Abstract
A series of macrocyclic arylate dimers have been selectively synthesized by an interfacial polycondensation of o-phthaloyldichloride with bisphenols. A combination of GPC, FAB-MS,1H and13C NMR unambiguously confirmed the cyclic nature. Although single-crystal X-ray analysis of two such macrocycles reveals no severe strain on the cyclic structures, these macrocycles can undergo facile melt polymerization to give high molecular weight polyarylates.
Similar content being viewed by others
References
Jiang, H. Y., Chen, T. L., Xia, P.et al., Ring-opening polymerization expands thermoplastics technology,Chinese Science Bulletin (in Chinese), 1996. 41(11): 1055.
Guggenheim, T. L., McCormick, S. J., Kelly, J. J.et al., Synthesis and polymerization of cyclic oligomeric arylates based on bisphenol A and isophthaloyldichloride.Polym. Prepr. (Am. Chem. Soc. Div. Polym. Chem.), 1989, 30(2): 579.
Tyuzyo, K., Harada, Y., Suzuki, J., Cyclic condensation product from bisphenol A and o-phthaloyldichloride,Polym. Lett., 1964, 2: 43.
Knops, P., Sendhoff, N., Mekelburger, H.et al., High dilution reaction—New synthetic applications,Top Curr. Chem., 1991, 161: 1.
Coulter, P., Windle, A., Geometric and rotational parameters for conformational modeling of liquid crystalline polyesters,Macromolecules, 1989, 22: 1129.
Stewart, K. R., Molecular simulation studies on the structure and conformation of cyclic polycarbonate oligorners,Polym. Prepr. (Am. Chem. Soc., Din. Polym. Chem.), 1989, 30(2): 140.
Jacobson, H., Stockmayer, W. H., Intramolecular reaction in polymerizations,J. Chem. Phys., 1950, 18: 1600.
Brunelle, D. J., Cyclic carbonates, inRing-Opening Polymerization: Mechanism, Catalysis, Structure, Utility (ed. Brunelle, D. J.), New York: Hanser, 1993, Chapter 11.
Author information
Authors and Affiliations
Additional information
Project supported by the National Natural Science Foundation of China.
Rights and permissions
About this article
Cite this article
Jiang, H., Chen, T., Xing, Y. et al. Synthesis, structure and ring-opening polymerization of macrocyclic arylates containing phthalic unit. Sc. China Ser. B-Chem. 40, 495–502 (1997). https://doi.org/10.1007/BF02875418
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02875418