Abstract
Studies on the side reactions in the polycondensation of bis(2-hydroxyethyl) terephthalate were performed in the presence of catalysts (Mn, Co, Zn, W). 4,4′-Biphenyldicarboxylic acid, 1,2-bis(4-carboxyphenyl)ethane, and 2,4′,5-biphenyltricarboxylic acid were found as major aromatic by-products in the reaction. The yield of these by-products was very poor in the absence of these catalysts, and remarkably increased in the presence of catalysts in the following order: Mn
Similar content being viewed by others
Article PDF
References
S. G. Hovenkamp and J. P. Munting, J. Polym. Sci., A-1, 8, 679 (1970).
H. R. Penton, Jr. and H. Bouman, Polym. Prepr., Am. Chem. Soc., Div. Polym. Chem., 17, 521 (1976).
L. H. Buxbaum, Angew. Chem. Int. Ed., 7, 182 (1968).
K. Yoda, A. Tsuboi, M. Wada, and R. Yamadera, J. Appl. Polym. Sci., 14, 2357 (1970).
D. L. Nealy and L. J. Adams, J. Polym. Sci., A-1, 9, 2063 (1971).
P. A. Spanninger, J. Polym. Sci., Polym. Chem. Ed., 12, 709 (1974).
J. R. Kirby, A. J. Baldwin, and R. H. Heidner, Anal. Chem., 37, 1306 (1965).
H. Kamatani and S. Konagaya, Kobunshi Ronbunshu, 35, 787 (1978).
H. Kamatani, Nippon Kagaku Kaishi, 1505 (1977).
G. P. Hager, A. M. VanArendonk, and H. A. Shonle, J. Am. Chem. Soc., 66, 1982 (1944).
C. Liebermann, Ber., 45, 1186 (1912).
E. M. Bilger and H. Hibbert, J. Am. Chem. Soc., 58, 823 (1936).
D. R. Eaton and S. R. Suart, J. Phys. Chem., 72, 400 (1968).
H. V. R. Iengar and P. D. Ritchie, J. Chem. Soc., 2556 (1957).
M. Munakata, M. Matsui, M. Tabushi, and T. Shigematsu, Bull. Chem. Soc. Jpn., 43, 114 (1970).
R. Steinberger and F. H. Westheimer, J. Am. Chem. Soc., 73, 429 (1951).
R. J. P. Allan, R. L. Forman, and P. D. Ritchie, J. Chem. Soc., 2717 (1955).
M. Mugdan and D. P. Young, J. Chem. Soc., 2988 (1949).
E. S. Gould, R. R. Hiatt, and K. C. Irwin, J. Am. Chem. Soc., 90, 4573 (1968).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kamatani, H., Kuze, K. Formation of Aromatic Compounds as Side Reactions in the Polycondensation of Bis(2-hydroxyethyl) Terephthalate. Polym J 11, 787–793 (1979). https://doi.org/10.1295/polymj.11.787
Issue Date:
DOI: https://doi.org/10.1295/polymj.11.787