Hydrocarbon conversion process improvements
View Patent ↗Improvements in previously disclosed methods of and apparatuses for converting alkanes, alkenes, and aromatics to olefins, alcohols, ethers, and aldehydes includes: safety improvements, use of alternative feedstocks, process simplification, improvements to the halogenation step, improvements to the reproportionation step, improvements to the solid oxide reaction, improvements to solid oxide regeneration, improvements in separations, maintenance, start-up, shut-down, and materials of construction.
1. A method for use in conjunction with a process of hydrocarbon conversion comprising:
providing a first stream comprising a halide;
contacting the first stream with a solid material, wherein the solid material retains at least a portion of the halide in the first stream;
removing at least a portion of the halide retained by the solid material from the solid material; and
contacting at least a portion of the halide removed from the solid material with a hydrocarbon feed, and
reacting at some hydrocarbons in the hydrocarbon feed with at least a portion of the halide removed from the solid material to form a second stream comprising an alkyl halide.
2. The method of claim 1 wherein the solid material comprises a reactive adsorbent.
3. The method of claim 2 wherein the reactive adsorbent comprises at least one material selected from the group consisting of: copper (I) bromide, iron (II) bromide, silver bromide, carbon, carbon fullerenes and nano-tubular carbon.
4. The method of claim 1 wherein the solid material is a reactive solid, wherein the reactive solid comprises at least one material selected from the group consisting of: copper (II) oxide, silver, copper, lithium, magnesium, and an alkylide metal.
5. The method of claim 1 wherein the hydrocarbon feed comprises at least one hydrocarbon selected from the group consisting of: methane, ethane, propane, butane, isobutene, pentane, hexane, and cyclohexane.
6. The method of claim 1 further comprising:
separating any higher alkyl halides from the second stream, wherein the higher alkyl halides comprise any alkyl halide with a plurality of halogen atoms;
reproportionating the higher alkyl halides with at least some of the hydrocarbon feed to form at least some alkyl monohalide; and
combining at least some of the alkyl monohalide with the second stream.
7. The method of claim 1 wherein the solid material comprises an adsorbent, wherein the adsorbent comprises at least one structure selected from the group consisting of: a molecular sieve, a mesoporous material, a zeolite, a silica, an alumina, an aluminosilicate, a magnesia, an activated carbon, a metal bromide, and a metal oxide.
8. A method for use in conjunction with a process of hydrocarbon conversion comprising:
providing a first stream comprising a halide;
contacting the first stream with a solid material, wherein the solid material retains at least a portion of the halide in the first stream;
removing at least a portion of the halide retained by the solid material;
reacting at least a portion of the halide removed from the solid material with a hydrocarbon feed to form a second stream, wherein the second stream comprises an alkyl halide; and
contacting the second stream with a catalyst to cause a coupling reaction, wherein the coupling reaction creates at least a product stream.
9. The method of claim 8 wherein the solid material comprises an adsorbent, wherein the adsorbent comprises at least one structure selected from the group consisting of: a molecular sieve, a mesoporous material, a zeolite, a silica, an alumina, an aluminosilicate, a magnesia, an activated carbon, a metal bromide, and a metal oxide.
10. The method of claim 8 wherein the solid material comprises a reactive adsorbent, wherein the reactive adsorbent comprises at least one material selected from the group consisting of: copper (I) bromide, iron (II) bromide, silver bromide, carbon, carbon fullerenes and nano-tubular carbon.
11. The method of claim 8 wherein the solid material is a reactive solid, wherein the reactive solid comprises at least one material selected from the group consisting of: copper (II) oxide, silver, copper, lithium, magnesium, and an alkylide metal.
12. The method of claim 8 wherein the catalyst comprises at least one material selected from the group consisting of: a metal oxide, a metal oxyhydrate, a hydrate of a halide, a hydrate of a sulfide, a hydrate of a carbonate, a hydrate of a phosphate, a hydrate of a phosphide, a hydrate of a nitride, and a hydrate of a nitrate.
13. The method of claim 8 wherein the second stream is contacted with the catalyst in stages.
14. The method of claim 8 wherein the second stream is contacted with the catalyst in a plurality of switched fixed beds.
15. A method for use in conjunction with a process of hydrocarbon conversion comprising:
providing a first stream comprising a halide;
contacting the first stream with a solid material, wherein the solid material retains at least a portion of the halide in the first stream;
removing at least a portion of the halide retained by the solid material;
reacting at least a portion of the halide removed from the solid material with a hydrocarbon in a feed comprising hydrocarbons to form a second stream, wherein the second stream comprises an alkyl halide;
contacting the second stream with a metal oxide to cause a coupling reaction, wherein the coupling reaction produces a metal halide and a product comprising at least one component selected from the group consisting of: an olefin, an alcohol, an ether, and an aldehyde; and
contacting the metal halide with an oxidizer to produce at least some of the metal oxide and at least some regenerated halide.
16. The method of claim 15 wherein the solid material comprises an adsorbent, wherein the adsorbent comprises at least one structure selected from the group consisting of: a molecular sieve, a mesoporous material, a zeolite, a silica, an alumina, an aluminosilicate, a magnesia, an activated carbon, a metal bromide, and a metal oxide.
17. The method of claim 15 wherein the solid material comprises a reactive adsorbent, wherein the reactive adsorbent comprises at least one material selected from the group consisting of: copper (I) bromide, iron (II) bromide, silver bromide, carbon, carbon fullerenes and nano-tubular carbon.
18. The method of claim 15 wherein the solid material is a reactive solid, wherein the reactive solid comprises at least one material selected from the group consisting of: copper (II) oxide, silver, copper, lithium, magnesium, and an alkylide metal.
19. The method of claim 15 further comprising:
separating any higher alkyl halides from the second stream, wherein the higher alkyl halides comprise any alkyl halide with a plurality of halogen atoms;
reproportionating the higher alkyl halides with at least some of the hydrocarbon feed to form at least some alkyl monohalide; and
combining at least some of the alkyl monohalide with the second stream.
20. The method of claim 15 wherein the regenerated halide forms at least a portion of the first stream.