Process for the production epichlorohydrin

• US 4,704,463 A
• Filed: 05/27/1986
• Issued: 11/03/1987
• Est. Priority Date: 05/27/1986
• Status: Expired due to Term

• Current Assignee: Shell Oil Company (Shell Plc)
• Original Assignee: Shell Oil Company (Shell Plc)
• Inventors: Blytas, George C.
• Primary Examiner(s): Milestone, Norma S.
• Application Number:
  US06/866,804
• Time in Patent Office: 525 Days
• Field of Search: 549/521, 549/541, 568/847
• US Class Current: 549/521
• CPC Class Codes: B01D 2311/04 Specific process operations in the feed stream; Feed pretreatment
• CPC Class Codes: B01D 2311/106 Cooling
• CPC Class Codes: B01D 2311/12 Addition of chemical agents
• CPC Class Codes: B01D 61/025 Reverse osmosis; Hyperfiltration
• CPC Class Codes: B01D 61/145 Ultrafiltration
• CPC Class Codes: B01D 61/44 Ion-selective electrodialysis
• CPC Class Codes: B01D 61/58 Multistep processes
• CPC Class Codes: C07D 301/26 Y being hydrogen

Abstract

A process for the production of epichlorohydrin is disclosed which comprises reacting allyl chloride, chlorine and water to form an intermediate, then rapid conversion and separation of epichlorohydrin product; the epichlorohydrin-depleted reaction mixture is cooled and subjected to electrodialysis then reverse osmosis to concentrate and remove deleterious by-products, and at least a substantial portion of the resultant permeate is recycled to the reaction zone, thereby enabling reduced operating costs and/or improved yield.

Claims

1. A continuous process for the production of epichlorohydrin which comprises in sequence

(a) reacting allyl chloride, chlorine and water in a first reaction zone to produce an aqueous solution of dichlorohydrin,

(b) reacting said dichlorohydrin solution with an excess of a basic substance in a second reaction zone under conditions of temperature and contact time of the reactants whereby the dichlorohydrin is substantially converted to epichlorohydrin,

(c) separating the formed epichlorohydrin rapidly and substantially completely from the aqueous reaction mixture as overhead by flash distillation,

(d) cooling said reaction mixture depleted in epichlorohyrin to a temperature below about 70°

C.,

(e) electrodialyzing said cooled reaction mixture in an electrodialysis zone to afford;

(1) an electrodialysis concentrate stream having an inorganic chloride content higher than said cooled reaction mixture feed to the electrodialysis zone, and (2) a diluate stream containing organic chloride compounds and having a lower inorganic chloride content than said reaction mixture feed,

(f) removing said concentrate stream of step (e),

(g) subjecting said diluate stream to a reverse osmosis to form a retentate stream having a higher content of organic and inorganic chlorides than said diluate stream, and a permeate stream substantially depleted in both organic and inorganic chlorides,

(h) removing said retentate stream, and

(i) recycling at least part of said permeate stream to said first reaction zone.

2. A process as in claim 1 wherein after step (d), said cooled reaction mixture is subjected to an ultrafiltration step to separate any insoluble material and afford a filtrate depleted in insoluble material, and said filtrate is passed as feed to the electrodialysis zone of step (e).

3. A process as in claim 1 wherein said basic substance is selected from the group consisting of hydroxides and carbonates of metals selected from the group consisting of alkali metals and alkaline earth metals.

4. A process as in claim 1 wherein step (b) said basic substance is selected from caustic soda, lime and limestone.

5. A process as in claim 1 wherein step (a) the first reaction zone comprises a plurality of reaction stages arranged in series flow, and said permeate from step (i) is recycled to the first of such reaction stages.

6. A process as in claim 1 wherein step (d) said reaction mixture is cooled to a temperature in the range from about 35°

to about 60°

C.

7. A process as in claim 1 wherein at least about 50% of said permeate stream is recycled to said first reaction zone.

8. A process as in claim 1 wherein at least about 75% of said permeate stream is recycled to said first reaction zone.