A Study on the Acid Resistance of Bisphenol-A-based Polybenzoxazine

Bisphenol-A계 Polybenzoxazine의 내산성에 관한 연구

  • Kim, Ho-Dong (Department of Textile Engineering, Dankook University)
  • 김호동 (단국대학교 섬유공학과)
  • Published : 2005.06.01

Abstract

The chemical stability of typical polybenzoxazines based on bisphenol-A and epoxy/novolac resins has been studied. Using proton nuclear magnetic resonance ('H-NMR) spectroscopic analysis of the polybenzoxazine model dimers, differential scanning calorimetry (DSC), and fourier transformed infrared (FT-IR) spectroscopy of the residue degraded from 2,2-bis(3,4-dihydro-3-methyl-2H-1,3-benzoxazine)propane (B A-m) polybenzoxazine, it is proposed that the basicity of the primary amines play an important role in the interactions which take place between the acid and polybenzoxazine. The stability of 2,2-bis(3,4-dihydro-3-phenyl-2H-1,3-benzoxazine)propane (BA-a) polybenzoxazine in various acids is superior to the stability of other resins including Novolac.

Keywords

References

  1. H. G. Cooke, W. F. McWhorter, and A. R. Stroh scher, 'Chemical Resistance of Epoxy Resins', Ind Eng Chem, 1964, 56(5), 38-41
  2. K. J. Oswald, 'Carbon Dioxide Resistance of Aromatic Amine Cured Epoxy Fiberglass Oil Field Pipe', Mat Performance, 1988, Mar., 9-11
  3. C. E. Browning, 'The Mechanisms of Elevated Temperature Property Losses in High Performance Structural Epoxy Resin Matrix Materials After Exposures to High Humidity Environments', Polym Eng Sci, 1978, 18(1), 16-24 https://doi.org/10.1002/pen.760180104
  4. S. P. Sonawala and R. J. J. Spontak, 'Degradation Kinetics of Glass-reinforced Polyesters in Chemical Environments', Mat Sci, 1996, 31, 4757-4764 https://doi.org/10.1007/BF00355858
  5. H. Ishida and D. J. J. Allen, 'Physical and Mechanical Characterization of Near-Zero Shrinkage Polybenzoxazines', J Polym Sci: Polym Phys, 1996, 34, 1019-1029 https://doi.org/10.1002/(SICI)1099-0488(19960430)34:6<1019::AID-POLB1>3.0.CO;2-T
  6. S. B. Shen and H. Ishida, 'Development and Characterization of High-Performance Polybenzoxazine Composites', Polym Comp, 1996, 17, 710-719 https://doi.org/10.1002/pc.10663
  7. H. Ishida and Y. Rodriguez, 'Curing Kinetics of a New Benzoxazine-based Phenolic Resin by DSC', Polymer, 1995, 36, 3151-3158 https://doi.org/10.1016/0032-3861(95)97878-J
  8. H. Ishida and H. Y. Low, 'A Study on the Volumetric Expansion of Benzoxazine-Based Phenolic Resin', Macromolecules, 1997, 30, 1099-1106 https://doi.org/10.1021/ma960539a
  9. H. D. Kim and H. Ishida, 'Study on the Chemical Stability of Benzoxazine-Based Phenolic Resins in Carboxylic Acids', J Appl Polym Sci, 2001, 79, 1207-1219 https://doi.org/10.1002/1097-4628(20010214)79:7<1207::AID-APP80>3.0.CO;2-3
  10. J. Macko and H. Ishida, 'Behavior of a Bisphenol-A-based Polybenzoxazine Exposed to Ultraviolet Radiation', J Polym Sci: Polym Phys, 2000, 38, 2687-2701 https://doi.org/10.1002/1099-0488(20001015)38:20<2687::AID-POLB90>3.0.CO;2-I
  11. X. Ning and H. Ishida, 'Phenolic Materials via Ring-Opening Polymerization: Synthesis and Characterization of Bisphenol-A Based Benzoxazines and Their Polymers', J Polym Sci: Polym Chern Ed., 1994, 32, 1121-1129 https://doi.org/10.1002/pola.1994.080320614
  12. G. Arian, 'Chemical Resistance and Curing Agents in Fiber Glass Reinforced Oilfield Tubulars', Mat Performance, 1990, Aug., 73-78
  13. Y. V. Moiseev and G. E. Zaikov, 'Chemical Resistance of Polymers in Aggressive Media', Consultants Bureau, New York, 1987, pp.5-6
  14. R. T. Morrison and R. N. Boyd, 'Organic Chemistry', 6th Ed., Prentice Hall, New Jersey, 1992, Chap. 22, p.824
  15. H. D. Kim and H. Ishida, 'A Study on Hydrogen Bonded Network Structure of Polybenzoxazines', J Phy Chern A, 2002, 106, 3271-3280 https://doi.org/10.1021/jp010606p