Process for producing epichlorohydrin and intermediate thereof

Details Process for producing epichlorohydrin and intermediate thereof Process for producing epichlorohydrin and intermediate thereof

2000-06-08

2001-12-25

Lambkin, Deborah C. (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C568S850000

Reexamination Certificate

active

06333420

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a process for the production of epichlorohydrin and dichloropropanol which is an intermediate of epichlorohydrin. Epichlorohydrin is useful as a raw material for the production of various compounds or as a solvent, a raw material for epoxy resins, a raw material for synthetic rubbers, a stabilizer for chlorinated rubbers and the like.
2. Description of the Related Art
Epichlorohydrin is produced through a step of reacting allyl alcohol with chlorine to produce dichloropropanol and a step for dehydrochlorinating dichloropropanol to produce epichlorohydrin.
The term “dichloropropanol” as used herein refers to 2,3-dichloro-1-propanol, 1,3-dichloro-2-propanol or a mixture thereof.
A process for producing dichloropropanol by reacting allyl alcohol with chlorine is known and described in Japanese Unexamined Patent Publication (Kokai) Nos. 60-258171 and 62-26243.
In all of these conventional techniques, the reaction is effected in a liquid phase, and allyl alcohol and chlorine are reacted in the presence of hydrochloric acid or hydrogen chloride. However, the use of hydrochloric acid or hydrogen chloride is industrially disadvantageous since a recovery step therefor is necessary or loss of hydrochloric acid or hydrogen chloride is caused at the time of recovery. Furthermore, since the reaction of allyl alcohol with chlorine to produce dichloropropanol is an exothermic reaction, external cooling or the like is necessary in order to obtain dichloropropanol with high efficiency and this causes a loss of energy and the like.
As a conventional technique for chlorination in a gaseous phase, a reaction of ethylene with chlorine is known (see, for example, U.S. Pat. No. 2,099,231). However, a method of producing dichloropropanol by reacting allyl alcohol with chlorine in a gaseous phase has not hitherto been reported.
BRIEF SUMMARY OF THE INVENTION
An object of the present invention is to solve the problems in conventional production methods for dichloro-propanol, i.e., in the liquid phase chlorination methods, in a process for producing epichlorohydrin. More specifically, it is to solve problems attributable to the use of hydrochloric acid or hydrogen chloride, such as need of a step for recovering hydrochloric acid or hydrogen chloride, recovery loss thereof, and energy loss accompanying the external cooling, so that dichloropropanol can be produced industrially advantageously, whereby a process for producing epichlorohydrin more industrially advantageous can be provided.
As a result of extensive investigations to solve the above-described problems, the present inventors have found that the object of the present invention can be attained by a process, for producing dichloropropanol, comprising reacting allyl alcohol with chlorine in a gaseous phase. The present invention has been accomplished based on this finding.
In other words, the present invention provides a process for producing dichloropropanol comprising reacting allyl alcohol with chlorine in a gaseous phase.
Further, the present invention provides a process for producing epichlorohydrin comprising:
a first step of reacting allyl alcohol with chlorine in a gaseous phase to produce dichloropropanol; and
a second step of dehydrochlorinating dichloropropanol obtained at the first step to produce epichlorohydrin.


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