ATE237576T1 - Verfahren zur herstellung von methylmethacrylat - Google Patents
Verfahren zur herstellung von methylmethacrylatInfo
- Publication number
- ATE237576T1 ATE237576T1 AT98305345T AT98305345T ATE237576T1 AT E237576 T1 ATE237576 T1 AT E237576T1 AT 98305345 T AT98305345 T AT 98305345T AT 98305345 T AT98305345 T AT 98305345T AT E237576 T1 ATE237576 T1 AT E237576T1
- Authority
- AT
- Austria
- Prior art keywords
- gas
- liquid mixture
- methacrolein
- methanol
- mixture
- Prior art date
Links
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 15
- 239000007789 gas Substances 0.000 abstract 10
- 239000000203 mixture Substances 0.000 abstract 10
- 239000007788 liquid Substances 0.000 abstract 7
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 abstract 6
- 230000018044 dehydration Effects 0.000 abstract 3
- 238000006297 dehydration reaction Methods 0.000 abstract 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 abstract 2
- 238000010521 absorption reaction Methods 0.000 abstract 2
- 229910001882 dioxygen Inorganic materials 0.000 abstract 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 238000006709 oxidative esterification reaction Methods 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/37—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of >C—O—functional groups to >C=O groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
- C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
- C07C67/42—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester by oxidation of secondary alcohols or ketones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18196497 | 1997-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE237576T1 true ATE237576T1 (de) | 2003-05-15 |
Family
ID=16109956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT98305345T ATE237576T1 (de) | 1997-07-08 | 1998-07-06 | Verfahren zur herstellung von methylmethacrylat |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5969178A (de) |
| EP (1) | EP0890569B1 (de) |
| KR (1) | KR100269194B1 (de) |
| AT (1) | ATE237576T1 (de) |
| DE (1) | DE69813394T2 (de) |
| MY (1) | MY118189A (de) |
| SG (1) | SG71815A1 (de) |
| TW (1) | TW482757B (de) |
Families Citing this family (76)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4001454B2 (ja) * | 2000-07-21 | 2007-10-31 | 株式会社日本触媒 | 精製塔の停止方法 |
| US7012039B2 (en) * | 2001-12-21 | 2006-03-14 | Asahi Kasei Chemicals Corporation | Oxide catalyst composition |
| CN101020625B (zh) * | 2007-03-12 | 2010-05-19 | 中国科学院过程工程研究所 | 一种用离子液体吸收甲基丙烯醛的方法 |
| CN101148406B (zh) * | 2007-11-02 | 2011-04-20 | 中国科学院过程工程研究所 | 一种以醛、醇和氧化剂为原料制备羧酸酯的新方法 |
| US8193402B2 (en) | 2007-12-03 | 2012-06-05 | Gevo, Inc. | Renewable compositions |
| KR20100095004A (ko) | 2007-12-03 | 2010-08-27 | 게보 인코포레이티드 | 재생 조성물 |
| BR112012016883A2 (pt) | 2010-01-08 | 2018-06-05 | Gevo Inc | metodos integrados de preparar produsot quimicos renovaveis |
| US8373012B2 (en) | 2010-05-07 | 2013-02-12 | Gevo, Inc. | Renewable jet fuel blendstock from isobutanol |
| EP2699618A4 (de) | 2011-04-19 | 2014-12-17 | Gevo Inc | Variationen einer prins-reaktion zur herstellung von 2,5-dimethylhexadien aus isobutanol |
| US20140206897A1 (en) * | 2013-01-22 | 2014-07-24 | Saudi Basic Industries Corporation | Method for making methyl methacrylate from propionaldehyde and formaldehyde via oxidative esterification |
| JP6501754B2 (ja) | 2013-04-19 | 2019-04-17 | エボニック レーム ゲゼルシャフト ミット ベシュレンクテル ハフツングＥｖｏｎｉｋ Ｒｏｅｈｍ ＧｍｂＨ | メチルメタクリレートの製造方法 |
| TW201509522A (zh) | 2013-07-29 | 2015-03-16 | Rohm & Haas | 氧化酯化催化劑 |
| TW201509900A (zh) * | 2013-07-29 | 2015-03-16 | Rohm & Haas | 氧化酯化方法 |
| TW201509901A (zh) | 2013-07-29 | 2015-03-16 | Rohm & Haas | 氧化酯化方法 |
| DE102013217386A1 (de) * | 2013-09-02 | 2015-03-05 | Evonik Industries Ag | Verfahren zur Herstellung von Acrylsäure |
| WO2015043861A1 (de) * | 2013-09-26 | 2015-04-02 | Evonik Industries Ag | Verfahren zur herstellung von methacrolein und dessen konditionierung/entwässerung für die direkte oxidative veresterung |
| WO2015065610A1 (en) | 2013-10-28 | 2015-05-07 | Rohm And Haas Company | Process for separating methacrolein |
| EP2886529A1 (de) | 2013-12-20 | 2015-06-24 | Evonik Industries AG | Verfahren zur Herstellung von Methylmethacrylat |
| EP2886528A1 (de) | 2013-12-20 | 2015-06-24 | Evonik Industries AG | Verfahren zur Herstellung von ungesättigten Estern ausgehend von Aldehyden durch Direkte Oxidative Veresterung |
| JP6661629B2 (ja) | 2014-10-31 | 2020-03-11 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | メチルメタクリレートを作成するための酸化的エステル化方法 |
| TW201627267A (zh) | 2014-10-31 | 2016-08-01 | 陶氏全球科技公司 | 用於從氧化性酯化反應中原位水移除的方法使用經耦合的反應器－蒸餾系統 |
| CA2965476C (en) | 2014-10-31 | 2022-11-29 | Dow Global Technologies Llc | Breaking a methanol/methyl methacrylate azeotrope using pressure swing distillation |
| BR112017007961B1 (pt) | 2014-10-31 | 2021-12-28 | Dow Global Technologies Llc | Processo de separação |
| KR102428000B1 (ko) * | 2014-10-31 | 2022-08-02 | 다우 글로벌 테크놀로지스 엘엘씨 | 커플링된 반응기-증류 시스템을 이용한 산화적 에스테르화 반응으로부터의 동일계내 물 제거 방법 |
| JP7068823B2 (ja) | 2015-01-16 | 2022-05-17 | レーム・ゲーエムベーハー | アルデヒドをカルボン酸エステルにする酸化的エステル化用の金を基礎とする触媒 |
| TWI715627B (zh) | 2015-09-16 | 2021-01-11 | 德商羅伊姆公司 | 含鈉鹽之mma-甲醇混合物的萃取後處理 |
| EP3170558A1 (de) | 2015-11-19 | 2017-05-24 | Evonik Röhm GmbH | Gold-basierten katalysator für die oxidative veresterung von aldehyden zu carbonsäureestern |
| EP3235560A1 (de) | 2016-04-22 | 2017-10-25 | Evonik Röhm GmbH | Verfahren zur durchführung einer heterogen-katalysierten reaktion |
| US10543456B2 (en) * | 2017-04-24 | 2020-01-28 | Hall Labs Llc | Method for separating components using solids producing multi-stage direct and indirect-contact exchange |
| EP3621943B1 (de) | 2017-05-09 | 2023-01-18 | Röhm GmbH | Verfahren für oxidative veresterung von aldehyden zu carbonsäureester |
| MX2019013522A (es) | 2017-05-25 | 2020-02-13 | Rohm & Haas | Proceso para preparar metacroleina. |
| WO2018217964A1 (en) | 2017-05-25 | 2018-11-29 | Rohm And Haas Company | Process for preparing methacrolein |
| CA3071244A1 (en) | 2017-07-28 | 2019-01-31 | Rohm And Haas Company | A method for production of methyl methacrylate by oxidative esterification using a heterogeneous catalyst |
| EP3658532A1 (de) | 2017-07-28 | 2020-06-03 | Rohm and Haas Company | Verfahren zur herstellung von methylmethacrylat durch oxidative veresterung unter verwendung eines heterogenen katalysators |
| SG11202000692VA (en) * | 2017-07-28 | 2020-02-27 | Rohm & Haas | A method for production of methyl methacrylate by oxidative esterification using a heterogeneous catalyst |
| WO2019022889A1 (en) | 2017-07-28 | 2019-01-31 | Dow Global Technologies Llc | PROCESS FOR THE PRODUCTION OF METHYL METHACRYLATE BY OXIDATIVE ESTERIZATION USING A HETEROGENEOUS CATALYST |
| WO2019022884A1 (en) | 2017-07-28 | 2019-01-31 | Rohm And Haas Company | PROCESS FOR THE PRODUCTION OF METHYL METHACRYLATE BY OXIDATIVE ESTERIZATION USING A HETEROGENEOUS CATALYST |
| BR112020001710A2 (pt) | 2017-07-28 | 2020-07-21 | Rohm And Haas Company | método para preparar metil metacrilato de metacroleína e metanol. |
| KR102639233B1 (ko) | 2017-07-28 | 2024-02-21 | 다우 글로벌 테크놀로지스 엘엘씨 | 불균일 촉매를 사용하여 산화적 에스터화에 의해 메틸 메타크릴레이트를 제조하는 방법 |
| BR112020001575B1 (pt) | 2017-07-28 | 2023-03-14 | Rohm And Haas Company | Catalisador heterogêneo, e, leito de catalisador |
| SG11202000744UA (en) | 2017-07-28 | 2020-02-27 | Rohm & Haas | A method for production of methyl methacrylate by oxidative esterification using a heterogeneous catalyst |
| EP3658535B1 (de) | 2017-07-28 | 2024-03-20 | Rohm and Haas Company | Verfahren zur herstellung von methylmethacrylat durch oxidative veresterung unter verwendung eines heterogenen katalysators |
| EP3450422A1 (de) | 2017-08-29 | 2019-03-06 | Evonik Röhm GmbH | Verfahren zur herstellung optischer formmassen |
| EP3456704A1 (de) | 2017-09-19 | 2019-03-20 | Evonik Röhm GmbH | Katalysator für die oxidative veresterung von aldehyden zu carbonsäureestern |
| CA3075083A1 (en) | 2017-09-19 | 2019-03-28 | Dow Global Technologies Llc | Method for production of methyl methacrylate by oxidative esterification using a heterogeneous catalyst |
| CN108863789A (zh) * | 2018-06-14 | 2018-11-23 | 西京学院 | 一种低纯度异丁烯制备甲基丙烯酸甲酯的生产系统及方法 |
| EP3587390A1 (de) | 2018-06-26 | 2020-01-01 | Röhm GmbH | Verfahren zur herstellung von mma in hohen ausbeuten |
| KR20210022620A (ko) | 2018-06-28 | 2021-03-03 | 다우 글로벌 테크놀로지스 엘엘씨 | 불균일 촉매 |
| KR102755859B1 (ko) | 2018-06-28 | 2025-01-15 | 다우 글로벌 테크놀로지스 엘엘씨 | 불균일 촉매 |
| EP3608305A1 (de) | 2018-08-10 | 2020-02-12 | Röhm GmbH | Verfahren zur herstellung von methacrylsäure oder methacrylsäureestern |
| EP3778549A4 (de) * | 2019-06-28 | 2021-04-14 | Asahi Kasei Kabushiki Kaisha | Verfahren zur herstellung von methylmethacrylat |
| EP3760608A1 (de) * | 2019-07-05 | 2021-01-06 | Röhm GmbH | Verfahren zur herstellung von alkylmethacrylaten und optional methacrylsäure |
| EP3786148A1 (de) | 2019-08-28 | 2021-03-03 | Röhm GmbH | Vereinfachte aufarbeitung des reaktoraustrags einer oxidativen veresterung |
| EP3798202A1 (de) | 2019-09-25 | 2021-03-31 | Röhm GmbH | Verfahren zur aufreinigung von methylmethacrylat von leichtsiedenden komponenten |
| EP3798206A1 (de) | 2019-09-25 | 2021-03-31 | Röhm GmbH | Verfahren zur herstellung von alkylmethacrylaten mit verbesserter wasser- und säureführung |
| EP3943189A1 (de) | 2020-07-24 | 2022-01-26 | Röhm GmbH | Verfahren zur herstellung eines mischoxidträgers sowie dessen weitere veredlung zu einem katalysator zur herstellung von alkylmethacrylaten |
| EP3945086B1 (de) | 2020-07-30 | 2022-10-26 | Röhm GmbH | C-4 basiertes verfahren zur herstellung von mma unter rückführung und recyclierung von methacrolein |
| WO2022194590A1 (de) | 2021-03-15 | 2022-09-22 | Röhm Gmbh | Neues verfahren zur kontinuierlichen herstellung von methacrylsäure durch katalytische hydrolyse von methylmethacrylat |
| CN117279885A (zh) | 2021-05-10 | 2023-12-22 | 罗姆化学有限责任公司 | 含有用于降低和稳定黄度指数的添加剂的不饱和酯 |
| JP2024520502A (ja) | 2021-05-28 | 2024-05-24 | レーム・ゲーエムベーハー | アルキル（メタ）アクリレートを製造するための反応器および方法 |
| JP2024520503A (ja) | 2021-05-28 | 2024-05-24 | レーム・ゲーエムベーハー | アルキルメタクリレートを製造するための反応器および方法 |
| WO2023025676A1 (de) | 2021-08-23 | 2023-03-02 | Röhm Gmbh | Aufbereitung eines katalysators für die oxidative veresterung von methacrolein zu methylmethacrylat zur verlängerung der lebensdauer |
| EP4412983A1 (de) | 2021-10-08 | 2024-08-14 | Rohm and Haas Company | Verfahren zur herstellung von alkylmethacrylat |
| EP4412985A1 (de) | 2021-10-08 | 2024-08-14 | Rohm and Haas Company | Verfahren für einen reaktor zur oxidativen veresterung |
| MX2024004083A (es) | 2021-10-08 | 2024-04-18 | Rohm & Haas | Proceso para la produccion de metacrilato de metilo. |
| MX2024004086A (es) | 2021-10-08 | 2024-04-18 | Rohm & Haas | Proceso para la produccion de metacrilato de metilo. |
| CN118076578A (zh) | 2021-10-08 | 2024-05-24 | 罗门哈斯公司 | 用于由氧化酯化反应器以副产物较低的方式形成甲基丙烯酸甲酯的方法 |
| KR20240089249A (ko) | 2021-10-08 | 2024-06-20 | 롬 앤드 하스 캄파니 | 에탄올로부터 메틸 메타크릴레이트를 생산하는 방법 |
| MX2024004087A (es) | 2021-10-08 | 2024-04-18 | Dow Global Technologies Llc | Proceso para una baja formacion de subproducto de un reactor de esterificacion oxidativa con adicion de base. |
| KR20240108464A (ko) | 2021-11-12 | 2024-07-09 | 룀 게엠베하 | 메타크롤레인의 직접 산화성 에스테르화에서의 성가신 2차 생성물의 제거 방법 |
| WO2024099859A1 (de) | 2022-11-09 | 2024-05-16 | Röhm Gmbh | Verfahren zur herstellung von c4- bis c12- (meth)acrylaten |
| EP4605366A1 (de) | 2022-12-08 | 2025-08-27 | Dow Global Technologies LLC | Verfahren zur herstellung von alkylmethacrylaten |
| WO2024123526A1 (en) | 2022-12-08 | 2024-06-13 | Dow Global Technologies Llc | Process for preparing alkyl methacrylates |
| EP4488257A1 (de) | 2023-07-02 | 2025-01-08 | Alexander Lygin | Optimiertes verfahren zur herstellung von methylmethacrylat |
| WO2025125187A1 (de) | 2023-12-13 | 2025-06-19 | Röhm Gmbh | Verfahren zur kontinuierlichen herstellung von methacrylsäure durch hydrolyse von alkylmethacrylaten |
| EP4759794A1 (de) | 2024-12-11 | 2026-06-17 | Röhm GmbH | Verfahren zur isolierung von alkyl(meth)acrylaten |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2514966A (en) * | 1948-01-09 | 1950-07-11 | Shell Dev | Refining and concentrating crude unsaturated aldehydes by extractive distillation |
| JPS547768B2 (de) * | 1973-01-06 | 1979-04-10 | ||
| JPS5473723A (en) * | 1977-11-17 | 1979-06-13 | Asahi Chem Ind Co Ltd | Production of alpha,beta-unsaturated carboxylic ester |
| GB2008430B (en) * | 1977-11-17 | 1982-04-28 | Asahi Chemical Ind | Process for producing carboxylic esters |
| JPS5473715A (en) * | 1977-11-17 | 1979-06-13 | Asahi Chem Ind Co Ltd | Production of carboxylic ester |
| JPS5473717A (en) * | 1977-11-17 | 1979-06-13 | Asahi Chem Ind Co Ltd | Production of carboxylic ester |
| JPS6041654B2 (ja) * | 1978-07-27 | 1985-09-18 | 株式会社日本触媒 | メタクロレインの回収方法 |
| JPS55151533A (en) * | 1979-05-17 | 1980-11-26 | Asahi Chem Ind Co Ltd | Preparation of carboxylic acid ester |
| JPS5687530A (en) * | 1979-12-19 | 1981-07-16 | Asahi Chem Ind Co Ltd | Dehydrating method of gas containing unsaturated aldehyde |
| EP0044409B1 (de) * | 1980-06-20 | 1984-01-11 | Asahi Kasei Kogyo Kabushiki Kaisha | Verfahren zur Reinigung von Methylmethacrylat |
| JPS579740A (en) * | 1980-06-20 | 1982-01-19 | Asahi Chem Ind Co Ltd | Purification of methyl methacrylate |
| JPS579739A (en) * | 1980-06-20 | 1982-01-19 | Asahi Chem Ind Co Ltd | Purification of methyl methacrylate |
| JPH0244294B2 (ja) * | 1982-03-15 | 1990-10-03 | Asahi Chemical Ind | Metakuroreinnokaishuhoho |
| JPS58185540A (ja) * | 1982-04-23 | 1983-10-29 | Asahi Chem Ind Co Ltd | 不飽和カルボン酸エステルの製造法 |
-
1998
- 1998-07-03 SG SG1998001584A patent/SG71815A1/en unknown
- 1998-07-04 MY MYPI98003059A patent/MY118189A/en unknown
- 1998-07-06 TW TW087110903A patent/TW482757B/zh not_active IP Right Cessation
- 1998-07-06 DE DE69813394T patent/DE69813394T2/de not_active Expired - Lifetime
- 1998-07-06 AT AT98305345T patent/ATE237576T1/de not_active IP Right Cessation
- 1998-07-06 EP EP98305345A patent/EP0890569B1/de not_active Expired - Lifetime
- 1998-07-07 US US09/110,695 patent/US5969178A/en not_active Expired - Lifetime
- 1998-07-08 KR KR1019980027471A patent/KR100269194B1/ko not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| KR19990013692A (ko) | 1999-02-25 |
| EP0890569A1 (de) | 1999-01-13 |
| EP0890569B1 (de) | 2003-04-16 |
| SG71815A1 (en) | 2000-04-18 |
| KR100269194B1 (ko) | 2000-10-16 |
| US5969178A (en) | 1999-10-19 |
| DE69813394T2 (de) | 2004-03-25 |
| TW482757B (en) | 2002-04-11 |
| DE69813394D1 (de) | 2003-05-22 |
| MY118189A (en) | 2004-09-30 |
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