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US 4,231,969 AGranted
Production of hexachlorocyclopentadiene
AssigneeThe Lummus Company
InventorHerbert Riegel
Life of this patent
Estimating the term…
Abstract
Hexachlorocyclopentadiene is produced by the use of a molten salt mixture of cuprous and cupric chloride, with the reaction effluent including the product, chlorine, hydrogen chloride, unreacted feed and organic byproduct, as well as entrained molten salt. The effluent is cooled at a temperature and pressure to effect condensation of organics, with the salt being present in the condensate. The salt is then separated from the organics for re-use in the process. Hydrogen chloride and chlorine present in the effluent are also recovered for re-use in the process.
Claims20
A process for producing hexachlorocylopentadiene, comprising:
- contacting in a hexachlorocyclopentadiene production zone a feed selected from the group consisting of chlorinated saturated C.sub.5 hydrocarbons chlorinated mono-olefinically unsaturated C.sub.5 hydrocarbons and mixtures thereof with a salt mixture containing cuprous chloride and cupric chloride, said salt mixture being in molten form;
- recovering a gaseous effluent containing hexachlorocyclopentadiene, other organics, chlorine, hydrogen chloride and entrained salt mixture;
- cooling the gaseous effluent to condense hexachlorocyclopentadiene and other organics and provide a condensate including said entrained salt mixture;
- separating said entrained salt mixture from the condensate;
- introducing the separated entrained salt mixture into an oxidation reaction zone;
- recovering chlorine and hydrogen chloride from the uncondensed gaseous effluent;
- introducing recovered chlorine into the hexachlorocyclopentadiene production zone;
- introducing recovered hydrogen chloride into the oxidation reaction zone;
- contacting in the oxidation reaction zone molten salt mixture from the hexachlorocylopentadiene production zone and said separated entrained salt mixture with molecular oxygen, and said recovered hydrogen chloride to provide a molten salt enriched in cupric chloride;
- and
- passing said molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
8 more elements
A process for producing hexachlorocyclopentadiene, comprising:
- (a) contacting fresh feed chlorine and recovered chlorine with cyclopentadiene to produce an effluent containing chlorinated cyclopentane and hydrogen chloride;
- (b) contacting in a hexachlorocyclopentadiene production zone effluent from step (a) with a salt mixture containing cuprous chloride and cupric chloride, said salt mixture being in molten form;
- (c) recovering a gaseous effluent containing hexachlorocyclopentadiene other organics, chlorine, hydrogen chloride and entrained salt mixture;
- (d) cooling the gaseous effluent to condense hexachlorocyclopentadiene and other organics and provide a condensate including said entrained salt mixture;
- (e) separating said entrained salt mixture from the condensate;
- (f) introducing separated entrained salt mixture into an oxidation reaction zone;
- (g) recovering from the uncondensed effluent chlorine as a liquid stream and hydrogen chloride as a gaseous stream;
- (h) passing recovered chlorine to step (a);
- (i) introducing recovered hydrogen chloride into the oxidation reaction zone;
- (j) contacting in the oxidation reaction zone molten salt mixture from the hexachlorocyclopentadiene production zone and said separated entrained salt mixture with molecular oxygen, and said recovered hydrogen chloride to provide a molten salt enriched in cupric chloride;
- and
- (k) passing said molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
9 more elements
A process for producing hexachlorocyclopentadiene, comprising:
- (a) contacting fresh feed chlorine and recovered chlorine with cyclopentadiene to produce an effluent containing hexachlorocyclopentane and hydrogen chloride;
- (b) contacting in a hexachlorocyclopentadiene production zone effluent from step (a) with a molten salt mixture containing cuprous chloride and cupric chloride to dehydrogenate said hexachlorocyclopentane and strip gaseous chlorine from the salt and thereby produce a gaseous effluent containing hexachlorocyclopentadiene, chlorine and hydrogen chloride;
- (d) recovering chlorine, hydrogen chloride and hexachlorocyclopentadiene from the gaseous effluent;
- (e) passing recovered chlorine to step (a);
- (f) introducing the recovered hydrogen chloride into an oxidation reaction zone;
- (g) contacting in the oxidation reaction zone molten salt mixture recovered from the hexachlorocyclopentadiene production zone with molecular oxygen, and recovered hydrogen chloride to provide a molten salt mixture enriched in cupric chloride;
- and
- (k) recycling the molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
5 more elements
A process for producing hexachlorocyclopentadiene, comprising:
- contacting in a hexachlorocyclopentadiene production zone a feed selected from the group consisting of chlorinated saturated C.sub.5 hydrocarbons chlorinated mono-olefinically unsaturated C.sub.5 hydrocarbons and mixtures thereof with a salt mixture containing cuprous chloride and cupric chloride, said salt mixture being in molten form;
- recovering a gaseous effluent containing hexachlorocyclopentadiene, other organics, chlorine, hydrogen chloride and entrained salt mixture;
- cooling the gaseous effluent to condense hexachlorocyclopentadiene and other organics and provide a condensate including said entrained salt mixture;
- separating said entrained salt mixture from the condensate by extraction, said extraction being effected with aqueous hydrogen chloride;
- introducing the separated entrained salt mixture dispersed in the aqueous hydrogen chloride into an oxidation reaction zone;
- recovering chlorine and hydrogen chloride from the uncondensed gaseous effluent;
- introducing recovered chlorine into the hexachlorocyclopentadiene production zone;
- introducing recovered hydrogen chloride into the oxidation reaction zone;
- contacting in the oxidation reaction zone molten salt mixture from the hexachlorocyclopentadiene production zone and said separated entrained salt mixture with molecular oxygen, and said recovered hydrogen chloride to provide a molten salt enriched in cupric chloride;
- and
- passing said molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
8 more elements
A process for producing hexachlorocyclopentadiene, comprising:
- (a) contacting fresh feed chlorine and recovered chlorine with cyclopentadiene to produce an effluent containing chlorinated cyclopentane and hydrogen chloride;
- (b) contacting in a hexachlorocyclopentadiene production zone effluent from step (a) with a salt mixture containing cuprous chloride and cupric chloride, said salt mixture being in molten form;
- (c) recovering a gaseous effluent containing hexachlorocyclopentadiene, other organics, chlorine, hydrogen chloride and entrained salt mixture;
- (d) cooling the gaseous effluent to condense hexachlorocyclopentadiene and other organics and provide a condensate including said entrained salt mixture;
- (e) separating said entrained salt mixture from the condensate by extraction, said extraction being effected with aqueous hydrogen chloride;
- (f) introducing separated entrained salt mixture dispersed in the aqueous hydrogen chloride, into an oxidation reaction zone;
- (g) recovering from the uncodensed effluent chlorine as a liquid stream and hydrogen chloride as a gaseous stream;
- (h) passing recovered chlorine to step (a);
- (i) introducing recovered hydrogen chloride into the oxidation reaction zone;
- (j) contacting in the oxidation reaction zone molten salt mixture from the hexachlorocyclopentadiene production zone and said separated entrained salt mixture with molecular oxygen, and said recovered hydrogen chloride to provide a molten salt enriched in cupric chloride;
- and
- (k) passing said molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
9 more elements
A process for producing hexachlorocyclopentadiene, comprising:
- (a) contacting fresh feed chlorine and recovered chlorine with cyclopentadiene to produce an effluent containing hexachlorocyclopentane and hydrogen chloride;
- (b) contacting in a hexachlorocyclopentadiene production zone effluent from step (a) with a molten salt mixture containing cuprous chloride and cupric chloride to dehydrogenate said hexachlorocyclopentane and strip gaseous chlorine from the salt and thereby produce a gaseous effluent containing hexachlorocyclopentadiene, chlorine, hydrogen chloride, other organics and entrained salt mixture;
- (c) cooling the gaseous effluent to condense hexachlorocyclopentadiene and other organics and provide a condensate including said entrained salt mixture;
- (d) separating said entrained salt mixture from the condensate by extraction, said extraction being effected with aqueous hydrogen chloride;
- (e) introducing the separated entrained salt mixture dispersed in the aqueous hydrogen chloride into an oxidation reaction zone;
- (f) recovering chlorine and hydrogen chloride from the uncondensed gaseous effluent;
- (g) passing recovered chlorine to step (a);
- (h) introducing the recovered hydrogen chloride into the oxidation reaction zone;
- (i) contacting in the oxidation reaction zone molten salt mixture recovered from the hexachlorocyclopentadiene production zone with molecular oxygen, and recovered hydrogen chloride to provide a molten salt mixture enriched in cupric chloride;
- and
- (j) recycling the molten salt mixture enriched in cupric chloride to the hexachlorocyclopentadiene production zone.
8 more elements
Dependencies are inferred from the claim text.