Journal of the Korean Applied Science and Technology (한국응용과학기술학회지)

The Korean Society of Applied Science and Technology (한국응용과학기술학회)
권호 표지
DOI QR코드

DOI QR Code

A possible Effect of the Substituent Direction of Monosubstituted Hydroquinone upon the Transition Temperature of the Resulting Thermotropic Polyesters

  • Published : 2006.09.30
Download PDF
⟨ Previous Next ⟩

Abstract

Because of the difference in the relative reactivity between two hydroxyl groups of the hydroquinone due to the steric hindrance of the substituent, many combinations of the substituent direction in the polyesters derived from asymmetrical diphenol such as monosubstituted hydroquinone was expected. It was studied how the mode of the direction affected the properties of the resulting polyesters in terms of the transition temperatures of the thermotropic polyesters prepared from terephthalic acid, 2,4-dichloroterephthalic acid and phenylhydroquinone by the reaction using diphenyl chlorophosphate in pyridine. The direction was tried to control the relative reactivity by changing the reaction temperature and the addition time of hydroquinone, and by modifying it through an association of hydroquinone with LiCl.

Keywords

References

  1. F. Higashi, M. Watabiki, and K. Kimura, An Attempt to Control the Monomer Sequence Distribution in Copolymers of Isophthalic acid, Terephthalic acid, and Bisphenols Prepared by Use of Diphenyl Chlorophosphate in Pyridine, J. of Polymer Sci. Part A, 33, 185 (1995) https://doi.org/10.1002/pola.1995.080330121
  2. A. F. Orifici, E. M. VallesRaul, O. Garay, and R. W. Lenz, Preparation and Characterization of Thermotropic Liquid Crystal Copolyesters Containing m-Hydroxybenzoic Acid Units, Polymer, 37, 4357 (1996) https://doi.org/10.1016/0032-3861(96)00089-4
  3. F. Higashi and Y. Lee, Preparation of High Molecular Weight Polyhydrazides from Hydrazine Monohydrochloride Using Phenylphosphonic Dichloride and Phosphorus Compounds as Additives, J. of Polymer Sci. Part A, 31, 1453 (1993) https://doi.org/10.1002/pola.1993.080310613
  4. F. Higashi, A. Kobayashi, and H. Shimazaki, Direct Polyesterification by Use of Phosphorus Oxychloride and LiCl in Pyridine, J. of Polymer Sci. Part A, 31, 1301 (1993) https://doi.org/10.1002/pola.1993.080310525
  5. A. Saxena, V. L. Rao, and K. N. Ninan, Synthesis and Properties of Polyether Nitrile Copolymers with Pendant Methyl Groups, European Polymer J., 39, 57 (2003) https://doi.org/10.1016/S0014-3057(02)00185-4
  6. F. Higashi, Y. Yoshida, and O. Matsuzaka, Propagation in the Two-step Solution Copolycondensation with p-Xyleneglycol and Bisphenols with the TsCl/DMF/Py Condensing Agent, European Polymer J., 38, 1137 (2002) https://doi.org/10.1016/S0014-3057(01)00277-4
  7. S. Vlad, S. Oprea, A. Stanciu, C. Ciobanu, and V. Bulacovschi, Polyesters Based on Unsaturated Diols, European Polymer J., 36, 1495 (2000) https://doi.org/10.1016/S0014-3057(99)00211-6
  8. W. Grasser, H.-W. Schmidt, and R. Giesa, Thermotropic Liquid Crystalline Copolyesters with Non-Coplanar Biphenylene Units Tailored for Blend Fiber Processing with PET, Polymer, 42, 8529 (2001) https://doi.org/10.1016/S0032-3861(01)00356-1
  9. K. Miyata, K. Muraoka, T. Itaya, T. Tanigaki, and K. Inoue, Synthesis and Thermal Properties of Polyesters from Cyclotriphosphazene, European Polymer J., 32, 1257 (1996) https://doi.org/10.1016/S0014-3057(96)00098-5
  10. D. Acierno, R. Fresa, P. Iannelli, and P. Vacca, Segmented Liquid-Crystalline Polyesters with Allyl Groups as Lateral Substituents, Polymer, 41, 4179 (2000) https://doi.org/10.1016/S0032-3861(99)00634-5
  11. N. S. Al-Muaikel, Synthesis and Characterization of New Unsaturated Polyesters and Copolyesters Containing Azo Groups in the Main Chain, European Polymer J., 39, 1025 (2003) https://doi.org/10.1016/S0014-3057(02)00304-X
  12. F. Higashi, W. Zhang, and K. Nakajima, Thermotropic Copolyamides from Triethyleneglycol Bis(4-carboxyphenyl) ether and Two Kinds of Aromatic Diamines, J. of Polymer Sci. Part A, 32, 89 (1994) https://doi.org/10.1002/pola.1994.080320110
  13. F. Higashi, K. Nakajima, M. Watabiki, and W. Zhang, Thermotropic Liquid Crystalline Polyamides from Polyethyleneglycol Bis(4-carboxyphenyl) ethers, J. of Polymer Sci. Part A, 31, 2929 (1993) https://doi.org/10.1002/pola.1993.080311207
  14. F. Higashi and E. Ikeda, Polycondensation of Aromatic Dicarboxylic Acids and Bisphenols with a New Tosyl Chloride/Triphenylphosphine Oxide/ Pyridine Condensing Agent, Macromolecular Rapid Communications, 21, 1306 (2000) https://doi.org/10.1002/1521-3927(20001201)21:18<1306::AID-MARC1306>3.0.CO;2-J
  15. F. Higashi and A. Kobayashi, Direct Polyamidation with Phosphorus Oxychloride in Pyridine, J. of Polymer Sci. Part A, 27, 507 (1989) https://doi.org/10.1002/pola.1989.080270211