Conversion of glycerine to dichlorohydrins and epichlorohydrin

A technology of dichloropropanol and epichlorohydrin, which is applied in the field of conversion of glycerin to dichloropropanol and epichlorohydrin, and can solve problems affecting economy, etc.

Active Publication Date: 2009-09-23
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0052] In the case of direct discharge of HCl-enriched water to the dehydrochlorination tower, or in the case of installation of complex HCl recovery units, this can adversely affect the economics of the process

Method used

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  • Conversion of glycerine to dichlorohydrins and epichlorohydrin
  • Conversion of glycerine to dichlorohydrins and epichlorohydrin
  • Conversion of glycerine to dichlorohydrins and epichlorohydrin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0077] Embodiment 1 utilizes acetic acid as catalyst to prepare DCH by GLY

[0078] The reactor had been charged with 150 g of GLY containing 6 mole % acetic acid.

[0079] Gaseous HCl was charged as needed to maintain a constant pressure of 2 bar at 100°C.

[0080] After one hour, at a temperature of 100° C., the pressure in the reactor was increased to 9 bar.

[0081] The reaction was allowed to proceed for another 3 hours. Periodically samples were taken and analyzed.

[0082] GC analysis performed after each reaction stage to remove water, catalyst and residual hydrogen chloride showed the following distribution:

[0083] 1 hour later 4 hours later

[0084] GLY 11.48 NEGL.

[0085] α-MCH 77.55 0.76

[0086] β-MHC 4.94 8.08

[0087] 1.3 DCH 6.03 89.62

[0088] 1.2DHC NEGL. 1.54

Embodiment 2

[0089] Embodiment 2 utilizes malic acid as catalyst to prepare DCH by GLY

[0090] The reaction was carried out in the same manner as in Example 1, except that 8 mol % of malic acid was used as a catalyst with respect to GLY. GC analysis performed after each reaction stage showed the following distribution:

[0091] 1 hour later 4 hours later

[0092] GLY 7.63 NEGL.

[0093] α-MCH 83.55 27.43

[0094] β-MHC 5.65 8.20

[0095] 1.3 DCH 3.17 63.23

[0096] 1.2DHC NEGL. 1.14

Embodiment 3

[0097] Embodiment 3 utilizes malic acid and acetic acid as catalyst to prepare DCH by GLY

[0098] The reaction was performed analogously to Example 2, except that after 1 hour and just before pressurization after flashing at near atmospheric pressure, an additional 3 mole % acetic acid relative to GLY was added to the reaction mass.

[0099] The reaction was complete in a shorter additional time (2 hours and 20 minutes instead of 3 hours in Examples 1 and 2).

[0100] GC analysis performed after each reaction stage showed the following distribution:

[0101] 1 hour later 3 hours 20 minutes later

[0102] GLY 18.23 NEGL.

[0103] α-MCH 76.40 NEGL.

[0104] β-MHC 5.37 4.82

[0105] 1.3DCH NEGL. 92.99

[0106] 1.2DHC NEGL. 2.19

[0107] Comparing the results, the following points are obtained:

[0108] 1) Acetic acid is the most active single catalyst, allowing a high degree of conversion within a given time. However, due to the relatively high volatility of ...

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Abstract

The present invention relates to a process for the production of dichlorohydrin by catalyzed hydrochlorination of glycerine where the reaction is performed in at least two subsequent stages operating continuously at different pressures with both vapor and liquid recycle. The first reactor, low pressure (L. P.) reactor, operating at a pressure ranging from 1 to 4 bar and at a temperature from 900C to 1300C converts most of GLY to MHC. The second reactor, medium pressure (M. P. ) reactor, operating at a pressure ranging from 5 to 20 bar and at temperature from 90 DEG c to 1300C converts the effluent from the L. P. reactor to DCH with an adequate degree of conversion. Each reactor is followed by a stripping unit.

Description

technical field [0001] The present invention relates to a process for the production of dichloropropanol by catalytic hydrochlorination of glycerol in at least two successive stages operated continuously at different pressures, with recirculation of both vapor and liquid. Background of the invention [0002] The present invention relates to a continuous process for the production of dichlorohydrin (DCH) type 1-3 or 2-3 by the catalyzed reaction of glycerol (GLY) with hydrogen chloride (HCl). [0003] Epichlorohydrin (EPI) is produced by dehydrochlorination of DCH with the aid of an aqueous base. [0004] The most commonly used technique worldwide for the production of EPI is based on a method comprising the following steps: [0005] Chlorination of propylene to allyl chloride at high temperature; [0006] Formation of DCH by hydrochlorination of allyl chloride; [0007] • Alkaline dehydrochlorination of DCH to EPI. [0008] An alternative technique developed by Showa-Den...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J19/24C07C29/62C07C31/36C07D301/26C07C31/42
CPCC07D301/26B01J2219/00006C07C29/62B01J2219/0004C07C31/36
Inventor 萨尔瓦托雷·卡萨里诺弗拉维奥·西莫拉
Owner CONSER
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