IP Library Granted Patent US 8,053,612
Granted Patent B2
US 8,053,612 · App. 12/472,787 · Granted Nov 8, 2011

Process for dehydrochlorinating 1,1,1,2-tetrafluoro-2-chloropropane to 2,3,3,3-tetrafluoropropene in the presence of an alkali metal-doped magnesium oxyfluoride catalyst and methods for making the catalyst

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Quick Facts
Patent No.
US 8,053,612
App. No.
12/472,787
Granted
Nov 8, 2011
Kind
B2
Abstract

A process for making a fluorinated olefin. The process has the step of dehydrochlorinating a hydrochlorofluorocarbon having at least one hydrogen atom and at least one chlorine atom on adjacent carbon atoms in the presence of a catalytically effective amount of a catalyst composition. The catalyst composition is represented by the following: n wt. % MX/M′O y F z , wherein 0<y<1 and 0<z<2 and wherein y+z/2=1; 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′ is a bivalent metal ion; wherein n is a weight percentage of about 0.05% to about 50% MX based on the total weight of the MX and M′O y F z , and wherein y and z are the mole fractions of oxygen and fluorine in M′O y F z , respectively. There are also methods for making catalyst compositions.

Claims (31)

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

n wt. % MX/M′O y F z

wherein 0<y<1 and 0<z<2 and wherein y+z/2=1; wherein 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′ is a bivalent metal ion; wherein n is a weight percentage of about 0.05% to about 50% MX based on the total weight of the MX and M′O y F z ; and wherein y and z are the mole fractions of oxygen and fluorine in M′O y F z , respectively.

2. The process of claim 1 , wherein the bivalent metal ion is selected from the group consisting of Mg 2+ , Ca 2+ , Sr 2+ , Ba 2+ , Ni 2+ , Fe 2+ , Co 2+ , Cu 2+ , and Zn 2+ .

3. The process of claim 2 , wherein the bivalent metal ion is Mg 2+ or Ni 2+ .

4. The process of claim 1 , wherein the alkali metal ion is selected from the group consisting of Li + , Na + , K + , Rb + , and Cs + .

5. The process of claim 4 , wherein the alkali metal ion is Cs + or K + .

6. The process of claim 1 , wherein the halogen ion is selected from the group consisting of F − and Cl − .

7. The process of claim 1 , wherein the bivalent metal ion is Mg 2+ or Ni 2+ , wherein the alkali metal ion is Cs + or K + , and wherein the halogen ion is selected from the group consisting of F − and Cl − .

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

Hydrochlorofluorocarbon

Fluorinated olefin

CF 3 CFClCH 3 (244bb)

CF 3 CF═CH 2 (1234yf)

CF 3 CHFCH 2 Cl (244eb)

CF 3 CF═CH 2 (1234yf)

CF 3 CH 2 CHFCl (244fa)

CF 3 CH═CHF (trans/cis-1234ze)

CF 3 CHClCH 2 F (244db)

CF 3 CH═CHF (trans/cis-1234ze)

CF 3 CFClCH 2 F (235bb)

CF 3 CF═CHF (Z/E-1225ye)

CF 3 CHFCHFCl (235ea)

CF 3 CF═CHF (Z/E-1225ye)

CF 3 CH 2 CF 2 Cl (235fa)

CF 3 CH═CF 2 (1225zc)

CF 3 CHClCHF 2 (235da)

CF 3 CH═CF 2 (1225zc)

CF 3 CFClCHF 2 (226ba)

CF 3 CF═CF 2 (1216).

9. The process of claim 8 , wherein the fluorinated olefin is 2,3,3,3-tetrafluoropropene.

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 May 27, 2009
From: WANG, HAIYOU; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 022739/0428 →