EP1225215A3 - Use of transition metal complexes with oxime ligands as bleach catalysts - Google Patents

Use of transition metal complexes with oxime ligands as bleach catalysts Download PDF

Info

Publication number
EP1225215A3
EP1225215A3 EP02001237A EP02001237A EP1225215A3 EP 1225215 A3 EP1225215 A3 EP 1225215A3 EP 02001237 A EP02001237 A EP 02001237A EP 02001237 A EP02001237 A EP 02001237A EP 1225215 A3 EP1225215 A3 EP 1225215A3
Authority
EP
European Patent Office
Prior art keywords
oder
alkenyl
aryl
alkyl
ligand
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.)
Granted
Application number
EP02001237A
Other languages
German (de)
French (fr)
Other versions
EP1225215A2 (en
EP1225215B1 (en
Inventor
Gerd Dr. Reinhardt
Michael Dr. Seebach
Nicole Reichardt
Laszlo I. Prof.-Dr. Simandi
Tatiana M. Simandi
Gabor Besenyei
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Clariant GmbH filed Critical Clariant GmbH
Publication of EP1225215A2 publication Critical patent/EP1225215A2/en
Publication of EP1225215A3 publication Critical patent/EP1225215A3/en
Application granted granted Critical
Publication of EP1225215B1 publication Critical patent/EP1225215B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3902Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905Bleach activators or bleach catalysts
    • C11D3/3932Inorganic compounds or complexes

Abstract

Übergangsmetallkomplexe der Formel (1) M(L)nXm wobei

M
ein Metallatom aus der Gruppe Mn, Fe, Co, Ni, Mo, W,
L
einen Ligand der allgemeinen Formel R1R2C=N-O(H)z
R1
C1-C22-Alkyl, C2-C22-Alkenyl oder C5-C24-Aryl,
R2
H, C1-C22-Alkyl, C2-C22-Alkenyl, C5-C24-Aryl oder
Figure 80000001
mit z = 0 oder 1,
X
einen Neutral- oder Anionligand aus der Gruppe Pyridine, Imidazoline, Methylimidazole, Picoline, Lutidine, Chlorid, Bromid, Nitrat, Perchlorat, Citrat, Hexafluorophosphat oder Anionen organischer Säuren mit C1-C22 Kohlenstoffatomen, n eine Zahl von 2 bis 4 und m eine Zahl von 0 bis 4 bedeuten, werden als Bleichkatalysator eingesetzt.
Transition metal complexes of the formula (1) M (L) n X m in which
M
a metal atom from the group Mn, Fe, Co, Ni, Mo, W,
L
a ligand of the general formula R 1 R 2 C = NO (H) z
R 1
C 1 -C 22 alkyl, C 2 -C 22 alkenyl or C 5 -C 24 aryl,
R 2
H, C 1 -C 22 alkyl, C 2 -C 22 alkenyl, C 5 -C 24 aryl or
Figure 80000001
with z = 0 or 1,
X
a neutral or anion ligand from the group pyridine, imidazoline, methylimidazole, picoline, lutidine, chloride, bromide, nitrate, perchlorate, citrate, hexafluorophosphate or anions of organic acids with C 1 -C 22 carbon atoms, n is a number from 2 to 4 and m a number from 0 to 4 are used as the bleaching catalyst.

EP02001237A 2001-01-19 2002-01-17 Use of transition metal complexes with oxime ligands as bleach catalysts Expired - Lifetime EP1225215B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10102248 2001-01-19
DE10102248A DE10102248A1 (en) 2001-01-19 2001-01-19 Use of transition metal complexes with oxime ligands as bleach catalysts

Publications (3)

Publication Number Publication Date
EP1225215A2 EP1225215A2 (en) 2002-07-24
EP1225215A3 true EP1225215A3 (en) 2003-05-07
EP1225215B1 EP1225215B1 (en) 2005-09-07

Family

ID=7671042

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02001237A Expired - Lifetime EP1225215B1 (en) 2001-01-19 2002-01-17 Use of transition metal complexes with oxime ligands as bleach catalysts

Country Status (5)

Country Link
US (1) US6746996B2 (en)
EP (1) EP1225215B1 (en)
JP (1) JP2002302698A (en)
DE (2) DE10102248A1 (en)
ES (1) ES2249498T3 (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10226522A1 (en) * 2002-06-14 2003-12-24 Degussa Use of transition metal complexes with nitrogen-containing multidentate ligands as a bleaching catalyst and bleaching agent composition
DE10227775A1 (en) * 2002-06-21 2004-02-19 Degussa Ag Use of transition metal complexes with nitrogen-containing multidentate ligands as a bleaching catalyst and bleaching agent compositions
DE10227774A1 (en) * 2002-06-21 2004-01-08 Degussa Ag Use of transition metal complexes with nitrogen-containing multidentate ligands as a bleaching catalyst and bleaching agent composition
DE10304131A1 (en) 2003-02-03 2004-08-05 Clariant Gmbh Transition metal complexes with nitrogen-containing ligands are used as catalysts for peroxy compounds, especially in detergent, bleaching and cleansing agents
US8262850B2 (en) * 2003-09-23 2012-09-11 International Paper Company Chemical activation and refining of southern pine kraft fibers
DE10345273A1 (en) 2003-09-30 2005-04-21 Clariant Gmbh Use of transition metal complexes with lactam ligands as bleach catalysts
DK3575489T3 (en) 2005-05-02 2021-05-17 Int Paper Co LIGNOCELLULOSIS MATERIALS AND PRODUCTS MADE THEREOF
EP2103735A1 (en) * 2008-03-18 2009-09-23 Unilever PLC Catalytic bleaching of substrates
US9512237B2 (en) 2009-05-28 2016-12-06 Gp Cellulose Gmbh Method for inhibiting the growth of microbes with a modified cellulose fiber
US9511167B2 (en) 2009-05-28 2016-12-06 Gp Cellulose Gmbh Modified cellulose from chemical kraft fiber and methods of making and using the same
US9512563B2 (en) 2009-05-28 2016-12-06 Gp Cellulose Gmbh Surface treated modified cellulose from chemical kraft fiber and methods of making and using same
MX2011012494A (en) 2009-05-28 2012-02-21 Gp Cellulose Gmbh Modified cellulose from chemical kraft fiber and methods of making and using the same.
US20130184494A1 (en) * 2010-10-01 2013-07-18 USE Industries, Ltd. Oxidation Catalyst for Hydrocarbon Compound, and Method and Apparatus for Producing Oxide of Hydrocarbon Compound Using Same
US10406227B2 (en) 2012-12-19 2019-09-10 California Institute Of Technology Photoactivated molecules for light-induced modulation of the activity of electrically excitable cells and methods of using same
BR112015019882A2 (en) 2013-03-14 2017-07-18 Gp Cellulose Gmbh oxidized bleached kraft fiber and methods for making kraft pulp and softwood kraft fiber and for bleaching multi-stage bleaching cellulose kraft pulp
MX357604B (en) 2013-03-15 2018-07-16 Gp Cellulose Gmbh A low viscosity kraft fiber having an enhanced carboxyl content and methods of making and using the same.
DE102013010150A1 (en) * 2013-06-15 2014-12-18 Clariant International Ltd. Bleach catalyst granules
DE102013019269A1 (en) * 2013-11-15 2015-06-03 Weylchem Switzerland Ag Dishwashing detergent and its use
WO2017031380A1 (en) * 2015-08-19 2017-02-23 University Of Southern California Photoactivated molecules for light-induced modulation of the activity of electrically excitable cells and methods of using
US10865519B2 (en) 2016-11-16 2020-12-15 Gp Cellulose Gmbh Modified cellulose from chemical fiber and methods of making and using the same
WO2018175135A1 (en) 2017-03-21 2018-09-27 International Paper Company Odor control pulp composition

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3982892A (en) * 1974-07-12 1976-09-28 Colgate-Palmolive Company Activated peroxy bleach composition
US4100203A (en) * 1977-02-18 1978-07-11 Ici Americas Inc. Oxidative coupling of alkylphenols or 1-naphthols catalyzed by metal complexes of an oxime of a keto or aldehyde compound
SU806686A1 (en) * 1979-03-29 1981-02-23 Ордена Трудового Красного Знамениинститут Химии Ah Молдавской Ccp Three-ligand nickel dioximines and their preparation method
JPH01240831A (en) * 1988-03-23 1989-09-26 Tanaka Kikinzoku Kogyo Kk Pressure indicator
JPH09132797A (en) * 1995-11-07 1997-05-20 Mitsui Toatsu Chem Inc Mildew stain detergent composition

Family Cites Families (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3234158A (en) 1962-08-30 1966-02-08 Borden Co Floor polish
DE1193019B (en) * 1963-06-20 1965-05-20 Reinluft G M B H Process for the adsorption of sulfur oxides and simultaneously of one or more reducing sulfur compounds from industrial gases, in particular exhaust gases
AT330930B (en) 1973-04-13 1976-07-26 Henkel & Cie Gmbh PROCESS FOR THE PRODUCTION OF SOLID, SPILLABLE DETERGENTS OR CLEANING AGENTS WITH A CONTENT OF CALCIUM BINDING SUBSTANCES
JPS582436B2 (en) * 1978-10-09 1983-01-17 株式会社日立製作所 How to drive memory
DE3413571A1 (en) 1984-04-11 1985-10-24 Hoechst Ag, 6230 Frankfurt USE OF CRYSTALLINE LAYERED SODIUM SILICATES FOR WATER SOFTENING AND METHOD FOR WATER SOFTENING
DE3417649A1 (en) 1984-05-12 1985-11-14 Hoechst Ag, 6230 Frankfurt METHOD FOR PRODUCING CRYSTALLINE SODIUM SILICATES
GB8415909D0 (en) 1984-06-21 1984-07-25 Procter & Gamble Ltd Peracid compounds
FR2597473B1 (en) 1986-01-30 1988-08-12 Roquette Freres PROCESS FOR THE OXIDATION OF DI-, TRI-, OLIGO- AND POLYSACCHARIDES TO POLYHYDROXYCARBOXYLIC ACIDS, CATALYST IMPLEMENTED AND PRODUCTS THUS OBTAINED.
US5087385A (en) * 1986-11-06 1992-02-11 The Clorox Company Acyloxynitrogen peracid precursors
US5002691A (en) * 1986-11-06 1991-03-26 The Clorox Company Oxidant detergent containing stable bleach activator granules
GB8629837D0 (en) 1986-12-13 1987-01-21 Interox Chemicals Ltd Bleach activation
DE3719467A1 (en) 1987-06-11 1988-12-29 Hoechst Ag ORGANICALLY SUBSTITUTED AMMONIUM SILICATES AND METHOD FOR THE PRODUCTION THEREOF
US4915863A (en) 1987-08-14 1990-04-10 Kao Corporation Bleaching composition
GB8908416D0 (en) 1989-04-13 1989-06-01 Unilever Plc Bleach activation
US5318733A (en) 1989-08-09 1994-06-07 Henkel Kommanditgesellschaft Auf Aktien Production of compacted granules for detergents
CA2024966C (en) 1989-10-25 1995-07-18 Gunther Schimmel Process for producing sodium silicates
CA2025073C (en) 1989-10-25 1995-07-18 Gunther Schimmel Process for producing sodium silicates
YU221490A (en) 1989-12-02 1993-10-20 Henkel Kg. PROCEDURE FOR HYDROTHERMAL PRODUCTION OF CRYSTAL SODIUM DISILICATE
DE4000705A1 (en) 1990-01-12 1991-07-18 Hoechst Ag METHOD FOR PRODUCING CRYSTALLINE SODIUM SILICATES
GB9003741D0 (en) 1990-02-19 1990-04-18 Unilever Plc Bleach activation
EP0458398B1 (en) 1990-05-21 1997-03-26 Unilever N.V. Bleach activation
US5075041A (en) 1990-06-28 1991-12-24 Shell Oil Company Process for the preparation of secondary alcohol sulfate-containing surfactant compositions
DE4041752A1 (en) 1990-12-24 1992-06-25 Henkel Kgaa ENZYME PREPARATION FOR WASHING AND CLEANING AGENTS
DE4107230C2 (en) 1991-03-07 1995-04-06 Hoechst Ag Process for the production of sodium silicates
IT1245063B (en) 1991-04-12 1994-09-13 Ferruzzi Ricerca & Tec PROCEDURE FOR OXIDATION OF CARBOHYDRATES
CA2083661A1 (en) 1991-11-26 1993-05-27 Rudolf J. Martens Detergent bleach compositions
CA2085642A1 (en) 1991-12-20 1993-06-21 Ronald Hage Bleach activation
DE4142711A1 (en) 1991-12-21 1993-06-24 Hoechst Ag METHOD FOR PRODUCING CRYSTALLINE SODIUM DISILICATES
DE4221381C1 (en) 1992-07-02 1994-02-10 Stockhausen Chem Fab Gmbh Graft copolymers of unsaturated monomers and sugars, process for their preparation and their use
DE4203923A1 (en) 1992-02-11 1993-08-12 Henkel Kgaa METHOD FOR PRODUCING POLYCARBOXYLATES ON A POLYSACCHARIDE BASE
DE4216774A1 (en) 1992-05-21 1993-11-25 Henkel Kgaa Process for the continuous production of a granular washing and / or cleaning agent
KR950702633A (en) 1992-07-17 1995-07-29 한스 발터 라벤 HIGH ALKALINE SERINE PROTEASES
EP0651794B1 (en) 1992-07-23 2009-09-30 Novozymes A/S MUTANT $g(a)-AMYLASE, DETERGENT AND DISH WASHING AGENT
DE4300772C2 (en) 1993-01-14 1997-03-27 Stockhausen Chem Fab Gmbh Water-soluble, biodegradable copolymers based on unsaturated mono- and dicarboxylic acids, process for their preparation and their use
DE4303320C2 (en) 1993-02-05 1995-12-21 Degussa Detergent composition having improved soil carrying power, process for its preparation and use of a suitable polycarboxylate therefor
KR100322793B1 (en) 1993-02-11 2002-06-20 마가렛 에이.혼 Oxidatively stable alpha-amylase
DE4310506A1 (en) 1993-03-31 1994-10-06 Cognis Bio Umwelt Enzyme preparation for detergents and cleaning agents
DK39093D0 (en) 1993-04-01 1993-04-01 Novo Nordisk As ENZYME
EP0630964B1 (en) 1993-06-19 1998-08-05 Ciba SC Holding AG Inhibition of re-absorption of migrating dyes in the wash liquor
AU7716094A (en) 1993-09-09 1995-03-27 Procter & Gamble Company, The Liquid detergents with n-alkoxy or n-aryloxy polyhydroxy fatty acid amide surfactants
DK100893D0 (en) 1993-09-09 1993-09-09 Novo Nordisk As ENZYME
US5534197A (en) 1994-01-25 1996-07-09 The Procter & Gamble Company Gemini polyhydroxy fatty acid amides
US5512699A (en) 1994-01-25 1996-04-30 The Procter & Gamble Company Poly polyhydroxy fatty acid amides
WO1995019955A1 (en) 1994-01-25 1995-07-27 The Procter & Gamble Company Gemini polyether fatty acid amides and their use in detergent compositions
DE4405511A1 (en) 1994-02-22 1995-08-24 Henkel Kgaa Detergent with amorphous silicate builder substances
DE4416438A1 (en) 1994-05-10 1995-11-16 Basf Ag Mononuclear or multinuclear metal complexes and their use as bleaching and oxidation catalysts
DE4417734A1 (en) 1994-05-20 1995-11-23 Degussa Polycarboxylates
DE4443177A1 (en) 1994-12-05 1996-06-13 Henkel Kgaa Activator mixtures for inorganic per compounds
CA2212115C (en) 1995-02-02 2001-04-24 The Procter & Gamble Company Automatic dishwashing compositions comprising cobalt catalysts
DE69608541T2 (en) 1995-02-02 2001-01-18 Procter & Gamble MACHINE DISHWASHER COMPOSITIONS WITH COBALT CHELATE CATALYSTS
ES2163006T3 (en) 1995-02-02 2002-01-16 Procter & Gamble METHOD FOR ELIMINATING TE STAINS IN AUTOMATIC DISHWASHERS USING COMPOSITIONS THAT INCLUDE COBALT CATALYSTS (III).
CN1185807A (en) 1995-04-28 1998-06-24 金克克国际有限公司 Cellulase-containing washing agents
US6313081B1 (en) 1995-04-28 2001-11-06 Henkel Kommanditgesellschaft Auf Aktien (Kgaa) Detergents comprising cellulases
DE19529904A1 (en) 1995-08-15 1997-02-20 Henkel Kgaa Detergent with activator complexes for peroxygen compounds
WO1998023602A1 (en) 1996-11-29 1998-06-04 The Clorox Company N-alkyl ammonium acetonitrile salts, methods therefor and compositions therewith
DE19704143A1 (en) * 1997-02-04 1998-08-06 Basf Ag Activators for inorganic per compounds

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3982892A (en) * 1974-07-12 1976-09-28 Colgate-Palmolive Company Activated peroxy bleach composition
US4100203A (en) * 1977-02-18 1978-07-11 Ici Americas Inc. Oxidative coupling of alkylphenols or 1-naphthols catalyzed by metal complexes of an oxime of a keto or aldehyde compound
SU806686A1 (en) * 1979-03-29 1981-02-23 Ордена Трудового Красного Знамениинститут Химии Ah Молдавской Ccp Three-ligand nickel dioximines and their preparation method
JPH01240831A (en) * 1988-03-23 1989-09-26 Tanaka Kikinzoku Kogyo Kk Pressure indicator
JPH09132797A (en) * 1995-11-07 1997-05-20 Mitsui Toatsu Chem Inc Mildew stain detergent composition

Non-Patent Citations (13)

* Cited by examiner, † Cited by third party
Title
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 1 March 1976 (1976-03-01), XP002231642, retrieved from STN Database accession no. 84:58329 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 17 April 1978 (1978-04-17), XP002231638, retrieved from STN Database accession no. 1978:114519 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 17 July 1980 (1980-07-17), XP002231639, retrieved from STN Database accession no. 1980:418308 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 26 December 1983 (1983-12-26), XP002231640, retrieved from STN Database accession no. 1983:624092 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 30 July 1973 (1973-07-30), XP002231641, retrieved from STN Database accession no. 1973-426668 *
DATABASE CAPLUS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; 4 January 1965 (1965-01-04), XP002231637, retrieved from STN Database accession no. 1964:423017 *
DATABASE WPI Section Ch Week 198035, Derwent World Patents Index; Class A60, AN 1980-61726C, XP002231644 *
DATABASE WPI Section Ch Week 198147, Derwent World Patents Index; Class A60, AN 1981-86783D, XP002231643 *
DATABASE WPI Section Ch Week 199730, Derwent World Patents Index; Class D22, AN 1997-328640, XP002231645 *
HOLLEMANN, WIBERG: "Lehrbuch der anorganischen Chemie", 1971, WALTER DE GRUYTER & CO, BERLIN, XP002231636 *
PANG, STYNES: "Kinetics", INORG.CHEM., vol. 16, no. 3, 1977, pages 590 - 594, XP001145938 *
PATENT ABSTRACTS OF JAPAN vol. 013, no. 572 (P - 978) 18 December 1989 (1989-12-18) *
SCHRAUZER, LEE: "Cobaloximes", J.AM.CHEM.SOC., vol. 92, no. 6, 1970, pages 1551 - 1557, XP001145939 *

Also Published As

Publication number Publication date
ES2249498T3 (en) 2006-04-01
US6746996B2 (en) 2004-06-08
DE10102248A1 (en) 2002-07-25
EP1225215A2 (en) 2002-07-24
US20020165110A1 (en) 2002-11-07
JP2002302698A (en) 2002-10-18
EP1225215B1 (en) 2005-09-07
DE50204137D1 (en) 2005-10-13

Similar Documents

Publication Publication Date Title
EP1225215A3 (en) Use of transition metal complexes with oxime ligands as bleach catalysts
Viciano‐Chumillas et al. Coordination Versatility of Pyrazole‐Based Ligands towards High‐Nuclearity Transition‐Metal and Rare‐Earth Clusters
Al-Amiery et al. Synthesis, characterization, theoretical crystal structure, and antibacterial activities of some transition metal complexes of the thiosemicarbazone (Z)-2-(pyrrolidin-2-ylidene) hydrazinecarbothioamide
Chen et al. Coordination Assemblies of Metallacyclic, Prismatic and Tubular Molecular Architectures Based on the Non‐rigid Ligands
Dei et al. Tetraoxolene radical stabilization by the interaction with transition-metal ions
DE10345273A1 (en) Use of transition metal complexes with lactam ligands as bleach catalysts
Kadish et al. Electrochemical and NMR studies of six-coordinate oxidized. mu.-nitrido iron porphyrin dimers
Yadav et al. Pharmaceutical properties of macrocyclic schiff base transition metal complexes: urgent need in today’s world
Weber et al. Structure and Magnetic Properties of Iron (II/III) Complexes with N2O22–Coordinating Schiff Base Like Ligands
Trumm et al. One‐versus Two‐Electron Oxidation of Complexed Guanidino‐Functionalized Aromatic Compounds
TAUBE Intramolecular electron transfer
Matalobos et al. A di-μ-phenoxo bridged zinc dimer with unfamiliar spatial arrangement
Ali et al. Synthetic, spectroscopic and X-ray crystallographic structural study of the monomeric [Cu (pysme)(sac)(MeOH)] and dimeric [Cu (6mptsc)(sac)] 2 complexes [pysme= anion of the pyridine-2-carboxaldehyde Schiff base of S-methyldithiocarbazate, 6mptsc= the anion of the 6-methyl-2-pyridinecarbaldehydethiosemicarbazone and sac= the saccharinate anion]
Maurya et al. Synthesis, magnetic, and spectral studies of some mono‐and binuclear dioxomolybdenum (vi) complexes with chelating hydrazones derived from acid hydrazides and furfural or thiophene‐2‐aldehyde
Kızılcıklı et al. Zn (II) and Pd (II) Complexes of Thiosemicarbazone‐S‐alkyl Esters Derived from 2/3‐Formylpyridine
Kovalchukova et al. Coordination chemistry of polyoxo-carbocyclic compounds containing one or more neighboring oxo-groups
Cai et al. Structural, UV− Visible, and Electrochemical Studies on 2, 3-Dicyano-5, 6-di-2-pyridylpyrazine,[(CN) 2Py2Pyz], Related Species and Its Complexes [(CN) 2Py2PyzMCl2](M= PtII, PdII)
Deutscher et al. Water oxidation reaction mediated by an octanuclear iron‐oxo cluster
Djukic et al. Bimetallic Iron (3+) Spin-Crossover Complexes Containing a 2, 2′-Bithienyl Bridging bis-QsalH Ligand
Hancock et al. The structure of the 11-coordinate barium complex of the pendant-donor macrocycle 1, 4, 7, 10-tetrakis (carbamoylmethyl)-1, 4, 7, 10-tetraazacyclododecane: an analysis of the coordination numbers of barium (II) in its complexes
Delville-Desbois et al. 17-and 19-Electron Complexes [FeIII (η5-C5R5)(S2CNMe2) L] n+(n= 1, 0): Electronic Structure and Substitution and Redox Chemistry. Formation of [FeIV (η5-C5R5)(dtc) 2] and Characterization of both 17e and 19e States of a Transition-Metal Complex
Madhu et al. Antipyrine and its derivatives with first row transition metals
Tołoczko et al. Does the Structural Preorganization Contribute to the “Two-Way” Spin Crossover in 1, 1′-Di (tetrazol-1-ylo) methane-Based Fe (II) Coordination Polymer Containing Conformationally Labile Adiponitrile Coligand?
Mishra et al. Ruthenium (II/III) mediated transformation of 1, 2-bis (2′-pyridylmethyleneimino) benzene (L) to 2-(2′-benzimidazolyl) pyridine (L′ H) and its in situ formed complexes with Ru (II): X-ray structure of trans-[Ru (PPh3) 2 (L′ H) 2](ClO4) 2
Khalil et al. Schiff base complexes derived from salicylaldehyde with amine,[NI (1, 2-pn) 2Cl2]· 3H2O and [Cu (1, 2-pn) 2] SO4· 2H2O, as complex ligands

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

AX Request for extension of the european patent

Free format text: AL;LT;LV;MK;RO;SI

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

RIC1 Information provided on ipc code assigned before grant

Ipc: 7D 06L 3/02 B

Ipc: 7D 21C 9/10 B

Ipc: 7C 11D 3/39 A

AK Designated contracting states

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

AX Request for extension of the european patent

Extension state: AL LT LV MK RO SI

17P Request for examination filed

Effective date: 20031107

AKX Designation fees paid

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

17Q First examination report despatched

Effective date: 20040907

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

RBV Designated contracting states (corrected)

Designated state(s): BE CH DE ES FR GB IT LI

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE CH DE ES FR GB IT LI

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REF Corresponds to:

Ref document number: 50204137

Country of ref document: DE

Date of ref document: 20051013

Kind code of ref document: P

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 20051111

REG Reference to a national code

Ref country code: CH

Ref legal event code: PFA

Owner name: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH

Free format text: CLARIANT GMBH#BRUENINGSTRASSE 50#65929 FRANKFURT AM MAIN (DE) -TRANSFER TO- CLARIANT PRODUKTE (DEUTSCHLAND) GMBH#BRUENINGSTRASSE 50#65929 FRANKFURT AM MAIN (DE)

RAP2 Party data changed (patent owner data changed or rights of a patent transferred)

Owner name: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2249498

Country of ref document: ES

Kind code of ref document: T3

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed

Effective date: 20060608

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 20061213

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: ES

Payment date: 20061220

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20070105

Year of fee payment: 6

REG Reference to a national code

Ref country code: FR

Ref legal event code: CD

BECN Be: change of holder's name

Owner name: *CLARIANT PRODUKTE DEUTSCHLAND G.M.B.H.

Effective date: 20050907

BERE Be: lapsed

Owner name: *CLARIANT PRODUKTE DEUTSCHLAND G.M.B.H.

Effective date: 20080131

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080131

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080131

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20080118

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080118

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20120116

Year of fee payment: 11

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20111221

Year of fee payment: 11

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20130930

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20130131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20130117

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20140122

Year of fee payment: 13

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20140121

Year of fee payment: 13

REG Reference to a national code

Ref country code: DE

Ref legal event code: R082

Ref document number: 50204137

Country of ref document: DE

Representative=s name: ACKERMANN, JOACHIM KARL WILHELM, DIPL.-CHEM. D, DE

REG Reference to a national code

Ref country code: DE

Ref legal event code: R082

Ref document number: 50204137

Country of ref document: DE

Representative=s name: ACKERMANN, JOACHIM KARL WILHELM, DIPL.-CHEM. D, DE

Effective date: 20140902

Ref country code: DE

Ref legal event code: R081

Ref document number: 50204137

Country of ref document: DE

Owner name: WEYLCHEM WIESBADEN GMBH, DE

Free format text: FORMER OWNER: CLARIANT PRODUKTE (DEUTSCHLAND) GMBH, 65929 FRANKFURT, DE

Effective date: 20140902

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 50204137

Country of ref document: DE

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20150117

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150117

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150801