03-29 | Basf Aktiengesellschaft | Production of amines from alcohols |
| BE757840A (fr) | 1969-10-23 | 1971-04-22 | Basf Ag | Procede de preparation d'amines a partir d'alcools |
| DE1954546C3 (de) | 1969-10-30 | 1974-10-17 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von N-Hydroxyalkylpiperazinen und N.N'-Bishydroxyalkylpiperazinen |
| NL169595C (nl) | 1970-05-21 | 1982-08-02 | Shell Int Research | Werkwijze voor de bereiding van aminen en van smeerolien en vloeibare motorbrandstoffen die deze bevatten. |
| DE2445303C3 (de) | 1974-09-21 | 1979-04-05 | Basf Ag, 6700 Ludwigshafen | Basisches, zur Herstellung eines Kupfer enthaltenden Katalysators geeignetes Carbonat |
| US3997368A (en) | 1975-06-24 | 1976-12-14 | Bell Telephone Laboratories, Incorporated | Elimination of stacking faults in silicon devices: a gettering process |
| FR2341314A1 (fr) | 1976-02-19 | 1977-09-16 | Goupil Jean Jacques | Halogenohydrates de derives n,n'-di substitues de la piperazine |
| DE3125662A1 (de) | 1981-06-30 | 1983-01-13 | Basf Ag, 6700 Ludwigshafen | Verfahren und katalysator zur herstellung von cyclischen iminen |
| DE3128889A1 (de) | 1981-07-22 | 1983-02-10 | Basf Ag | Verfahren zur herstellung von tert. aminen |
| US4400539A (en) | 1981-09-30 | 1983-08-23 | Union Carbide Corporation | Process for the manufacture of ethylenediamine |
| DE3337182A1 (de) | 1983-10-13 | 1985-04-25 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von n-methylierten cyclischen iminen |
| DE3539266A1 (de) | 1985-11-06 | 1987-05-07 | Basf Ag | Verfahren zur herstellung von trialkylaminen |
| JPS62145076A (ja) | 1985-12-19 | 1987-06-29 | Kao Corp | 1,4−ビス(2−ヒドロキシエチル)ピペラジンの製造方法 |
| DE3605005A1 (de) | 1986-02-18 | 1987-08-20 | Basf Ag | Verfahren zur herstellung von n-methylpiperazin |
| DE3611230A1 (de) | 1986-04-04 | 1987-10-08 | Basf Ag | Polybutyl- und polyisobutylamine, verfahren zu deren herstellung und diese enthaltende kraft- und schmierstoffzusammensetzungen |
| DE3627592A1 (de) | 1986-08-14 | 1988-02-25 | Basf Ag | Verfahren zur herstellung von trialkylaminen |
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| US5008235A (en) | 1989-12-21 | 1991-04-16 | Union Carbide Chemicals And Plastics Technology Corporation | Catalysts of Cu-Al-third metal for hydrogenation |
| DE4008322A1 (de) | 1990-03-15 | 1991-09-19 | Basf Ag | Verfahren zur herstellung von n-arylsubstituierten 2-aminoalkyl-2-hydroxyalkylaminen und n-arylsubstituierten piperazinen |
| DE4028295A1 (de) | 1990-09-06 | 1992-03-12 | Henkel Kgaa | Cupfer-mangan-katalysatoren |
| DE4116367A1 (de) | 1991-05-18 | 1992-11-19 | Basf Ag | Verfahren zur herstellung von aminen |
| DE4141199A1 (de) | 1991-12-13 | 1993-06-17 | Sued Chemie Ag | Chromfreier katalysator fuer die hydrierung von organischen verbindungen, die die carbonylfunktionen enthalten |
| DE4239782A1 (de) | 1992-11-26 | 1994-06-01 | Basf Ag | Verfahren zur Herstellung von Diaminen |
| DE4407466A1 (de) | 1994-03-07 | 1995-09-14 | Basf Ag | Verfahren zur Herstellung von peralkylierten Aminen |
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| DE102005019373A1 (de) | 2005-04-26 | 2006-11-02 | Basf Ag | Verfahren zur Herstellung von Ethylenaminen |
| DE102005047458A1 (de) | 2005-09-30 | 2007-04-12 | Basf Ag | Verfahren zur Herstellung von Aminodiglykol (ADG) und Morpholin |
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| JP5637684B2 (ja) | 2006-07-14 | 2014-12-10 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | アミンの製造方法 |
| WO2008064991A1 (de) * | 2006-11-27 | 2008-06-05 | Basf Se | Verfahren zur herstellung von 3-alkoxypropan-1-ole |
| BRPI0815978A2 (pt) | 2007-08-29 | 2015-02-18 | Basf Se | Processo para preparar aminas, e, usos de um efluente de reação, e de uma monoamina |
| WO2009080507A1 (de) | 2007-12-21 | 2009-07-02 | Basf Se | Verfahren zur herstellung eines amins |
| EP2225027B1 (de) | 2007-12-21 | 2012-05-23 | Basf Se | Verfahren zur herstellung eines amins |
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| US8536377B2 (en) | 2008-11-05 | 2013-09-17 | Basf Se | Method for producing N,N-substituted-3-aminopropan-1-ols |
| CN102272091B (zh) | 2008-11-11 | 2014-04-16 | 巴斯夫欧洲公司 | 制备环状二胺的方法 |
| EA020158B9 (ru) | 2008-12-19 | 2015-02-27 | Басф Се | Способ получения чистого триэтаноламина (тэа) |
| JP2012517331A (ja) | 2009-02-09 | 2012-08-02 | ビーエーエスエフ ソシエタス・ヨーロピア | 水素化触媒、その製造方法およびその使用 |
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| CN102307659A (zh) | 2009-02-09 | 2012-01-04 | 巴斯夫欧洲公司 | 氢化催化剂及其制备和用途 |
| KR101732747B1 (ko) | 2009-03-12 | 2017-05-04 | 바스프 에스이 | 1-아다만틸트리메틸암모늄 히드록시드의 제조 방법 |
| US20120070353A1 (en) | 2009-03-20 | 2012-03-22 | Basf Se | Process For Separating Off Acidic Gases By Means Of Metal-Organic Frameworks Impregnated With Amines |
| JP5693561B2 (ja) | 2009-04-08 | 2015-04-01 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 1,6−ヘキサンジオールをオリゴ−およびポリエステルの水素化によって製造する方法 |
| JP5431582B2 (ja) | 2009-06-18 | 2014-03-05 | ビーエーエスエフ ソシエタス・ヨーロピア | メチル置換teta化合物 |
| WO2011067200A1 (de) | 2009-12-03 | 2011-06-09 | Basf Se | Katalysator und verfahren zur herstellung eines amins |
| EP2506966B1 (de) | 2009-12-03 | 2017-08-16 | Basf Se | Katalysator und verfahren zur herstellung eines amins |
| CN102939278B (zh) | 2009-12-17 | 2014-11-26 | 巴斯夫欧洲公司 | 制备高级乙醇胺类的方法 |
| RU2573570C2 (ru) | 2009-12-17 | 2016-01-20 | Басф Се | Превращение гликолевого альдегида со средством аминирования |
| US20110218270A1 (en) | 2010-03-02 | 2011-09-08 | Basf Se | Use of linear triethylentetramine as curing agent for epoxy resins |
| JP5936556B2 (ja) | 2010-03-02 | 2016-06-22 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 直鎖状トリエチレンテトラアミンをエポキシ樹脂用の硬化剤として用いる使用 |
| US8188764B2 (en) | 2010-03-18 | 2012-05-29 | Sandisk Technologies Inc. | Efficient electrical hibernate entry and recovery |
| US8450530B2 (en) | 2010-04-07 | 2013-05-28 | Basf Se | Process for preparing unsymmetric secondary tert-butylamines in the gas phase |
| US8445726B2 (en) | 2010-04-07 | 2013-05-21 | Basf Se | Process for preparing unsymmetric secondary tert-butylamines in the liquid phase |
| US8455693B2 (en) | 2010-05-21 | 2013-06-04 | Basf Se | Process for preparing 2-(2-tert-butylaminoethoxy)ethanol (tert-butylaminodiglycol, TBADG) |
| US8697834B2 (en) | 2010-05-31 | 2014-04-15 | Basf Se | Polyalkylenepolyamines by homogeneously catalyzed alcohol amination |
| WO2011157710A1 (de) | 2010-06-15 | 2011-12-22 | Basf Se | Verfahren zur herstellung eines zyklischen tertiären methylamins |
| US8637668B2 (en) | 2010-06-15 | 2014-01-28 | Basf Se | Process for preparing a cyclic tertiary methylamine |
| EP2627644B1 (de) | 2010-10-14 | 2014-12-10 | Basf Se | Verfahren zur herstellung eines zyklischen tertiären amins |
| US8933223B2 (en) | 2010-10-14 | 2015-01-13 | Basf Se | Process for preparing a cyclic tertiary amine |
| CN103201272B (zh) * | 2010-10-29 | 2015-08-05 | 巴斯夫欧洲公司 | 制备1,4-双羟乙基哌嗪的方法 |
| US8436169B2 (en) | 2010-10-29 | 2013-05-07 | Basf Se | Process for preparing 1,4-bishydroxyethylpiperazine |
| CN102101847B (zh) | 2010-12-06 | 2012-09-12 | 周玉莲 | N-甲基-n′-(2-氯乙基)哌嗪的制备方法 |
| CN102304101A (zh) | 2011-05-26 | 2012-01-04 | 绍兴兴欣化工有限公司 | 哌嗪与n-烷基哌嗪联产工艺 |
| CN102432565B (zh) * | 2011-11-10 | 2013-08-14 | 绍兴兴欣化工有限公司 | 一种2-羟乙基哌嗪的制备方法 |
| US8981093B2 (en) * | 2012-06-06 | 2015-03-17 | Basf Se | Process for preparing piperazine |
-
2013
- 2013-05-29 ES ES13726752.2T patent/ES2579088T3/es active Active
- 2013-05-29 EP EP13726752.2A patent/EP2855443B1/de active Active
- 2013-05-29 CN CN201380028829.6A patent/CN104364243B/zh not_active Expired - Fee Related
- 2013-05-29 WO PCT/EP2013/061092 patent/WO2013178693A1/de not_active Ceased
- 2013-05-29 JP JP2015514490A patent/JP6242878B2/ja not_active Expired - Fee Related
- 2013-05-29 HU HUE13726752A patent/HUE027611T2/en unknown
- 2013-05-29 IN IN10668DEN2014 patent/IN2014DN10668A/en unknown
- 2013-05-31 US US13/906,931 patent/US8927712B2/en not_active Expired - Fee Related
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