# US 10,118,145 B2 · Method for the phosgenation of compounds comprising hydroxyl, thiol, amino and/or formamide groups

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- Number: US 10,118,145 B2
- Document ID: US10118145B2
- Status: Granted
- Kind: B2
- Application number: 15/503,944
- Filed: 2015-08-18
- Published: 2017-09-28
- Granted: 2018-11-06
- Earliest claimed: 2014-08-20
- Assignees: Bayer Aktiengesellschaft
- Applicants: Bayer Aktiengesellschaft
- Inventors: Jens Stefan Roggan; Leslaw Mleczko; Konstantinos Metaxas; Michael Gottfried; Ilja Peckermann; Stephan Schubert; Ekkehard Barth
- Web page: https://patentgrep.com/patent/US10118145B2

## CPC

- B01J 8/067: {Heating or cooling the reactor (B01J8/062 takes precedence)}
- B01J 8/06: in tube reactors; the solid particles being arranged in tubes
- C01B 32/80: Phosgene
- C07C 68/02: from phosgene or haloformates
- B01J 2208/00212: Plates; Jackets; Cylinders
- B01J 2208/00309: with two or more reactions in heat exchange with each other, such as an endothermic reaction in heat exchange with an exothermic reaction
- B01J 2219/0004: Processes in series
- B01J 2219/00085: Plates; Jackets; Cylinders
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C01B: NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; {METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A method of reacting phosgene with a second compound containing one or more of hydroxyl, thil, amino and/or formamide groups, wherein phosgene has a GHS hazard identification of GHS06 and is obtainable from the reaction of carbon monoxide and chlorine and wherein the second compound is capable of a chemical reaction with phosgene is provided.

## Claims

### Claim 1

A method of reacting a first compound with a second compound,
wherein the first compound has a GHS hazard identification of GHS06 and is obtainable from the reaction of at least one first fluid precursor compound and one second fluid precursor compound and
wherein the second compound is capable of a chemical reaction with the first compound, comprising:
(I) providing a liquid phase containing the second compound in a reactor having an upper end and a lower end viewed in the direction of gravity;
(II) providing a contact tube having an upper end and a lower end in the reactor,
wherein the lower end of the contact tube is immersed into the liquid phase containing the second compound and a catalyst bed present in the contact tube is set up to catalyze the reaction between the first and second precursor compounds to give the first compound;
(III) introducing the first and second precursor compounds through the contact tube, with the first compound formed in the contact tube exiting from the lower end of the contact tube and coming into contact with liquid phase containing the second compound,
wherein the first compound is phosgene, the first precursor compound is carbon monoxide, the second precursor compound is chlorine, the catalyst present in the catalyst bed is an activated carbon catalyst and the second compound is a compound containing one or more of hydroxyl, thiol, amino and/or formamide groups.

### Claim 2 (depends on 1)

The method as claimed in claim 1, wherein the activated carbon catalyst has a BET surface area of ≥300 to ≤2000 m2/g and a d90 of the particle size distribution of 25 μm to 4 mm.

### Claim 3 (depends on 1)

The method according to claim 1, wherein the method is conducted in a reactor comprising:
a hood at the upper end of the reactor, bounded by a tube plate within the reactor;
a multitude of contact tubes arranged in longitudinal direction of the reactor, the contact tubes being secured on the tube plate by upper ends thereof;
and wherein the liquid phase containing the second compound is provided in an interspace around the contact tubes.

### Claim 4 (depends on 1)

The method as claimed in claim 1, wherein a catalyst is additionally present in the liquid phase containing the second compound.

### Claim 5 (depends on 1)

The method as claimed in claim 1, wherein the contact tube has/have a ratio of length to diameter of ≥15:1 to ≤1600:1.

### Claim 6 (depends on 1)

The method as claimed in claim 1, wherein the sum total of the partial pressures of the first precursor compound and the second precursor compound is ≥1 bar to ≤26 bar.

### Claim 7 (depends on 1)

The of claim 1, wherein the second compound is phenol.

### Claim 8 (depends on 1)

The method as claimed in claim 1, wherein the second compound is a compound containing one or more hydroxyl groups.

### Claim 9 (depends on 1)

The method as claimed in claim 1, wherein the second compound is a compound containing one or more thiol groups.

### Claim 10 (depends on 1)

The method as claimed in claim 1, wherein the second compound is a compound containing one or more amino groups.

### Claim 11 (depends on 1)

The method as claimed in claim 1, wherein the second compound is a compound containing one or more formamide groups.