IP Library Granted Patent US 9,676,687
Granted Patent B2
US 9,676,687 · App. 15/139,778 · Granted Jun 13, 2017

Fluorination process and reactor

Inventors: Daniel C. Merkel (Orchard Park, NY); Hsueh Sung Tung (Getzville, NY); Haiyou Wang (Amherst, NY); Haluk Kopkalli (Staten Island, NY); Yuon Chiu (Denville, NJ)
Assignee: HONEYWELL INTERNATIONAL. INC.
C07C17/25B01J4/002B01J19/24C07C17/206
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Quick Facts
Patent No.
US 9,676,687
App. No.
15/139,778
Granted
Jun 13, 2017
Kind
B2
Abstract

The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.

Claims (17)

1. A process to prepare 2-chloro-3,3,3-trifluoropropene (1233xf) comprising:

a) atomizing a starting composition comprising at least one compound having a structure selected from Formula I, II and II:

CX 2 ═CCl—CH 2 X  (Formula I)

CX 3 —CCl═CH 2   (Formula II)

CX 3 —CHCl—CH 2 X  (Formula III)

wherein X is independently selected from F, Cl, Br and I, provided that at least one of X is not F;

b) feeding said atomized starting composition into a fluorination reactor and contacting the atomized composition with superheated HF in said reactor to form a vaporized starting composition, which contacts a fluorination catalyst under conditions effective to form 1233xf.

2. The process of claim 1 wherein the vapor phase fluorination catalyst is selected from the group consisting of Cr 2 O 3 , FeCl 3 /C, Cr 2 O 3 /Al 2 O 3 , Cr 2 O 3 /AlF 3 , Cr 2 O 3 /carbon, CoCl 2 /Cr 2 O 3 /Al 2 O 3 , NiCl 2 /Cr 2 O 3 /Al 2 O 3 , CoCl 2 /AlF 3 , NiCl 2 /AlF 3 , and mixtures thereof.

3. The process of claim 1 wherein the contacting of step (b) occurs substantially instantaneously with formation of the vaporized starting composition.

4. A process to prepare 2,3,3,3-tetrafluoropropene (1234yf) comprising:

a) providing a first intermediate composition comprising 2-chloro-3,3,3-trifluoropropene (1233xf) as prepared according to claim 1 ;

b) contacting said first intemiediate composition comprising 1233xf with HF in the presence of a fluorination catalyst under conditions effective to produce a second intermediate composition comprising 244bb; and

c) dehydrochlorinating at least a portion of said 244bb to produce a reaction product comprising 1234yf.

5. The process according to claim 1 wherein HF and the starting composition have a residence time in a heating chamber of no greater than about 1 second wherein said reactor is comprised of a heating chamber.

6. The process according to claim 1 wherein the starting composition comprises a compound selected from the group consisting of 1,1,2,3,tetrachloropropene, 1,1,1,2,3-pentachloropropane, 2,3,3,3-tetrachloropropene and combination thereof.

7. The process according to claim 1 wherein the starting composition is atomized proximate the catalyst.

8. The process according to claim 1 wherein the starting composition is atomized by passing it through an atomizing nozzle exiting into the reactor, the nozzle located proximate to the catalyst.

Assignments (1)
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 →
Continuity (3)
Division 14206088 · Mar 12, 2014
Provisional Application 61783545 · Mar 14, 2013
Related Publication 20160237010A1 · Aug 18, 2016