Polyurethane urea-containing adipic acid dihydrazide coating where active hydrogens react with the glycidol epoxy group to form a diol
A coating composition containing added diol functionality to a urethane, a urea, or polyurethane urea functional resin where an adipic acid dihydrazide chain extender, or free adipic acid dihydrazide active hydrogens react with the oxirane group found in glycidol is described. The combination of diisocyanate, a polyether segment, optionally at least one polyester diol segment, optionally at least one poly(tetrahydrofuran) diol segment, optionally and at least one dimethylol propionic acid diol segment, at least one dihydrazide segment and glycidol compound introduces an increased hydrophilic structure, by diol addition, in compositions that are usable as coatings, on for example, medical devices.
1. A polyurethane urea chain extended adipic acid dihydrazide diol coating as a reaction product of the following reactants:
a) a diisocyanate;
b) a poly[di(ethylene glycol) adipate];
c) a poly(tetrahydrofuran) diol;
d) dimethylol propionic acid;
e) a poly(ethylene oxide);
f) adipic acid dihydrazide;
g) glycidol; and
h) water,
i) wherein the combined equivalent amounts of the poly[di(ethylene glycol) adipate], the poly(tetrahydrofuran) diol, the dimethylol propionic acid, the poly(ethylene oxide), the adipic acid dihydrazide, the glycidol, and water is greater than the equivalent amount of diisocyanate, and
j) wherein the equivalent amount of adipic acid dihydrazide is greater than the equivalent amount of the glycidol.
2. The coating of claim 1 , wherein the reaction product further comprises the following reactants:
j) acid moieties that result from dimethylol propionic acid;
k) urea moieties that result from reaction of the diisocyanate and adipic acid dihydrazide; and
l) diol moieties that result from reaction of adipic acid dihydrazide and glycidol.
3. The coating of claim 1 , wherein the diisocyanate is selected from the group of 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, 3,3′-dimethyl-4,4′-biphenyl diisocyanate, 4,4′-methylene diphenyl diisocyanate, polymeric MDI, naphtalene diisocyanate, 4,4′-diisocyanatodicyclohexylmethane, 1,4-benzene diisocyanate, trans-cyclohexane-1,4-diisocyanate, 1,5-naphthalene diisocyanate, 1,6-hexamethylene diisocyanate, 4,6-xylene diisocyanate, and isophorone diisocyanate, with combinations and isomers thereof.