Surface properties of urethane coating containing perfluorinated additives

A series of alcohols containing perfluorinated segments F(CF2)m(CH2)n–OH (m = 8, 10 and n = 10) were synthesized. First, the alcohols were reacted with fatty acid to produce several esters (i.e. F(CF2)m(CH2)n–OOC–R (m = 8, 10 and n = 10)) containing perfluoro group by a condensation reaction, and characterized by FT-IR, GC, and surface tension. The esters were found to be soluble in ethyl ether, toluene, hexane, ethyl acetate, chloroform, and acetone, but insoluble in methyl alcohol, ethyl alcohol and isopropyl alcohol. Preliminary experiments on 1,2-dichloroethane solutions showed a remarkable decrease of surface tension upon the addition of the esters. In addition, the esters using urethane resin were coated onto a glass substrate using a spin-coating method. It was found that the contact angle of coated films ranged from 100° to 120°, depending on the structure of fatty acid esters. As a part of experiments, the water-repellency of coated paper and cotton was evaluated, and it was observed that the water droplet on the film surface was not permeated for 2 weeks.