JP2005514372A - クメンヒドロペルオキシド開裂生成物を精製する方法及びシステム - Google Patents
クメンヒドロペルオキシド開裂生成物を精製する方法及びシステム Download PDFInfo
- Publication number
- JP2005514372A JP2005514372A JP2003547340A JP2003547340A JP2005514372A JP 2005514372 A JP2005514372 A JP 2005514372A JP 2003547340 A JP2003547340 A JP 2003547340A JP 2003547340 A JP2003547340 A JP 2003547340A JP 2005514372 A JP2005514372 A JP 2005514372A
- Authority
- JP
- Japan
- Prior art keywords
- impurities
- product mixture
- cumene hydroperoxide
- cleavage product
- aqueous
- 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.)
- Pending
Links
- 238000003776 cleavage reaction Methods 0.000 title claims abstract description 73
- 230000007017 scission Effects 0.000 title claims abstract description 73
- 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 60
- 238000000034 method Methods 0.000 title claims description 53
- 239000012535 impurity Substances 0.000 claims abstract description 83
- 239000000203 mixture Substances 0.000 claims abstract description 73
- 239000008346 aqueous phase Substances 0.000 claims abstract description 63
- 239000007800 oxidant agent Substances 0.000 claims abstract description 40
- 239000012071 phase Substances 0.000 claims abstract description 35
- 150000003839 salts Chemical class 0.000 claims abstract description 32
- 230000001590 oxidative effect Effects 0.000 claims abstract description 29
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 25
- 239000007864 aqueous solution Substances 0.000 claims abstract description 22
- 238000004891 communication Methods 0.000 claims abstract description 18
- 239000012530 fluid Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000005336 cracking Methods 0.000 claims abstract description 12
- 239000000463 material Substances 0.000 claims abstract description 9
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 claims description 102
- 238000006243 chemical reaction Methods 0.000 claims description 22
- 238000000354 decomposition reaction Methods 0.000 claims description 19
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 18
- 239000000243 solution Substances 0.000 claims description 10
- 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 9
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 8
- 235000011152 sodium sulphate Nutrition 0.000 claims description 8
- 239000012266 salt solution Substances 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
- 150000001299 aldehydes Chemical class 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
- 238000010438 heat treatment Methods 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
- 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
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- PFUVRDFDKPNGAV-UHFFFAOYSA-N sodium peroxide Chemical compound [Na+].[Na+].[O-][O-] PFUVRDFDKPNGAV-UHFFFAOYSA-N 0.000 claims description 4
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 3
- 230000003647 oxidation Effects 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
- 150000005324 oxide salts Chemical class 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000012267 brine Substances 0.000 claims 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims 2
- 239000000047 product Substances 0.000 description 69
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 33
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 25
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 16
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 238000009835 boiling Methods 0.000 description 7
- 238000004821 distillation Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 6
- 238000000605 extraction Methods 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 6
- 238000004451 qualitative analysis Methods 0.000 description 6
- GBGPVUAOTCNZPT-UHFFFAOYSA-N 2-Methylcumarone Chemical compound C1=CC=C2OC(C)=CC2=C1 GBGPVUAOTCNZPT-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000126 substance Substances 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
- 239000002253 acid Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000011067 equilibration Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 229940107700 pyruvic acid Drugs 0.000 description 3
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000008901 benefit Effects 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
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 238000000622 liquid--liquid extraction Methods 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 238000010979 pH adjustment Methods 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
- 150000002989 phenols Chemical class 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000012670 alkaline solution Substances 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
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 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
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000010543 cumene process Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000012527 feed solution Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000001032 ion-exclusion chromatography Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 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
- 229940076788 pyruvate Drugs 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000003134 recirculating effect Effects 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
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [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
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Images
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 (2)
| 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 |
| PCT/US2002/038919 WO2003045882A1 (en) | 2001-11-29 | 2002-11-20 | Method and system for purifying cumene hydroperoxide cleavage products |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005514372A true JP2005514372A (ja) | 2005-05-19 |
| JP2005514372A5 JP2005514372A5 (enExample) | 2006-01-12 |
Family
ID=24742908
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003547340A Pending JP2005514372A (ja) | 2001-11-29 | 2002-11-20 | クメンヒドロペルオキシド開裂生成物を精製する方法及びシステム |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US6576798B1 (enExample) |
| EP (1) | EP1458664A1 (enExample) |
| JP (1) | JP2005514372A (enExample) |
| KR (1) | KR20040062661A (enExample) |
| CN (1) | CN100366593C (enExample) |
| AU (1) | AU2002359621A1 (enExample) |
| BR (1) | BR0214625A (enExample) |
| MX (1) | MXPA04005124A (enExample) |
| TW (1) | TWI253446B (enExample) |
| WO (1) | WO2003045882A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009534326A (ja) * | 2006-04-18 | 2009-09-24 | イネオス フェノール ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディートゲゼルシャフト | フェノールの製造方法 |
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 |
|---|---|---|---|---|
| US2734085A (en) | 1956-02-07 | Removal of salts from acetone-phenol mixtures | ||
| US2744143A (en) | 1956-05-01 | filar | ||
| US2992169A (en) | 1961-07-11 | Inven | ||
| 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 MX MXPA04005124A patent/MXPA04005124A/es active IP Right Grant
- 2002-11-20 AU AU2002359621A patent/AU2002359621A1/en not_active Abandoned
- 2002-11-20 CN CNB028271394A patent/CN100366593C/zh not_active Expired - Fee Related
- 2002-11-20 EP EP02794171A patent/EP1458664A1/en not_active Withdrawn
- 2002-11-20 WO PCT/US2002/038919 patent/WO2003045882A1/en not_active Ceased
- 2002-11-20 KR KR10-2004-7008214A patent/KR20040062661A/ko not_active Ceased
- 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 |
|---|---|---|---|---|
| JP2009534326A (ja) * | 2006-04-18 | 2009-09-24 | イネオス フェノール ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディートゲゼルシャフト | フェノールの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US6576798B1 (en) | 2003-06-10 |
| AU2002359621A1 (en) | 2003-06-10 |
| TW200300412A (en) | 2003-06-01 |
| KR20040062661A (ko) | 2004-07-07 |
| CN1615286A (zh) | 2005-05-11 |
| CN100366593C (zh) | 2008-02-06 |
| BR0214625A (pt) | 2004-11-23 |
| US20030100799A1 (en) | 2003-05-29 |
| MXPA04005124A (es) | 2004-09-13 |
| EP1458664A1 (en) | 2004-09-22 |
| TWI253446B (en) | 2006-04-21 |
| WO2003045882A1 (en) | 2003-06-05 |
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