title: A new fluorinated urethane dimethacrylate with carboxylic groups for use in dental adhesive compositions.
abstract: A urethane macromer containing hexafluoroisopropylidene, poly(ethylene oxide) and carboxylic moieties (UF-DMA) was synthesized and used in proportions varying between 15 and 35 wt.% (F1-F3) in dental adhesive formulations besides BisGMA, triethylene glycol dimethacrylate and 2-hydroxyethyl methacrylate. The FTIR and (1)H ((13)C) NMR spectra confirmed the chemical structure of the UF-DMA. The experimental adhesives were characterized with regard to the degree of conversion, water sorption/solubility, contact angle, diffusion coefficient, Vickers hardness, and morphology of the crosslinked networks and compared with the specimens containing 10 wt.% hydroxyapatite (HAP) or calcium phosphate (CaP). The conversion degree (after 180 s of irradiation with visible light) ranged from 59.5% (F1) to 74.8% (F3), whereas the water sorption was between 23.15 μg mm(-3) (F1) and 40.52 μg mm(-3) (F3). Upon the addition of HAP or CaP this parameter attained values of 37.82-49.14 μg mm(-3) (F1-F3-HAP) and 34.58-45.56 μg mm(-3), respectively. Also, the formation of resin tags through the infiltration of a dental composition (F3) was visualized by SEM analysis. The results suggest that UF-DMA taken as co-monomer in dental adhesives of acrylic type may provide improved properties in the moist environment of the mouth.
authors.affiliation: Polyaddition and Photochemistry Department, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, Romania. Electronic address: tbur@icmpp.ro.
authors.forename: Tinca
authors.initials: T
authors.lastname: Buruiana
authors.affiliation: Polyaddition and Photochemistry Department, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, Romania.
authors.forename: Violeta
authors.initials: V
authors.lastname: Melinte
authors.affiliation: Gr. T. Popa University of Medicine and Pharmacy, Faculty of Dentistry, 16 University Str., 700115 Iasi, Romania.
authors.forename: Horia
authors.initials: H
authors.lastname: Aldea
authors.affiliation: Polyaddition and Photochemistry Department, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, Romania.
authors.forename: Irina M
authors.initials: IM
authors.lastname: Pelin
authors.affiliation: Polyaddition and Photochemistry Department, Petru Poni Institute of Macromolecular Chemistry, 41 A Grigore Ghica Voda Alley, 700487 Iasi, Romania.
authors.forename: Emil C
authors.initials: EC
authors.lastname: Buruiana
mesh_terms: D000327:Adsorption; D002130:Calcium Phosphates / Q000737:chemistry; D003738:Dental Cements / Q000737:chemistry*; D017886:Durapatite / Q000737:chemistry; D054879:Halogenation; D009682:Magnetic Resonance Spectroscopy; D008422:Materials Testing; D008689:Methacrylates / Q000737:chemistry*; D008855:Microscopy, Electron, Scanning; D011140:Polyurethanes / Q000737:chemistry*; D012995:Solubility; D013499:Surface Properties; D014867:Water / Q000737:chemistry
chemical_list: D002130:Calcium Phosphates; D003738:Dental Cements; D008689:Methacrylates; D011140:Polyurethanes; D014867:Water; C029824:urethane dimethacrylate luting resin; D017886:Durapatite; C020243:calcium phosphate
keywords: Carboxylic acid monomers; Novel adhesive; Photopolymerization; Structure property relations