IP Library Granted Patent US 8,648,222
Granted Patent B2
US 8,648,222 · App. 13/176,856 · Granted Feb 11, 2014

Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and a process for making fluorinated olefins

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Quick Facts
Patent No.
US 8,648,222
App. No.
13/176,856
Granted
Feb 11, 2014
Kind
B2
Abstract

There is provided methods for making a catalyst composition represented by the formula MX/M′F 2 wherein MX is an alkali metal halide; M is an alkali metal ion selected from the group consisting of Li + , Na + , K + , Rb + , and Cs + ; X is a halogen ion selected from the group consisting of F − , Cl − , Br − , and I − ; M′F 2 is a bivalent metal fluoride; and M′ is a bivalent metal ion. There is also a method for making a fluorinated olefin.

Claims (60)

1. A process for making a fluorinated olefin, comprising: dehydrochlorinating a hydrochlorofluorocarbon having at least one hydrogen and at least one chlorine on adjacent carbons in the presence of a catalytically effective amount of a catalyst composition represented by the following:

MX/M′F 2

wherein MX is an alkali metal halide; M is an alkali metal ion selected from the group consisting of Li + , Na + , K + , Rb + , and Cs + ; X is a halogen ion selected from the group consisting of F − , Cl − , Br − , and I − ; M′F 2 is a bivalent metal fluoride; and M′ is a bivalent metal ion.

2. The process of claim 1 , wherein the hydrochlorofluorocarbon and the fluorinated olefin are each selected from the groups consisting of the following:

Hydrochlorofluorocarbon

Fluorinated olefin

chlorotetrafluoropropane

tetrafluoropropene

chloropentafluoropropane

pentafluoropropene

chlorohexafluoropropane

hexafluoropropene

1,1,1,2-tetrafluoro-2-chloropropane

2,3,3,3-tetrafluoropropene

CF 3 CFClCH 3 (244bb)

CF 3 CF═CH 2 (1234yf)

1,1,1,2-tetrafluoro-3-chloropropane

2,3,3,3-tetrafluoropropene

CF 3 CHFCH 2 Cl (244eb)

CF 3 CF═CH 2 (1234yf)

1,1,1,3-tetrafluoro-3-chloropropane

1,3,3,3-tetrafluoropropene

CF 3 CH 2 CHFCl (244fa)

CF 3 CH═CHF

(trans/cis-1234ze)

1,1,1,3-tetrafluoro-2-chloropropane

1,3,3,3-tetrafluoropropene

CF 3 CHClCH 2 F (244db)

CF 3 CH═CHF

(trans/cis-1234ze)

1,1,1,2,3-pentafluoro-2-chloropropane

1,2,3,3,3-pentafluoropropene

CF 3 CFClCH 2 F (235bb)

CF 3 CF═CHF (Z/E-1225ye)

1,1,1,2,3-pentafluoro-3-chloropropane

1,2,3,3,3-pentafluoropropene

CF 3 CHFCHFCl (235ea)

CF 3 CF═CHF (Z/E-1225ye)

1,1,1,3,3-pentafluoro-3-chloropropane

1,1,3,3,3-pentafluoropropene

CF 3 CH 2 CF 2 Cl (235fa)

CF 3 CH═CF 2 (1225zc)

1,1,1,3,3-pentafluoro-2-chloropropane

1,1,3,3,3-pentafluoropropene

CF 3 CHClCHF 2 (235da)

CF 3 CH═CF 2 (1225zc)

1,1,1,2,3,3-hexafluoro-2-chloropropane

1,1,2,3,3,3-hexafluoropropene

CF 3 CFClCHF 2 (226ba)

CF 3 CF═CF 2 (1216)

1,1,1,2,3,3-hexafluoro-3-chloropropane

1,1,2,3,3,3-hexafluoropropene

CF 3 CHFCF 2 Cl (226ea)

CF 3 CF═CF 2 (1216).

3. The method of claim 1 , wherein M′ is selected from the group consisting of Mg 2+ , Ca 2+ , Sr + , Ba 2+ , Ni 2+ , Fe 2+ , Co 2+ , Cu 2+ , and Zn 2+ .

4. The method of claim 1 , wherein the alkali metal halide is from about 0.05 wt % to about 50 wt % of the catalyst composition based on the total weight of the catalyst composition.

5. The method of claim 4 , wherein the alkali metal halide is from about 5 wt % to about 15 wt % of the catalyst composition based on the total weight of the catalyst composition.

6. The method of claim 5 , wherein the alkali metal halide is from about 7.5 wt % to about 12.5 wt % of the catalyst composition based on the total weight of the catalyst composition.

7. The method of claim 1 , wherein M is selected from the group consisting of potassium and cesium, wherein X is selected from the group consisting of F − and Cl − , and wherein M′ is selected from the group consisting of Mg 2+ and Ni 2+ .

8. The method of claim 7 , wherein M is cesium, X is Cl − or F − and M′ is Mg 2+ .

Assignments (2)
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 12, 2011
From: WANG, HAIYOU; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 026575/0783 →