2, 4-bis- (4-morpholinyl trithio) -6- (
N-allyle-1
H, 1
H, 2
H, 2
H-perfluorododecylamino) -1, 3, 5-triazine (RfTDM) was synthesized from 6
N-allyl-1
H, 1
H, 2
H, 2
H-perfluorododecylamino-1, 3, 5-triazine-2, 4-dithiol and 4, 4′-morpoline disulfide under acidic media. The fluorination of acrylonitrile butadiene rubber (NBR) treated with RfTDM solution was investigated using contact angle measurments, X-ray photoelectron spectroscopy (XPS), attenuated total reflection (ATR) FTIR and time-of-flight secondary ion mass spectrometry (TOF-SIMS). The surface of NBR treated with RfTDM solution showed IR absorption peaks of triazine ring at 1544 cm
-1 and of fluoro methyl fluoro metylene groups at 1300-1100cm
-1. XPS revealed that CF
3 groups of RfTDM was oriented at the surface of NBR. The fragments of the fluorine were confirmed by the TOF-SIMS analysis of the surface of NBR surface-treated RfTDM, RfTDM was adsorbed on the NBR surface. The contact angle for the water on the NBR surface which was treated with RfTDM was 115 deg. As RfTDM treatment time increased, the surface free energy of NBR surface decreased. The surface of NBR showed a wetting property guite similar to that of the polytetrafluoroethylene. The RfTDM treatment is a method for giving waterrepellent and oil-repellent functions on the NBR surface.
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