IP Library Granted Patent US 8,530,708
Granted Patent B2
US 8,530,708 · App. 11/588,465 · Granted Sep 10, 2013

Processes for selective dehydrohalogenation of halogenated alkanes

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Quick Facts
Patent No.
US 8,530,708
App. No.
11/588,465
Granted
Sep 10, 2013
Kind
B2
Abstract

Disclosed are processes for producing halogenated olefins, and preferably tetrafluorinated propene(s), from one or more alkanes having both fluorine substituents and non-fluorine substituents, preferably with a high degree of conversion and selectivity. Preferably the process comprises the use of a catalyzed reaction in which the catalyst is selected from the group consisting of activated carbons, halogentated mono- and di-valent metal oxides, mono- and di-valent Lewis acid metal halides, zero-valent metals, and combinations of these.

Claims (11)

1. A process for the production of fluorinated olefins comprising exposing, in a gas phase, a fluorinated and chlorinated alkane stream comprising HCFC-244fa to conditions effective to convert at least about 70% by weight of said alkane stream to an olefin stream comprising HFO-1234ze, wherein said exposing step comprises exposing said alkane stream to a catalyst selected from the group consisting of LiF, NaF, KF, MgF 2 , NiF 2 , LiCl, KCl, MgCl 2 , NiCl 2 , CuCl 2 , ZnCl 2 , NaCl, CsCl, CsF, activated carbon, Fe, Co, Ni, Cu, and combinations of two or more of these, wherein said catalyst is optionally supported by a substrate selected from the group consisting of carbon, activated carbon, graphite, fluorinated graphite, and combinations of two or more of these.

2. The process of claim 1 wherein said exposing step comprises conditions effective to convert at least about 80% by weight of said alkane stream comprising HCFC-244fa to said olefin stream comprising HFO-1234ze.

3. The process of claim 1 wherein said exposing step comprises conditions effective to convert at least about 90% by weight of said alkane stream comprising HCFC-244fa to said olefin stream comprising HFO-1234ze.

4. The process of claim 1 wherein said HFO-1234ze comprises trans-HFO-1234ze.

5. The process of claim 1 wherein said HFO-1234ze comprises cis-HFO-1234ze.

6. The process of claim 1 wherein said HFO-1234ze consists essentially of a mixture of cis-HFO-1234ze and trans-HFO-1234ze.

7. The process of claim 1 wherein said catalyst is LiCl supported on by a carbon substrate.

8. The process of claim 1 wherein said exposing step is conducted under a reaction temperature condition of from about 300° C. to less than about 400° C.

9. The process of claim 1 wherein said exposing step is conducted under a reaction temperature condition of from about 325° C. to about 375° C.

10. The process of claim 1 wherein said exposing step is conducted under a reaction temperature condition of about 350° C.

11. The process of claim 1 wherein said exposing step is conducted under a reaction pressure condition of from about 5 ton to about 200 psig.

Assignments (3)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2013
From: MUKHOPADHYAY, SUDIP
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 030746/0059 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2007
From: WANG, HAIYOU; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 018811/0959 →