Processes and cataylsts for the selective hydrogenation of compounds having carbonyl carbon atoms
US-2024368100-A1 · Nov 7, 2024 · US
US10286334B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10286334-B2 |
| Application number | US-201515303035-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 19, 2015 |
| Priority date | May 30, 2014 |
| Publication date | May 14, 2019 |
| Grant date | May 14, 2019 |
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A process and a device for removing water and/or oxygen from a crude organic liquid stream using a distillation column with heat input and dry nitrogen stream. A side effluent stream comprising water at a high concentration is drawn from the distillation column. An optional settling drum can be used to separate the aqueous phase from the organic phase in the side effluent stream can be used. The invention can be advantageously used for purifying a crude organic liquid stream comprising one or more of benzene, toluene, xylene, ethylbenzene, cumene, cyclohexane, cyclohexene, cyclohexanol, cyclohexanone, and the like.
Opening claim text (preview).
The invention claimed is: 1. A process for removing water and/or oxygen from a crude organic liquid stream, the process comprising: (I) feeding the crude organic liquid stream into a distillation column at a first location on a side of the distillation column; (II) feeding a stream of dry nitrogen gas into the distillation column at a second location on the side below the first location; (III) drawing a side effluent stream comprising water at a concentration higher than in the crude organic liquid stream at a third location on the side between the first location and the second location; (IV) drawing a gas effluent stream comprising nitrogen, oxygen, and organic vapor from a fourth location in the vicinity of the top of the distillation column; (V) providing heat to the liquid in the distillation column at a fifth location in the vicinity of the bottom of the distillation column; and (VI) drawing a purified organic liquid stream comprising at least one of water and oxygen at a concentration lower than in the crude organic liquid stream from a sixth location in the vicinity of the bottom of the distillation column. 2. The process of claim 1 , further comprising: (VII) introducing at least a portion of the side effluent stream into a settling vessel; (VIII) obtaining an upper organic phase and a lower aqueous phase in the settling vessel; and (IX) recycling at least a portion of the organic phase to the distillation column. 3. The process of claim 2 , wherein in step (IX), at least a portion of the organic phase is recycled to the distillation column at a seventh location located in a range from the first location to the third location. 4. The process of claim 1 , wherein the crude organic liquid stream comprises benzene at a concentration of at least 95 wt %, based on the total weight of the crude organic liquid stream. 5. The process of claim 1 , wherein: the crude organic liquid stream comprises water at a concentration of Cw1 ppm, and oxygen at a concentration of Cox1 ppm, based on the total weight of the crude organic liquid stream, where 10≤Cw1≤1000, and 0.1≤Cox1≤20. 6. The process of claim 5 , wherein the purified organic liquid stream comprises water at a concentration of Cw2 ppm, and oxygen at a concentration of Cox2, based on the total weight of the purified organic liquid stream, where 0.1≤Cw2≤50, and 0.01≤Cox2≤5. 7. The process of claim 5 , wherein the purified organic liquid stream comprises water at a concentration of Cw2 ppm, and oxygen at a concentration of Cox2, based on the total weight of the purified organic liquid stream, where 5≤Cw1/Cw2≤1000, and 5≤Cox1/Cox2≤100. 8. The process of claim 1 , wherein the side effluent stream comprises water at a concentration of Cw3 wt %, based on the total weight of the side effluent stream, where 0.01≤Cw3≤20. 9. The process of claim 1 , wherein the crude organic liquid stream in step (I) has a temperature in a range from 8° C. to 60° C. 10. The process of claim 1 , wherein the purified organic liquid stream in step (VI) has a temperature in a range from 20° C. to 75° C. 11. The process of claim 1 , wherein the side effluent stream in step (III) has a temperature in a range from 15° C. to 50° C. 12. The process of claim 1 , wherein at least a portion of the gas effluent stream in step (IV) is delivered to a combustor. 13. The process of claim 1 , further comprising: (X) measuring the temperature inside the distillation column at the height of the third location; and (XI) controlling the amount of heat provided in step (V) based on the temperature measured in step (X). 14. The process of claim 1 , wherein in step (V), the heat is provided by steam through a heat exchanger. 15. The process of claim 1 , wherein the distillation column has a total number of theoretical trays of N(1) from the top to the bottom, where 5≤N(1)≤15. 16. The process of claim 15 , wherein the number of theoretical trays from the third location to the fourth location is N(2), where 1/12·N(1)≤N(2)≤⅔·N(1). 17. The process of claim 16 , wherein 3≤N(2)≤5. 18. The process of claim 1 , wherein the absolute pressure inside the distillation column at the fourth location is in a range from Pam−50 kPa to Pam+50 kPa, where Pam is the pressure of ambient air.
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