IP Library Granted Patent US 7,652,180
Granted Patent B2
US 7,652,180 · App. 11/359,696 · Granted Jan 26, 2010

Process for preparing alkyl chlorides

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,652,180
App. No.
11/359,696
Granted
Jan 26, 2010
Kind
B2
Abstract

The invention relates to a process for preparing alkyl chlorides by reacting alcohols with gaseous hydrogen chloride in the presence of a catalyst, wherein the catalyst comprises at least one compound of the structure: wherein R 1 is a linear alkyl group having from 1 to 20 carbon atoms, R 2 , R 3 , and R 4 is selected from a hydrogen, an alkyl, an alkenyl, an aralkyl or an alkylaryl group from 1 to 20 carbon atoms, wherein the substituents of R 2 , R 3 , and R 4 are all identical, are all different or two of the substituents of R 2 , R 3 , and R 4 type are identical.

Claims (26)

1. A process for preparing alkyl chlorides comprising:

reacting an alcohol with gaseous hydrogen chloride in the presence of a catalyst,

wherein the catalyst comprises at least one compound of the structure:

wherein R 1 is a linear alkyl group having from 1 to 20 carbon atoms,

wherein R 2 , R 3 , and R 4 are each selected from a hydrogen, an alkyl, an alkenyl, an aralkyl, or an alkylaryl group having from 1 to 20 carbon atoms,

wherein the substituents of R 2 , R 3 and R 4 are all identical, are all different or two of these substituents of R 2 , R 3 , and R 4 are identical.

2. The process as claimed in claim 1 ,

wherein the catalyst comprises at least one compound of the structure:

wherein R 1 is a linear alkyl group having from 1 to 20 carbon atoms,

wherein R 2 is a hydrogen, an alkyl, an alkenyl, an aralkyl, or an alkylaryl group having from 1 to 20 carbon atoms.

3. The process as claimed in claim 1 ,

wherein the catalyst comprises at least one compound of the structure:

wherein R 1 is a linear alkyl group having from 1 to 20 carbon atoms,

wherein R 2 , R 3 , and R 4 are each selected from a hydrogen, an alkyl, an alkenyl, an aralkyl, or an alkylaryl group having from 1 to 20 carbon atoms,

wherein the substituents of R 2 , R 3 , and R 4 are all identical, are all different or two of these substituents of the R 2 , R 3 , and R 4 type are identical.

4. The process as claimed in claim 1 , which is carried out continuously.

5. The process as claimed in claim 4 , which is carried out in a plurality of reactors which are connected to one another in the form of a battery.

6. The process as claimed in claim 1 , wherein the alcohol has from 3 to 20 carbon atoms.

7. The process as claimed in claim 6 , wherein the alcohol is a linear alcohol having one hydroxyl group, selected from the group consisting of n-propanol, n-butanol, n-hexanol, n-octanol, n-tetradecanol, and n-octadecanol.

8. The process as claimed in claim 6 , wherein the alcohol is a branched alcohol having one hydroxyl group, selected from the group consisting of isopropanol, isobutanol, sec-butanol, and 2-ethylhexanol.

9. The process as claimed in claim 6 , wherein the alcohol has two hydroxyl groups, selected from 1,6-hexanediol, 1,8-octanediol, and 1,10-decanediol.

10. The process as claimed in claim 1 , wherein the reaction product is discharged from the reactor in a vapor form.

11. The process as claimed in claim 1 , wherein the reaction product is removed via a laterally attached overflow.

12. The process as claimed in claim 1 , which is carried out at a temperature of from 60° C. to 160° C.

13. The process as claimed in claim 1 , wherein the catalyst used is a mixture that comprises different isomers of monoalkylated and/or polyalkylated N-alkylpyridinium chlorides, wherein the polyalkylated N-alkylpyridinium chlorides have a plurality of substituents of R 2 on the nitrogen heterocycle.

14. The process as claimed in claim 13 , wherein the catalyst is prepared in a preceding process step.

Assignments (4)
CHANGE OF NAME Recorded Jan 31, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051765/0166 →
CHANGE OF NAME Recorded Feb 23, 2010
From: DEGUSSA GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 024006/0127 →
CHANGE ADDRESS Recorded Feb 22, 2010
From: EVONIK DEGUSSA GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 023985/0296 →
CHANGE OF ENTITY Recorded Feb 22, 2010
From: DEGUSSA AG
To: DEGUSSA GMBH
Reel/Frame 023998/0937 →