SK11632000A3 - Spôsob výroby polyamidov zo zlúčenín aminokarboxylových kyselín - Google Patents
Spôsob výroby polyamidov zo zlúčenín aminokarboxylových kyselín Download PDFInfo
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- SK11632000A3 SK11632000A3 SK1163-2000A SK11632000A SK11632000A3 SK 11632000 A3 SK11632000 A3 SK 11632000A3 SK 11632000 A SK11632000 A SK 11632000A SK 11632000 A3 SK11632000 A3 SK 11632000A3
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- 239000004952 Polyamide Substances 0.000 title claims abstract description 30
- 229920002647 polyamide Polymers 0.000 title claims abstract description 30
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 238000004519 manufacturing process Methods 0.000 title abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 54
- 239000011541 reaction mixture Substances 0.000 claims abstract description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 40
- 125000005219 aminonitrile group Chemical group 0.000 claims abstract description 19
- 239000007791 liquid phase Substances 0.000 claims abstract description 17
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 13
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 12
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 12
- 239000002638 heterogeneous catalyst Substances 0.000 claims abstract description 8
- 230000007062 hydrolysis Effects 0.000 claims abstract description 6
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 239000003054 catalyst Substances 0.000 claims description 60
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 45
- 238000006243 chemical reaction Methods 0.000 claims description 36
- -1 aminocarboxylic acid compound Chemical class 0.000 claims description 24
- 239000004408 titanium dioxide Substances 0.000 claims description 18
- 239000007790 solid phase Substances 0.000 claims description 14
- 239000012071 phase Substances 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 10
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 claims description 9
- ALBYIUDWACNRRB-UHFFFAOYSA-N hexanamide Chemical compound CCCCCC(N)=O ALBYIUDWACNRRB-UHFFFAOYSA-N 0.000 claims description 8
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- 239000010457 zeolite Substances 0.000 claims description 8
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- 239000007848 Bronsted acid Substances 0.000 claims description 6
- 229960002684 aminocaproic acid Drugs 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 claims description 6
- 229910001930 tungsten oxide Inorganic materials 0.000 claims description 6
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims description 5
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- 125000000217 alkyl group Chemical group 0.000 claims description 3
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- 239000003426 co-catalyst Substances 0.000 claims description 2
- ZLHYDRXTDZFRDZ-UHFFFAOYSA-N epsilon-aminocaproamide Chemical compound NCCCCCC(N)=O ZLHYDRXTDZFRDZ-UHFFFAOYSA-N 0.000 claims description 2
- NJNQDCIAOXIFTB-UHFFFAOYSA-N ethyl 6-aminohexanoate Chemical compound CCOC(=O)CCCCCN NJNQDCIAOXIFTB-UHFFFAOYSA-N 0.000 claims description 2
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- TZJVWRXHKAXSEA-UHFFFAOYSA-N methyl 6-aminohexanoate Chemical compound COC(=O)CCCCCN TZJVWRXHKAXSEA-UHFFFAOYSA-N 0.000 claims description 2
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- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
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- KCNOEZOXGYXXQU-UHFFFAOYSA-N heptatriacontan-19-one Chemical compound CCCCCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCCCCC KCNOEZOXGYXXQU-UHFFFAOYSA-N 0.000 description 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
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- 239000003446 ligand Substances 0.000 description 1
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- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001484 poly(alkylene) Polymers 0.000 description 1
- 229920000412 polyarylene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- CHGYKYXGIWNSCD-UHFFFAOYSA-N pyridine-2,4,6-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=NC(C(O)=O)=C1 CHGYKYXGIWNSCD-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 150000003336 secondary aromatic amines Chemical class 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 229910052596 spinel Inorganic materials 0.000 description 1
- 239000011029 spinel Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 238000005496 tempering Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012815 thermoplastic material Substances 0.000 description 1
- 229920006346 thermoplastic polyester elastomer Polymers 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/04—Preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19808490A DE19808490A1 (de) | 1998-02-27 | 1998-02-27 | Verfahren zur Herstellung von Polyamiden aus Aminocarbonsäureverbindungen |
| PCT/EP1999/001169 WO1999043734A1 (de) | 1998-02-27 | 1999-02-23 | Verfahren zur herstellung von polyamiden aus aminocarbonsäureverbindungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK11632000A3 true SK11632000A3 (sk) | 2001-04-09 |
Family
ID=7859221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK1163-2000A SK11632000A3 (sk) | 1998-02-27 | 1999-02-23 | Spôsob výroby polyamidov zo zlúčenín aminokarboxylových kyselín |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US6362307B1 (enExample) |
| EP (1) | EP1056798B1 (enExample) |
| JP (1) | JP2002504606A (enExample) |
| KR (1) | KR100552372B1 (enExample) |
| CN (1) | CN1175027C (enExample) |
| AR (1) | AR018276A1 (enExample) |
| AU (1) | AU2928399A (enExample) |
| BG (1) | BG104700A (enExample) |
| BR (1) | BR9908282A (enExample) |
| CA (1) | CA2322035A1 (enExample) |
| CZ (1) | CZ292892B6 (enExample) |
| DE (2) | DE19808490A1 (enExample) |
| ES (1) | ES2182496T3 (enExample) |
| ID (1) | ID25452A (enExample) |
| MY (1) | MY123297A (enExample) |
| PL (1) | PL342622A1 (enExample) |
| RU (1) | RU2215754C2 (enExample) |
| SK (1) | SK11632000A3 (enExample) |
| TR (1) | TR200002501T2 (enExample) |
| TW (1) | TWI238835B (enExample) |
| UA (1) | UA54586C2 (enExample) |
| WO (1) | WO1999043734A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19846014A1 (de) * | 1998-10-06 | 2000-04-13 | Basf Ag | Beschleuniger für die Herstellung von Polyamiden aus Aminonitrilen |
| HUP0105495A2 (en) * | 1999-02-11 | 2002-05-29 | Basf Ag | Method for producing polyamide 6 of a low extract content, high viscosity stability and low remonomerization rate |
| NL1013939C2 (nl) * | 1999-12-23 | 2001-06-26 | Dsm Nv | Werkwijze voor de bereiding van een polyamide. |
| US6807503B2 (en) * | 2002-11-04 | 2004-10-19 | Brion Technologies, Inc. | Method and apparatus for monitoring integrated circuit fabrication |
| US6875838B2 (en) * | 2003-04-28 | 2005-04-05 | Invista North Americal S.A.R.L. | Process for reducing caprolactam and its oligomers in nylon-6 pre-polymer |
| US7754825B2 (en) * | 2005-02-03 | 2010-07-13 | E. I. Du Pont De Nemours And Company | Light stabilized copolyetherester compositions |
| CN105658700B (zh) | 2013-10-22 | 2018-07-10 | 英派尔科技开发有限公司 | 用于产生尼龙6的化合物和方法 |
| US9988491B2 (en) | 2013-10-22 | 2018-06-05 | Empire Technology Development Llc | Methods and compounds for producing nylon 6,6 |
| US10131610B2 (en) | 2013-10-25 | 2018-11-20 | Empire Technology Development Llc | Methods of producing dicarbonyl compounds |
| FR3013356B1 (fr) * | 2013-11-15 | 2018-03-16 | Arkema France | Procede de synthese de polyamide |
| JP7308818B2 (ja) | 2017-09-28 | 2023-07-14 | デュポン ポリマーズ インコーポレイテッド | 重合方法 |
| CN108691026B (zh) * | 2018-04-26 | 2020-10-20 | 东华大学 | 一种近红外光结构诱导牵伸制备高强度聚酰胺纤维的制备方法 |
| 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 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2245129A (en) | 1935-01-02 | 1941-06-10 | Du Pont | Process for preparing linear polyamides |
| US4568736A (en) | 1984-09-17 | 1986-02-04 | The Standard Oil Company | Preparation of polyamide from omega-aminonitrile with oxygen containing phosphorus catalyst |
| DE3534817A1 (de) * | 1985-09-30 | 1987-04-02 | Davy Mckee Ag | Verfahren zur herstellung von polyamid |
| DE4339648A1 (de) | 1993-11-20 | 1995-05-24 | Basf Ag | Verfahren zur Herstellung von Caprolactam |
| DE4443125A1 (de) | 1994-12-03 | 1996-06-05 | Basf Ag | Verfahren zur Herstellung von Caprolactam |
| WO1998008889A2 (de) * | 1996-08-30 | 1998-03-05 | Basf Aktiengesellschaft | Verfahren zur herstellung von polyamiden aus aminonitrilen |
| ATE244272T1 (de) * | 1997-09-05 | 2003-07-15 | Du Pont Canada | Verfahren zur herstellung von verzweigten polyamiden |
-
1998
- 1998-02-27 DE DE19808490A patent/DE19808490A1/de not_active Withdrawn
-
1999
- 1999-01-21 TW TW088100866A patent/TWI238835B/zh not_active IP Right Cessation
- 1999-02-03 MY MYPI99000378A patent/MY123297A/en unknown
- 1999-02-08 AR ARP990100516A patent/AR018276A1/es unknown
- 1999-02-23 CZ CZ20003102A patent/CZ292892B6/cs not_active IP Right Cessation
- 1999-02-23 PL PL99342622A patent/PL342622A1/xx unknown
- 1999-02-23 TR TR2000/02501T patent/TR200002501T2/xx unknown
- 1999-02-23 US US09/622,337 patent/US6362307B1/en not_active Expired - Lifetime
- 1999-02-23 CA CA002322035A patent/CA2322035A1/en not_active Abandoned
- 1999-02-23 UA UA2000095528A patent/UA54586C2/uk unknown
- 1999-02-23 RU RU2000124663/04A patent/RU2215754C2/ru not_active IP Right Cessation
- 1999-02-23 JP JP2000533480A patent/JP2002504606A/ja not_active Withdrawn
- 1999-02-23 AU AU29283/99A patent/AU2928399A/en not_active Abandoned
- 1999-02-23 EP EP99910264A patent/EP1056798B1/de not_active Expired - Lifetime
- 1999-02-23 KR KR1020007009507A patent/KR100552372B1/ko not_active Expired - Fee Related
- 1999-02-23 DE DE59902118T patent/DE59902118D1/de not_active Expired - Lifetime
- 1999-02-23 CN CNB998033987A patent/CN1175027C/zh not_active Expired - Fee Related
- 1999-02-23 ID IDW20001642A patent/ID25452A/id unknown
- 1999-02-23 BR BR9908282-9A patent/BR9908282A/pt not_active Application Discontinuation
- 1999-02-23 ES ES99910264T patent/ES2182496T3/es not_active Expired - Lifetime
- 1999-02-23 SK SK1163-2000A patent/SK11632000A3/sk unknown
- 1999-02-23 WO PCT/EP1999/001169 patent/WO1999043734A1/de not_active Ceased
-
2000
- 2000-08-17 BG BG104700A patent/BG104700A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1056798A1 (de) | 2000-12-06 |
| KR100552372B1 (ko) | 2006-02-16 |
| AU2928399A (en) | 1999-09-15 |
| DE19808490A1 (de) | 1999-09-02 |
| JP2002504606A (ja) | 2002-02-12 |
| ES2182496T3 (es) | 2003-03-01 |
| BG104700A (en) | 2001-09-28 |
| RU2215754C2 (ru) | 2003-11-10 |
| UA54586C2 (uk) | 2003-03-17 |
| PL342622A1 (en) | 2001-06-18 |
| CZ20003102A3 (cs) | 2000-12-13 |
| EP1056798B1 (de) | 2002-07-24 |
| CA2322035A1 (en) | 1999-09-02 |
| CZ292892B6 (cs) | 2003-12-17 |
| KR20010041382A (ko) | 2001-05-15 |
| MY123297A (en) | 2006-05-31 |
| WO1999043734A1 (de) | 1999-09-02 |
| BR9908282A (pt) | 2000-10-31 |
| CN1292010A (zh) | 2001-04-18 |
| CN1175027C (zh) | 2004-11-10 |
| TR200002501T2 (tr) | 2001-02-21 |
| DE59902118D1 (de) | 2002-08-29 |
| US6362307B1 (en) | 2002-03-26 |
| TWI238835B (en) | 2005-09-01 |
| ID25452A (id) | 2000-10-05 |
| AR018276A1 (es) | 2001-11-14 |
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