System and Process for Making Phenol and/or Cyclohexanone
US-2015375135-A1 · Dec 31, 2015 · US
US10130896B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10130896-B2 |
| Application number | US-201414770649-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 26, 2014 |
| Priority date | Feb 26, 2013 |
| Publication date | Nov 20, 2018 |
| Grant date | Nov 20, 2018 |
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A process for washing hydrocarbons said process comprising: (I) distilling a crude acetone mixture preferably obtained from the cleavage of cumene hydroperoxide and containing hydrocarbons and water so as to form a bottoms fraction containing said hydrocarbons in an organic phase and an aqueous phase; (II) contacting at least a part of said bottoms fraction with an aqueous metal hydroxide solution so as to provide a concentration of 0.1 to 5 wt % MOH, where M is an alkali metal, in the aqueous phase; (III) separating the aqueous phase and the organic phase; (IV) contacting at least a part the organic phase from step (III) with an aqueous metal hydroxide solution so as to provide a concentration of 6 to 20 wt % MOH in the aqueous phase; (V) separating the organic phase and aqueous phase formed in step (IV); (VI) washing at least a part of the organic phase of step (V) with water.
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The invention claimed is: 1. A process comprising: (I) distilling a crude acetone mixture containing hydrocarbons and water to form a bottoms fraction containing an organic phase and an aqueous phase, wherein the organic phase contains cumene and alpha methyl styrene; wherein the crude acetone mixture is obtained from the cleavage of cumene hydroperoxide; (II) contacting at least a part of said bottoms fraction with an aqueous metal hydroxide solution, thereby forming an organic phase and an aqueous phase, wherein the aqueous metal hydroxide solution provides a concentration of 0.1 to 5 wt % MOH, where M is an alkali metal, in the aqueous phase; (III) separating the aqueous phase and the organic phase from step (II); (IV) contacting at least a part the organic phase from step (III) with a second aqueous metal hydroxide solution, thereby forming an organic phase and a second aqueous phase, wherein the second aqueous metal hydroxide solution provides a concentration of 6 to 20 wt % MOH, where M is an alkali metal, in the second aqueous phase; (V) separating the organic phase and the second aqueous phase from step (IV); and (VI) washing at least a part of the organic phase from step (V) with water; wherein each of steps (II), (IV), and (VI) are carried out in separate vessels. 2. The process as claimed in claim 1 , wherein MOH is NaOH. 3. The process as claimed in claim 1 , wherein a third aqueous phase is formed in step (VI) and at least a part of the third aqueous phase is used to dilute hydroxide to form the MOH solution added in step (IV). 4. The process as claimed in claim 1 , wherein at least a part of the second aqueous phase from step (IV) is diluted with water to form the hydroxide added in step (II). 5. The process as claimed in claim 1 , wherein at least a part of the aqueous phase from step (II) is used to neutralize the cleavage products of an acid catalyzed cumene hydroperoxide reaction. 6. The process as claimed in claim 1 , wherein the aqueous phase from step (II) contains a metal phenolate and at least a part of the aqueous phase from step (II) is de-phenolated thereby neutralizing the aqueous phase by converting the metal phenolate to a phenol, and then stripping the neutralized aqueous phase with steam in order to remove the phenol from the neutralized aqueous phase. 7. The process as claimed in claim 6 , wherein 5 to 30 wt % of the aqueous phase from step (II) is used to neutralize the cleavage products of an acid catalyzed cumene hydroperoxide reaction and 70 to 95% of the aqueous phase from step (II) passes to dephenolation. 8. The process as claimed in claim 1 , wherein the concentration of MOH in the aqueous phase in step (II) is about 1 wt %. 9. The process as claimed in claim 1 , wherein the concentration of MOH in the second aqueous phase in step (IV) is about 15 wt %. 10. The process as claimed in claim 1 , wherein a temperature in at least one of steps (II), (IV) or (VI) is from 30 to 50° C. 11. The process as claimed in claim 1 , wherein a pressure in at least one of steps (II), (IV) or (VI) is atmospheric. 12. The process as claimed in claim 1 , wherein a temperature in all of steps (II), (IV) and (VI) is from 30 to 50° C. 13. The process as claimed in claim 1 , wherein a pressure is atmospheric in all of steps (II), (IV) and (VI).
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