Abstract
A colorless monoclinic crystal of dichloro-benzoxazine was obtained and examined by single crystal X-ray diffraction analysis. At the same time, molecular modeling analysis of nine benzoxazine compounds with different substituting groups was performed. Both single crystal X-ray diffraction analysis and molecular modeling analysis provide a detailed picture of molecular structure on molecular level and show good consistence with each other. On the basis of structural analysis, the effects of molecular structure parameters on ring-opening polymerization of benzoxazines have been explored.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Cope, C., Holly, F. W., Condensation products of aldehydes and ketones with o-aminobenzyl alcohol and hydroxyben-zylamine, J. Am. Chem. Soc, 1944, 66: 1875–1879.
Burke, W. J., 3,4-dihydro-l,3,2H-benzoxazines: Reaction of p-substituted phenols with N, N-dimethylolamines, J. Am. Chem. Soc, 1949, 71: 609–612.
Burke, W. J., Mortensen, E. L., Condensation of halophenols with formaldehyde and primary amines, J. Org. Chem, 1964, 29: 909–912.
Schreiber, H., German Offen, 2 555 504, 1973.
Schreiber, H., German Offen, 2 323 936, 1973.
Kopf, P. W., Wanger, E. R., Formation and cure of novolacs: NMR study of transient molecules, J. Polym. Sci., PartA: Chem. Ed., 1973, 11: 939–960.
Culbertson, M., McGratn, J. E., Advances in Polymer Synthesis, New York and London: Plenum Press, 1985, 27.
Gu, Y, Lu, Z., Chinese Patent: CN1115772A.
Ning, X., Ishida, H., Phenolic materials via ring-opening polymerization synthesis and characterization of bisphenol-A based benzoxazines and their polymers, J. Polym. Sci., PartA: Chem. Ed., 1994, 32: 1121–1129.
Gu, Y, Xie, M., Liu, X. et al., Progress in the study of phenolic resin using ring-opening polymerization of benzoxazines, Progress in Chemical Engineering, 1998, 2: 43–47.
Pei, D., Gu, Y, Li, Z., Kinetics of curing reaction of dibenzoxazine precursors based on bisphenol A, Polymeric Materials Science & Engineering, 1997, 3:41–44.
Pei, D., Gu, Y, Cai, X., Structure and curing behavior of a new dibenzoxazine precursor containing allyl group, Acta Polym. Sinica, 1998, 5: 595–598.
Liu, X., Gu, Y, Study on the volumetric change during ring-opening polymerization of benzoxazines, Acta Polym. Sinica, 2000,5:612–619.
Andrew, P. R., Cody, V., Culbis, J. M. et al., Structure and conformations of GABA-transaminase inhibitors, II. Transition state analogues, Aust. J. Chem., 1986, 39: 1575–1585.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Liu, X., Gu, Y. Effects of molecular structure parameters on ring-opening reaction of benzoxazines. Sc. China Ser. B-Chem. 44, 552–560 (2001). https://doi.org/10.1007/BF02880686
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02880686