US 4,058,537 A · Esters of anhydride aromatic polycarboxylic acids with perfluoroalkyl alcohols

Abstract

This invention describes new perfluoroalkyl substituted esters, diesters and polyesters which contain at least one cyclic 5-membered anhydride group or two carboxy groups, as well as half amides and half esters thereof; their synthesis and their use as surface-active reactants in polycondensate resin systems. The anhydrides are synthesized by reaction of perfluoroalkyl substituted alcohols or diols with dianhydrides or an anhydrides-acid chloride and have the general structure ##STR1## wherein: Q is the tetra-radical rest of a tri- or tetracarboxylic acid, which contains at least one 1,2-dicarboxy grouping, X is hydrogen or COOH, R.sub.f is a perfluoroalkyl or perfluoroalkoxy-perfluoroalkyl group of 4 to 18 carbon atoms, a is 1 or 2, A is hydrogen or ##STR2## wherein: M IS AN INTEGER FROM 0 TO 5, AND R.sup.3 is the residue of a R.sub.f substituted alcohol or diol.

Claims18

Dependent claims

A compound of the formula I ##STR49## wherein Q is the tetraradical of a tricarboxylic or tetracarboxylic acid selected from the group consisting of trimellitic acid, 3,3',4,4'-benzophenonetetracarboxylic acid and 1,2,4,5-benzenetetracarboxylic acid,

X is hydrogen or carboxy;
R.sub.f is perfluoroalkyl of 6 to 18 carbon atoms;
a is 1 or 2;
A is hydrogen or group II with the proviso that when X is hydrogen, A is group II;
##STR50## m is 0;
Q.sub.1 is the same as Q, and
R.sup.3 is the residue of an R.sub.f substituted aliphatic alcohol or diol of the structure ##STR51## where R.sup.1 is a branched or straight chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 4 to 12 carbon atoms, alkyleneoxyalkylene of 4 to 12 carbon atoms or alkyleneiminoalkylene of 4 to 12 carbon atoms where the nitrogen atom contains as the third substituent hydrogen or alkyl of 1 to 6 carbon atoms;
and
R.sup.2 is straight or branched chain alkylene of 1 to 12 carbon atoms or an alkylenepolyoxyalkylene of the formula C.sub.n H.sub.2n (OC.sub.k H.sub.2k).sub.r where n is 1 to 12, k is 2 to 6 and r is 1 to 40.

6 more elements

Dependencies are inferred from the claim text.

Esters of anhydride aromatic polycarboxylic acids with perfluoroalkyl alcohols

Life of this patent

Esters of anhydride aromatic polycarboxylic acids with perfluoroalkyl alcohols

Life of this patent

Abstract

Claims18