Purification Of Bio Based Acrylic Acid To Crude And Glacial Acrylic Acid
AssigneeThe Procter & Gamble Company
InventorsJane Ellen Godlewski, Janette Villalobos, Juan Estaban Velasquez, Dimitris Ioannis Collias
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Abstract
Processes for the purification of bio-based acrylic acid to crude and glacial acrylic acid are provided. The bio-based acrylic acid is produced from hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof. The purification includes some or all of the following processes: extraction, drying, distillation, and melt crystallization. The produced glacial or crude acrylic acid contains hydroxypropionic, hydroxypropionic acid derivatives, or mixtures thereof as an impurity.
Claims48
A glacial acrylic acid composition comprising at least about 98 wt % acrylic acid, and wherein a portion of the remaining impurities in said glacial acrylic acid composition is hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof.
A glacial acrylic acid composition produced by the steps comprising:
- a. Providing an aqueous solution of acrylic acid comprising:
- 1) acrylic acid;
- and 2) lactic acid, lactic acid derivatives, or mixtures thereof, and wherein said aqueous solution of acrylic acid is essentially free of maleic anhydride, furfural, and formic acid;
- b. Extracting said aqueous solution of acrylic acid, with a solvent to produce an extract;
- c. Drying said extract to produce a dried extract;
- d. Distilling said dried extract to produce distilled acrylic acid composition;
- e. Cooling said distilled acrylic acid composition to a temperature from about −21° C. to about 14° C. to produce crystals of acrylic acid;
- f. Partially melting said crystals of acrylic acid to produce a liquid/solid mixture;
- g. Decanting said liquid/solid mixture to produce a purified acrylic acid solid composition;
- h. Fully melting said purified acrylic acid solid composition to produce a purified acrylic acid liquid composition;
- and
- i. Determining the acrylic acid purity of said purified acrylic acid liquid composition, and if the purity is less than about 98 wt % acrylic acid, repeating said cooling, partially melting, decanting, and fully melting steps on the purified acrylic acid liquid composition until a purity of about 98 wt % acrylic acid is achieved and said glacial acrylic acid composition is produced.
A glacial acrylic acid composition produced by the steps comprising:
- a. Providing an aqueous solution of acrylic acid comprising:
- 1) acrylic acid;
- and 2) lactic acid, lactic acid derivatives, or mixtures thereof, and wherein said aqueous solution of acrylic acid is essentially free of maleic anhydride, furfural, and formic acid;
- b. Extracting said aqueous solution of acrylic acid with a solvent to produce an extract;
- c. Drying said extract to produce a dried extract;
- d. Distilling said dried extract to produce a distilled acrylic acid composition;
- and
- e. Determining the acrylic acid purity of said distilled acrylic acid composition, and if the purity is less than about 98 wt % acrylic acid, repeating said distilling step on the purified acrylic acid composition until a purity of about 98 wt % acrylic acid is achieved and said glacial acrylic acid composition is produced.
A composition of crude acrylic acid comprising between about 94 wt % and about 98 wt % acrylic acid, and wherein a portion of the remaining impurities in said composition of crude acrylic acid is hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof.
A crude acrylic acid composition produced by the steps comprising:
- a. Providing an aqueous solution of acrylic acid comprising:
- 1) acrylic acid;
- and 2) lactic acid, lactic acid derivatives, or mixtures thereof, and wherein said aqueous solution of acrylic acid is essentially free of maleic anhydride, furfural, and formic acid;
- b. Extracting said aqueous solution of acrylic acid with a solvent to produce an extract;
- c. Drying said extract to produce a dried extract;
- d. Distilling said dried extract to produce a distilled acrylic acid composition;
- and
- e. Determining the acrylic acid purity of said distilled acrylic acid composition, and if the purity is less than about 94 wt % acrylic acid, repeating said distilling step on the purified acrylic acid composition until a purity of about 94 wt % acrylic acid is achieved and said crude acrylic acid composition is produced.
A crude acrylic acid composition produced by the steps comprising:
- a. Providing an aqueous solution of acrylic acid comprising:
- 1) acrylic acid;
- and 2) lactic acid, lactic acid derivatives, or mixtures thereof, and wherein said aqueous solution of acrylic acid is essentially free of maleic anhydride, furfural, and formic acid;
- b. Extracting said aqueous solution of acrylic acid with a solvent to produce an extract;
- c. Drying said extract to produce a dried extract;
- d. Distilling said dried extract to produce a distilled acrylic acid composition;
- e. Cooling said distilled acrylic acid composition to a temperature from about −21° C. to about 14° C. to produce crystals of acrylic acid;
- f. Partially melting said crystals of acrylic acid to produce a liquid/solid mixture;
- g. Decanting said liquid/solid mixture to produce a purified acrylic acid solid composition;
- h. Fully melting said purified acrylic acid solid composition to produce a purified acrylic acid liquid composition;
- and
- i. Determining the acrylic acid purity of said purified acrylic acid liquid composition, and if the purity is less than about 94 wt % acrylic acid, repeating said cooling, partially melting, decanting, and fully melting steps on the purified acrylic acid liquid composition until a purity of about 94 wt % acrylic acid is achieved and said crude acrylic acid composition is produced.
A glacial acrylic acid composition comprising about 99 wt % acrylic acid, produced by the steps comprising:
- a. Providing an aqueous solution of acrylic acid comprising:
- 1) from about 8 wt % to about 16 wt % acrylic acid;
- and 2) from about 0.1 wt % to about 10 wt % lactic acid, lactic acid derivatives, or mixtures thereof, and wherein said aqueous solution of acrylic acid is essentially free of maleic anhydride, furfural, and formic acid;
- b. Extracting said aqueous solution of acrylic acid, with ethyl acetate to produce an extract;
- c. Drying said extract with sodium sulfate to produce a dried extract;
- d. Vacuum distilling said dried extract at about 70 mm Hg and 40° C. to produce a distilled crude acrylic acid composition;
- e. Fractionally distilling said distilled crude acrylic acid composition at about 40 mm Hg and collecting fractions from 59° C. to 62° C. to produce a distilled acrylic acid composition;
- f. Cooling said distilled acrylic acid composition to a temperature from about 0° C. to about 5° C. to produce crystals of acrylic acid;
- g. Partially melting said crystals of acrylic acid to produce a liquid/solid mixture;
- h. Decanting said liquid/solid mixture to produce a purified acrylic acid solid composition;
- i. Fully melting said purified acrylic acid composition to produce a purified acrylic acid liquid composition;
- and
- j. Determining the acrylic acid purity of said purified acrylic acid liquid composition, and if the purity is less than about 99 wt % acrylic acid, repeating said cooling, partially melting, decanting, and fully melting steps on the purified acrylic acid liquid composition until a purity of about 99 wt % acrylic acid is achieved and said glacial acrylic acid composition is produced.
Dependencies are inferred from the claim text.