Methods for producing perfluoroalkanedi(sulfonyl chloride)
AssigneeUbe Industries, Ltd.
InventorsTeruo Umemoto, Norimichi Saito
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Abstract
Novel methods for preparing perfluoroalkanedi(sulfonyl chloride) are disclosed as are uses for these compounds. In one aspect, a method comprising reacting dibromoperfluoroalkane with Na2S2O4 followed by treating with chlorine, an organic compound, and then chlorine to form perfluoroalkanedi(sulfonyl chloride) is provided. Novel perfluoroalkanedi(sulfonyl bromide) compounds are also disclosed.
Claims18
A method for preparing a perfluoroalkanedi(sulfonyl chloride) having a formula (I) as follows:
- ClSO2CF2(CF2)nCF2SO2Cl (I)
- the method comprising:
- a first step of reacting a dibromoperfluoroalkane having a formula (II):
- BrCF2(CF2)nCF2Br (II)
- with SO2 radical anion or a source of SO2 radical anion;
- a second step of reacting the reaction mixture obtained in step one with a halogen selected from a group consisting of chlorine (Cl2), bromine (Br2), and interhalogen compounds consisting of chlorine atom and bromine atom, to form a perfluoroalkanedi(sulfonyl halide) having a formula (III):
- XSO2CF2(CF2)nCF2SO2X′ (III);
- a third step of reacting the obtained perfluoroalkanedi(sulfonyl halide) with an organic compound to form a perfluoroalkanedi(sulfinate) having a formula (IV):
- MO2SCF2(CF2)nCF2SO2M (IV);
- and a fourth step of reacting the perfluoroalkanedi(sulfinate) with chlorine (Cl2) to form perfluoroalkanedi(sulfonyl chloride);
- in which:
- n is a whole number from one to eight, X and X′ are independently a bromine atom or a chlorine atom, and M is a hydrogen atom, a metal atom, an ammonium moiety, or a phosphonium moiety.
Perfluoroalkanedi(sulfonyl bromide) having a formula (V):
- BrSO2CF2(CF2)nCF2SO2Br (V)
- in which n is a whole number of one to eight.
Perfluoropropane-1,3-di(sulfonyl bromide).
Perfluorobutane-1,4-di(sulfonyl bromide).
Dependencies are inferred from the claim text.