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

Synthesis of Benzoic Acid Modified Polyester Containing Phosphorus and Their Application to PU Flame-Retardant Coatings

인 함유 벤조산 변성폴리에스테르의 합성과 이를 이용한 PU 난연도료의 도막물성 연구

  • Park, Hong-Soo (Department of Chemical Engineering, Myongji University) ;
  • Shim, Il-Woo (Department of Chemical Engineering, Myongji University) ;
  • Jo, Hye-Jin (Department of Chemical Engineering, Myongji University) ;
  • You, Hyuk-Jae (Department of Chemical Engineering, Myongji University) ;
  • Kim, Myung-Soo (Department of Chemical Engineering, Myongji University) ;
  • Hahm, Hyun-Sik (Department of Chemical Engineering, Myongji University)
  • 박홍수 (명지대학교 공과대학 화학공학과) ;
  • 심일우 (명지대학교 공과대학 화학공학과) ;
  • 조혜진 (명지대학교 공과대학 화학공학과) ;
  • 유혁재 (명지대학교 공과대학 화학공학과) ;
  • 김명수 (명지대학교 공과대학 화학공학과) ;
  • 함현식 (명지대학교 공과대학 화학공학과)
  • Published : 2005.06.30
Download PDF
⟨ Previous Next ⟩

Abstract

Reaction intermediates PCP/BZA (PBI) and tetramethylene bis(orthophosphate)(TBOP) were synthesized from polycaprolactone (PCP) and benzoic acid (BZA) and from pyrophosphoric acid and 1,4-butanediol, respectively. Benzoic acid modified polyesters containing phosphorus (APTB-S, -10, -15) were synthesized by polycondensation of the prepared PBI (containing 5, 10, 15wt% of benzoic acid), TBOP, adipic acid, and 1,4-butanediol. Network structured PU flame-retardant coatings (APHD) were prepared by curing the synthesized benzoic acid modified polyesters containing phosphorus (APT B - 5 , -10, -15) with hexamethylene diisocyanate (HDI)-timer. From the TGA analysis of APTBs, it was found that the afterglow decreased with the amount of BZA content at the high temperatures. With the introduction of BZA, the film viscosity and film hardness of APHD decreased. With the introduction of caprolactone group, the flexibility, impact resistance, accelerated weathering resistance of APTBs increased. Flame retardancy of the coatings was tested. In a vertical burning method, APHD shows 210$^{\sim}$313 seconds, which indicates that the coatings are good flame-retardant coatings. Moreover, the amount of afterglow and flame retardancy of the coatings are decreased with increasing BZA content.

Keywords

References

  1. P. Thomas, 'Polyurethanes : Waterborne & Solvent Based Surface Coating Resins and Their Applications', Vol. III, SITA Technology Ltd., London (1999)
  2. G. Oertel, 'Polyurethane Handbook', 2nd ed., Hanser Pub., New York (1993)
  3. P. K. T. Oldring and G. Hayward, 'Resins for Surface Coatings', Vol. III, pp. 27-31, Selective Industrial Training Asso., London (1987)
  4. D. J. Chung, C. H. Jung, H. S. Park, T. O. Kim, and S. J. Park, Preparation of Reactive Flame-Retardant Coatings Containing Phosphorus I. Synthesis of Pyrophosphoric Modified Polyesters, J. Kor. Oil Chem. Soc., 20(1), 57 (2002)
  5. H. Nishizawa, 'The Technology and Application of Polymeric Materials Market and Outlook', p. 269, CMC Co., Tokyo (1996)
  6. K. Kamiya and S. Nozaki, 'Non-halogen Fireproofing Agents and Construction Sheets Therewith', Jpn. Patent 03690A2 (2002)
  7. S. Duquese, M. L. Bras, S. Bourbigot, R. Delobel, G. Camino, B. Eling, C. Lindsay, T. Roels, and H. Vezin, Mechanism of Fire Retardancy of Polyurethane Using Ammonium Polyphosphate, J. Appl. Polym. Sci., 82, 3262 (2001) https://doi.org/10.1002/app.1816
  8. H. S. Park, E. K. Park, S. K. Kim, and K. T. Chung, 2-Packaged Polyurethane Coatings : I. Synthesis of Benzoic Acid Modified Polyesters for Coatings, Polymer(Korea), 19, 19 (1995)
  9. H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, and J. I. Kroschwitz, 'Encyclopedia of Polymer Science and Engineering', 2nd ed., Vol. 13, pp. 259-261, John Wiley & Sons, Inc., New York (1989)
  10. Union Carbide Co., 'Tone Polyols for High-Performance Coatings, Adhesives, and Elastomers', 2nd ed., pp. 1-7, Union Carbide Chem. & Plastic Tech. Co., New York (1989)
  11. E. K. Park, 'Studies on the Synthese and Physical Properties of Two-Component Polyurethane Flame-Retardant Coatings Using Modified Aliphatic Carboxylic Acid Polyesters', Ph. D. Dissertation, Myongji Univ., Yongin, Korea (1993)
  12. D. Zech and E. C. Ford, Jr., 'Poly-hydroxy Phosphate Esters', U. S. Patent 3,309,427 (1967)
  13. K. J. Sea, 'Preparation and Characterization of Polyurethane Flame-Retardnat Coatings Using Pyrophosphoric -Containing Modified Polyester/TD/Adduct', M. S. Dissertation, Myongi Univ., Yongin, Korea (1999)
  14. W. G. David, Alkyd Resin Calculation Factors, Official Digest, 33, 642 (1961)
  15. J. H. Shin, 'Preparation and Curing Behavior of Polyurethane Coatings by Polyester/Lactone Polyol and Palyisocyanate', M. S. Dissertation, Myongji Univ., Yongin, Korea (1997)
  16. L. J. Calbo, 'Handbook of Coatings Additives', Vol. I, pp. 33-117, Marcel Dekker, Inc., New York (1992)
  17. H. F. Mark, N. M. Bikales, C. G. Overberger, G. Menges, and J. I. Kroschwitz, 'Encyclopedia of Polymer Science and Engineering', Vol. 1, p. 656, John Wiley & Sons, Inc., New York (1985)
  18. R. Yokouchi and I. Nakamura, 'Polyester Fiber', 5th ed., p. 87, Korona Co. Ltd., Tokyo (1974)
  19. H. A. Pohl, The Thermal Degradation of Polyesters, J. Amer. Chem. Soc., 73, 5660 (1951)
  20. R. J. Gardner and J. R. Martin, Effect of Relative of Humidity on the Mechanical Properties of Poly(1,4-Butylene Terephthalate), J. Appl. Polym. Sci., 25, 2353 (1980) https://doi.org/10.1002/app.1980.070251021
  21. W. B. Im, S. K. Kim, I. M. Yang, T. O. Kim, and H. S. Park, Effect of Type of Isocyanates on the Physical Properties and Flame Retardancy of PU Coatings Polymerized with Isocyanate and Trichloro Modified Polyester Polyol, J. Kor. Ind. Eng. Chem., 13, 247 (2002)
  22. S. R. Kim, H. J. Park, C. H. Jung, H. S. Park, and W. B. 1m, Preparation of Reactive Flame-Retardant Coatings Containing Phosphorus II. Preparation and Characterization of Polyurethane Coatings, J. Kor. Oil Chem. Soc., 20(2), 87 (2003)
  23. W. C. Kuryla and A. J. Papa, 'Flame Retardancy of Polymeric Materials', Vol. 3, pp. 1-61, Marcel Dekker, Inc., New York (1980)