CN1233648C - Salen催化剂、催化剂的制备和通过使用催化剂制备手性化合物的方法 - Google Patents
Salen催化剂、催化剂的制备和通过使用催化剂制备手性化合物的方法 Download PDFInfo
- Publication number
- CN1233648C CN1233648C CN02802133.9A CN02802133A CN1233648C CN 1233648 C CN1233648 C CN 1233648C CN 02802133 A CN02802133 A CN 02802133A CN 1233648 C CN1233648 C CN 1233648C
- Authority
- CN
- China
- Prior art keywords
- catalyzer
- chirality
- chemical formula
- boron trifluoride
- group
- 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
Images
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/40—Regeneration or reactivation
- B01J31/4015—Regeneration or reactivation of catalysts containing metals
- B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
- B01J31/403—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing iron group metals or copper
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
- B01J2231/48—Ring-opening reactions
- B01J2231/482—Ring-opening reactions asymmetric reactions, e.g. kinetic resolution of racemates
- B01J2231/485—Ring-opening reactions asymmetric reactions, e.g. kinetic resolution of racemates kinetic resolution of epoxide racemates
- B01J2231/487—Ring-opening reactions asymmetric reactions, e.g. kinetic resolution of racemates kinetic resolution of epoxide racemates by hydrolysis
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/75—Cobalt
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
- B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
- B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/62—Chromium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/60—Complexes comprising metals of Group VI (VIA or VIB) as the central metal
- B01J2531/64—Molybdenum
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
- B01J2531/72—Manganese
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/842—Iron
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/845—Cobalt
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR200137081 | 2001-06-27 | ||
| KR20010037081 | 2001-06-27 | ||
| KR200235467 | 2002-06-24 | ||
| KR1020020035467A KR100368002B1 (en) | 2001-06-27 | 2002-06-24 | Chiral salen catalyst and process for preparing chiral compounds from racemic epoxy compounds using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1463272A CN1463272A (zh) | 2003-12-24 |
| CN1233648C true CN1233648C (zh) | 2005-12-28 |
Family
ID=26639176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN02802133.9A Expired - Fee Related CN1233648C (zh) | 2001-06-27 | 2002-06-26 | Salen催化剂、催化剂的制备和通过使用催化剂制备手性化合物的方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US6884750B2 (enExample) |
| EP (1) | EP1292602B1 (enExample) |
| JP (1) | JP3968076B2 (enExample) |
| CN (1) | CN1233648C (enExample) |
| AT (1) | ATE263626T1 (enExample) |
| AU (1) | AU2002345388A1 (enExample) |
| DE (1) | DE60200346T2 (enExample) |
| ES (1) | ES2217245T3 (enExample) |
| WO (1) | WO2003002582A1 (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1281320C (zh) | 2001-04-18 | 2006-10-25 | 住友化学工业株式会社 | 络合物催化剂、该络合物催化剂的制造方法以及使用该络合物催化剂的醇衍生物的制造方法 |
| DE10130229A1 (de) * | 2001-06-22 | 2003-01-02 | Celanese Ventures Gmbh | Non-Metallocene, Verfahren zur Herstellung von diesen und deren Verwendung zur Polymerisation von Olefinen |
| US6639087B2 (en) * | 2001-08-22 | 2003-10-28 | Rhodia Pharma Solutions Inc. | Kinetic resolution method |
| UA79300C2 (en) * | 2002-08-12 | 2007-06-11 | Janssen Pharmaceutica Nv | N-aryl piperidine substituted biphenylcarboxamides as inhibitors of apolipoprotein b secretion |
| EP1469006A3 (de) * | 2003-02-12 | 2005-03-16 | Bayer Chemicals AG | Verfahren zur Reduktion von Ketocarbonsäureestern |
| ATE338050T1 (de) * | 2003-02-12 | 2006-09-15 | Saltigo Gmbh | Verfahren zur asymmetrischen hydrierung von ketocarbonsäureestern |
| TWI258478B (en) | 2003-10-31 | 2006-07-21 | Arena Pharm Inc | Tetrazole derivatives and methods of treatment of metabolic-related disorders thereof |
| US7304172B2 (en) * | 2004-10-08 | 2007-12-04 | Cornell Research Foundation, Inc. | Polycarbonates made using highly selective catalysts |
| PE20060949A1 (es) | 2004-12-23 | 2006-10-11 | Arena Pharm Inc | Derivados fusionados de pirazol como agonistas del receptor de niacina |
| US8207365B2 (en) * | 2005-03-14 | 2012-06-26 | Georgia Tech Research Corporation | Polymeric salen compounds and methods thereof |
| WO2007089022A1 (ja) * | 2006-02-01 | 2007-08-09 | Sumitomo Chemical Company, Limited | 光学活性なアルコール化合物の製造方法 |
| US7906667B2 (en) | 2006-02-01 | 2011-03-15 | Sumitomo Chemical Company, Limited | Method for producing optically active alcohol compound |
| US20090286968A1 (en) | 2008-04-25 | 2009-11-19 | Auburn University | 2-Quinoxalinol Salen Compounds and Uses Thereof |
| WO2009137540A1 (en) | 2008-05-09 | 2009-11-12 | Cornell University | Polymers of ethylene oxide and carbon dioxide |
| CN101328264B (zh) * | 2008-07-10 | 2010-12-15 | 浙江大学 | 用离子液体支载催化剂制备聚碳酸酯的方法 |
| SG10201701421PA (en) | 2008-08-22 | 2017-04-27 | Novomer Inc | Catalysts and methods for polymer synthesis |
| NO2337809T3 (enExample) | 2008-09-08 | 2017-12-30 | ||
| EP2342258B1 (en) | 2008-09-17 | 2015-11-11 | Novomer, Inc. | Purification of polycarbonates |
| CA2742119C (en) | 2008-11-01 | 2018-05-29 | Novomer, Inc. | Polycarbonate block copolymers |
| CN102665406B (zh) | 2009-12-24 | 2016-03-09 | 诺沃梅尔公司 | 合成多环胍化合物的方法 |
| JP2013539802A (ja) | 2010-09-14 | 2013-10-28 | ノボマー, インコーポレイテッド | ポリマー合成の触媒および方法 |
| CN101967165B (zh) * | 2010-09-21 | 2012-09-05 | 中国科学院上海有机化学研究所 | 桥链双希夫碱-钴络合物及其合成方法和用途 |
| CN103228137B (zh) | 2010-09-22 | 2018-11-27 | 沙特阿美技术公司 | 取代的水杨醛衍生物的合成 |
| HUE036462T2 (hu) | 2011-05-09 | 2018-07-30 | Saudi Aramco Tech Co | Polimer készítmények és eljárások |
| CN102295579B (zh) * | 2011-06-22 | 2014-05-21 | 安庆金泉药业有限公司 | 一种(r)-4-氰基-3-羟基丁酸乙酯的合成工艺 |
| IN2014CN01299A (enExample) | 2011-07-25 | 2015-04-24 | Novomer Inc | |
| US9403861B2 (en) | 2011-12-11 | 2016-08-02 | Novomer, Inc. | Salen complexes with dianionic counterions |
| CN102580777B (zh) * | 2011-12-19 | 2013-11-20 | 浙江大学 | 负载型salen锰配合物催化剂及其制备方法和应用 |
| WO2013096602A1 (en) | 2011-12-20 | 2013-06-27 | Novomer, Inc. | Methods for polymer synthesis |
| CN103301882B (zh) * | 2012-03-16 | 2015-04-22 | 中国科学院大连化学物理研究所 | 一种用于拆分外消旋环氧烷烃的催化剂及其应用 |
| EP2838954B1 (en) | 2012-04-16 | 2024-09-18 | Saudi Aramco Technologies Company | Adhesive compositions and methods |
| JP6527080B2 (ja) | 2012-05-24 | 2019-06-05 | サウジ アラムコ テクノロジーズ カンパニー | ポリカーボネートポリオール組成物および方法 |
| JP6313305B2 (ja) | 2012-08-24 | 2018-04-18 | サウジ アラムコ テクノロジーズ カンパニー | 金属錯体 |
| CN108715630A (zh) | 2012-11-07 | 2018-10-30 | 沙特阿美技术公司 | 高强度聚氨酯泡沫组合物及方法 |
| US10308759B2 (en) | 2014-04-03 | 2019-06-04 | Saudi Aramco Technologies Company | Aliphatic polycarbonate polyol compositions |
| CN104610263B (zh) * | 2014-09-17 | 2016-06-29 | 成都理工大学 | 手性咪唑啉酮-酚 |
| CN104356098A (zh) * | 2014-11-10 | 2015-02-18 | 舒兰市金马化工有限公司 | 一种手性环氧氯丙烷的制备方法 |
| CN104607250B (zh) * | 2015-02-02 | 2016-11-30 | 舒兰市金马化工有限公司 | 一种多面体低聚倍半硅氧烷树枝状大分子催化剂及其应用 |
| CN104804044A (zh) * | 2015-03-10 | 2015-07-29 | 沈阳化工大学 | Ru(II)-Salen金属配合物及其制备方法 |
| CN107226797B (zh) * | 2016-08-29 | 2019-05-17 | 沈阳金久奇科技有限公司 | 一种手性化合物2,2-二甲基-3-(环氧乙烷-2-基)丙酸甲酯的制备方法 |
| JP2021522355A (ja) | 2018-04-18 | 2021-08-30 | サウジ アラムコ テクノロジーズ カンパニー | ポリ(アルキレンカーボネート)ポリマーの末端基異性化 |
| CN111097529B (zh) * | 2018-10-25 | 2023-05-02 | 中国石油化工股份有限公司 | 高性能纳米笼限域催化剂、制备方法及应用 |
| WO2020028606A1 (en) | 2018-08-02 | 2020-02-06 | Saudi Aramco Technologies Company | Sustainable polymer compositions and methods |
| MA53727A (fr) | 2018-09-24 | 2021-12-29 | Saudi Aramco Tech Co | Copolymères séquencés de polycarbonate et procédés associés |
| EP4359460A1 (en) | 2021-06-23 | 2024-05-01 | Saudi Aramco Technologies Company | Polyol compositions and methods |
| CN117658953A (zh) * | 2023-12-04 | 2024-03-08 | 上海中化科技有限公司 | 手性环氧化合物、手性β-内酯及聚羟基脂肪酸酯的制备方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US566393A (en) * | 1896-08-25 | Andrew fyrberg | ||
| US5637739A (en) | 1990-03-21 | 1997-06-10 | Research Corporation Technologies, Inc. | Chiral catalysts and catalytic epoxidation catalyzed thereby |
| DE4435158A1 (de) * | 1994-09-30 | 1996-04-04 | Degussa | Verfahren zur Herstellung von Salcomin |
| US6262278B1 (en) * | 1995-03-14 | 2001-07-17 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| US5665890A (en) * | 1995-03-14 | 1997-09-09 | President And Fellows Of Harvard College | Stereoselective ring opening reactions |
| US6521561B1 (en) * | 1998-05-01 | 2003-02-18 | President And Fellows Of Harvard College | Main-group metal based asymmetric catalysts and applications thereof |
| US6720434B2 (en) * | 2000-05-24 | 2004-04-13 | Rstech Co., Ltd. | Process for preparing chiral compounds from recemic epoxides by using chiral salen catalysts |
| CA2489593C (en) * | 2002-06-13 | 2009-09-29 | Teva Pharmaceutical Industries Ltd | Epimerization of analogs of vitamin d |
-
2002
- 2002-06-26 AU AU2002345388A patent/AU2002345388A1/en not_active Abandoned
- 2002-06-26 CN CN02802133.9A patent/CN1233648C/zh not_active Expired - Fee Related
- 2002-06-26 WO PCT/KR2002/001219 patent/WO2003002582A1/en not_active Ceased
- 2002-06-26 US US10/297,164 patent/US6884750B2/en not_active Expired - Lifetime
- 2002-06-26 ES ES02743918T patent/ES2217245T3/es not_active Expired - Lifetime
- 2002-06-26 DE DE60200346T patent/DE60200346T2/de not_active Expired - Lifetime
- 2002-06-26 JP JP2003508963A patent/JP3968076B2/ja not_active Expired - Fee Related
- 2002-06-26 EP EP02743918A patent/EP1292602B1/en not_active Expired - Lifetime
- 2002-06-26 AT AT02743918T patent/ATE263626T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2217245T3 (es) | 2004-11-01 |
| EP1292602A4 (en) | 2003-07-09 |
| CN1463272A (zh) | 2003-12-24 |
| AU2002345388A1 (en) | 2003-03-03 |
| US20030216250A1 (en) | 2003-11-20 |
| EP1292602B1 (en) | 2004-04-07 |
| WO2003002582A1 (en) | 2003-01-09 |
| JP3968076B2 (ja) | 2007-08-29 |
| EP1292602A1 (en) | 2003-03-19 |
| JP2004521740A (ja) | 2004-07-22 |
| US6884750B2 (en) | 2005-04-26 |
| DE60200346T2 (de) | 2005-03-24 |
| ATE263626T1 (de) | 2004-04-15 |
| DE60200346D1 (de) | 2004-05-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1233648C (zh) | Salen催化剂、催化剂的制备和通过使用催化剂制备手性化合物的方法 | |
| CN1023809C (zh) | 含锌固体催化剂的制备方法 | |
| CN101080399A (zh) | 光学活性环氧化合物的制造方法以及使用该方法的错体及其制造方法 | |
| CN101039894A (zh) | 生产光学活性的羰基化合物的方法 | |
| CN1022405C (zh) | 芳香族碳酸酯化合物的制造方法 | |
| CN1128986A (zh) | D-手性肌醇的制造方法 | |
| CN1174804C (zh) | 手性萨伦催化剂及用其由外消旋环氧化物制备手性化合物的方法 | |
| CN1202052C (zh) | 用硅烷剂/金属化合物/手性配位体实施酮的对映体选择性还原反应 | |
| CN1680347A (zh) | 3,6-二烷基-5,6-二氢-4-羟基-吡喃-2-酮的合成方法 | |
| CN1247193A (zh) | 戊醛及其制备方法 | |
| CN1015172B (zh) | 卤化-3-卤代-2-羟基丙基三甲基铵的制备方法 | |
| CN85106097A (zh) | 由铑络合物催化剂由醇生产羧酸 | |
| CN1362944A (zh) | 制备富马酸酯的方法 | |
| CN1927830A (zh) | 光学纯亚磺酰胺化合物及其应用 | |
| CN1239441C (zh) | 利用固载化的双辛可尼类生物碱配体催化不对称羟胺化和双羟化反应的方法 | |
| CN1216845C (zh) | 在铱与铂存在下制备醋酸及/或醋酸甲酯的方法 | |
| CN1520420A (zh) | 用含磷杂环戊烷基烷烃配体的催化剂从环氧乙烷和合成气单步骤生产1,3-丙二醇的方法 | |
| CN1043640A (zh) | 烯烃制醇催化剂 | |
| CN1098087A (zh) | 5-甲酰戊酸酯的制备方法 | |
| CN1314673C (zh) | 具有手性的多齿噁唑啉配体及其与主族金属或过渡金属的配合物、合成方法及其用途 | |
| CN1993179A (zh) | 单供体亚膦酸酯配体 | |
| CN1636956A (zh) | TCD-monenal的制备方法 | |
| KR100509796B1 (ko) | 키랄 살렌 촉매를 이용하여 키랄 에폭시화합물로부터 키랄1,2-디올 유도체를 제조하는 방법 | |
| CN1898251A (zh) | 用于制备氟化且甲硅烷基化的衍生物的试剂和方法 | |
| JP2008222568A (ja) | 新規キラルサレン化合物とその応用 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20051228 Termination date: 20180626 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |