Summary
Bifunctional acrylic and isocyanate compound, the (6-isocyanato n-hexyl)-carbamoyloxyethylmethacrylate has been synthetized with a good degree of purity (94% mol/mol) by the reaction of hydroxyethylmethacrylate with hexamethylenediisocyanate (HDI) in equal molar ratios. This acrylic-isocyanate compound has been used as sizing agent of carbon fiber, acting as a coupling agent between the fiber and the matrix. Substantial improvement of interfacial adhesion of the carbon/acrylic composite cured by electron beam has been obtained and mechanical properties are quite competitive with thermal process generally used.
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References
Thomas M R (1983) J. Coat. Technol.55 (703):55
Arlt D, Farbenfabriker Bayer A-G (1971) British Patent 1 252 099
Yokoo H, Showa Rhodia Kagaku Co Ltd (1988) Japan Patent 6 310 750
Dexter R W, Saxon R, Fiori D E (1986) J. Coat. Technol.58 (737):43.
Casella Farbwerke Mainkur A.-G. (1968) French Patent 1.550.942
Merz W, Farbenfabriker Bayer A-G (1965) German Patent 1 193 034
Hart R (1956) Bull. Soc. Chim. Belg.65:291
Koenig K H, Reitel C, Mangold D, Feuerherd K H, Goeser H (1979) Angew. Chem. Int. Ed.18(4):319
Kropa E, Greenwich O, Nyquist A S, American Cyanamid Co. (1949) US Patent 2468713
Kamogawa H, Kohno H, Kitagawa R (1989) J. Polym. Sci., Part A, Polym. Chem.27:487.
Urano S, Aoki K, Tsubinowa N, Umemoto H, Mizuguchi R (1987) Polym. Mater. Sci. Eng.57:583
Tucker H A, Goodrich B.F. Co (1977) US Patent 4008247
Goldenberg M, Mueller K F, Ciba Geigy Corp. (1987) US Patent 4 670 506
Zemskowa Z G, Matveeva N G, Berlin A A (1973) Polym Sci USSR15(4):724
Antonucci J M, Brauer G M, Termini D J (1980) J. Dent. Res.59(1):35
Lei G Y, Angeli S R, Kristol D S, Snyder W H (1987) J. Polym. Sci. (A), Polym. Chem.25(2):607
Beziers D (1984) French Patent 2 564 029
Beziers D, Boutevin B, Chataignier E, Parisi J P, Thomas Y (1990) Eur. Patent O.398.775
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Thomas, Y., Parisi, J.P., Boutevin, B. et al. Synthesis of (6-isocyanaton-hexyl)carbamoyloxyethyl-methacrylate and its uses as sizing-agent for carbon fiber composite materials cured by electron beam. Polymer Bulletin 29, 259–264 (1992). https://doi.org/10.1007/BF00944816
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DOI: https://doi.org/10.1007/BF00944816