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US 10,927,071 B2Granted
Process for preparing electron deficient olefins
AssigneeHenkel IP & Holding GmbH
InventorsCormac Duffy, Marisa Phelan, Barry Burns
Life of this patent
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Abstract
This invention relates to a process for producing electron deficient olefins, such as 2-cyanoacrylates, using an acid catalyzed Knoevenagel condensation reaction.
Claims18
A process for the preparation of a reactive electron deficient olefin, steps of which comprise:
- (a) reacting a cyanoacetate and a source of aldehyde, in the presence of a catalyst comprising a lanthanide element or a transition element selected from the group consisting of niobium, zirconium or scandium, under appropriate conditions and for a time sufficient to yield a cyanoacrylate;
- (b) optionally, separating therefrom the so formed cyanoacrylate substantially free from the cyanoacetate, the source of aldehyde and/or the catalyst, and by-products.
A process for the preparation of a reactive electron deficient olefin, steps of which comprise:
- (a) reacting an electron deficient olefin precursor and a source of aldehyde, in the presence of a catalyst comprising a lanthanide element or a transition element selected from niobium, zirconium or scandium, under appropriate conditions and for a time sufficient to yield an electron deficient olefin;
- (b) optionally, separating therefrom the so formed electron deficient olefin substantially free from the electron deficient olefin precursor, the source of aldehyde and/or the catalyst, and by-products.
A process for the preparation of a reactive electron deficient olefin, steps of which comprise:
- (a) reacting an electron deficient olefin precursor and a source of aldehyde, in the presence of a catalyst comprising a lanthanide element or a transition element, under appropriate conditions and for a time sufficient to yield an electron deficient olefin;
- (b) optionally, separating therefrom the so formed electron deficient olefin substantially free from the electron deficient olefin precursor, the source of aldehyde and/or the catalyst, and by-products, wherein the electron deficient olefin is a biscyanoacrylate, biscyanopentadienoate, biscyanohexadienoate, or a bis-alkylene derived from dimalonates or malononitrile and combinations thereof.
Dependencies are inferred from the claim text.