Methods for the production of α,β-unsaturated carboxylic acids and salts thereof
AssigneeChevron Phillips Chemical Company LP
InventorsMark L. Hlavinka, Max P. McDaniel, Pasquale Iacono
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Abstract
Processes for producing an α,β-unsaturated carboxylic acid, such as acrylic acid, or a salt thereof, using treated solid oxides are disclosed. The treated solid oxides can be calcined solid oxides, metal-treated solid oxides, or metal-treated chemically-modified solid oxides, illustrative examples of which can include sodium-treated alumina, calcium-treated alumina, zinc-treated alumina, sodium-treated sulfated alumina, sodium-treated fluorided silica-coated alumina, and similar materials.
Claims20
A process for producing an α,β-unsaturated carboxylic acid, or a salt thereof, the process comprising:
- (I) contacting
- (i) a transition metal-ligand complex;
- (ii) an olefin;
- (iii) carbon dioxide (CO2);
- (iv) a diluent;
- and
- (v) a treated solid oxide comprising an alkali metal-treated chemically-modified solid oxide, an alkaline earth metal-treated chemically-modified solid oxide, or a combination thereof;
- and
- (II) forming the α,β-unsaturated carboxylic acid, or the salt thereof;
- wherein the treated solid oxide does not have an organic basic moiety that is covalently bound with a linking moiety to the treated solid oxide;
- and
- wherein the molar yield of the α,β-unsaturated carboxylic acid, or the salt thereof, based on the transition metal of the transition metal-ligand complex, is at least 50%.
A process for producing an α,β-unsaturated carboxylic acid, or a salt thereof, the process comprising:
- (1) contacting
- (a) a metallalactone;
- (b) a diluent;
- and
- (c) a treated solid oxide comprising a calcined solid oxide, a metal-treated solid oxide, a metal-treated chemically-modified solid oxide, or a combination thereof;
- (2) forming an adduct of an α,β-unsaturated carboxylic acid adsorbed onto the treated solid oxide;
- and
- (3) contacting the adduct adsorbed onto the treated solid oxide with an acid to produce the α,β-unsaturated carboxylic acid, or the salt thereof;
- wherein the molar yield of the α,β-unsaturated carboxylic acid, or the salt thereof, based on the metallalactone, is at least 5%.
A process for performing a metallalactone elimination reaction, the process comprising:
- (1) contacting
- (a) a metallalactone;
- (b) a diluent;
- and
- (c) a treated solid oxide comprising an alkali metal-treated chemically-modified solid oxide, an alkaline earth metal-treated chemically-modified solid oxide, or a combination thereof;
- and
- (2) forming an α,β-unsaturated carboxylic acid, or a salt thereof;
- wherein the treated solid oxide does not have an organic basic moiety that is covalently bound with a linking moiety to the treated solid oxide;
- and
- wherein the molar yield of the α,β-unsaturated carboxylic acid, or the salt thereof, based on the metallalactone, is at least 5%.
Dependencies are inferred from the claim text.