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US 2013/0281353 A1Published application
Use of Metal Hydrazide Complex Compounds as Oxidation Catalysts
AssigneeBASF SE
InventorsBarbara Winkler, Hauke Rohwer, Marie-Josee Dubs, Menno Hazenkamp, Kai Eichin, Albert Schneider
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Abstract
The present invention relates to the use of selected metal complex compounds and ligands as oxidation catalysts as well as to a process for removing stains and soil on textiles and hard surfaces. The metal complex compounds have hydrazide ligands, preferably with electron withdrawing groups in the phenyl ring adjacent to the acyl group. Further aspects of the invention are formulations comprising such metal complex compounds, novel metal complex compounds and novel ligands.
Claims5
A granule comprising
- f) from 1-99 wt-%, based on the total weight of the granule, of at least one metal complex compound of formula (1) or a ligand of formula (2) as defined below and of at least one peroxide,
- g) from 1-99 wt-%, based on the total weight of the granule, of at least one binder,
- h) from 0-20 wt-%, based on the total weight of the granule, of at least one encapsulating material,
- i) from 0-20 wt-%, based on the total weight of the granule, of at least one further additive and
- j) from 0-20 wt-% based on the total weight of the granule, of water
- [LnMemXp]zYq (1)
- wherein
- Me is manganese, titanium, iron, cobalt, nickel or copper;
- X is a coordinating or bridging radical;
- n is an integer from 1 to 4;
- m is an integer from 0 to 2;
- p is an integer having a value of from 0 to 10;
- z is the charge of the metal complex,
- Y is a counter-ion,
- q=z/(charge of Y) and
- L is a ligand of formula (2)
- wherein
- R1 denotes CF3 or C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cyclo-alkenyl, C7-C9aralkyl, C3-C20heteroalkyl or C3-C12cycloheteroalkyl which are substituted by one or more electron withdrawing substituents;
- or
- phenyl or naphthyl which are substituted by one or more electron withdrawing substituents;
- R4 denotes hydrogen, C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted phenyl or naphthyl or unsubstituted or substituted heteroaryl;
- and
- R2 and R3 independently of each other denote hydrogen, unsubstituted or substituted C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted phenyl or naphthyl or unsubstituted or substituted heteroaryl;
- or
- R2 and R3, together with the alkylidene carbon atom linking them, form an unsubstituted or substituted 5-, 6-, 7-, 8- or 9-membered ring which may contain further hetero atoms.
22 more elements
A compound of formula (2)
- wherein
- R1 is —(CH2)k—N+(R100R′100R″100)3 A−, wherein A− is an anion and k is a number from 1 to 4, or is phenyl substituted with 1 to 5 electron withdrawing substituents —N(R100R′100R″100)3+ A− wherein
- R100, R′100 and R″100 independently are hydrogen, C1-C18alkyl or phenyl, or two of R100, R′100, R″100 together with the nitrogen atom to which they are bonded form a 5 or 6 membered-ring which may contain a further nitrogen atom and A− is an anion or
- R1 together with the electron withdrawing substituent is a group
- where * is the point of attachment;
- R4 denotes hydrogen, C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted phenyl or naphthyl or unsubstituted or substituted heteroaryl;
- and
- R2 and R3 independently of each other denote hydrogen, unsubstituted or substituted C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted phenyl or naphthyl, or unsubstituted or substituted heteroaryl or
- R2 and R3, together with the alkylidene carbon atom linking them, form an unsubstituted or substituted ring 5-, 6-, 7-, 8- or 9-membered ring which may contain further hetero atoms.
6 more elements
A complex compound of formula (3a) or (4a)
- wherein
- Me is manganese in oxidation states II-V or iron in oxidation states I to IV;
- X is CH3CN, H2O, F−, Cl−, Br−, HOO−, O22−, O2−, R28COO−or R28O−;
- R28 is hydrogen, unsubstituted or substituted C1-C18alkyl or phenyl;
- p is an integer from 1 to 4;
- R1 is —(CH2)k—N+(R100R′100R″100)3 A−, wherein A− is an anion and k is a number from 1 to 4, or is phenyl substituted with 1 to 5 electron withdrawing substituents —N(R100R′100R″100)3+ A− wherein
- R100, R′100 and R″100 independently are hydrogen, C1-C18alkyl or phenyl, or two of R100, R′100 and R″100 together with the nitrogen atom to which they are bonded form a 5 or 6 membered-ring which may contain a further nitrogen atom and A− is F−, Cl−, Br− or I− or
- R1 together with the electron withdrawing substituent is a group
- where * is the point of attachment;
- R2 denotes hydrogen, unsubstituted or substituted C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl;
- and
- R5, R6, R7 and R8 independently from each other are hydrogen, unsubstituted or substituted C1-C28alkyl, C2-C28alkenyl, C2-C22alkinyl, C3-C12cycloalkyl, C3-C12cycloalkenyl, C7-C9aralkyl, C3-C20heteroalkyl, C3-C12cycloheteroalkyl, C5-C16heteroaralkyl, unsubstituted or substituted phenyl or naphthyl —OR100, —NR100R′100, halogen or a group
- or independently have the meaning as defined for R1 or
- R5 and R6, R6 and R7 or R7 and R8, are linked together to form 1, 2, 3 or 4 carbocyclic or heterocyclic rings, which may be uninterrupted or interrupted by one or more —O—, —S— or —NR9— and/or which may be further fused with other aromatic rings and/or which may be substituted with one or more C1-C6alkyl groups.
11 more elements
Dependencies are inferred from the claim text.