CN1285514C - 二硝基甲苯制备过程的废水的处理方法 - Google Patents
二硝基甲苯制备过程的废水的处理方法 Download PDFInfo
- Publication number
- CN1285514C CN1285514C CNB2004100633015A CN200410063301A CN1285514C CN 1285514 C CN1285514 C CN 1285514C CN B2004100633015 A CNB2004100633015 A CN B2004100633015A CN 200410063301 A CN200410063301 A CN 200410063301A CN 1285514 C CN1285514 C CN 1285514C
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- Prior art keywords
- water
- toluene
- acid
- extraction
- waste water
- 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 - Fee Related
Links
- 238000000034 method Methods 0.000 title claims abstract description 64
- DYSXLQBUUOPLBB-UHFFFAOYSA-N 2,3-dinitrotoluene Chemical compound CC1=CC=CC([N+]([O-])=O)=C1[N+]([O-])=O DYSXLQBUUOPLBB-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 239000002351 wastewater Substances 0.000 title claims abstract description 49
- 238000004519 manufacturing process Methods 0.000 title description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 129
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 79
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 57
- 238000005406 washing Methods 0.000 claims abstract description 39
- 238000000605 extraction Methods 0.000 claims abstract description 24
- 239000002253 acid Substances 0.000 claims abstract description 22
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 239000012074 organic phase Substances 0.000 claims abstract description 14
- 239000001117 sulphuric acid Substances 0.000 claims abstract description 13
- 235000011149 sulphuric acid Nutrition 0.000 claims abstract description 13
- 239000008346 aqueous phase Substances 0.000 claims abstract description 12
- 238000006396 nitration reaction Methods 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 9
- 230000000802 nitrating effect Effects 0.000 claims abstract description 9
- ZPTVNYMJQHSSEA-UHFFFAOYSA-N 4-nitrotoluene Chemical compound CC1=CC=C([N+]([O-])=O)C=C1 ZPTVNYMJQHSSEA-UHFFFAOYSA-N 0.000 claims description 20
- 239000000470 constituent Substances 0.000 claims description 17
- 230000001546 nitrifying effect Effects 0.000 claims description 17
- 239000003513 alkali Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 10
- 230000003068 static effect Effects 0.000 claims description 6
- 238000004065 wastewater treatment Methods 0.000 claims description 3
- 230000002411 adverse Effects 0.000 claims description 2
- 238000009434 installation Methods 0.000 claims description 2
- 230000001788 irregular Effects 0.000 claims description 2
- 238000000638 solvent extraction Methods 0.000 claims description 2
- 239000012485 toluene extract Substances 0.000 claims description 2
- 238000009423 ventilation Methods 0.000 claims description 2
- CMQCNTNASCDNGR-UHFFFAOYSA-N toluene;hydrate Chemical compound O.CC1=CC=CC=C1 CMQCNTNASCDNGR-UHFFFAOYSA-N 0.000 claims 1
- 239000012071 phase Substances 0.000 abstract description 5
- 230000002378 acidificating effect Effects 0.000 abstract 2
- 238000005191 phase separation Methods 0.000 abstract 1
- GAKLFAZBKQGUBO-UHFFFAOYSA-N 2-methyl-3-nitrophenol Chemical compound CC1=C(O)C=CC=C1[N+]([O-])=O GAKLFAZBKQGUBO-UHFFFAOYSA-N 0.000 description 20
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 18
- 229910017604 nitric acid Inorganic materials 0.000 description 18
- 238000012545 processing Methods 0.000 description 18
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 12
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 239000006227 byproduct Substances 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000004087 circulation Effects 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000013505 freshwater Substances 0.000 description 3
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 238000003809 water extraction Methods 0.000 description 3
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- -1 aromatic nitro compound Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- OMBRFUXPXNIUCZ-UHFFFAOYSA-N dioxidonitrogen(1+) Chemical compound O=[N+]=O OMBRFUXPXNIUCZ-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000031018 biological processes and functions Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000011143 downstream manufacturing Methods 0.000 description 1
- 238000010237 hybrid technique Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000010525 oxidative degradation reaction Methods 0.000 description 1
- 229940075930 picrate Drugs 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- PVEFEIWVJKUCLJ-UHFFFAOYSA-N sulfuric acid;toluene Chemical compound OS(O)(=O)=O.CC1=CC=CC=C1 PVEFEIWVJKUCLJ-UHFFFAOYSA-N 0.000 description 1
- 235000012976 tarts Nutrition 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/26—Treatment of water, waste water, or sewage by extraction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/16—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F9/00—Multistage treatment of water, waste water or sewage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Physical Water Treatments (AREA)
- Extraction Or Liquid Replacement (AREA)
- Degasification And Air Bubble Elimination (AREA)
- Separation Of Suspended Particles By Flocculating Agents (AREA)
Abstract
Description
组分 | 物流A | 物流B | 物流C | 物流D | 物流E |
[kg/h] | [kg/h] | [kg/h] | [kg/h] | [kg/h] | |
MNT | 1.10 | 0.00 | 0.00 | 0.01 | 1.09 |
DNT | 1.76 | 0.18 | 0.05 | 0.03 | 1.96 |
硝基甲酚、苦味酸、硝基苯甲酸 | 0.22 | 0.01 | 0.31 | 0.05 | 0.49 |
HNO3 | 0.18 | 0.24 | 0.00 | 0.40 | 0.00 |
HNO2 | 0.05 | 0.03 | 0.00 | 0.08 | 0.00 |
H2SO4 | 0.13 | 0.61 | 0.00 | 0.73 | 0.00 |
H2O | 58.63 | 20.97 | 5.43 | 85.03 | 0.00 |
Na2CO3 | 0.00 | 0.00 | 0.02 | 0.00 | 0.00 |
Na2SO4 | 0.00 | 0.00 | 0.08 | 0.09 | 0.00 |
NaNO3 | 0.00 | 0.00 | 0.23 | 0.25 | 0.00 |
CO2 | 0.00 | 0.04 | 0.01 | 0.06 | 0.00 |
N2 | 0.00 | 0.00 | 0.00 | 0.00 | 0.00 |
质量流量[kg/h] | 62.07 | 22.08 | 6.13 | 86.73 | 3.54 |
组分 | 物流F | 物流G | 物流H | 物流I |
[kg/h] | [kg/h] | [kg/h] | [kg/h] | |
甲苯 | 0.00 | 16.90 | 16.83 | 0.07 |
MNT | 0.01 | 0.00 | 0.01 | 0.00 |
DNT | 0.03 | 0.00 | 0.03 | 0.00 |
硝基甲酚、苦味酸、硝基苯甲酸 | 0.05 | 0.00 | 0.04 | 0.01 |
HNO3 | 0.44 | 0.00 | 0.00 | 0.44 |
HNO2 | 0.09 | 0.00 | 0.00 | 0.09 |
H2SO4 | 0.73 | 0.00 | 0.00 | 0.73 |
H2O | 88.79 | 0.00 | 0.03 | 88.76 |
Na2SO4 | 0.09 | 0.00 | 0.00 | 0.09 |
NaNO3 | 0.25 | 0.00 | 0.00 | 0.25 |
CO2 | 0.06 | 0.00 | 0.00 | 0.06 |
质量流量[kg/h] | 90.54 | 16.90 | 16.94 | 90.50 |
组分 | 物流J | 物流K | 物流L |
[kg/h] | [kg/h] | [kg/h] | |
甲苯 | 0.37 | 0.00 | 0.37 |
HNO3 | 2.46 | 2.25 | 0.21 |
HNO2 | 0.49 | 0.45 | 0.04 |
H2SO4 | 4.05 | 4.05 | 0.00 |
H2O | 492.95 | 492.52 | 20.53 |
Na2SO4 | 0.52 | 0.52 | 0.00 |
NaNO3 | 1.39 | 1.39 | 0.00 |
质量流量[kg/h] | 502.24 | 501.17 | 21.17 |
Claims (10)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10329304.3 | 2003-06-30 | ||
DE10329304A DE10329304A1 (de) | 2003-06-30 | 2003-06-30 | Verfahren zur Aufarbeitung des bei der Herstellung von Dinitrotoluol anfallenden Abwassers |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1576236A CN1576236A (zh) | 2005-02-09 |
CN1285514C true CN1285514C (zh) | 2006-11-22 |
Family
ID=33441612
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2004100633015A Expired - Fee Related CN1285514C (zh) | 2003-06-30 | 2004-06-29 | 二硝基甲苯制备过程的废水的处理方法 |
Country Status (9)
Country | Link |
---|---|
US (1) | US6936741B2 (zh) |
EP (1) | EP1496043B1 (zh) |
JP (1) | JP4778209B2 (zh) |
KR (1) | KR101093862B1 (zh) |
CN (1) | CN1285514C (zh) |
AT (1) | ATE462686T1 (zh) |
DE (2) | DE10329304A1 (zh) |
PL (1) | PL1496043T3 (zh) |
TW (1) | TW200516051A (zh) |
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DE102005047460A1 (de) * | 2005-09-30 | 2007-04-05 | Basf Ag | Verfahren zur Behandlung von Abwasser aus Aldolisierungsverfahren |
DE102005050106B4 (de) * | 2005-10-18 | 2008-04-30 | Josef Meissner Gmbh & Co. Kg | Rückgewinnung von Nitriersäuregemischen aus Nitrienprozessen |
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CN100368325C (zh) * | 2006-04-03 | 2008-02-13 | 华仁清 | 硝基甲苯污水处理方法 |
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DE102006033722A1 (de) * | 2006-07-21 | 2008-01-24 | Bayer Materialscience Ag | Verfahren zur Herstellung von Dinitrotoluol |
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CN109627170B (zh) * | 2018-12-17 | 2021-09-14 | 湖北东方化工有限公司 | 从硝基甲苯酸性废水提取多硝基甲苯的方法 |
CN110170185B (zh) * | 2019-05-30 | 2023-07-25 | 湖北东方化工有限公司 | 一种废硫酸硝基化合物分离的装置及方法 |
CN111620504A (zh) * | 2020-06-04 | 2020-09-04 | 湖北东方化工有限公司 | 一种多硝基甲苯生产预洗废水处理新工艺的生产方法 |
CN111603869A (zh) * | 2020-06-04 | 2020-09-01 | 湖北东方化工有限公司 | 一种多硝基甲苯粉尘收集新工艺 |
CN113354006A (zh) * | 2021-05-31 | 2021-09-07 | 湖北东方化工有限公司 | 一种多硝基甲苯废硫酸真空浓缩装置高酸度废水处理工艺及装置 |
CN115477286B (zh) * | 2022-10-27 | 2024-08-16 | 湖北东方化工有限公司 | 一种一硝基甲苯废硫酸预处理装置及其处理方法 |
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US3742072A (en) * | 1972-03-28 | 1973-06-26 | M Roth | Nitration of toluene and nitrotoluenes to form tnt |
DE2818680A1 (de) | 1978-04-27 | 1979-10-31 | Bayer Ag | Verfahren zur aufarbeitung von nitro-hydroxy-aromaten enthaltenden abwaessern |
US4257986A (en) | 1979-02-02 | 1981-03-24 | Air Products And Chemicals, Inc. | Process for refining aqueous acid mixtures utilized in nitration of aromatics |
US4241229A (en) | 1979-08-08 | 1980-12-23 | American Cyanamid Company | Recovery of nitrated aromatic compounds from nitration wash liquors |
US4642396A (en) | 1984-08-07 | 1987-02-10 | Air Products And Chemicals, Inc. | Process for separating nitroaromatic compounds from spent nitric acid |
US4597875A (en) | 1985-05-07 | 1986-07-01 | Air Products And Chemicals, Inc. | Precipitative removal of nitrocresols from dinitrotoluene waste streams |
US5606948A (en) * | 1996-02-27 | 1997-03-04 | Briggs & Stratton Corporation | Speed governing method and apparatus for an internal combustion engine |
US5762802A (en) | 1997-05-01 | 1998-06-09 | Air Products And Chemicals, Inc. | Dilute acid oxidation of dinitrotoluene alkaline wash water |
FR2767319B1 (fr) * | 1997-08-13 | 1999-10-29 | Rhone Poulenc Chimie | Procede de traitement de solutions aqueuses comprenant des acides et des composes nitres |
US6288289B1 (en) * | 2000-01-27 | 2001-09-11 | Noram Engineering And Constructors Ltd. | Integrated effluent treatment process for nitroaromatic manufacture |
US6506948B1 (en) * | 2002-02-07 | 2003-01-14 | Air Products And Chemicals, Inc. | Toluene extraction of dinitrotoluene wash water |
-
2003
- 2003-06-30 DE DE10329304A patent/DE10329304A1/de not_active Withdrawn
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2004
- 2004-06-17 EP EP04014227A patent/EP1496043B1/de not_active Expired - Lifetime
- 2004-06-17 AT AT04014227T patent/ATE462686T1/de not_active IP Right Cessation
- 2004-06-17 PL PL04014227T patent/PL1496043T3/pl unknown
- 2004-06-17 DE DE502004010954T patent/DE502004010954D1/de not_active Expired - Lifetime
- 2004-06-28 US US10/878,211 patent/US6936741B2/en not_active Expired - Lifetime
- 2004-06-29 KR KR1020040049538A patent/KR101093862B1/ko active IP Right Grant
- 2004-06-29 TW TW093118911A patent/TW200516051A/zh unknown
- 2004-06-29 CN CNB2004100633015A patent/CN1285514C/zh not_active Expired - Fee Related
- 2004-06-30 JP JP2004194525A patent/JP4778209B2/ja not_active Expired - Fee Related
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TW200516051A (en) | 2005-05-16 |
ATE462686T1 (de) | 2010-04-15 |
DE10329304A1 (de) | 2005-02-03 |
CN1576236A (zh) | 2005-02-09 |
EP1496043B1 (de) | 2010-03-31 |
DE502004010954D1 (de) | 2010-05-12 |
KR101093862B1 (ko) | 2011-12-13 |
KR20050002620A (ko) | 2005-01-07 |
JP4778209B2 (ja) | 2011-09-21 |
JP2005021890A (ja) | 2005-01-27 |
EP1496043A1 (de) | 2005-01-12 |
US6936741B2 (en) | 2005-08-30 |
US20040262238A1 (en) | 2004-12-30 |
PL1496043T3 (pl) | 2010-09-30 |
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