Abstract
Cyanate ester monomers polymerize by a cyclotrimerization reaction to a cyanurate (often referred to as an striazine) linked network polymer as depicted in Scheme 2.1.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Similar content being viewed by others
References
Grigat, E. and Pütter, R. (1967) Angew. Chem. Internat. Edit., 6, 206.
Grigat, E. (1972) Angew. Chem. Internat. Edit., 11, 949.
Jensen, K.A., Due, M., Holm, A. and Wentrup, C. (1966) Acta Chem. Scand., 20, 2091.
Jensen, K.A. and Holm, A. (1977) In The Chemistry of Cyanates and Their Thio Derivatives, Part 1, ed. Patai, S. Wiley, New York pp. 569–617.
Martin, D. (1967) Z. Chem., 7, 123.
Pankratov, V.A., Vinogradova, S.V. and Korshak, V.V. (1977) Russ. Chem. Rev., 46, 278.
Graver, R.B. (1986) In High Performance Polymers: Their Origin and Development, eds. Seymour, R.B. and Kirshenbaum, G.S. Elsevier, New York, (1986) pp. 309–316.
Stroh, R. and Gerber, H. (1960) Angew. Chem. 72, 1000.
Grigat, E. and Pütter, R. (1963) German Patent 1,195,764.
Grigat, E. and Pütter, R. (1964) Chem. Ber., 97, 3012.
Jensen, K.A. and Holm, A. (1964) Acta Chem. Scand., 18, 826.
Martin, D. (1964) Angew Chem., 76, 303.
Kubens, R., Schulthesis, H., Wolf, W. and Grigat, E. (1968) Kunststoffe 58, 827.
Weirauch, K.K., Gemeinhardt, P.G. and Baren, A.L. (1976) Soc. Plast. Eng. Preprints, 22, 317.
Gaku, M., Suzuki, K. and Ikeguchi, N. (1977) Proc. Elec. Electronic Insul. Conf., 13, 11.
Shimp, D.A., Christenson, J.R. and Ising, S.J. (1991) Cyanate Ester Resins — Chemistry, Properties and Applications, Technical Bulletin, Ciba, Ardsley, NY.
Bogan, G.W., Lyssy, M.E., Monnerat, G.A. and Woo, E.P. (1988) SAMPE J., 24, 19.
Groving, N. and Holm, A. (1965) Acta Chem. Scand., 19, 1768.
Hedayatullah, M. and Denivelle, L. (1963) C.R. Acad. Sci. Paris, 256, 4029.
Grigat, E. and Pütter, R. (1964) Chem. Ber., 97, 3018.
Hageman, H.A. (1953) Org. React., 7, 198.
Pankratov, V.A., Frenkel, Ts.M., Vinogradova, S.V., Bondarev, V.B. and Korshak, V.V. (1974) Izv. Akad. Nauk SSSR, Ser. Khim., 1414.
Shimp, D.A. (1986) Am. Chem. Soc.: Poly. Mat. Sci. Eng. Preprints, 54, 107.
Cooley, J.H. and Evain, E.J. (1989) Synthesis, 1.
Grigat, E. and Pütter, R. (1971) US Patent 3,553,244.
Glemser, O. (1965) Handbook of Preparative Inorganic Chemistry. Academic Press, New York, pp. 662–666.
Martin, D. and Bauer, M. (1983) Org. Synth., 61, 35.
Kauer, J.C. and Henderson, W.W. (1964) J. Am. Chem. Soc., 86, 4732.
Loudas, B.L. and Vogel, H.A. (1973) US Patent 3,733,349.
Snow, A.W. and Griffith, J.R. (1980) J. Fluorine Chem., 15, 471.
Meyer, K.-H., Burkhardt, C. and Bottenbruch, L. (1976) US Patent 3,994,949.
Rottloff, G., Sundernann, R., Grigat, E. and Pütter, R. (1977) US Patent 4,028,393.
Craig, W.M. (1992) US Patent 5,162,574.
Murry, D.J. and Woo, E.P. (1988) US Patent 4,748,270.
Jensen, K.A. (1934) Z. anorg. allgem. Chem., 221, 11.
Jensen, K.A., Anthoni, U. and Holm, A. (1969) Acta Chem. Scand.,23, 1916.
Jensen, K.A., Holm, A. and Thorkilsen, B. (1964) Acta Chem. Scand., 18, 825.
Jensen, K.A., Due, M. and Holm, A. (1965) Acta Chem. Scand., 19, 438.
Martin, D. (1964) Angew. Chem. Int. Edn., 3, 311.
Martin, D. (1964) Chem. Ber., 97, 2689.
Martin, D. (1965) Tetrahedron Lett., 2829.
Martin, D. and Mucke, U. (1965) Chem. Ber., 98, 2059.
Martin, D. (1965) Ger. (East) Patent 37487.
Mol Percent Impurity by Differential Scanning Calorimetry. ASTM E 928-83.
Bauer, M. and Bauer, J. (1989) Makromol. Chem. Symp., 30, 1.
Bauer, M., Bauer, J. and Much, H. (1986) Acta Polym., 37, 221.
Shimp, D.A. and Tompkins, P.T. (1992) Joint Southeastern-Middle Atlantic Regional Meeting, Arlington, VA, Dec. 9.
Fang, T. (1990) Macromolecules, 23, 4553.
Barton, J.M., Greenfield, D.C.L., Hamerton, I. and Jones, J.R. (1991) Polymer Bull. 25, 475.
Fyfe, C.A., Niu, J., Rettig, S.J., Burlinson, N.E., Reidsema, C.M., Wang, D.W. and Poliks, M. (1992) Macromolecules, 25, 6289.
Gupta, A.M. and Macosko, C.W. (1993) Macromolecules, 26, 2455.
Radeglia, R., Storek, W., Engelhardt, G., Ritsehl, F., Lippmaa, E., Pehk, T., Mägi, M. and Martin, D. (1973) Org. Magn. Resonance, 5, 419.
Chew, K.F., Derbyshire, W., Logan, N., Norbury, A.H. and Sinha, A.I.P. (1970) J. Chem. Soc. D, 1708.
Hoyer, H. (1960) Chem. Ber., 94, 1042.
Martin, D. (1964) Chem. Ber., 97, 2689.
Bauer, M., Bauer, J. and Kühn, G. (1986) Acta Polym., 37, 218.
Groving, N. and Holm, A. (1965) Acta Chem. Scand., 19, 443.
Reich, P. and Martin, D. (1965) Chem. Ber., 98, 2063.
Cercena, J.L. (1984) Ph.D. Dissertation, Department of Chemistry, University of Connecticut.
Simon, S.L. and Gillham, J.K. (1993) J. Appl. Poly. Sci., 47, 461.
Davies, J.M.R., Hamerton, I., Jones, J.R., Povey, D.C. and Barton, J.M. (1990) J. Cryst. Spectros. Res., 20, 287.
Armistead, J.P. and Snow, A.W. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 457.
Smith, A.L. (1979) Applied Infrared Spectroscopy, Wiley, New York, p. 251.
Bauer, J., Bauer, M., Kuban, R.-J. and Schulz, B. (1987) Acta Polym., 38, 655.
Al-Mahdi, A.A.K., and Ubbelohde, A.R. (1953) Proc. Roy. Soc. A, 220, 143.
Andrews, J.N. and Ubbelohde, A.R. (1955) Proc. Roy. Soc., A, 228, 435.
Snow, A.W. and Armistead, J.P. (1991) Dilatometry on Thermoset Resins. NRL Memorandum Report 6848, NTIS ADA239276.
Shimp, D.A. and Craig, W.M. Jr (1989) 34th Int. SAMPE Symp. Exhib. 34, 1336.
Bauer, M., Bauer, J. and Garske, B. (1986) Acta Polym., 37, 604.
Osei-Owusu, A., Martin, G.C. and Gotro, J. (1991) Polym. Eng. Sci., 31, 1604.
Georjon, O., Galy, J. and Pascault, J.-P. (1993) J. Appl. Polym. Sci., 49, 1441.
Stutz, H. and Mertes, J. (1993) J. Polym. Sci., Part A, 31, 2031.
Bonetskaya, A.K., Kravchenko, M.A., Frenkel, Ts.M., Pankratov, V.A., Korshak, V.V. and Vinogradova, S.V. (1981) Vysokomol. Soed. A23, 1494.
Lebedev, B.V., Aron, B.M., Kiparisova, Ye.G., Rabinovich, I.B., Pankratov, V.A., Vinogradova, S.V. and Korshak, V.V. (1975) Vysokomol. Soed. A17, 2694.
Bauer, M. and Krüger, R.-P. (1986) Acta Polym., 37, 654.
Bauer, M. and Rodekirch, G. (1986) Acta Polym., 37, 654.
Kohn, J., Albert, E.C., Wilchek, M. and Langer, R. (1986) Anal. Chem., 58, 3184.
Krespan, C. (1969) J. Org. Chem., 34, 1278.
Forbes, G.S. and Anderson, H.H. (1940) J. Am. Chem. Soc., 62, 761.
Eaborn, C., Lickiss, P.D., Marquina-Chidsey, G. and Thorli, E.Y. (1982) J. Chem. Soc., Chem. Commun., 1326.
Eaborn, C., El-Kaddar, Y.Y. and Lickiss, P.D. (1983) J. Chem. Soc., Chem. Commun., 1450.
Eaborn, C., El-Kaddar, Y.Y. and Lockiss, P.D. (1992) , 198–200, 337.
Köhler, H., Menzel, R., Köhler, M. and Jäger, L. (1987) Z. Chem., 27, 294.
Korshak, V.V., Vinogradova, S.V. and Pankratov, V.A. (1971) Izv. Akad. Nauk SSSR, Ser. Khim., 890.
Shimp, D.A. and Ising, S.J. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 504.
Martin, D., Brause, W. and Radeglia, R. (1970) J. Prakt. Chem., 312, 797.
Snow, A.W. and Armistead, J.P. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 508.
Martin, D. and Brause, W. (1970) J. Prakt. Chem., 312, 789.
Kohn, J. and Langer, R. (1986) Biomaterials, 7, 176.
AroCy ® Cyanate Ester Safety and Handling Bulletin, (1993) Ciba-Geigy Corp., New York.
Osei-Owusu, A., Martin, G.C, Poliks, M.D., Balko, J.W. and Gotro, J.T. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 449.
Cozzens, R.F., Walter, P. and Snow, A.W. (1987) J. Appl. Polym. Sci., 34, 601.
Shimp, D.A. and Ising, S.J. (1990) 35th Int. SAMPE Symp. Exhib., 35, 1045.
Jarvie, D.A. (1988) 33rd Int. SAMPE Symp., 33, 1405.
Bogan, G.W., Lyssy, M.E., Monnerat, G.A. and Woo, E.P. (1988) SAMPE J., 24, 19.
Yang, P.C., Pickelman, D.M. and Woo, E.P. (1990) 35th Int. SAMPE Symp., 35, 1131.
Das, S., Prevorsek, D.C. and Debona, B.T. (1989) 21st Int. SAMPE Tech. Conf., 21, 972.
Das, S., Prevorsek, D.C. and Debona, B.T. (1990) Modern Plastics, 72.
Das, S. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 506.
Armistead, J.P. and Snow, A.W. (1990) Polym. Preprints, 31(2) 537.
Delano, C.B. and Harrison, E.S. (1975) 20th Nat. SAMPE Symp. Exhib. 20, 243.
Hergenrother, P.M., Harrison, E.S. and Gosnell, R.B. (1978) 23rd Nat. SAMPE Symp., 23, 506.
Shimp, D.A., Christenson, J.R. and Ising, S.J. (1989) SPE/Case Western Conf. High Temp. Polym.Cleveland, OH, Society of Plastics Engineers, pp. 127–140
Mormann, W. and Zimmermann, J. (1992) Polym. Mat. Sci. Eng. Preprints, 66, 498.
Vinogradova, S.V., Pankratov, V.A., Puchin, A.G. and Korshak, V.V. (1971) Izv. Akad. Nauk SSSR, Ser. Khim., 837.
Hedayatullah, M. (1967) Bull. Soc. Chim. France, 422.
Holland, W.R. and Fang, T. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 500.
Snow, A.W., Griffith, J.R., Soulen, R.L., Greathouse, J.A. and Lodge, J.K. (1992) Am. Chem. Soc.: Polym. Mat. Sci. Eng. Preprints, 66, 466.
Hamerton, I., Jones, J.R., Povey, D.C., Smith, G.W. and Barton, J.M. (1992) J. Cryst. Spec. Res., 22, 101.
Barton, J.M., Hamerton, I. and Jones, J.R. (1992) Polym. Int. 29, 145.
Loudas, B.L. and Vogel, H.A. (1971) US Patent 3,595,900.
Chaplin, A., Hamerton, I., Howlin, B.J. and Barton, J.M. (1994) Macromolecules, in press.
Huang, S.J., Feldman, J.A. and Cercena, J.L. (1989) Polym. Preprints, 30(1), 348.
Barclay, G.G., Ober, C.K., Papathomas, K.I. and Wang, D.W. (1991) Polym. Preprints, 32(3), 337.
Wang, Y.-H., Hong, V.Y.-L. and Hong, J.-L. (1993) J. Polym., 34, 1970.
Cox, R.J., Summa, W.J. and Wang, D.W. (1988) US Patent 4,745,215.
Brand, R.A. and Harrison, E.S. (1979) NASA-CR-3185, CASD-NAS-012, Avail. NTIS.
Papathomas, K.I. and Wang, D.W. (1992) J. Appl. Polym. Sci., 44, 1267.
Godschalx, J.P., Murray, D.J. and Mendoza, A. (1988) US Patent 4,782,178.
Hefner, R.E. Jr, (1987) US Patent 4,683,276.
Bauer, M., Bauer, J. and Kühn, G. (1986) Acta Polym. 37, 715.
Cercena, J.L. and Huang, S.J. (1984) Polym. Preprints, 25(1), 114.
Korshak, V.V., Pankratov, V.A., Adkadskii, A.A., Puchin, A.G. and Vinogradova, S.V. (1974) Vysokomol. Soed. A16(5), 981.
Mumby, S.J. (1989) J. Electronic Mat., 18, 241.
Cordova, D.S. and Collier, L.S. (1992) 37th Int. SAMPE Symp., 37, 1406.
Speak, S.C., Sitt, H. and Fuse, R.H. (1991) 36th Int. SAMPE Symp., 36, 336.
Bauer, J. and Bauer, M. (1990) J. Macromol. Sci. Chem., A27, 97.
Shimp, D.A. and Wentworth, J.E. (1992) 37th Int. SAMPE Symp., 37, 293.
Pankratov, V.A., Maiorova, A.A., Korshak, V.V. and Vinogradova, S.V. (1975) Vysokomol. Soed., A17, 2189.
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1994 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Snow, A.W. (1994). The synthesis, manufacture and characterization of cyanate ester monomers. In: Hamerton, I. (eds) Chemistry and Technology of Cyanate Ester Resins. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-1326-7_2
Download citation
DOI: https://doi.org/10.1007/978-94-011-1326-7_2
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-4577-3
Online ISBN: 978-94-011-1326-7
eBook Packages: Springer Book Archive