Process of isomerizing oligomers of hexafluoropropene
OwnerMasahiro Ozawa, Tadaaki Komatsu +1inventors
InventorsMasahiro Ozawa, Tadaaki Komatsu, Kimiaki Matsuoka
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Abstract
Easy-to-prepare dimers of hexafluoropropene such as ##STR1## are heated at 20.degree.-150.degree. C in a nonprotonic polar solvent such as acetonitrile in the presence of an alkali metal fluoride and a crown ether to isomerize the dimers into thermodynamically stable ##STR2## This process is applicable also to the isomerization of trimers such as ##STR3##
Claims25
A process of isomerizing oligomers of hexafluoropropene into a thermodynamically stable isomer, comprising the steps of:
- preparing a mixture of non-protonic polar solvent, an alkali metal fluoride, a crown ether and at least one of the following dimers and trimers of hexafluoropropene;
- ##STR6## and heating the mixture at a temperature in the range from 20 to 150.degree. C, whereby said dimers and trimers are isomerized respectively into a dimer having the formula (IIB) ##STR7## and a trimer having the formula (IIIC).sub.a ##STR8##
A process of isomerizing an oligomer of hexafluoropropene containing at least one of hexafluoropropene dimers ##STR9## and ##STR10## into an isomer ##STR11## comprising the steps of:
- preparing a mixture of a non-protonic polar solvent, an alkali metal fluoride, a crown ether and an oligomer of hexafluoropropene containing at least one of said dimers (IIA).sub.t and (IIA).sub.c ;
- and
- heating said mixture at a temperature in the range from 40.degree. to 70.degree. C.
A process of isomerizing at least one of the hexafluoropropene trimers ##STR12## into at least one of the trimers ##STR13## comprising the steps of:
- preparing a mixture of a non-protonic polar solvent, an alkali metal fluoride, a crown ether and an oligomer of hexafluoropropene containing at least one of said trimers (IIIA) and (IIIB);
- and
- heating said mixture at a temperature in the range from 60 to 100.degree. C.
A process of converting an oligomer of hexafluoropropene into a thermodynamically stable isomer thereof, comprising:
- (a) preparing a mixture containing a nonprotonic polar solvent, an alkali metal fluoride, a crown ether, and at least one member selected from the group consisting of dimer (IIA).sub.t having the formula ##STR14## dimer (IIA).sub.c having the formula ##STR15## trimer (IIIA) having the formula ##STR16## and trimer (IIIB) having the formula ##STR17## (b) heating the mixture at a temperature of about from 20.degree. C to 150.degree. C, whereby dimers (IIA).sub.t and (IIA).sub.c, where present, are each converted into the thermodynamically stable dimeric osomer (IIB) having the formula ##STR18## trimers (IIIA) and (IIIB), where present, are respectively converted into the thermodynamically stable trimeric isomers (IIIC).sub.a and (IIIC).sub.b having the respective formulas ##STR19##
A process of converting an oligomer of hexafluoropropene into a thermodynamically stable isomer thereof comprising:
- (A) preparing a mixture containing
- (1) a non-protonic polar solvent selected from the group consisting of acetonitrile, N,N-dimethylformamide, and dimethyl sulfoxide;
- (2) an alkali metal fluoride selected from the group consisting of potassium fluoride and cesium fluoride;
- (3) a crown ether selected from a group consisting of
- (a) a polycyclic ether selected from the group consisting of 18-crown-6, benzo-15-crown-5, dibenzo-18-crown-6, dicyclohexyl-18-crown-6, decalyl-15-crown-5, dibenzo-14-crown-4, dibenzo-20-crown-4, dibenzo-18-crown-5, and dibenzo-26-crown-6;
- (b) the polycyclic ethers of (a) above, in which the oxygen atoms have been at least partially replaced by sulfur;
- and
- (c) a compound of the formula ##SPC4##
- wherein X.sub.1, X.sub.2, X.sub.3, X.sub.4, X.sub.5, and X.sub.6 each represent oxygen, sulfur, or R-N in which R represents an alkyl group having from 1 to 5 carbon atoms, and l, m, and n each represent an integer from 1 to 5;
- and
- (4) at least one member selected from the group consisting of dimer (IIA).sub.t having the formula ##STR20## dimer (IIA).sub.c having the formula ##STR21## trimer (IIIa) having the formula ##STR22## and trimer (IIIB) having the formula ##STR23## (B) heating the mixture at a temperature of about from 20.degree. C to 150.degree. C, whereby dimers (IIA).sub.t and (IIA).sub.c, where present, are each converted into the thermodynamically stable dimeric isomer (IIB) having the formula ##STR24## trimer (IIIA) and (IIIB), where present, are respectively converted into the thermodynamically stable trimeric isomers (IIIC).sub.a and (IIIC).sub.b having the respective formulas ##STR25##
Dependencies are inferred from the claim text.