Photo-latent titanium-oxo-chelate catalysts
AssigneeBASF SE
InventorsTobias Hintermann, Antoine Carroy, Caroline Lordelot, Didier Bauer, Rachel Kohli Steck, Marc Faller
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AssigneeBASF SE
InventorsTobias Hintermann, Antoine Carroy, Caroline Lordelot, Didier Bauer, Rachel Kohli Steck, Marc Faller
Estimating the term…
A titanium-oxo-chelate catalyst formulation, comprising: (i) at least one compound of the formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12 independently of each other are for example hydrogen, halogen, C1-C20alkyl, C6-C14aryl which is unsubstituted or substituted; or R1, R2 and R3 and/or R4, R5 and R6 and/or R7, R8 and R9 and/or R10, R11 and R12 together with the C-atom to which they are attached each form a C6-C14aryl group which is unsubstituted or substituted; or R1 and R2 and/or R4 and R5 and/or R7 and R8 and/or R10 and R11 together with the C-atom to which they are attached form a 5- to 7-membered carbocyclic ring; at least one chelate ligand compound of the formula (IIa), (IIb) or (IIc), wherein R1, R2, R3, R4, R5 and R6 are defined as above for formula (I), is suitable as photolatent catalyst formulation for polymerizing compounds, which are capable to crosslink in the presence of a Lewis acid.
A titanium-oxo-chelate catalyst formulation, comprising:
A titanium-oxo-chelate catalyst formulation, comprising
Dependencies are inferred from the claim text.
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Polyurethanes having carbon-to-carbon unsaturated bonds: having terminal carbon-to-carbon unsaturated bonds
Comprising carbonyl groups or oxygen-containing derivatives, e.g. acetals, ketals, cyclic peroxides: ketones or ketals
At least two oxygen atoms present in one at least bidentate or bridging ligand: beta-dicarbonyl ligands, e.g. acetylacetonates
Containing metal compounds: metal compounds not provided for in groups C08G18/225 - C08G18/26
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The present invention pertains to compositions comprising photolatent titanium oxo-chelate catalyst compounds and their application as catalysts in particular for crosslinking 2 pot polyurethane and novel photolatent titanium oxo-chlate catalyst compounds.
It is known in the art to prepare for example polyurethanes (PU) by crosslinking isocyanate components with polyols, including any hydroxyl-functional compounds and also polythiols, in the presence of an organometallic, in particular a tin, catalyst. Corresponding catalysts are known from many publications, for example U.S. Pat. No. 5,545,600. The same type of organometallic catalyst can also be used in order to catalyze the crosslinking via other condensation or addition reactions, such as for example siloxane modified binders as they are used in silane crosslinking adhesives or sealings, as reported for example in WO2006/136211.
The standard catalysts used today are based on Sn compounds. These catalysts are not latent and thus the reaction between the polyol and the poly-isocyanates is accelerated as soon as the catalyst is added. After a short reaction time (around 0.5 h to 2 h, depending on the concentrations and the conditions), the reaction is completed. This reaction time limits the working window with the resin system after the mixture has been produced. Thus it is highly desirable to be able to trigger the reaction only on demand through an external activation such as heat or light. This would allow extending the working window with the resins mixture ideally until the external trigger is turned on. A further problem underlying the invention resides in the legislative pressure on tin catalysts due to the environmental issues raised by these products. A general trend seen in this industry is the replacement of tin catalysts by alternative metals, less or not detrimental to the environment.
This invention pertains to the use of Ti-oxo chelate complex compounds which can be prepared under controlled hydrolysis conditions from Ti-alkoxo chelate compounds and have high stability towards water and thus can be easily stored even in the presence of humidity. The Ti-oxo chelate catalyst compounds (and catalyst/1,3-diketone combinations) which are the object of the present invention were surprisingly found to be as reactive and photo-latent as the Ti-alkoxo chelate compounds (and catalyst/1,3-diketone combinations) as crosslinking catalyst for polyurethane.
Subject of the invention is a titanium-oxo-chelate catalyst formulation, comprising
(i) at least one compound of the formula I