# US 2018/0022668 A1 · Hydrogenation method

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- Number: US 2018/0022668 A1
- Document ID: US20180022668A1
- Status: Published application
- Kind: A1
- Application number: 15/721,893
- Filed: 2017-09-30
- Published: 2018-01-25
- Earliest claimed: 2015-03-31
- Assignees: Uop LLC
- Applicants: Uop LLC
- Inventors: Chad A. Williams; Patrick J. Bullen; Clint H. Vericker; Russell C. Schulz; Jose L. Miramontes
- Web page: https://patentgrep.com/patent/US20180022668A1

## CPC

- C07C 5/11: Partial hydrogenation
- B01D 3/14: Fractional distillation {or use of a fractionation or rectification column}
- B01D 11/043: {with stationary contacting elements, sieve plates or loose contacting elements}
- C07C 5/03: of non-aromatic carbon-to-carbon double bonds
- C07C 7/10: by extraction, i.e. purification or separation of liquid hydrocarbons with the aid of liquids
- C07C 15/085: Isopropylbenzene
- C07C 15/46: Styrene; Ring-alkylated styrenes
- C07C 37/72: by liquid-liquid treatment
- C10G 49/06: containing platinum group metals or compounds thereof
- Y02P 20/52: using catalysts, e.g. selective catalysts
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C10G: CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION (cracking to hydrogen or synthesis gas C01B; cracking or pyrolysis of hydrocarbon gases to individual hydrocarbons or mixtures thereof of definite or specified constitution C07C; cracking to cokes C10B); RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS

## Abstract

The present subject matter relates generally to methods for treating an organic feed. More specifically, the present subject matter relates to methods for reducing the water content of an organic feed before the organic feed enters a hydrogenation zone, thereby by improving the activity, conversion, and life of the hydrogenation catalyst. The hydrogenation zone product stream is then sent to a phenol recovery zone.

## Claims

### Claim 1

A process for treating an organic feed comprising:
introducing a feed stream containing at least one organic acid compound into a column;
removing an organic product stream from the column having a reduced level of organic acid relative to the feed stream; and
introducing the organic product stream to a hydrogenation zone.

### Claim 2 (depends on 1)

The process of claim 1, wherein the organic feed comprises cumene and alpha-methylstyrene.

### Claim 3 (depends on 1)

The process of claim 1, wherein said organic acid compound is phenol.

### Claim 4 (depends on 1)

The process of claim 1, wherein the organic product stream contains 0.2 wt % to 0.5 wt % dissolved water.

### Claim 5 (depends on 1)

The process of claim 1, wherein the organic product stream contains 10 wt ppm to 200 wt ppm dissolved water.

### Claim 6 (depends on 1)

The process of claim 1, wherein the organic product is a mixture comprising about 75 wt % to about 90 wt % cumene and alphamethylstyrene.

### Claim 7 (depends on 1)

The process of claim 1, wherein the organic product stream contains about 5 wt % to about 7 wt % phenol.

### Claim 8 (depends on 1)

The process of claim 1, wherein the column is operated at a pressure from about 0.1 kg/cm2(g) to about 5 kg/cm2(g).

### Claim 9 (depends on 1)

The process of claim 1, wherein the column is operated at a temperature from about 20° C. to 50° C.

### Claim 10 (depends on 1)

The process of claim 1, wherein the hydrogenation zone comprises at least one reactor.

### Claim 11 (depends on 1)

The process of claim 1, wherein the pressure of the hydrogenation zone is between about 2 kg/cm2(g) (28 psig) to about 25 kg/cm2(g) kPa (355 psig).

### Claim 12 (depends on 1)

The process of claim 1, wherein the temperature of the hydrogenation zone is between about 38° C. (100° F.) to about 150° C. (300° F.).

### Claim 13 (depends on 1)

The process of claim 1, wherein a palladium hydrogenation catalyst is employed in the hydrogenation zone.

### Claim 14 (depends on 1)

The process of claim 1, wherein a nickel hydrogenation catalyst is employed in the hydrogenation zone.

### Claim 15 (depends on 1)

The process of claim 1, further comprising sending a hydrogenation zone product stream from the hydrogenation zone to a phenol recovery zone.

### Claim 16 (depends on 1)

The process of claim 1, further comprising sending a hydrogenation zone product stream from the hydrogenation zone to a fractionation zone.