Method for forming unsaturated organics from organic-containing feed by employing a Bronsted acid

• US 5,629,464 A
• Filed: 12/23/1993
• Issued: 05/13/1997
• Est. Priority Date: 12/23/1993
• Status: Expired due to Fees

• Current Assignee: Quantum Catalytics LLC
• Original Assignee: Molten Metal Technology Incorporated
• Inventors: Nagel, Christopher J., Bach, Robert D.
• Primary Examiner(s): Myers, Helane
• Assistant Examiner(s): Yildirim, Bekir L.
• Application Number:
  US08/172,582
• Time in Patent Office: 1,237 Days
• Field of Search: 208/400, 208/401, 208/402, 208/403, 208/404, 208/406, 208/405, 585/241, 585/512, 585/540, 585/613, 585/634, 585/643, 585/650, 585/652, 585/608, 588/201
• US Class Current: 585/634
• CPC Class Codes: C07B 35/04 Dehydrogenation
• CPC Class Codes: C07C 4/02 by cracking a single hydrocarbon or a mixture of individually defined hydrocarbons or a normally gaseous hydrocarbon fraction

Abstract

The invention relates to a method for producing an unsaturated organic compound from an organic-containing feed. The method includes providing a reactor containing a liquid bath which includes a Bronsted acid that can protonate an organic component of the organic-containing feed. The feed is directed into the liquid bath at a rate which causes the Bronsted acid to protonate the organic component. Conditions are established and maintained in the reactor which cause the protonated organic component to fragment and form a carbenium ion and an unsaturated organic compound, whereby the unsaturated organic compound is discharged from the liquid bath.

Claims

1. A method for producing an unsaturated organic compound from an alkane component of an organic-containing feed, comprising the steps of:

a) providing a reactor containing a bath, said bath comprising a Bronsted acid which can protonate an alkane component of the organic-containing feed;

b) directing the feed into contact with the bath at a rate which causes the Bronsted acid to protonate said alkane component; and

c) establishing and maintaining conditions in the reactor which cause the protonated alkane component to fragment and form a carbenium ion and an unsaturated organic component.

2. A method of claim 1 wherein the bath is formed by a method, comprising the steps of:

a) forming an inorganic phase in the reactor, said inorganic phase comprising a Lewis acid; and

b) directing a reagent into contact with the Lewis acid, said reagent reacting with the Lewis acid to form said Bronsted acid.

3. A method of claim 2 wherein said reagent is a second, relatively weak Lewis base.

4. A method of claim 3 wherein the relatively weak Lewis base is a halide anion containing compound.

5. A method of claim 4 wherein the halogen-compound is an ammonium halide.

6. A method of claim 5 wherein the ammonium halide is ammonium fluoride.

7. A method of claim 5 wherein the ammonium halide is ammonium chloride.

8. A method of claim 2 wherein the inorganic phase is formed by directing silicon dioxide into the reactor.

9. A method of claim 8 further comprising the step of directing into the reactor at least one oxide selected from the group consisting of Al, B, Ca, Mg, Zr, Ti, Cr, S and Zn.

10. A method of claim 2 wherein the inorganic phase is formed by directing aluminum oxide into the reactor.

11. A method of claim 10 further comprising the step of directing into the reactor at least one oxide selected from the group consisting of Si, B, Ca, Mg, Zr, Ti, Cr, S, and Zn.

12. A method of claim 2 wherein the inorganic phase is formed by directing silicon dioxide and aluminum oxide into the reactor.

13. A method of claim 12 wherein the stoichiometric ratio of aluminum to silicon in the reactor is less than about one.

14. A method of claim 2 wherein the inorganic phase is formed by directing calcium oxide and aluminum oxide into the reactor.

15. A method of claim 14 wherein the stoichiometric ratio of calcium to aluminum is in the range of between about 0.25 and one.

16. A method of claim 2 wherein the inorganic phase comprises antimony.

17. A method of claim 2 wherein the inorganic phase comprises arsenic.

18. A method of claim 17 wherein the bath further comprises a molten metal phase.

19. A method of claim 18 wherein the alkane component of the feed further comprises an aryl substituent.

20. A method for producing an unsaturated organic compound from an alkane component of an organic-containing feed, comprising the steps of:

a) providing a reactor containing a bath, said bath comprising a ceramic phase and a molten metal phase, the ceramic phase comprising a Bronsted acid which can protonate an alkane component of the organic-containing feed;

b) directing the feed into contact with the bath at a rate which causes the Bronsted acid to protonate said alkane component; and

c) establishing and maintaining conditions in the reactor which cause the protonated alkane component to fragment and form a carbenium ion and an unsaturated organic compound.

21. A method of claim 20 wherein said reagent is a second, relatively weak Bronsted acid.

22. A method of claim 21 wherein the reagent which reacts with the Lewis acid to form a Bronsted acid is water.

23. A method of claim 22 wherein the Bronsted acid is formed by directing water into the reactor above the bath in an amount sufficient to react with said Lewis acid and thereby form said Bronsted acid.

24. A method of claim 20 wherein the ceramic phase is a liquid.