IP Library Granted Patent US 11,325,876
Granted Patent B2
US 11,325,876 · App. 17/174,219 · Granted May 10, 2022

Process for producing a chlorinated C

Inventors: Karel Filas (Usti nad Labem, CZ); Pavel Kubicek (Decin, CZ); Zdenek Ondrus (Vrbice, CZ); Petr Sladek (Usti nad Labem-Strekov, CZ)
Assignee: SPOLCHEMIE ZEBRA, A.S.
C07C17/02C07C17/272C07C17/275C07C17/278C07C17/38C07C17/383C07C19/01Y02P20/582
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Quick Facts
Patent No.
US 11,325,876
App. No.
17/174,219
Granted
May 10, 2022
Kind
B2
Abstract

Disclosed is a process for producing a chlorinated C3-6 alkane comprising providing a reaction mixture comprising an alkene and carbon tetrachloride in a principal alkylation zone to produce chlorinated C3-6 alkane in the reaction mixture, and extracting a portion of the reaction mixture from the principal alkylation zone, wherein: a) the concentration of the chlorinated C3-6 alkane in the reaction mixture in the principal alkylation zone is maintained at a level such that the molar ratio of chlorinated C3-6 alkane:carbon tetrachloride in the reaction mixture extracted from the alkylation zone does not exceed 95:5 when the principal alkylation zone is in continuous operation; and/or b) the reaction mixture extracted from the principal alkylation zone additionally comprises alkene and the reaction mixture is subjected to a dealkenation step in which at least about 50% or more by weight of the alkene present in the reaction mixture is extracted therefrom and at least about 50% of the extracted alkene is fed back into the reaction mixture provided in the principal alkylation zone; and/or c) the reaction mixture present in the principal alkylation zone and extracted from the principal alkylation zone additionally comprises a catalyst, and the reaction mixture extracted from the principal alkylation zone is subjected to an aqueous treatment step in which the reaction mixture is contacted with an aqueous medium in an aqueous treatment zone, a biphasic mixture is formed and an organic phase comprising catalyst is extracted from the biphasic mixture.

Claims (11)

1. A process for producing a chlorinated C 3-6 alkane comprising providing a reaction mixture comprising an alkene, carbon tetrachloride and a catalyst in an alkylation zone to produce chlorinated C 3-6 alkane in the reaction mixture, and extracting a portion of the reaction mixture from the alkylation zone, wherein:

the concentration of the chlorinated C 3-6 alkane in the reaction mixture in the alkylation zone is maintained at a level such that the molar ratio of chlorinated C 3-6 alkane:carbon tetrachloride in the reaction mixture extracted from the alkylation zone does not exceed 95:5 when the alkylation zone is in continuous operation;

wherein the reaction mixture extracted from the alkylation zone is subjected to an aqueous treatment step with diluted hydrochloric acid in which a biphasic mixture is formed and an organic phase comprising the catalyst is extracted from the biphasic mixture.

2. The process of claim 1 , wherein the alkene is ethene, propene and/or chlorinated propene.

3. The process of claim 1 , wherein the chlorinated C 3-6 alkane is 1,1,1,3-tetrachloropropane.

4. The process of claim 1 , wherein the catalyst is a metallic catalyst, further comprising an organic ligand.

5. The process of claim 4 , wherein the organic ligand is tributylphosphate.

6. The process of claim 1 , wherein the organic phase extracted from the biphasic mixture is fed back to the alkylation zone.

7. A process for producing 1,1,1,3-tetrachloropropane, comprising providing a reaction mixture comprising ethene, carbon tetrachloride, a metallic catalyst and an organic ligand in an alkylation zone to produce 1,1,1,3-tetrachloropropane in the reaction mixture, and extracting a portion of the reaction mixture from the alkylation zone, wherein

the reaction mixture extracted from the alkylation zone is subjected to an aqueous treatment step with diluted hydrochloric acid, in which a biphasic mixture is formed and an organic phase is extracted from the biphasic mixture; and

the organic phase extracted from the biphasic mixture comprises carbon tetrachloride, 1,1,1,3-tetrachloropropane, tetrachloropentane and the organic ligand.

Assignments (6)
SECURITY INTEREST Recorded Jan 12, 2023
From: SPOLCHEMIE ZEBRA, A.S.
To: ARKEMA FRANCE
Reel/Frame 062360/0214 →
SECURITY INTEREST Recorded Jan 4, 2023
From: SPOLCHEMIE ZEBRA, A.S.
To: CESKA SPORITELNA, A.S.
Reel/Frame 062277/0281 →
RELEASE OF SECURITY INTEREST Recorded Dec 21, 2022
From: ARKEMA FRANCE
To: SPOLCHEMIE ZEBRA, A.S.
Reel/Frame 062169/0260 →
SECURITY INTEREST Recorded Mar 4, 2022
From: SPOLCHEMIE ZEBRA, A.S.
To: ARKEMA FRANCE
Reel/Frame 059178/0251 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 17, 2022
From: SPOLEK PRO CHEMICKOU A HUTNI VYROBU, AKCIOVA SPOLECNOST
To: SPOLCHEMIE ZEBRA, A.S.
Reel/Frame 059032/0835 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 19, 2021
From: FILAS, KAREL; KUBICEK, PAVEL; ONDRUS, ZDENEK; SLADEK, PETR
To: SPOLEK PRO CHEMICKOU A HUTNI VYROBU A.S.
Reel/Frame 055329/0782 →
Priority Claims (1)
CZ CZ2014-707 · Oct 16, 2014 · national
Continuity (4)
Continuation 16375187 · Apr 4, 2019
Division 15858234 · Dec 29, 2017
Continuation 14882492 · Oct 14, 2015
Related Publication 20210188742A1 · Jun 24, 2021