Abstract A process for the preparation of ester compounds of the formula: WHEREIN M IS AN INTEGER OF 3 TO 18; N IS AN INTEGER OF 2 TO 10; AND R is an ethylenically unsaturated hydrocarbon radical derived from fumaric, maleic, citraconic, mesaconic, or itaconic acid, which comprises reacting the compound CmF2 -CnH2 X wherein m and n are as defined above, and X is iodine, bromine or chlorine with an acetate of the formula WHEREIN M is a metal selected from cadmium, lead, mercury, and zinc, to form a polyfluoroalkyl acetate of the formula WHEREIN M AND N ARE AS DEFINED ABOVE, THEN REACTING THE POLYFLUOROALKYL ACETATE WITH FUMARIC, MALEIC, CITRACONIC, MESACONIC, OR ITACONIC ACID, OR A DILOWERALKYL ESTER OF SAID ACID AND RECOVERING THE ESTER FROM THE REACTION MIXTURE. The esters prepared by the process of this invention form polymers which are useful in oil and water-repellent textile finishes.
A process as claimed in claim 1 wherein said acid is fumaric acid and X is iodine.
Claim 2
Dependent Claim
17 words
A process as claimed in claim 1 wherein m is 6 to 12 and n is 2.
Claim 3
Dependent Claim
17 words
A process as claimed in claim 3 wherein said acid is fumaric acid and M is cadmium.
Claim 4
Dependent Claim
17 words
A process as claimed in claim 3 wherein said acid is fumaric acid and M is lead.
Claim 5
Dependent Claim
46 words
A process as claimed in claim 2 wherein the reaction in (a) is carried at a temperature of 150* C. to 190* C., m is 6 to 12 and in (b) the ratio of moles of diloweralkyl ester to polyfluoroalkyl acetate is between 1:2 and 1:5.
Claim 6
Dependent Claim
33 words
A process as claimed in claim 6 wherein reaction (b) is carried out in the presence of a catalytic amount of paratoluene sulfonic acid at a temperature of from 125* to 150* C.
Claim 7
Dependent Claim
11 words
A process as claimed in claim 6 wherein M is cadmium.
Claim 8
Dependent Claim
11 words
A process as claimed in claim 6 wherein M is lead.
Claim 9
Dependent Claim
32 words
A process as claimed in claim 6 wherein reaction (a) is carried out for about 1 to about 30 hours and reaction (b) is carried out for about 1 to 30 hours.
Claim 10
Dependent Claim
11 words
A process as claimed in claim 10 wherein M is cadmium.
Claim 11
Dependent Claim
11 words
A process as claimed in claim 10 wherein M is lead.