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 comprising:
providing a first quantity of alkane;
providing a quantity of bromine;
reacting the first quantity of alkane with the quantity of bromine to form alkyl monobromides, hydrogen bromide, and alkyl polybromides;
providing a second quantity of alkane;
reacting the second quantity of alkane with the alkyl polybromides to form additional alkyl monobromides;
reacting the alkyl monobromides and the additional alkyl monobromides with a metal oxide to form a metal bromide and at least one reaction product selected from the group consisting of an alcohol and an ether;
contacting the metal bromide with oxygen or air to regenerate the metal oxide and to form bromine; and
recycling the bromine.
2. The method of claim 1 wherein the first and second quantities of alkane comprise at least one alkane selected from the group consisting of methane, ethane, propane, butane, and isobutane.
3. The method of claim 1 wherein the first and second quantities of alkane comprise methane.
4. The method of claim 1 wherein the alkyl polybromides comprise CH 2 Br 2 . and the alkyl monobromides comprise CH 3 Br.
5. The method of claim 1 wherein the reaction product comprises methanol.
6. The method of claim 1 wherein the reaction product comprises dimethyl ether.
7. The method of claim 1 wherein the alkyl monobromides and the additional alkylmonobromides are reacted with hydrogen bromide and the metal oxide to form the metal bromide and the at least one reaction product.
8. The method of claim 1 wherein the second quantity of alkane is reacted with the alkyl polybromides in the presence of an electrophilic catalyst.
9. A method comprising:
providing a first quantity of alkane;
providing a quantity of bromine;
reacting the first quantity of alkane with the quantity of bromine to form alkyl monobromides, hydrogen bromide, and alkyl polybromides;
providing a second quantity of alkane;
reacting the second quantity of alkane with the alkyl polybromides to form additional alkyl monobromides;
reacting the alkyl monobromides and the additional alkyl monobromides with a metal oxide to form a metal bromide and at least one reaction product selected from the group consisting of an alcohol, an ether, and an olefin;
contacting the metal bromide with oxygen or air to regenerate the metal oxide and to form bromine; and
recycling the bromine.
10. The method of claim 9 wherein the first and second quantities of alkane comprise at least one alkane selected form the group consisting of methane, ethane, propane, butane, isobutane, pentane, hexane, and cyclohexane.
11. The method of claim 9 wherein the first and second quantities of alkane comprise methane.
12. The method of claim 9 wherein the alkyl polybromides comprise at least one alkyl polybromide selected from the group consisting of CH 2 Br 2 , CHBr 3 , and CBr 4 and wherein the alkyl monobromides comprise CH 3 Br.
13. The method of claim 9 wherein the reaction product comprises methanol.
14. The method of claim 9 wherein the reaction product comprises dimethyl ether.
15. The method of claim 9 wherein the first and second quantities of alkane comprise two or more carbon atoms in their molecular structure and the reaction product comprises an olefin.
16. The method of claim 9 wherein the first and second quantities of alkane comprise ethane and the reaction product comprises at least one reaction product selected from the group consisting of diethyl ether, ethanol, and ethyl acetate.
17. The method of claim 9 wherein the alkyl monobromides and the additional alkylmonobromides are reacted with hydrogen bromide and the metal oxide to form the metal bromide and the at least one reaction product.
18. The method of claim 9 wherein the second quantity of alkane is reacted with the alkyl polybromides in the presence of an electrophilic catalyst.
19. A method comprising:
providing a first quantity of alkane;
providing a quantity of halogen;
reacting the first quantity of alkane with the quantity of halogen to form alkyl monohalides, hydrogen halide, and alkyl polyhalides;
providing a second quantity of alkane;
reacting the second quantity of alkane with the alkyl polyhalides to form additional alkyl monohalides;
reacting the alkyl monohalides and the additional alkyl monohalides with a metal oxide to form a metal halide and at least one reaction product selected from the group consisting of an alcohol, an ether, and an olefin;
contacting the metal halide with oxygen or air to regenerate the metal oxide and to form halogen; and
recycling the halogen.
20. The method of claim 19 wherein the halogen comprises at least one halogen selected form the group consisting of chlorine, bromine, and iodine.