# US 12,767,622 B2 · Method for chlorinating aromatic compound

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- Number: US 12,767,622 B2
- Document ID: US12767622B2
- Status: Granted
- Kind: B2
- Application number: 18/262,586
- Filed: 2022-01-25
- Published: 2024-03-21
- Granted: 2026-10-20
- Earliest claimed: 2021-01-25
- Assignees: Hanwha Solutions Corporation
- Applicants: Hanwha Solutions Corporation
- Inventors: Namjin Jang; Ji Hye Choi; Jinho Park
- Web page: https://patentgrep.com/patent/US12767622B2

## CPC

- C07C 25/02: Monocyclic aromatic halogenated hydrocarbons
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present invention relates to a method for chlorinating an aromatic compound and, more specifically, to a method for chlorinating an aromatic compound to prevent the phenomenon of decreased responsiveness due to foam generation, and to prevent counterflow of a fluid. By means of the method for chlorinating an aromatic compound according to the present invention, a plurality of column-type reactors are connected in series so that reaction products produced in a former reactor are inserted to a latter reactor, and chlorine gas is inserted in equal measure at the bottom of each reactor. Accordingly, a chlorination reaction occurs in each of the reactors, and hydrogen chloride gas generated in each of the reactors is exhausted from each of the reactors.

## Claims

### Claim 1

A method for chlorinating an aromatic compound, the method comprising:
in a plurality column-type reactors connected in series, introducing a reaction product produced in a former reactor to a latter reactor,
introducing a chlorine gas to a low portion of each reactor in the same amount to perform a chlorination reaction in each reactor, and
discharging a hydrogen chloride gas produced in each of the reactors from each reactor,
wherein the aromatic compound and the chlorine gas are introduced at 1:1/16 to 1/8 based on the total moles.

### Claim 2 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the reaction product produced in the former reactor is cooled by a heat exchanger disposed between the adjacent reactors and introduced to a low portion of the latter reactor quantitatively.

### Claim 3 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the hydrogen chloride gas is further discharged from the reaction product produced in the former reactor by a buffer drum disposed between the adjacent reactors and then the reaction product is supplied to the latter reactor.

### Claim 4 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the chlorine gas is introduced to a low portion in the reactor through a gas sparger which is disposed in each reactor and has a plurality of holes formed thereon.

### Claim 5 (depends on 4)

The method for chlorinating an aromatic compound of claim 4, wherein a diameter of the hole of the gas sparger is 1 to 5 mm.

### Claim 6 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the chlorine gas is introduced at a linear velocity of 5 to 10 m/sec through the gas sparger hole.

### Claim 7 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein a conversion rate in each reactor is 1 to 15%.

### Claim 8 (depends on 4)

The method for chlorinating an aromatic compound of claim 4, wherein the aromatic compound is introduced to the lower portion of the reactor through a liquid sparger which is disposed in a lower portion than the gas sparger in the reactor and has a plurality of holes of raw material supply nozzle formed thereon, and
the aromatic compound is introduced at a linear velocity of 10 to 40 m/sec through the raw material supply nozzle.

### Claim 9 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the linear velocity of gas in each reactor is 47 cm/se or less.

### Claim 10 (depends on 2)

The method for chlorinating an aromatic compound of claim 2, wherein the reaction product is cooled to a temperature of 0° C. or higher and 25° C. or lower by the heat exchanger.

### Claim 11 (depends on 9)

The method for chlorinating an aromatic compound of claim 9, wherein a bubble diameter of the chlorine gas introduced to each of the reactors is 0.1 mm or more and 5 mm or less.

### Claim 12 (depends on 1)

The method for chlorinating an aromatic compound of claim 1, wherein the reaction of each of the reactors is performed in the presence of a main catalyst and a cocatalyst.

### Claim 13 (depends on 12)

The method for chlorinating an aromatic compound of claim 12, wherein the main catalyst is at least one selected from the group consisting of FeCl3, ferrocene, PtO2, SbCl3, and Fe.

### Claim 14 (depends on 12)

The method for chlorinating an aromatic compound of claim 12, wherein the cocatalyst is at least one selected from the group consisting of S2Cl2, thianthrene, diphenylselenide, tetrachlorophenoxathin, dichlorothiantrene, tetrachlorothiantrene, and polychlorothiantrene.

### Claim 15 (depends on 12)

The method for chlorinating an aromatic compound of claim 12, wherein contents of the main catalyst and the cocatalyst (main catalyst:cocatalyst) is 1:0.59 or more and 1:0.76 or less based on a mole ratio.
