WO2005035481A2 - Verfahren zur abtrennung von triethanolamin aus einem durch die umsetzung von ammoniak mit ethylenoxid erhaltenen stoffgemisch - Google Patents
Verfahren zur abtrennung von triethanolamin aus einem durch die umsetzung von ammoniak mit ethylenoxid erhaltenen stoffgemisch Download PDFInfo
- Publication number
- WO2005035481A2 WO2005035481A2 PCT/EP2004/011022 EP2004011022W WO2005035481A2 WO 2005035481 A2 WO2005035481 A2 WO 2005035481A2 EP 2004011022 W EP2004011022 W EP 2004011022W WO 2005035481 A2 WO2005035481 A2 WO 2005035481A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- column
- mixture
- tea
- ethylene oxide
- ammonia
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/04—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated
- C07C215/06—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic
- C07C215/12—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and acyclic the nitrogen atom of the amino group being further bound to hydrocarbon groups substituted by hydroxy groups
Definitions
- the invention relates to a process for the continuous, distillative removal of triethanolamine (TEA) from a mixture of mono-, di- and triethanolamine as well as ammonia, water and ethanolamine obtained by the reaction of ammonia with ethylene oxide in the liquid phase under pressure and at elevated temperature. ether.
- TAA triethanolamine
- This acid neutralization test allows the color stability of freshly made TEA to be assessed within a few minutes.
- JP-A-62 019 558 (Derwent Abstract No. 87-067647 / 10) and JP-A-62 005 939 (Derwent Abstract No. 87-047397 / 07), according to which the TEA Acetic acid, citric acid, sulfuric acid, hydrochloric acid or phosphoric acid is treated (neutralized) and then the extinction of the absorption bands at 420 nm and 530 nm is measured. If there is no apparent pink discoloration of the TEA during the test and the measured values for the extinction is sufficiently small, the color of the TEA is stable in storage, i.e. it remains colorless over a period of several months.
- EP-A-4015 describes that ethanolamines with less discoloration are obtained by adding phosphorous or hypophosphorous acid during the production of the ethanolamines and / or the working up by distillation.
- EP-A-36 152 and EP-A-4015 explain the influence of the materials used in processes for the production of alkanolamines on the color quality of the process products and recommend nickel-free or low-nickel steels.
- US-A-3 819 710 discloses a process for improving the color quality of ethanolamines by hydrogenating the crude ethanolamines in the presence of selected catalysts.
- the process is technically complex and does not lead to a TEA product that remains colorless for several months.
- US-A-3 207 790 describes a method for improving the color quality of alkanolamines by adding a borohydride of an alkali metal.
- US-A-3 742 059 and DE-A-22 25 015 describe the improvement in the color quality of alkanolamines by the addition of an alkanolamine ester of boric acid or alkali / alkaline earth metal borates.
- GB-A-1 062 730 describes a process for the purification of ethanolamines by pure distillation in the presence of silicates or aluminates.
- JP-A-62 019 558 (Derwent Abstract No. 87-067647 / 10) reports the production of good quality TEA by treating crude TEA with inorganic oxides at 170 to 250 ° C. and subsequent distillation in the absence of oxygen. Similar results are achieved according to JP-A-62 005 939 (Derwent Abstract No. 87- 047397/07) if crude TEA is heated to 170 to 250 ° C. for 1 to 10 h in the absence of air and then distilled in vacuo.
- SU-A-326 178 (Derwent Abstract No. 63384T-AE) describes the production of TEA with good color quality by gentle conversion of anhydrous monoethanolamine (MEA) or diethanolamine (DEA) or mixtures of both substances with ethylene oxide at temperatures below 50 ° C.
- MEA monoethanolamine
- DEA diethanolamine
- the production of salable pure ethanolamine should also be particularly simple and economical.
- the invention uses a mixture of substances which is obtained as follows. First, e.g. according to EP-A-673 920, by the reaction of aqueous ammonia with ethylene oxide in the liquid phase under pressure and elevated temperature in a suitable reactor, an ethanolamine mixture comprising the main components monoethanolamine (MEA), diethanolamion (DEA) and triethanolamine (TEA) , manufactured.
- MEA monoethanolamine
- DEA diethanolamion
- TEA triethanolamine
- the reaction temperatures here are generally 110 to 180 ° C., preferably 120 to 150 ° C., and the pressures 50 to 150 bar (5 to 15 MPa), preferably 75 to 120 bar (7.5 to 12 MPa).
- the molar ratio of ammonia to ethylene oxide is 1: 1 to 100: 1, preferably 3: 1 to 50: 1, particularly preferably 4: 1 to 15: 1, and the ammonia is expressed as 60 to 99.99% preferably 70 to 95% aqueous solution used.
- the ethylene oxide used can be a total of all at once or in two to ten, preferably two to six, portions of 10 to 70% by weight (based on the total amount) are added.
- a crude product consisting of DEA, TEA and small amounts of secondary components, such as (2- (2-hydroxyethoxy) ethyl) - di- (2-hydroxyethyl) amine, remains , (2- (2-Hydroxyethoxy) ethyl) - (2-hydroxyethyl) amine and N, N'-di- (2-hydroxyethyl) piperazine.
- a typical raw mixture contains approximately 70% by weight of DEA and approximately 30% by weight of TEA.
- composition of this crude product can vary depending on the molar ratio of ammonia to ethylene oxide originally used.
- the ethanolamine mixture obtained in this way can be subjected directly to a fractional distillation, in which pure DEA and TEA are obtained in succession.
- this crude product which essentially contains DEA and TEA, has a water content of less than 0.3% by weight, preferably less than 0.1% by weight, and an ammonia content of less than 0.1% by weight .-%, preferably less than 0.01 wt .-%, with 0.6 to 1.2 moles, preferably 0.8 to 1.1 moles of ethylene oxide per gram atom of nitrogen-bonded hydrogen in the crude product at temperatures from 110 to 180 ° C, preferably 120 ° C to 180 ° C, is implemented in the liquid phase.
- This reaction is generally carried out as described in GB-A-1 453 762.
- the reaction is preferably carried out in tubular reactors and in multiple stages, for example in a first reaction stage at temperatures of preferably 125 to 165 ° C. 50 to 80% by weight of the ethylene oxide used, in a second reaction stage at temperatures of preferably 150 to 180 ° C. the rest The amount of ethylene oxide used is reacted and the reaction is carried out at a temperature of from 120 to 150 ° C. in a third reaction stage.
- the resulting mixture of MEA, DEA and TEA as well as ethanolamine ether and water is distilled in two stages according to the invention.
- Conventional distillation devices are suitable for this. Such devices are known to a person skilled in the art. It is preferred to use a distillation column with at least one transverse or longitudinal division, carried out in the form of a tray, a dividing wall, ordered packings or packing.
- the column is at a temperature in the bottom of appropriately operated 160 ° C to 210 ° C.
- the selected pressure ranges from 0.5 mbar to 5 mbar.
- the column is adjusted so that a reflux ratio of 0.05 to 0.5, preferably 0.1 to 0.4, results.
- the mixture of substances to be separated is preferably fed into the upper half of the column.
- the low boiler fraction at the top of the column and the high boiler fraction at the bottom of the column are removed and discharged in a first distillation stage.
- the remaining medium boiler fraction with a triethanolamine content of> 98.5% by weight and diethanolamine of ⁇ 0.2% by weight is distilled in a second stage.
- the column bottom and the evaporator bottom are designed in such a way that the residence time of the high boiler fraction in the column bottom is 1 min to 60 min. With these residence times, an optimum is achieved from the separation of the middle boiler fraction and the avoidance of the formation of undesired by-products.
- the mixture of substances is distilled in two interconnected distillation columns (see FIG. 1).
- the crude TEA mixture to be separated is generally fed to the upper part of a first column (1).
- a low boiler fraction is removed from the top of this column and returned to the ethanolamine workup. If necessary, high-boiling components can be removed from the bottom of column (1).
- the medium boiler fraction obtained in the first distillation step is removed from a side draw from column (1), passed into the lower end of the second distillation stage - column (8) - and distilled. It is advantageous to use the column (8) with at least one transverse or longitudinal subdivision, designed in the form of a tray, a partition, ordered packings or packing.
- the high boilers formed in column (8) are returned to the middle region of column (1). Pure TEA is obtained at the top of the second column (8).
- the reflux ratio in the column (8) is between 0.2 and 0.7.
- the first column and the second column are preferably operated with approximately the same temperature profiles.
- a dividing wall column is a simplification of the apparatus of two thermally coupled distillation columns. It usually contains a vertically arranged partition which extends above and below the feed point and which divides the column into one feed part and one Extraction part divided.
- the dividing wall column can be designed as a packed column or packed packing column or as a tray column.
- the mixture of substances is introduced into the column (12) in the central region of the dividing wall (13) (FIG. 2).
- the first distillation stage is carried out in the feed section (14) of the column and the medium boiler fraction remaining after removal of the low boiler fraction at the top of the column and high boiler fraction at the bottom of the column is distilled in the removal section (15) of the column, the discharge of pure triethanolamine (TEA) via a side draw (20 ) takes place in the middle area of the dividing wall and the high boilers formed in the second distillation stage are also discharged in the column bottom.
- TAA triethanolamine
- the process according to the invention provides triethanolamine (TEA) with a degree of purity of> 99.4% and an APHA color number of ⁇ 30.
- TAA triethanolamine
- TEA in particularly good color quality with color numbers ⁇ 20 and high color stability is obtained if, as described in EP 4015, an effective amount of phosphorous or hypophosphorous acid or its derivatives is obtained before or during the ethanolamin synthesis from ethylene oxide and ammonia or adds in the course of the distillative separation of the ethanolamine mixture obtained.
- the metering is preferably carried out only before the pure TEA distillation. If the additive is added after the reaction of ethylene oxide and ammonia in the distillation of the ethanolamines obtained therefrom, the amount added is between 0.005 and 2% by weight, based on the total of the ethanolamines.
- Fig. 1 shows a plant structure in a schematic representation
- a first column comprising (2) a stripping section and (3) a rectifying section, (4) a falling film evaporator, (5) a column feed, (6) a top draw, (7) a bottom draw and (8) a second column, which is connected to the first column via (9) a first connecting line and (10) a second connecting line and (11) has a head trigger for the discharge of pure TEA,
- dividing wall column (12) with a central dividing wall (13), through which an inlet part (14) and a removal part (15) is formed, a falling film evaporator (16), a column inlet (17), a top draw (18), a sump hood (19), a side hood (20) for the discharge of pure TEA and a side hood (21) for the extraction of a DEA rich low boiler stream.
- the column (8) equipped with a fabric packing is operated at a head vacuum of 3.5 mbar.
- the incoming feed mixture has a temperature of 183 ° C.
- the reflux ratio of the column is 0.4.
- 70 kg of a stream per hour are fed back into the first column (1).
- the 179 ° C hot stream contains 98.9% TEA, 0.4 ° C DEA and 0.7% ethanolamine ether.
- 170 kg / h of TEA with a purity of 99.6% are obtained at the top (11) of this column at a temperature of 171 ° C.
- the color number of this product is 2 APHA.
- 450 kg / h of high boilers are accumulated in the bottom of the column and discharged at a temperature of 190 ° C. via the bottom draw (19).
- TEA is concentrated and withdrawn liquid at a rate of 1050 kg / h via the side draw (20).
- TEA with a purity of 99.5% is obtained.
- the DEA content is 0.1%.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/573,498 US7279602B2 (en) | 2003-10-08 | 2004-10-02 | Method for separating triethanolamin from a mixture obtainable by ammonia and ethylene oxide reaction |
DE502004004156T DE502004004156D1 (de) | 2003-10-08 | 2004-10-02 | Verfahren zur abtrennung von triethanolamin aus einem durch die umsetzung von ammoniak mit ethylenoxid erhaltenen stoffgemisch |
JP2006530076A JP4471976B2 (ja) | 2003-10-08 | 2004-10-02 | アンモニアとエチレンオキサイドとの反応により得られる混合物からのトリエタノールアミンの分離方法 |
EP04765773A EP1675816B1 (de) | 2003-10-08 | 2004-10-02 | Verfahren zur abtrennung von triethanolamin aus einem durch die umsetzung von ammoniak mit ethylenoxid erhaltenen stoffgemisch |
CA2540246A CA2540246C (en) | 2003-10-08 | 2004-10-02 | Method for separating triethanolamin from a mixture obtainable by ammonia and ethylene oxide reaction |
MXPA06003484A MXPA06003484A (es) | 2003-10-08 | 2004-10-02 | Separacion de la trietanolamina de una mezcla obtenida por la reaccion del amoniaco con el oxido de etileno. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10346779A DE10346779A1 (de) | 2003-10-08 | 2003-10-08 | Verfahren zur Abtrennung von Triethanolamin aus einem durch die Umsetzung von Ammoniak mit Ethylenoxid erhaltenen Stoffgemisch |
DE10346779.3 | 2003-10-08 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2005035481A2 true WO2005035481A2 (de) | 2005-04-21 |
WO2005035481A3 WO2005035481A3 (de) | 2005-06-02 |
Family
ID=34428244
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2004/011022 WO2005035481A2 (de) | 2003-10-08 | 2004-10-02 | Verfahren zur abtrennung von triethanolamin aus einem durch die umsetzung von ammoniak mit ethylenoxid erhaltenen stoffgemisch |
Country Status (13)
Country | Link |
---|---|
US (1) | US7279602B2 (de) |
EP (1) | EP1675816B1 (de) |
JP (1) | JP4471976B2 (de) |
KR (1) | KR101036382B1 (de) |
CN (1) | CN100364960C (de) |
AT (1) | ATE365153T1 (de) |
CA (1) | CA2540246C (de) |
DE (2) | DE10346779A1 (de) |
ES (1) | ES2286669T3 (de) |
MX (1) | MXPA06003484A (de) |
MY (1) | MY138351A (de) |
TW (1) | TWI331989B (de) |
WO (1) | WO2005035481A2 (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010031790A1 (de) | 2008-09-17 | 2010-03-25 | Basf Se | Vorrichtungen und verfahren zur kontinuierlichen destillativen auftrennung eines gemisches enthaltend ein oder mehrere alkanolamin/e |
WO2010069856A1 (de) * | 2008-12-19 | 2010-06-24 | Basf Se | Verfahren zur herstellung von reinem triethanolamin (teoa) |
Families Citing this family (10)
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CN101139296B (zh) * | 2007-09-29 | 2010-05-26 | 吴兆立 | 增设气提拔头段的乙醇胺蒸馏的方法 |
JP6158831B2 (ja) | 2011-12-22 | 2017-07-05 | ダウ グローバル テクノロジーズ エルエルシー | ジエタノールアミンの還元アミノ化および生じた生成物混合物 |
CN103271238B (zh) * | 2013-05-10 | 2014-04-02 | 中国科学院亚热带农业生态研究所 | 一种饲料添加剂一乙醇胺的制备方法及应用 |
CN112961062A (zh) * | 2014-04-04 | 2021-06-15 | 沙特基础工业全球技术有限公司 | 最小化乙醇胺产物流股中的水含量 |
EP3129349A1 (de) * | 2014-04-08 | 2017-02-15 | SABIC Global Technologies B.V. | Minimierung des wassergehalts in ethanolaminproduktströmen |
WO2015181748A1 (en) | 2014-05-27 | 2015-12-03 | Sabic Global Technologies B.V. | Production of tea 85% directly without blending with pure cut of dea 99% |
WO2015181751A1 (en) | 2014-05-30 | 2015-12-03 | Sabic Global Technologies B.V. | Improved quality and color of ethanolamine product streams by reduced temperature at the triethanolamine column |
ES2971101T3 (es) | 2015-12-11 | 2024-06-03 | Sabic Global Technologies Bv | Métodos para reducir el color en composiciones de alcanolamina |
EP3397612B1 (de) | 2015-12-29 | 2022-06-29 | SABIC Global Technologies B.V. | Verfahren zur farbreduktion in alkanolaminzusammensetzungen und dadurch hergestellte zusammensetzungen |
CN114276255A (zh) * | 2021-12-17 | 2022-04-05 | 湖北仙粼化工有限公司 | 一种乙醇胺多段管式反应节能生产系统及生产工艺 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3453183A (en) * | 1964-12-29 | 1969-07-01 | Nippon Catalytic Chem Ind | Method of purifying ethanolamines |
US3742059A (en) * | 1971-05-24 | 1973-06-26 | Dow Chemical Co | Color-stabilized alkanolamines |
US4673762A (en) * | 1986-05-27 | 1987-06-16 | Texaco Inc. | Decolorizing ethanolamines with alkylene oxides |
US20010031897A1 (en) * | 2000-03-11 | 2001-10-18 | Gunther Ruider | Process for the preparation of alkanolamines having improved color quality |
US20040127748A1 (en) * | 2000-01-24 | 2004-07-01 | Bp Chemcals Limited | Process for manufacturing triethanolamine and product obtained |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1968512A (en) * | 1931-12-07 | 1934-07-31 | Carbide & Carbon Chem Corp | Process for purifying liquids |
IT967651B (it) * | 1972-09-20 | 1974-03-11 | Sir Soc Italiana Resine Spa | Perfezionamenti nei procedimenti per la preparazione di etanolam mine |
US4381223A (en) * | 1981-09-30 | 1983-04-26 | Union Carbide Corporation | Process for the treatment of organic amine compositions |
JPS6219558A (ja) * | 1985-07-19 | 1987-01-28 | Mitsui Toatsu Chem Inc | 安定化高品質トリエタノ−ルアミンの製造方法 |
TWI303242B (en) * | 2003-02-03 | 2008-11-21 | Nippon Catalytic Chem Ind | Process for producing high purity trialkanolamine |
-
2003
- 2003-10-08 DE DE10346779A patent/DE10346779A1/de not_active Withdrawn
-
2004
- 2004-09-23 MY MYPI20043895A patent/MY138351A/en unknown
- 2004-09-30 TW TW093129661A patent/TWI331989B/zh not_active IP Right Cessation
- 2004-10-02 JP JP2006530076A patent/JP4471976B2/ja active Active
- 2004-10-02 ES ES04765773T patent/ES2286669T3/es active Active
- 2004-10-02 CA CA2540246A patent/CA2540246C/en not_active Expired - Fee Related
- 2004-10-02 KR KR1020067006826A patent/KR101036382B1/ko active IP Right Grant
- 2004-10-02 MX MXPA06003484A patent/MXPA06003484A/es active IP Right Grant
- 2004-10-02 WO PCT/EP2004/011022 patent/WO2005035481A2/de active IP Right Grant
- 2004-10-02 EP EP04765773A patent/EP1675816B1/de active Active
- 2004-10-02 US US10/573,498 patent/US7279602B2/en active Active
- 2004-10-02 AT AT04765773T patent/ATE365153T1/de active
- 2004-10-02 CN CNB2004800295290A patent/CN100364960C/zh active Active
- 2004-10-02 DE DE502004004156T patent/DE502004004156D1/de active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3453183A (en) * | 1964-12-29 | 1969-07-01 | Nippon Catalytic Chem Ind | Method of purifying ethanolamines |
US3742059A (en) * | 1971-05-24 | 1973-06-26 | Dow Chemical Co | Color-stabilized alkanolamines |
US4673762A (en) * | 1986-05-27 | 1987-06-16 | Texaco Inc. | Decolorizing ethanolamines with alkylene oxides |
US20040127748A1 (en) * | 2000-01-24 | 2004-07-01 | Bp Chemcals Limited | Process for manufacturing triethanolamine and product obtained |
US20010031897A1 (en) * | 2000-03-11 | 2001-10-18 | Gunther Ruider | Process for the preparation of alkanolamines having improved color quality |
Non-Patent Citations (1)
Title |
---|
PATENT ABSTRACTS OF JAPAN Bd. 011, Nr. 193 (C-430), 20. Juni 1987 (1987-06-20) & JP 62 019558 A (MITSUI TOATSU CHEM INC), 28. Januar 1987 (1987-01-28) in der Anmeldung erwähnt * |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010031790A1 (de) | 2008-09-17 | 2010-03-25 | Basf Se | Vorrichtungen und verfahren zur kontinuierlichen destillativen auftrennung eines gemisches enthaltend ein oder mehrere alkanolamin/e |
US8674140B2 (en) | 2008-09-17 | 2014-03-18 | Basf Se | Devices and method for continuous distillative separation of a mixture containing one or more alkanolamine(s) |
US9345988B2 (en) | 2008-09-17 | 2016-05-24 | Basf Se | Devices and method for continuous distillative separation of a mixture containing one or more alkanolamine(s) |
WO2010069856A1 (de) * | 2008-12-19 | 2010-06-24 | Basf Se | Verfahren zur herstellung von reinem triethanolamin (teoa) |
US8466323B2 (en) | 2008-12-19 | 2013-06-18 | Basf Se | Process for preparing pure triethanolamine (TEOA) |
EA020158B1 (ru) * | 2008-12-19 | 2014-09-30 | Басф Се | Способ получения чистого триэтаноламина (тэа) |
USRE45240E1 (en) | 2008-12-19 | 2014-11-11 | Basf Se | Process for preparing pure triethanolamine (TEOA) |
EA020158B9 (ru) * | 2008-12-19 | 2015-02-27 | Басф Се | Способ получения чистого триэтаноламина (тэа) |
Also Published As
Publication number | Publication date |
---|---|
JP4471976B2 (ja) | 2010-06-02 |
KR101036382B1 (ko) | 2011-05-23 |
ATE365153T1 (de) | 2007-07-15 |
WO2005035481A3 (de) | 2005-06-02 |
TW200523233A (en) | 2005-07-16 |
US7279602B2 (en) | 2007-10-09 |
JP2007508257A (ja) | 2007-04-05 |
MY138351A (en) | 2009-05-29 |
CA2540246C (en) | 2011-06-07 |
CA2540246A1 (en) | 2005-04-21 |
EP1675816B1 (de) | 2007-06-20 |
MXPA06003484A (es) | 2006-06-08 |
ES2286669T3 (es) | 2007-12-01 |
TWI331989B (en) | 2010-10-21 |
DE502004004156D1 (de) | 2007-08-02 |
CN1863761A (zh) | 2006-11-15 |
CN100364960C (zh) | 2008-01-30 |
DE10346779A1 (de) | 2005-05-12 |
KR20060120026A (ko) | 2006-11-24 |
US20060293541A1 (en) | 2006-12-28 |
EP1675816A2 (de) | 2006-07-05 |
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