KR20040062661A - 큐멘 하이드로퍼옥사이드 절단 생성물을 정제하기 위한방법 및 시스템 - Google Patents
큐멘 하이드로퍼옥사이드 절단 생성물을 정제하기 위한방법 및 시스템 Download PDFInfo
- Publication number
- KR20040062661A KR20040062661A KR10-2004-7008214A KR20047008214A KR20040062661A KR 20040062661 A KR20040062661 A KR 20040062661A KR 20047008214 A KR20047008214 A KR 20047008214A KR 20040062661 A KR20040062661 A KR 20040062661A
- Authority
- KR
- South Korea
- Prior art keywords
- impurities
- aqueous phase
- mixture
- salt aqueous
- water soluble
- 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.)
- Ceased
Links
- 238000003776 cleavage reaction Methods 0.000 title claims abstract description 63
- 230000007017 scission Effects 0.000 title claims abstract description 63
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims description 53
- 239000008346 aqueous phase Substances 0.000 claims abstract description 93
- 239000012535 impurity Substances 0.000 claims abstract description 77
- 230000001590 oxidative effect Effects 0.000 claims abstract description 75
- 239000000203 mixture Substances 0.000 claims abstract description 60
- 150000003839 salts Chemical class 0.000 claims abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000007800 oxidant agent Substances 0.000 claims abstract description 39
- 238000004891 communication Methods 0.000 claims abstract description 18
- 239000012530 fluid Substances 0.000 claims abstract description 17
- 239000000243 solution Substances 0.000 claims abstract description 17
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 16
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 14
- 238000005336 cracking Methods 0.000 claims abstract description 8
- 239000012670 alkaline solution Substances 0.000 claims abstract description 4
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims description 101
- 238000006243 chemical reaction Methods 0.000 claims description 23
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 20
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 9
- 238000010926 purge Methods 0.000 claims description 8
- 150000001299 aldehydes Chemical class 0.000 claims description 7
- OZXIZRZFGJZWBF-UHFFFAOYSA-N 1,3,5-trimethyl-2-(2,4,6-trimethylphenoxy)benzene Chemical compound CC1=CC(C)=CC(C)=C1OC1=C(C)C=C(C)C=C1C OZXIZRZFGJZWBF-UHFFFAOYSA-N 0.000 claims description 6
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
- 230000029087 digestion Effects 0.000 claims description 6
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 6
- 235000011152 sodium sulphate Nutrition 0.000 claims description 6
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims description 5
- 239000012286 potassium permanganate Substances 0.000 claims description 5
- JYLNVJYYQQXNEK-UHFFFAOYSA-N 3-amino-2-(4-chlorophenyl)-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(CN)C1=CC=C(Cl)C=C1 JYLNVJYYQQXNEK-UHFFFAOYSA-N 0.000 claims description 4
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 claims description 4
- -1 Cumene hydride Chemical compound 0.000 claims description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- JESIHYIJKKUWIS-UHFFFAOYSA-N 1-(4-Methylphenyl)ethanol Chemical compound CC(O)C1=CC=C(C)C=C1 JESIHYIJKKUWIS-UHFFFAOYSA-N 0.000 claims description 2
- CJWNFAKWHDOUKL-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1 CJWNFAKWHDOUKL-UHFFFAOYSA-N 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 239000003513 alkali Substances 0.000 abstract description 14
- 239000000047 product Substances 0.000 description 70
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 39
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 24
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 16
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 14
- 239000000463 material Substances 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 8
- 238000009835 boiling Methods 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- 238000000605 extraction Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 6
- GBGPVUAOTCNZPT-UHFFFAOYSA-N 2-Methylcumarone Chemical compound C1=CC=C2OC(C)=CC2=C1 GBGPVUAOTCNZPT-UHFFFAOYSA-N 0.000 description 5
- 239000003377 acid catalyst Substances 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- 238000011067 equilibration Methods 0.000 description 5
- 238000004451 qualitative analysis Methods 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 229940107700 pyruvic acid Drugs 0.000 description 4
- HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004255 ion exchange chromatography Methods 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001032 ion-exclusion chromatography Methods 0.000 description 2
- 238000000622 liquid--liquid extraction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000005191 phase separation Methods 0.000 description 2
- XDTRNDKYILNOAP-UHFFFAOYSA-N phenol;propan-2-one Chemical compound CC(C)=O.OC1=CC=CC=C1 XDTRNDKYILNOAP-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical group [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 description 1
- DAEPDZWVDSPTHF-UHFFFAOYSA-M sodium pyruvate Chemical compound [Na+].CC(=O)C([O-])=O DAEPDZWVDSPTHF-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0086—Processes carried out with a view to control or to change the pH-value; Applications of buffer salts; Neutralisation reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/685—Processes comprising at least two steps in series
-
- 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
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00002—Chemical plants
- B01J2219/00004—Scale aspects
- B01J2219/00006—Large-scale industrial plants
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/683,186 US6576798B1 (en) | 2001-11-29 | 2001-11-29 | Method and system for purifying cumene hydroperoxide cleavage products |
| US09/683,186 | 2001-11-29 | ||
| PCT/US2002/038919 WO2003045882A1 (en) | 2001-11-29 | 2002-11-20 | Method and system for purifying cumene hydroperoxide cleavage products |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20040062661A true KR20040062661A (ko) | 2004-07-07 |
Family
ID=24742908
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR10-2004-7008214A Ceased KR20040062661A (ko) | 2001-11-29 | 2002-11-20 | 큐멘 하이드로퍼옥사이드 절단 생성물을 정제하기 위한방법 및 시스템 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6576798B1 (https=) |
| EP (1) | EP1458664A1 (https=) |
| JP (1) | JP2005514372A (https=) |
| KR (1) | KR20040062661A (https=) |
| CN (1) | CN100366593C (https=) |
| AU (1) | AU2002359621A1 (https=) |
| BR (1) | BR0214625A (https=) |
| MX (1) | MXPA04005124A (https=) |
| TW (1) | TWI253446B (https=) |
| WO (1) | WO2003045882A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101314029B1 (ko) * | 2006-04-18 | 2013-10-01 | 이네오스 페놀 게엠베하 운트 콤파니 카게 | 페놀 생성방법 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7034192B2 (en) * | 2004-03-24 | 2006-04-25 | Sunoco Inc. (R&M) | Method for removal of acetol from phenol |
| CN100363344C (zh) * | 2005-05-25 | 2008-01-23 | 中国石油天然气股份有限公司 | 一种用于提纯过氧化氢异丙苯的活性组合物及其应用 |
| US7186866B1 (en) * | 2005-11-14 | 2007-03-06 | Sunoco, Inc. (R&M) | Process for recovery of cumene hydroperoxide decomposition products by distillation |
| RU2400469C2 (ru) * | 2008-12-09 | 2010-09-27 | Общество с ограниченной ответственностью "Новые технологии" | Способ очистки ацетона-сырца |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2992169A (en) | 1961-07-11 | Inven | ||
| US2734085A (en) | 1956-02-07 | Removal of salts from acetone-phenol mixtures | ||
| US2744143A (en) | 1956-05-01 | filar | ||
| US3335070A (en) | 1964-06-18 | 1967-08-08 | Hercules Inc | Phenol purification by base addition and plural distillation |
| US3437699A (en) | 1965-11-19 | 1969-04-08 | Skelly Oil Co | Phenol purification |
| GB1148907A (en) | 1965-11-26 | 1969-04-16 | Ici Ltd | Purification of phenol |
| US3862244A (en) | 1967-05-29 | 1975-01-21 | Rhone Poulenc Sa | Process for the purification of phenol |
| US3692845A (en) | 1969-03-12 | 1972-09-19 | Allied Chem | Purification of phenol |
| US3965187A (en) | 1970-07-02 | 1976-06-22 | Allied Chemical Corporation | Hydrogenation of phenol |
| GB1412308A (en) | 1973-01-11 | 1975-11-05 | Bp Chem Int Ltd | Removal of mineral acid catalyst from cumene hydroperoxide cleavage products |
| US4092360A (en) | 1977-05-04 | 1978-05-30 | Allied Chemical Corporation | Production of cyclohexanone |
| US4298765A (en) | 1980-03-26 | 1981-11-03 | Allied Corporation | Purification of phenol with reduced energy consumption |
| US4334107A (en) | 1980-11-11 | 1982-06-08 | Allied Chemical Corporation | Catalytic purification of phenol |
| IT1227668B (it) | 1988-12-02 | 1991-04-23 | Montedipe S P A M | Processo per il recupero del fenolo da uno spurgo di rettifica |
| IT1248679B (it) | 1990-06-01 | 1995-01-26 | Enichem Anic Spa | Procedimento per la purificazione di fenolo |
| JPH05286879A (ja) | 1992-04-03 | 1993-11-02 | Mitsui Petrochem Ind Ltd | 高純度フェノールの製造方法 |
| RU2111203C1 (ru) | 1993-12-01 | 1998-05-20 | Закошанский Владимир Михайлович | Способ очистки фенола от органических примесей |
| US5414154A (en) | 1994-06-06 | 1995-05-09 | Alliedsignal Inc. | Phenol with low levels of methylbenzofuran |
| US5491268A (en) | 1994-09-23 | 1996-02-13 | General Electric Company | Process for removal of acidic compounds from phenol process streams |
| US5510543A (en) | 1994-12-09 | 1996-04-23 | General Electric Company | Removal and neutralization of acid catalyst from products of cumene hydroperoxide cleavage |
| US6066767A (en) | 1999-02-10 | 2000-05-23 | Illa International, Llc | Method of purifying cumene hydroperoxide decomposition products from hydroxyacetone and from other carbonyls |
-
2001
- 2001-11-29 US US09/683,186 patent/US6576798B1/en not_active Expired - Fee Related
-
2002
- 2002-11-20 KR KR10-2004-7008214A patent/KR20040062661A/ko not_active Ceased
- 2002-11-20 EP EP02794171A patent/EP1458664A1/en not_active Withdrawn
- 2002-11-20 MX MXPA04005124A patent/MXPA04005124A/es active IP Right Grant
- 2002-11-20 WO PCT/US2002/038919 patent/WO2003045882A1/en not_active Ceased
- 2002-11-20 CN CNB028271394A patent/CN100366593C/zh not_active Expired - Fee Related
- 2002-11-20 AU AU2002359621A patent/AU2002359621A1/en not_active Abandoned
- 2002-11-20 BR BR0214625-8A patent/BR0214625A/pt not_active IP Right Cessation
- 2002-11-20 JP JP2003547340A patent/JP2005514372A/ja active Pending
- 2002-11-25 TW TW091134191A patent/TWI253446B/zh not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101314029B1 (ko) * | 2006-04-18 | 2013-10-01 | 이네오스 페놀 게엠베하 운트 콤파니 카게 | 페놀 생성방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| BR0214625A (pt) | 2004-11-23 |
| US20030100799A1 (en) | 2003-05-29 |
| EP1458664A1 (en) | 2004-09-22 |
| US6576798B1 (en) | 2003-06-10 |
| AU2002359621A1 (en) | 2003-06-10 |
| JP2005514372A (ja) | 2005-05-19 |
| MXPA04005124A (es) | 2004-09-13 |
| CN1615286A (zh) | 2005-05-11 |
| CN100366593C (zh) | 2008-02-06 |
| WO2003045882A1 (en) | 2003-06-05 |
| TW200300412A (en) | 2003-06-01 |
| TWI253446B (en) | 2006-04-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20040528 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20071029 Comment text: Request for Examination of Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20080626 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20090130 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 20080626 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |