Process for producing fluoropropenes
First Claim
Patent Images
1. A dehydrohalogenation process for the preparation of fluoropropenes of the formula CF3CY═
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine; and
N and P are independently integers equal to 0,1 or 2, provided that (N+P)=2;
comprising reacting without a catalyst, a halopropane of the formula;
CF3C(YR1)C(XNHPR2)wherein R1, R2, X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, provided that at least one of R1, R2, X and Y is a halogen and there is at least one hydrogen and one halogen on adjacent carbon atoms;
with a caustic solution of at least one alkali metal or alkaline earth metal hydroxide in a non-aqueous, non-alcohol solvent for said alkali metal or alkaline earth metal hydroxide that is essentially miscible with said halopropane, wherein the reaction is performed within a temperature range at which dehydrohalogenation will occur.
1 Assignment
0 Petitions
Accused Products
Abstract
Dehydrohalogenation processes for the preparation of fluoropropenes from corresponding halopropanes, in which the fluoropropenes have the formula CF3CY═CXNHP, wherein X and Y are independently hydrogen or a halogen selected from fluorine, chlorine, bromine and iodine; and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2.
-
Citations
76 Claims
-
1. A dehydrohalogenation process for the preparation of fluoropropenes of the formula CF3CY═
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine; and
N and P are independently integers equal to 0,1 or 2, provided that (N+P)=2;
comprising reacting without a catalyst, a halopropane of the formula;
CF3C(YR1)C(XNHPR2)wherein R1, R2, X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, provided that at least one of R1, R2, X and Y is a halogen and there is at least one hydrogen and one halogen on adjacent carbon atoms;
with a caustic solution of at least one alkali metal or alkaline earth metal hydroxide in a non-aqueous, non-alcohol solvent for said alkali metal or alkaline earth metal hydroxide that is essentially miscible with said halopropane, wherein the reaction is performed within a temperature range at which dehydrohalogenation will occur.- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 71, 72, 73)
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine; and
-
38. A dehydrohalogenation process for the preparation of fluoropropenes of the formula CF3CY═
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2;
comprising heating to a temperature at which dehydrohalogenation by thermal decomposition occurs, a halopropane of the formula;
CF3C(YR1)C(XNHPR2)wherein R1, R2, X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, provided that at least one of R1, R2, X and Y is a halogen and there is at least one hydrogen and one halogen on adjacent carbon atoms; wherein said decomposing is conducted without a catalyst. - View Dependent Claims (74)
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2;
-
39. A process for the manufacture of 1,3,3,3-tetrafluoropropene comprising thermally decomposing a reactant comprising at least one of 1-chloro-1,3,3,3-tetrafluoropropane and 1,1,3,3,3-pentafluoropropane, under conditions sufficient to dehyd rochlorinate 1-chloro-1,3,3,3-tetrafluoropropane and/or to dehydrofluorinate 1,1,1,3,3-pentafluoropropane, to form a reaction product which comprises 1,3,3,3-tetrafluoropropene;
wherein said decomposing is conducted without a catalyst. - View Dependent Claims (42, 43, 44, 45, 46, 47, 48, 49, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70)
-
40. A process for the manufacture of 1,3,3,3-tetrafluoropropene comprising thermally decomposing a reactant comprising at least one of 1-chloro-1,3,3,3-tetrafluoropropane and 1,1,3,3,3-pentafluoropropane, under conditions sufficient to dehydrochlorinate 1-chloro-1,3,3,3-tetrafluoropropane and/or to dehydrofluorinate 1,1,1,3,3-pentafluoropropane, to form a reaction product which comprises 1,3,3,3-tetrafluoropropene;
wherein said decomposing is conducted in the presence of one or more transition metal halide catalysts, wherein said transition metal is selected from the group consisting of iron, nickel, cobalt, and combinations thereof. - View Dependent Claims (41)
-
50. A dehydrohalogenation process for the preparation of fluoropropenes of the formula CF3CY═
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2;
comprising heating to a temperature at which dehydrohalogenation by thermal decomposition occurs, a halopropane of the formula;
CF3C(YR1)C(XNHPR2)wherein R1, R2, X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, provided that least one of R1, R2, X and Y is a halogen and there is at least one hydrogen and one halogen on adjacent carbon atoms; wherein said decomposing is conducted in the presence of a transition metal halide catalyst wherein said transition metal is selected from the group consisting of iron, nickel, cobalt, and combinations thereof. - View Dependent Claims (51, 52)
- CXNHP, wherein X and Y are independently hydrogen or a halogen selected from the group consisting of fluorine, chlorine, bromine and iodine, and N and P are independently integers equal to 0, 1 or 2, provided that (N+P)=2;
-
75. A process for the manufacture of 1,3,3,3-tetrafluoropropene comprising thermally decomposing substantially simultaneously a reactant comprising 1-chloro-1,3,3,3-tetrafluoropropane and 1,1,3,3,3-pentafluoropropane under conditions sufficient to dehydrochlorinate at least a portion of said 1-chloro-1,3,3,3-tetrafluoropropane and to dehydrofluorinate at least a portion of 1,1,1,3,3-pentafluoropropane, to form a reaction product comprising 1,3,3,3-tetrafluoropropene.
-
76. A process for the manufacture of 1,3,3,3-tetrafluoropropene comprising thermally decomposing in the presence of a catalyst a reactant comprising at least one of 1-chloro-1,3,3,3-tetrafluoropropane and 1,1,3,3,3-pentafluoropropane under conditions sufficient to dehydrohalogenate at least a portion of said reactant to form a reaction product comprising 1,3,3,3-tetrafluoropropene.
Specification