DE60033975D1 - Hydroformylierung von ungesättigten Verbindungen unter Verwendung von polymerischen Phosphitliganden - Google Patents
Hydroformylierung von ungesättigten Verbindungen unter Verwendung von polymerischen PhosphitligandenInfo
- Publication number
- DE60033975D1 DE60033975D1 DE60033975T DE60033975T DE60033975D1 DE 60033975 D1 DE60033975 D1 DE 60033975D1 DE 60033975 T DE60033975 T DE 60033975T DE 60033975 T DE60033975 T DE 60033975T DE 60033975 D1 DE60033975 D1 DE 60033975D1
- Authority
- DE
- Germany
- Prior art keywords
- hydroformylation
- unsaturated compounds
- phosphite ligands
- polymeric phosphite
- polymeric
- 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 - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title 1
- 238000007037 hydroformylation reaction Methods 0.000 title 1
- 239000003446 ligand Substances 0.000 title 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 title 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/692—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
- C08G63/6924—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus derived from polycarboxylic acids and polyhydroxy compounds
-
- 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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
-
- 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
- B01J31/165—Polymer immobilised coordination complexes, e.g. organometallic complexes
- B01J31/1658—Polymer immobilised coordination complexes, e.g. organometallic complexes immobilised by covalent linkages, i.e. pendant complexes with optional linking groups, e.g. on Wang or Merrifield resins
-
- 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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1845—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing phosphorus
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano 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
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C67/347—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/145—Esters of phosphorous acids with hydroxyaryl compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/692—Polyesters containing atoms other than carbon, hydrogen and oxygen containing phosphorus
-
- 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
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/32—Addition reactions to C=C or C-C triple bonds
- B01J2231/321—Hydroformylation, metalformylation, carbonylation or hydroaminomethylation
-
- 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
- B01J2531/82—Metals of the platinum group
- B01J2531/821—Ruthenium
-
- 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
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- 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
- B01J2531/82—Metals of the platinum group
- B01J2531/827—Iridium
-
- 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
- B01J2531/82—Metals of the platinum group
- B01J2531/828—Platinum
-
- 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
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Polyethers (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US399634 | 1999-09-20 | ||
US09/399,634 US6420611B1 (en) | 1999-09-20 | 1999-09-20 | Composition comprising polymeric phosphite |
Publications (2)
Publication Number | Publication Date |
---|---|
DE60033975D1 true DE60033975D1 (de) | 2007-04-26 |
DE60033975T2 DE60033975T2 (de) | 2007-11-29 |
Family
ID=23580322
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE60026183T Expired - Lifetime DE60026183T2 (de) | 1999-09-20 | 2000-09-19 | Hydroformylierung von ungesättigten Verbindungen unter Verwendung von Polymerischen Phosphitliganden |
DE60018781T Expired - Lifetime DE60018781T2 (de) | 1999-09-20 | 2000-09-19 | Hydroformylierung von ungesättigten verbindungen unter verwendung von polymerischen phosphitliganden |
DE60033975T Expired - Lifetime DE60033975T2 (de) | 1999-09-20 | 2000-09-19 | Hydroformylierung von ungesättigten Verbindungen unter Verwendung von polymerischen Phosphitliganden |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE60026183T Expired - Lifetime DE60026183T2 (de) | 1999-09-20 | 2000-09-19 | Hydroformylierung von ungesättigten Verbindungen unter Verwendung von Polymerischen Phosphitliganden |
DE60018781T Expired - Lifetime DE60018781T2 (de) | 1999-09-20 | 2000-09-19 | Hydroformylierung von ungesättigten verbindungen unter verwendung von polymerischen phosphitliganden |
Country Status (11)
Country | Link |
---|---|
US (2) | US6420611B1 (de) |
EP (3) | EP1445019B1 (de) |
JP (1) | JP2003533337A (de) |
CN (1) | CN1213807C (de) |
BR (1) | BR0014613A (de) |
CA (1) | CA2381257A1 (de) |
DE (3) | DE60026183T2 (de) |
HK (1) | HK1050499A1 (de) |
MY (1) | MY127030A (de) |
TW (1) | TW561067B (de) |
WO (1) | WO2001021308A1 (de) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6284865B1 (en) * | 1999-09-20 | 2001-09-04 | E. I. Du Pont De Nemours And Company | Polymeric phosphite composition and hydrocyanation of unsaturated organic compounds and the isomerization of unsaturated nitriles |
US20030135014A1 (en) * | 2001-11-26 | 2003-07-17 | Radu Nora S. | Polymeric, phosphorus-containing compositions and their use in hydrocyanation, isomerization and hydroformylation reactions |
US20040106815A1 (en) * | 2002-12-02 | 2004-06-03 | Ritter Joachim C. | Selective synthesis of organophosphites |
FR2849027B1 (fr) * | 2002-12-23 | 2005-01-21 | Rhodia Polyamide Intermediates | Procede de synthese de composes comprenant des fonctions nitriles a partir de composes a insaturations ethyleniques |
FR2850966B1 (fr) | 2003-02-10 | 2005-03-18 | Rhodia Polyamide Intermediates | Procede de fabrication de composes dinitriles |
FR2854891B1 (fr) | 2003-05-12 | 2006-07-07 | Rhodia Polyamide Intermediates | Procede de preparation de dinitriles |
FR2854892B1 (fr) * | 2003-05-12 | 2005-06-24 | Rhodia Polyamide Intermediates | Procede de fabrication de dinitriles |
KR20080104315A (ko) * | 2006-03-17 | 2008-12-02 | 인비스타 테크놀러지스 에스.에이.알.엘 | 염기성 첨가제를 사용한 처리에 의한 트리오르가노포스파이트의 정제 방법 |
US7709674B2 (en) * | 2006-07-14 | 2010-05-04 | Invista North America S.A R.L | Hydrocyanation process with reduced yield losses |
WO2008075639A1 (ja) | 2006-12-20 | 2008-06-26 | Mitsubishi Gas Chemical Company, Inc. | プレフィルドシリンジ |
CN102574878A (zh) * | 2009-10-16 | 2012-07-11 | 陶氏技术投资有限责任公司 | 气相加氢甲酰化方法 |
WO2013183796A1 (en) * | 2012-06-04 | 2013-12-12 | Lg Chem, Ltd. | Hydroformylation method having improved catalyst stability in reaction |
JP7125329B2 (ja) * | 2018-11-06 | 2022-08-24 | 大阪ガスケミカル株式会社 | ビナフチル骨格を有するポリエステル樹脂並びにその製造方法及び用途 |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3496215A (en) | 1965-11-23 | 1970-02-17 | Du Pont | Hydrocyanation of olefins using selected nickel phosphite catalysts |
US3655723A (en) | 1969-10-31 | 1972-04-11 | Du Pont | Hydrocyanation of olefins |
US3631191A (en) | 1970-04-08 | 1971-12-28 | Du Pont | Synthesis of zero valent nickel-tetrakis triaryl phosphite complexes |
US3766237A (en) | 1972-01-25 | 1973-10-16 | Du Pont | Hydrocyanation of olefins |
NL8003059A (nl) | 1980-05-28 | 1982-01-04 | Stamicarbon | Werkwijze en katalysator voor het uitvoeren van hydroformyleringsreacties. |
US4668651A (en) * | 1985-09-05 | 1987-05-26 | Union Carbide Corporation | Transition metal complex catalyzed processes |
EP0496700B1 (de) | 1991-01-25 | 1996-03-06 | Ciba-Geigy Ag | Silangruppen enthaltende Diphosphine, immobilisierte Diophoshine und deren Verwendung als Hydrierkatalysatoren |
TW213465B (de) * | 1991-06-11 | 1993-09-21 | Mitsubishi Chemicals Co Ltd | |
US5360938A (en) | 1991-08-21 | 1994-11-01 | Union Carbide Chemicals & Plastics Technology Corporation | Asymmetric syntheses |
JP3553952B2 (ja) | 1993-11-23 | 2004-08-11 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | モノオレフィンのヒドロシアン化法およびそのための触媒組成物 |
US5543536A (en) | 1994-04-26 | 1996-08-06 | E. I. Du Pont De Nemours And Company | Monodentate phosphite and nickel catalyst composition for monoolefin hydrocyanation |
TW315370B (de) * | 1994-10-07 | 1997-09-11 | Du Pont | |
US5512696A (en) | 1995-07-21 | 1996-04-30 | E. I. Du Pont De Nemours And Company | Hydrocyanation process and multidentate phosphite and nickel catalyst composition therefor |
DE69627834T2 (de) * | 1995-02-24 | 2004-04-08 | Nissan Chemical Industries, Ltd. | Optisch aktiver zweizähniger phosphinligand-palladiumkomplex |
US5573641A (en) | 1995-04-28 | 1996-11-12 | Nalco Chemical Company | Method for preventing microbial deposits in the wet end of papermachines using ethylene oxide/propylene oxide copolymer |
TW343195B (en) * | 1996-03-15 | 1998-10-21 | Dsm Nv | Process to prepare a terminal aldehyde |
US5874641A (en) * | 1996-03-15 | 1999-02-23 | Dsm N.V. | Process to prepare a terminal aldehyde |
JP3493266B2 (ja) * | 1996-08-27 | 2004-02-03 | 高砂香料工業株式会社 | 新規な光学活性ジホスフィン化合物、該化合物を製造す る方法、該化合物を配位子とする遷移金属錯体並びに該 錯体を用いた光学活性体の製造方法 |
JP3892932B2 (ja) | 1997-03-11 | 2007-03-14 | 高砂香料工業株式会社 | ビニル基を有する光学活性ホスフィン誘導体、それをモノマーとするポリマー、及びそれらの遷移金属錯体 |
US6121184A (en) | 1997-07-29 | 2000-09-19 | E. I. Du Pont De Nemours And Company | Supported bis(phosphorus) ligands |
US6229052B1 (en) | 1998-05-29 | 2001-05-08 | E. I. Du Pont De Nemours And Company | Hydroformylation of olefins using supported bis(phosphorus) ligands |
CA2345639A1 (en) | 1998-10-13 | 2000-04-20 | E.I. Du Pont De Nemours And Company | Polymer-supported phosphorus ligands for catalysis |
US6284865B1 (en) * | 1999-09-20 | 2001-09-04 | E. I. Du Pont De Nemours And Company | Polymeric phosphite composition and hydrocyanation of unsaturated organic compounds and the isomerization of unsaturated nitriles |
-
1999
- 1999-09-20 US US09/399,634 patent/US6420611B1/en not_active Expired - Fee Related
-
2000
- 2000-09-19 EP EP04075577A patent/EP1445019B1/de not_active Expired - Lifetime
- 2000-09-19 WO PCT/US2000/025567 patent/WO2001021308A1/en active IP Right Grant
- 2000-09-19 BR BR0014613-7A patent/BR0014613A/pt not_active Application Discontinuation
- 2000-09-19 JP JP2001524727A patent/JP2003533337A/ja active Pending
- 2000-09-19 CA CA002381257A patent/CA2381257A1/en not_active Abandoned
- 2000-09-19 DE DE60026183T patent/DE60026183T2/de not_active Expired - Lifetime
- 2000-09-19 DE DE60018781T patent/DE60018781T2/de not_active Expired - Lifetime
- 2000-09-19 DE DE60033975T patent/DE60033975T2/de not_active Expired - Lifetime
- 2000-09-19 EP EP04075576A patent/EP1430950B1/de not_active Expired - Lifetime
- 2000-09-19 CN CNB008131317A patent/CN1213807C/zh not_active Expired - Fee Related
- 2000-09-19 EP EP00963589A patent/EP1225978B1/de not_active Expired - Lifetime
- 2000-09-20 MY MYPI20004389 patent/MY127030A/en unknown
- 2000-09-20 TW TW089119348A patent/TW561067B/zh not_active IP Right Cessation
-
2002
- 2002-05-17 US US10/150,214 patent/US6768028B2/en not_active Expired - Fee Related
-
2003
- 2003-04-14 HK HK03102696A patent/HK1050499A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
DE60026183T2 (de) | 2006-10-19 |
EP1225978A1 (de) | 2002-07-31 |
US6420611B1 (en) | 2002-07-16 |
MY127030A (en) | 2006-11-30 |
DE60033975T2 (de) | 2007-11-29 |
CN1374886A (zh) | 2002-10-16 |
US6768028B2 (en) | 2004-07-27 |
WO2001021308A1 (en) | 2001-03-29 |
DE60018781D1 (de) | 2005-04-21 |
CA2381257A1 (en) | 2001-03-29 |
EP1430950A1 (de) | 2004-06-23 |
EP1430950B1 (de) | 2006-02-22 |
US20020177737A1 (en) | 2002-11-28 |
DE60018781T2 (de) | 2006-04-06 |
EP1225978B1 (de) | 2005-03-16 |
JP2003533337A (ja) | 2003-11-11 |
EP1445019A1 (de) | 2004-08-11 |
EP1445019B1 (de) | 2007-03-14 |
DE60026183D1 (de) | 2006-04-27 |
BR0014613A (pt) | 2002-06-18 |
TW561067B (en) | 2003-11-11 |
CN1213807C (zh) | 2005-08-10 |
HK1050499A1 (en) | 2003-06-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
8364 | No opposition during term of opposition |