IP Library Granted Patent US 8,933,280
Granted Patent B2
US 8,933,280 · App. 14/046,312 · Granted Jan 13, 2015

Processes for the production of hydrofluoroolefins

Inventors: Max Markus Tirtowidjojo (Lake Jackson, TX); Patrick Ho-Sing Au-Yeung (Midland, MI); Debashis Chakraborty (Lake Jackson, TX); Juergen Eiffler (Stade, DE); Heinz Groenewald (Hammah, DE); Kurt Frederick Hirsekorn (Midland, MI); Manfred Kokott (Stade, DE); William J. Kruper, Jr. (Sanford, MI); Thomas Ulrich Luebbe (Stade, DE); Holger Meeman (Stade, DE); Shirley Shaw Sexton (Cypress, TX); Peter Wenzel (Buxtehude, DE); Marcus Wobser (Stade, DE)
Assignee: Dow Global Technologies LLC
C07C17/26C07C17/206C07C17/269
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Quick Facts
Patent No.
US 8,933,280
App. No.
14/046,312
Granted
Jan 13, 2015
Kind
B2
Abstract

The present invention provides continuous, gas phase, free radical processes for the production of chlorinated and/or fluorinated propenes or higher alkenes from the reaction of chlorinated and/or fluorinated alkanes and chlorinated and/or fluorinated alkenes, wherein wherein at least a portion of any intermediate boiler by-products generated by the process are removed from the process.

Claims (13)

1. A process for preparing one or more hydrofluoroolefins comprising:

producing one or more chlorinated and/or fluorinated propene/higher alkenes from one or more chlorinated and/or fluorinated alkanes and chlorinated and/or fluorinated alkenes in a continuous, gas phase, free radical process, wherein at least a portion of any by-products with boiling points between those of two reactants and generated by the process are removed from the process; and

converting at least one of the chlorinated and/or fluorinated propene/higher alkenes produced into one or more hydrofluoroolefins.

2. The process of claim 1 , wherein the one or more hydrofluoroolefins are of the formula CF 3 CF═CHZ, where Z is H, F, Cl, I or Br.

3. The process of claim 1 , wherein the chlorinated and/or fluorinated propene/higher alkenes comprise 1,1,2,3-tetrachloropropene, 1,1,3,3-tetrachloropropylene, 1,1,2,3-tetrafluoropropylene, or 1,1,2-chloro-3-fluoro-propene.

4. The process of claim 3 , wherein the chlorinated and/or fluorinated propene/higher alkenes comprise 1,1,2,3-tetrachloropropene or 1,1,2chloro -3-fluoro-propene.

5. The process of claim 4 , wherein the chlorinated and/or fluorinated propene/higher alkene comprises 1,1,2,3-tetrachloropropene.

6. The process of claim 5 , wherein step of converting comprises fluorinating a feedstock of the 1,1,2,3 tetrachloropropene in a catalyzed, gas phase reaction to provide 2-chloro-3,3,3-tri-fluoropropene.

7. The process of claim 6 , wherein the 2-chloro-2,3,3,3-tetrafluoropropane is dehydrochlorinated to provide 2,3,3,3-tetrafluoropropene.

8. The process of claim 1 , wherein the chlorinated and/or fluorinated alkanes have the formula CH 4-a-b Cl a F b , wherein a and b are each independently 0-3 and 4-a-b is at least one.

9. The process of claim 8 , wherein the process comprises at least one thermally sensitive component selected from the group consisting of a reactant, product, byproduct, catalyst, or combinations of these.

10. The process of claim 1 , further comprising one or more of i) reducing fouling within the process and/or minimizing the impact of any fouling that may occur, ii) recycling at least a portion of any unreacted reactants, products, by-products and/or diluents, and/or iii) purification of at least one product and/or byproduct of the reaction.

11. The process of claim 10 , wherein reducing fouling within the process comprises incorporating a diluent into the process, wherein the diluent is a byproduct of the process.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 23, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: BLUE CUBE IP LLC
Reel/Frame 036160/0606 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2015
From: EIFFLER, JUERGEN; GROENEWALD, HEINZ; KOKOTT, MANFRED; LUEBBE, THOMAS U.; MEEMANN, HOLGER; WENZEL, PETER; WOBSER, MARCUS
To: DOW DEUTSCHLAND GMBH & CO. OHG
Reel/Frame 035970/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2015
From: DOW DEUTSCHLAND GMBH & CO. OHG
To: THE DOW CHEMICAL COMPANY
Reel/Frame 035970/0448 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2015
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 035970/0506 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2015
From: TIRTOWIDJOJO, MAX M.; AU-YEUNG, PATRICK H.; CHAKRABORTY, DEBASHIS; HIRSEKORN, KURT F.; KRUPER, WILLIAM J., JR.; SEXTON, SHIRLEY S.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 035970/0631 →
CHANGE OF NAME Recorded Jul 2, 2015
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 036054/0762 →
Continuity (3)
Division 12901451 · Oct 8, 2010
Provisional Application 61250024 · Oct 9, 2009
Related Publication 20140031595A1 · Jan 30, 2014