ES2544744T3 - Procedimiento para la preparación de trietilendiamina (TEDA) - Google Patents
Procedimiento para la preparación de trietilendiamina (TEDA) Download PDFInfo
- Publication number
- ES2544744T3 ES2544744T3 ES03009385.0T ES03009385T ES2544744T3 ES 2544744 T3 ES2544744 T3 ES 2544744T3 ES 03009385 T ES03009385 T ES 03009385T ES 2544744 T3 ES2544744 T3 ES 2544744T3
- Authority
- ES
- Spain
- Prior art keywords
- catalyst
- preparation
- triethylenediamine
- teda
- acid
- 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.)
- Expired - Lifetime
Links
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 title abstract description 20
- 238000002360 preparation method Methods 0.000 title abstract description 6
- 238000000034 method Methods 0.000 title description 12
- 239000003054 catalyst Substances 0.000 abstract description 27
- 239000010457 zeolite Substances 0.000 abstract description 21
- 229910052751 metal Inorganic materials 0.000 abstract description 16
- 239000002184 metal Substances 0.000 abstract description 16
- 229910021536 Zeolite Inorganic materials 0.000 abstract description 12
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 abstract description 12
- 230000003647 oxidation Effects 0.000 abstract description 7
- 238000007254 oxidation reaction Methods 0.000 abstract description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052681 coesite Inorganic materials 0.000 abstract description 2
- 229910052906 cristobalite Inorganic materials 0.000 abstract description 2
- 239000000377 silicon dioxide Substances 0.000 abstract description 2
- 235000012239 silicon dioxide Nutrition 0.000 abstract description 2
- 229910052682 stishovite Inorganic materials 0.000 abstract description 2
- 229910052905 tridymite Inorganic materials 0.000 abstract description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 2
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 238000005406 washing Methods 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001354 calcination Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910052719 titanium Inorganic materials 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- 229910052726 zirconium Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- PNPIRSNMYIHTPS-UHFFFAOYSA-N nitroso nitrate Chemical class [O-][N+](=O)ON=O PNPIRSNMYIHTPS-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- WXHLLJAMBQLULT-UHFFFAOYSA-N 2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-n-(2-methyl-6-sulfanylphenyl)-1,3-thiazole-5-carboxamide;hydrate Chemical compound O.C=1C(N2CCN(CCO)CC2)=NC(C)=NC=1NC(S1)=NC=C1C(=O)NC1=C(C)C=CC=C1S WXHLLJAMBQLULT-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 1
- 125000005595 acetylacetonate group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- -1 ammonium ions Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000001309 chloro group Chemical class Cl* 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000001477 organic nitrogen group Chemical group 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10061863 | 2000-12-12 | ||
| DE10061863A DE10061863A1 (de) | 2000-12-12 | 2000-12-12 | Verfahren zur Herstellung von Triethylendiamin (TEDA) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2544744T3 true ES2544744T3 (es) | 2015-09-03 |
Family
ID=7666827
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03009385.0T Expired - Lifetime ES2544744T3 (es) | 2000-12-12 | 2001-11-30 | Procedimiento para la preparación de trietilendiamina (TEDA) |
| ES03009383T Expired - Lifetime ES2249652T3 (es) | 2000-12-12 | 2001-11-30 | Procedimiento para la obtencion de trimetilendiamina (teda). |
| ES01128600T Expired - Lifetime ES2243380T3 (es) | 2000-12-12 | 2001-11-30 | Procedimiento para la obtencion de trietilendiamina (teda). |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03009383T Expired - Lifetime ES2249652T3 (es) | 2000-12-12 | 2001-11-30 | Procedimiento para la obtencion de trimetilendiamina (teda). |
| ES01128600T Expired - Lifetime ES2243380T3 (es) | 2000-12-12 | 2001-11-30 | Procedimiento para la obtencion de trietilendiamina (teda). |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US6562971B2 (enExample) |
| EP (3) | EP1338598B1 (enExample) |
| JP (3) | JP4319798B2 (enExample) |
| KR (1) | KR20020046226A (enExample) |
| CN (1) | CN1181074C (enExample) |
| AT (2) | ATE304544T1 (enExample) |
| DE (3) | DE10061863A1 (enExample) |
| ES (3) | ES2544744T3 (enExample) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004509115A (ja) * | 2000-09-15 | 2004-03-25 | バーテックス ファーマシューティカルズ インコーポレイテッド | プロテインキナーゼインヒビターとして有用なピラゾール化合物 |
| US7473691B2 (en) * | 2000-09-15 | 2009-01-06 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| US6660731B2 (en) * | 2000-09-15 | 2003-12-09 | Vertex Pharmaceuticals Incorporated | Pyrazole compounds useful as protein kinase inhibitors |
| PT1355905E (pt) * | 2000-12-21 | 2007-05-31 | Vertex Pharma | Compostos de pirazole úteis como inibidores de proteínaquinase |
| MXPA04007697A (es) * | 2002-02-06 | 2004-11-10 | Vertex Pharma | Compuestos de heteroarilo utiles como inhibidores de gsk-3. |
| WO2003078427A1 (en) * | 2002-03-15 | 2003-09-25 | Vertex Pharmaceuticals, Inc. | Azolylaminoazines as inhibitors of protein kinases |
| MY141867A (en) * | 2002-06-20 | 2010-07-16 | Vertex Pharma | Substituted pyrimidines useful as protein kinase inhibitors |
| KR20050032105A (ko) * | 2002-08-02 | 2005-04-06 | 버텍스 파마슈티칼스 인코포레이티드 | Gsk-3의 억제제로서 유용한 피라졸 조성물 |
| WO2004072029A2 (en) * | 2003-02-06 | 2004-08-26 | Vertex Pharmaceuticals Incorporated | Pyrazolopyridazines useful as inhibitors of protein kinases |
| DE10326137A1 (de) * | 2003-06-06 | 2004-12-23 | Basf Ag | Verfahren zur Erhöhung der Schneidhärte eines Formkörpers enthaltend ein kristallines Alumosilikat und Verwendung dieser Formkörper mit erhöhter Schneidhärte in chemischen Syntheseverfahren, insbesondere in einem Verfahren zur Herstellung von Triethylendiamin (TEDA) durch Umsetzung von Ethylendiamin (EDA) und/oder Piperazin (PIP) |
| DE10356184A1 (de) * | 2003-12-02 | 2005-07-07 | Basf Ag | Zeolithisches Material vom Pentasil-Strukturtyp, seine Herstellung und seine Verwendung |
| CA2548172A1 (en) * | 2003-12-04 | 2005-06-23 | Vertex Pharmaceuticals Incorporated | Quinoxalines useful as inhibitors of protein kinases |
| DE102004024274A1 (de) * | 2004-05-15 | 2005-12-01 | Basf Ag | Verfahren zur Herstellung einer Lösung von reinem Triethylendiamin (TEDA) |
| DE102004029544A1 (de) * | 2004-06-18 | 2006-01-05 | Basf Ag | Formkörper enthaltend ein mikroporöses Material und mindestens ein siliciumhaltiges Bindemittel, Verfahren zu seiner Herstellung und seine Verwendung als Katalysator, insbesondere in einem Verfahren zur Herstellung von Triethylendiamin (TEDA) |
| JP2009504771A (ja) * | 2005-08-18 | 2009-02-05 | バーテックス ファーマシューティカルズ インコーポレイテッド | ピラジンキナーゼ阻害剤 |
| NZ594385A (en) * | 2005-11-03 | 2013-02-22 | Vertex Pharma | Aminopyrimidines useful as kinase inhibitors |
| DE602007004750D1 (de) * | 2006-11-02 | 2010-03-25 | Vertex Pharma | Als inhibitoren von proteinkinasen geeignete aminopyridine und aminopyrimidine |
| AU2007333650A1 (en) * | 2006-12-19 | 2008-06-26 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as inhibitors of protein kinases |
| AU2008226466B2 (en) * | 2007-03-09 | 2013-06-13 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as inhibitors of protein kinases |
| WO2008112646A1 (en) | 2007-03-09 | 2008-09-18 | Vertex Pharmaceuticals Incorporated | Aminopyridines useful as inhibitors of protein kinases |
| NZ579446A (en) * | 2007-03-09 | 2012-02-24 | Vertex Pharma | Aminopyrimidines useful as inhibitors of protein kinases |
| WO2008128009A2 (en) | 2007-04-13 | 2008-10-23 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as kinase inhibitors |
| AU2008247595A1 (en) * | 2007-05-02 | 2008-11-13 | Vertex Pharmaceuticals Incorporated | Aminopyrimidines useful as kinase inhibitors |
| EP2152694A2 (en) * | 2007-05-02 | 2010-02-17 | Vertex Pharmaceuticals Incorporated | Thiazoles and pyrazoles useful as kinase inhibitors |
| CN101801959A (zh) * | 2007-05-02 | 2010-08-11 | 沃泰克斯药物股份有限公司 | 可用作激酶抑制剂的氨基嘧啶类化合物 |
| AU2008257044A1 (en) * | 2007-05-24 | 2008-12-04 | Vertex Pharmaceuticals Incorporated | Thiazoles and pyrazoles useful as kinase inhibitors |
| NZ582879A (en) * | 2007-07-31 | 2012-03-30 | Vertex Pharma | Process for preparing 5-fluoro-1h-pyrazolo [3, 4-b] pyridin-3-amine and derivatives thereof |
| WO2010027921A1 (en) * | 2008-09-03 | 2010-03-11 | Vertex Pharmaceuticals Incorporated | Co-crystals and pharmaceutical formulations comprising the same |
| US8383860B2 (en) | 2008-10-06 | 2013-02-26 | Union Carbide Chemicals & Plastics Technology Llc | Process to selectively manufacture diethylenetriamine (DETA) or other desirable ethyleneamines via continuous transamination of ethylenediamine (EDA), and other ethyleneamines over a heterogeneous catalyst system |
| DE102009027791B4 (de) | 2009-07-17 | 2013-02-21 | Basf Se | Zusammensetzung enthaltend Triethylendiamin, Monethylenglykol und Borhydrid |
| AU2013266809B2 (en) * | 2012-05-24 | 2017-03-09 | Archer Daniels Midland Company | Regeneration of catalyst for hydrogenation of sugars |
| CN106164042A (zh) * | 2014-04-03 | 2016-11-23 | 巴斯夫欧洲公司 | 通过胺混合物在沸石催化剂上反应而制备teda |
| CN104628675B (zh) * | 2015-02-03 | 2016-09-14 | 西安近代化学研究所 | 一种合成哌嗪和三乙烯二胺的方法 |
| CN104841479B (zh) * | 2015-04-15 | 2017-09-08 | 西安近代化学研究所 | 一种复合固体酸胺化催化剂及其制备方法 |
| CN106831794B (zh) * | 2017-01-20 | 2019-03-05 | 万华化学集团股份有限公司 | 一种制备哌嗪和三乙烯二胺的方法 |
| CN110639605B (zh) * | 2018-06-27 | 2021-10-01 | 中国石油化工股份有限公司 | 用于增产一乙醇胺和二乙醇胺的催化剂 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE206896C (enExample) | ||||
| US2937176A (en) | 1956-12-17 | 1960-05-17 | Houdry Process Corp | Preparation of diazabicyclo-octane |
| US3285920A (en) | 1964-01-16 | 1966-11-15 | Jefferson Chem Co Inc | Combination process for producing piperazine and triethylenediamine |
| US3702886A (en) | 1969-10-10 | 1972-11-14 | Mobil Oil Corp | Crystalline zeolite zsm-5 and method of preparing the same |
| JPS4948609A (enExample) * | 1972-09-13 | 1974-05-11 | ||
| JPS5337876B2 (enExample) | 1973-07-19 | 1978-10-12 | ||
| DE2846813A1 (de) | 1978-10-27 | 1980-05-08 | Bayer Ag | Verfahren zur herstellung von 1,4-diazabicyclo-(2,2,2)-octan |
| JPS60260574A (ja) | 1984-04-10 | 1985-12-23 | ユニオン・カ−バイド・コ−ポレ−シヨン | 1−アザビシクロ〔2.2.2〕オクタン又は1,4−ジアザビシクロ〔2.2.2〕オクタンの合成 |
| US5041548A (en) * | 1985-12-05 | 1991-08-20 | Idemitsu Kosan Company Limited | Method for the preparation of triethylene diamines |
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| US5053374A (en) | 1987-05-01 | 1991-10-01 | Mobil Oil Corporation | Method for preparing a zeolite catalyst bound with a refractory oxide of low acidity |
| DE3735212A1 (de) | 1987-10-17 | 1989-04-27 | Huels Chemische Werke Ag | Verfahren zur herstellung von gemischen aus 1,4-diazabicyclo(2.2.2)-octan und piperazin |
| DE3735214A1 (de) | 1987-10-17 | 1989-04-27 | Huels Chemische Werke Ag | Verfahren zur herstellung von 1,4-diazabicyclo(2.2.2)-octan aus piperazin |
| JPH02502541A (ja) | 1987-12-18 | 1990-08-16 | ユニオン、カーバイド、コーポレーション | アミンの製法 |
| DE3823160A1 (de) | 1988-07-08 | 1990-01-11 | Basf Ag | Verfahren zur herstellung von 1,4-diazabicyclo-2,2,2-octanen |
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| DE3934459A1 (de) * | 1989-10-14 | 1991-04-18 | Bayer Ag | Verfahren zur herstellung von triethylendiamin und piperazin |
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| RU2071475C1 (ru) | 1993-08-31 | 1997-01-10 | Институт катализа им.Г.К.Борескова СО РАН | Способ получения триэтилендиамина |
| RU2114849C1 (ru) | 1996-04-09 | 1998-07-10 | Конструкторско-технологический институт каталитических и адсорбционных процессов на цеолитах "Цеосит" СО РАН | Способ получения триэтилендиамина |
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| US5741906A (en) * | 1996-11-15 | 1998-04-21 | Air Products And Chemicals, Inc. | Production of triethylenediamine using surface acidity deactivated zeolite catalysts |
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| US6084096A (en) * | 1998-04-09 | 2000-07-04 | Air Products And Chemicals, Inc. | Triethylenediamine and piperazine synthesis using zeolite catalysts modified with a silicon-containing compound |
| US6350874B1 (en) | 1999-04-01 | 2002-02-26 | Tosoh Corporation | Method for producing triethylenediamines and piperazines |
| DE19930736C2 (de) | 1999-07-05 | 2001-07-05 | Performance Chemicals Handels | Verfahren zur Herstellung von Triethylendiamin unter Einsatz von Ethylendiamin |
-
2000
- 2000-12-12 DE DE10061863A patent/DE10061863A1/de not_active Withdrawn
-
2001
- 2001-06-26 US US09/765,625 patent/US6562971B2/en not_active Expired - Lifetime
- 2001-11-30 EP EP03009383A patent/EP1338598B1/de not_active Expired - Lifetime
- 2001-11-30 AT AT03009383T patent/ATE304544T1/de not_active IP Right Cessation
- 2001-11-30 DE DE50107448T patent/DE50107448D1/de not_active Expired - Lifetime
- 2001-11-30 ES ES03009385.0T patent/ES2544744T3/es not_active Expired - Lifetime
- 2001-11-30 AT AT01128600T patent/ATE297930T1/de not_active IP Right Cessation
- 2001-11-30 ES ES03009383T patent/ES2249652T3/es not_active Expired - Lifetime
- 2001-11-30 EP EP03009385.0A patent/EP1359151B1/de not_active Expired - Lifetime
- 2001-11-30 EP EP01128600A patent/EP1215211B1/de not_active Expired - Lifetime
- 2001-11-30 ES ES01128600T patent/ES2243380T3/es not_active Expired - Lifetime
- 2001-11-30 DE DE50106512T patent/DE50106512D1/de not_active Expired - Lifetime
- 2001-12-12 CN CNB011456795A patent/CN1181074C/zh not_active Expired - Fee Related
- 2001-12-12 JP JP2001378736A patent/JP4319798B2/ja not_active Expired - Fee Related
- 2001-12-12 KR KR1020010078510A patent/KR20020046226A/ko not_active Withdrawn
-
2003
- 2003-02-06 US US10/359,244 patent/US7115742B2/en not_active Expired - Lifetime
-
2008
- 2008-12-10 JP JP2008314160A patent/JP5086230B2/ja not_active Expired - Fee Related
- 2008-12-10 JP JP2008314159A patent/JP2009102347A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP1359151B1 (de) | 2015-06-03 |
| DE10061863A1 (de) | 2002-06-13 |
| JP4319798B2 (ja) | 2009-08-26 |
| EP1338598B1 (de) | 2005-09-14 |
| ATE304544T1 (de) | 2005-09-15 |
| US6562971B2 (en) | 2003-05-13 |
| EP1338598A1 (de) | 2003-08-27 |
| ATE297930T1 (de) | 2005-07-15 |
| JP2009102347A (ja) | 2009-05-14 |
| CN1362411A (zh) | 2002-08-07 |
| CN1181074C (zh) | 2004-12-22 |
| US7115742B2 (en) | 2006-10-03 |
| JP5086230B2 (ja) | 2012-11-28 |
| EP1359151A1 (de) | 2003-11-05 |
| KR20020046226A (ko) | 2002-06-20 |
| ES2249652T3 (es) | 2006-04-01 |
| JP2009102348A (ja) | 2009-05-14 |
| JP2002284784A (ja) | 2002-10-03 |
| DE50106512D1 (de) | 2005-07-21 |
| US20030139598A1 (en) | 2003-07-24 |
| EP1215211A1 (de) | 2002-06-19 |
| ES2243380T3 (es) | 2005-12-01 |
| US20020107394A1 (en) | 2002-08-08 |
| DE50107448D1 (de) | 2005-10-20 |
| EP1215211B1 (de) | 2005-06-15 |
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