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US 12,590,053 B2Granted
Process for preparing vanillin (meth)acrylates
AssigneeEvonik Operations GmbH
InventorsSebastian Bestgen, Thorben Schütz, Tim Bleith, Günther Gräff, Silvia Beyer, Tanja Nawrath
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Abstract
An improved process can be used for preparing vanillin (meth)acrylates and derivatives or structurally related compounds thereof in high purity, by reacting an alcohol with an activated (meth)acrylic acid derivative. Ethyl vanillin (meth)acrylate provides for improved room temperature crosslinking efficiency and is particularly suitable for paints/varnishes and coatings.
Claims16
A process for preparing a (meth)acrylate of the general formula (I)
- wherein
- R2=—H, —OMe, —OEt, or —O—C3 to O—C10 alkyl, branched alkyl, or alkenyl,
- R3=H, Me, Et, or —C3 to C10 alkyl or alkenyl,
- R4=—Me or —H,
- the process comprising:
- reacting an alcohol of the general formula (II)
- wherein R2 and R3 are as defined above,
- with an activated (meth)acrylic acid derivate (III)
- wherein R4 is as defined above, and
- R1=—O(CO)C(CH2)CH3, or —O(CO)C(CH2)H, and
- precipitating the (meth)acrylate of the general formula (I) from a crude reaction mixture with an aqueous medium,
- wherein the reaction of the alcohol of the general formula (II) with the activated (meth)acrylic acid derivate (III) is carried out under solvent-free conditions, and
- the aqueous medium in the precipitation is selected from the group consisting of pure water, desalted water, an aqueous alcoholic solution, an aqueous ammonia solution, an aqueous (earth)alkali metal hydroxide solution, an aqueous (earth)alkali metal hydrogen carbonate solution, and a carbonate solution.
10 more elements
A (meth)acrylate of formula (V)
Dependencies are inferred from the claim text.