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Study on Degradation Rates of Biodegradable Polymers by Stereochemistry

입체화학을 이용한 생분해성 고분자의 분해속도에 관한 연구

  • Park, Chan-Young (Division of Chemical Engineering, Pukyong National University) ;
  • Choi, Yong-Hae (Division of Chemical Engineering, Pukyong National University) ;
  • Lee, Won-Ki (Division of Chemical Engineering, Pukyong National University)
  • 박찬영 (부경대학교 응용화학공학부) ;
  • 최용해 (부경대학교 응용화학공학부) ;
  • 이원기 (부경대학교 응용화학공학부)
  • Published : 2009.07.31

Abstract

To control degradation rate of biodegradable poly(lactide)s (PLA), the stereochemical PLAs with different ratios of d-lactide and l-lactide units were synthesized by the ring open polymerization and the their degradation kinetics were measured by a Langmuir film balance. The alkaline (pH=11) degradation of poly(l-lactide) (l-PLA) monolayer showed the faster rate at a surface pressure of 4 mN/m in the ranges from to 0 to 7 mN/m. However, the enzymatic degradation of l-PLA with Proteinase K did not occur until 4 mN/m. Above a constant surface pressure of 4 mN/m, the degradation rate was increased with a constant surface pressure. These behaviors might be attributed to the difference in the contacted area with degradation medium: alkaline ions need small contact area with l-PLA while enzymes require much bigger one to be activated due to different medium sizes. The stereochmical PLA monolayers showed that the alkaline degradation was increased with their optical impurities while the enzymatic one was inversed. These results could be explained by the decrease of crystallinity with the optical impurity and the inactivity of enzyme to d-LA unit.

Keywords

References

  1. Scott G., Gilead D., 1995, Degradable Polymers, Chapman & Hall, 1-42.
  2. Hwang H. H., Yoon K. S., 1994, Biodegradable Aliphatic Polyester, Polym. Sci. Tech., 5, 13-18.
  3. Buchanan F., 2008, Degradable rate of bioresorbable materials, CRC press, 1-18.
  4. Ryou J. H., Ha C. S., Kim J. W., Lee W. K., 2003, Control of Enzymatic Degradation of Microbial Polyesters by Plasma Modification, Macromol. Biosci., 3, 44-50. https://doi.org/10.1002/mabi.200390004
  5. Lee W. K., Ryou J. H., Ha C. S., 2003, Retardation of enzymatic degradation of microbial polyesters ususing surface chemistry: effect of addition of non-degradable polymers, Surf. Sci., 542, 235-243. https://doi.org/10.1016/S0039-6028(03)00981-6
  6. Lee W. K., Norwak R., Gardella J. A., 2002, The Hydrolytic Degradation of Polyester Blend Monolayers at the Air/liquid Interface: Effects of a Slowly Degrading Component, Langmuir, 18, 2309-2312 https://doi.org/10.1021/la011663c
  7. 민성기, 문명준, 이원기, 2006, 모델 시스템을 이용한 Poly(1-lactide)의 분해거동, 한국환경과학회지, 15(2), 177-184 https://doi.org/10.5322/JES.2006.15.2.177
  8. Kikkawa Y., Yamashita K., Hiraishi T., Kanesato M., Doi Y., 2005, Dynamic Adsorption Behavior of Poly(3-hydroxybutyrate) Depolymerase onto polyester Surface Investigated by QCM and AFM, Biomacromolecules, 6(4), 2084-2090. https://doi.org/10.1021/bm0500751
  9. Reeve M. S., McCarthy S. P., Downey M. J., Gross R. A., 1994, Polylactide stereochemistry: effect on enzymatic degradability, Macromolecules, 27, 825-831. https://doi.org/10.1021/ma00081a030
  10. Wiggins J, S., Hassan M. K., Mauritz K. A., Storey R. F., 2006, Hydrolytic degradation of poly(d,1-lactide) as a function of end group: Carboxylic acid vs. hydroxyl, Polymer, 47(6), 1960-1969 https://doi.org/10.1016/j.polymer.2006.01.021
  11. Hocking P. J., Marchessault R. H., Timmins M. R., Lenz R Z., Fuller R C., 1996, Enzymatic Degradation of Single Crystals of Bacterial and Synthetic Poly($\beta$-hydroxybutyrate), Macromolecules, 29, 2472-2478 https://doi.org/10.1021/ma951361f