Process for inhibiting unwanted free-radical polymerization of acrylic acid present in a liquid phase P
US-9212122-B2 · Dec 15, 2015 · US
US11447439B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11447439-B2 |
| Application number | US-201917263415-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 16, 2019 |
| Priority date | Jul 26, 2018 |
| Publication date | Sep 20, 2022 |
| Grant date | Sep 20, 2022 |
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Process for inhibiting the undesired free-radical polymerization of acrylic acid present in a liquid phase P, wherein the acrylic acid content of P is at least 10% by weight, the liquid phase P comprises in the range from 25 to 1000 ppmw of glyoxal based on the weight of the acrylic acid present in P and the liquid phase P is admixed with furfural in an amount that results in a furfural content in the range from 25 to 1000 ppmw based on the weight of the acrylic acid present in P. Liquid phase P, wherein the acrylic acid content of P is at least 10% by weight and the liquid phase P comprises in the range from 25 to 1000 ppmw of glyoxal and in the range from 25 to 1000 ppmw of furfural in each case based on the weight of the acrylic acid present in P.
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The invention claimed is: 1. A process for inhibiting the undesired free-radical polymerization of acrylic acid present in a liquid phase P, comprising providing a liquid phase P, wherein the acrylic acid content of P is at least 10% by weight, the liquid phase P comprises in the range from 25 to 1000 ppmw of glyoxal based on the weight of the acrylic acid present in P, admixing the liquid phase P with furfural in an amount that results in a furfural content in the range from 25 to 1000 ppmw based on the weight of the acrylic acid present in P, and inhibiting the free-radical polymerization of acrylic acid present in a liquid phase P. 2. The process according to claim 1 , wherein the acrylic acid content of P is at least 30% by weight. 3. The process according to claim 1 , wherein the acrylic acid content of P is at least 50% by weight. 4. The process according to claim 1 , wherein the liquid phase P comprises in the range from 50 to 500 ppmw of glyoxal based on the weight of the acrylic acid present in P and the liquid phase P is admixed with furfural in an amount that results in a furfural content in the range from 50 to 500 ppmw based on the weight of the acrylic acid present in P. 5. The process according to claim 1 , wherein the liquid phase P comprises in the range from 50 to 1000 ppmw of phenothiazine based on the weight of the acrylic acid present in P. 6. The process according to claim 1 , wherein the liquid phase P comprises in the range from 50 to 1000 ppmw of methylhydroquinone based on the weight of the acrylic acid present in P. 7. The process according to claim 1 , wherein said process is performed in the absence of oxygen. 8. The process according to claim 1 , wherein the liquid phase P has a temperature in the range from 50° C. to 150° C. 9. The process according to claim 1 , wherein said process is performed in a column for distillative recovery of acrylic acid. 10. The process according to claim 1 , wherein the acrylic acid present in the liquid phase P is the product of a heterogeneously catalyzed partial oxidation of a C 3 -precursor compound of acrylic acid, wherein the starting mixture comprising the C 3 -precursor compound used for the partial oxidation comprises, based on the molar amount of the C 3 -precursor compound present therein, a molar total amount of C 2 -compounds in the range from 100 to 10 000 molar ppm. 11. The process according to claim 1 , wherein the acrylic acid present in the liquid phase P is the product of a heterogeneously catalyzed partial oxidation of a C 3 -precursor compound of acrylic acid, wherein the starting mixture comprising the C 3 -precursor compound used for the partial oxidation comprises up to 80% by volume of n-propane. 12. The process according to claim 11 , wherein the C 3 -precursor compound is propylene, acrolein or n-propane.
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