• Preparation and Characterization of Novel Phosphorus-based Flame Retardant for Poly(lactic acid)
  • Won-Ji Lee, Kyoung-Jin Choi, and Sang-Ho Cha

  • Department of Chemical Engineering, Kyonggi University, 154-42, Gwanggyosan-ro, Yeongtong-gu, Suwon 16227, Korea

  • Poly(lactic acid)에 적용 가능한 신규 인계 난연제의 제조 및 특성
  • 이원지 · 최경진 · 차상호

  • 경기대학교 화학공학과

  • Reproduction, stored in a retrieval system, or transmitted in any form of any part of this publication is permitted only by written permission from the Polymer Society of Korea.

References
  • 1. Swetha, T. A.; Bora, A.; Mohanrasu, K.; Balaji, P.; Raja, R.; Ponnuchamy, K.; Muthusamy, G.; Arun, A. A Comprehensive Review on Polylactic Acid (PLA)–Synthesis, Processing and Application in Food Packaging. Int. J. Biological Macromol. 2023, 234, 123715.
  •  
  • 2. Verma, S. K.; Prasad, A.; Katiyar, V. State of Art Review on Sustainable Biodegradable Polymers with a Market Overview for Sustainability Packaging. Mater. Today Sustainability 2024, 100776.
  •  
  • 3. Taib, N.-A. A. B.; Rahman, M. R.; Huda, D.; Kuok, K. K.; Hamdan, S.; Bakri, M. K. B.; Julaihi, M. R. M. B.; Khan, A. A Review on Poly Lactic Acid (PLA) as a Biodegradable Polymer. Polym. Bulletin 2023, 80, 1179-1213.
  •  
  • 4. Ambone, T.; Torris, A.; Shanmuganathan, K. Enhancing the Mechanical Properties of 3D Printed Polylactic Acid Using Nanocellulose. Polym. Eng. Sci. 2020, 60, 1842-1855.
  •  
  • 5. Tawiah, B.; Yu, B.; Fei, B. Advances in Flame Retardant Poly (lactic acid). Polymers 2018, 10, 876.
  •  
  • 6. Zhang, L.; Tian, H.; Chen, J.; Hao, Y.; Liu, Y.; Sun, Y.; Duan, H. Insight Into Roles of Different Types of Additives on Mechanical and Crystalline Properties of Polylactic Acid. J. Appl. Polym. Sci. 2022, 139, 51797.
  •  
  • 7. Song, Y. P.; Wang, D. Y.; Wang, X. L.; Lin, L.; Wang, Y. Z. A Method for Simultaneously Improving the Flame Retardancy and Toughness of PLA. Polym. Adv. Technol. 2011, 22, 2295-2301.
  •  
  • 8. Guan, Y.; Wen, X.; Yang, H.; Zhang, L.; Li, M.; Shao, J.; Li, Y.; Tang, T. “One-pot” Synthesis of Crosslinked Silicone-containing Macromolecular Charring Agent and its Synergistic Flame Retardant Poly(l-lactic acid) with Ammonium Polyphosphate. Polym. Adv. Technol. 2017, 28, 1409-1417.
  •  
  • 9. Bax, B.; Müssig, J. Impact and Tensile Properties of PLA/Cordenka and PLA/flax Composites. Compos. Sci. Technol. 2008, 68, 1601-1607.
  •  
  • 10. Xue, Y.; Zhang, T.; Tian, L.; Feng, J.; Song, F.; Pan, Z.; Huang, G.; Zhang, M.; Zhou, Y.; Song, P. How the Chemical Structure of Phosphoramides Affect the Fire Retardancy and Mechanical Properties of Polylactide? Int. J. Biological Macromol. 2024, 265, 130790.
  •  
  • 11. Liu, B. W.; Zhao, H. B.; Wang, Y. Z. Advanced Flame-retardant Methods for Polymeric Materials. Adv. Mater. 2022, 34, 2107905.
  •  
  • 12. Shi, X.-H.; Li, X.-L.; Li, Y.-M.; Li, Z.; Wang, D.-Y. Flame-retardant Strategy and Mechanism of Fiber Reinforced Polymeric Composite: a Review. Compos. Part B: Eng. 2022, 233, 109663.
  •  
  • 13. Lubczak, J.; Lubczak, R. Oligoetherols and Polyurethane Foams Based on Cyclotriphosphazene of Reduced Flammability. Macromol. Res. 2023, 31, 455-468.
  •  
  • 14. Chen, Y.; Wang, W.; Qiu, Y.; Li, L.; Qian, L.; Xin, F. Terminal Group Effects of Phosphazene-triazine Bi-group Flame Retardant Additives in Flame Retardant Polylactic Acid Composites. Polym. Degradation and Stability 2017, 140, 166-175.
  •  
  • 15. Bocchini, S.; Camino, G. Halogen-containing Flame Retardants. Fire Retardancy of Polym. Mater. 2010, 2, 75-106.
  •  
  • 16. Vothi, H.; Le, V.; Nguyen-Ha, T.; Hoang, D. Sustainable Polyurethane Nanocomposite Foam from Waste Poly(ethylene terephthalate): Preparation, Thermal Stability, and Flame Retardancy. Macromol. Res. 2024, 32, 1227-1235.
  •  
  • 17. Wang, J.; Yu, S.; Xiao, S. Research Progress of Triazine Flame Retardants. Macromol. Res. 2023, 31, 339-357.
  •  
  • 18. Boominathan, S.; Suyambulingam, I.; Narayanaperumal, S.; Divakaran, D.; Senthamaraikannan, P.; Siengchin, S. Comprehensive Characterization of Novel Bioplasticizer From Pandanus Tectorius Leaves: a Sustainable Biomaterial for Biofilm Applications. Macromol. Res. 2023, 31, 1061-1075.
  •  
  • 19. Kim, M.; Jang, Y. J.; Lee, Y.; Mun, C.; Cho, H.; Yoo, H.; Koo, J. Reduced Migration of Multi-arm Structured Plasticizer From Pressure-sensitive Adhesive Films. Macromol. Res. 2024, 32, 1135-1144.
  •  
  • 20. Shim, J. S.; Kim, H.; Chang, T.; Yoo, Y. H.; Lee, S. J.; Park, K. H.; Kang, H.-J.; Lee, D. H. Preparation of Hollow TiO2 Nanospheres with Highly Porous Surface for Effective Nucleating Agents in Supercritical Carbon Dioxide Foaming of Thermoplastic Polyurethanes. Macromol. Res. 2024, 32, 789-797.
  •  
  • 21. Sokhanvar, I. N.; Ghomi, N. S. K.; Mirmohammadi, S. A.; Alihosseini, A.; Nasirian, R. Zinc Oxide as a New Catalyst for Poly(lactic acid)/maleated Polypropylene Reactive Blending: an Approach to Enhance Miscibility and Mechanical Properties. Macromol. Res. 2024, 32, 1255-1266.
  •  
  • 22. Trifol, J.; Van Drongelen, M.; Clegg, F.; Plackett, D.; Szabo, P.; Daugaard, A. Impact of Thermal Processing or Solvent Casting Upon Crystallization of PLA Nanocellulose and/or Nanoclay Composites. J. Appl. Polym. Sci. 2019, 136, 47486.
  •  
  • 23. Shakoor, A.; Thomas, N. Talc as a Nucleating Agent and Reinforcing Filler in Poly(lactic acid) Composites. Polym. Eng. Sci. 2014, 54, 64-70.
  •  
  • 24. Wang, X.; Niu, H.; Guo, W.; Song, L.; Hu, Y. Renewable Isosorbide-derived Poly(phosphoester) for Simultaneously Enhanced Flame-retardancy and Mechanical Property of Polylactide. Prog. Nat. Sci.: Mater. Int. 2021, 31, 546-556.
  •  
  • 25. Braun, U.; Balabanovich, A. I.; Schartel, B.; Knoll, U.; Artner, J.; Ciesielski, M.; Döring, M.; Perez, R.; Sandler, J. K.; Altstädt, V. Influence of the Oxidation State of Phosphorus on the Decomposition and Fire Behaviour of Flame-retarded Epoxy Resin Composites. Polymer 2006, 47, 8495-8508.
  •  
  • 26. Wang, W.; Li, H.; Li, Q.; Luo, Z. A Novel Grafted Polyethylene with Diphenyl Phosphoryl Group: Improved Flame Retardancy and Favorable Compatibility. J. Appl. Polym. Sci. 2021, 138, 51242.
  •  
  • 27. Xie, W.; Guo, S.; Liu, Y.; Chen, R.; Wang, Q. Organic-inorganic Hybrid Strategy Based on Ternary Copolymerization to Prepare Flame Retardant Poly(methyl methacrylate) with High Performance. Compos. Part B: Eng. 2020, 203, 108437.
  •  
  • 28. Ryu, D.; Lee, M.; Sohn, H.; You, N.-H. Synthesis and characterization of Aromatic Poly(phosphonate)s, Poly(thiophosphonate)s, and Poly(selenophosphonate)s for High Refractive Index. Macromol. Res. 2023, 31, 583-592.
  •  
  • 29. Wang, L.; Jing, X.; Cheng, H.; Hu, X.; Yang, L.; Huang, Y. Rheology and Crystallization of Long-chain Branched Poly(L-lactide)s with Controlled Branch Length. Ind. Eng. Chem. Res. 2012, 51, 10731-10741.
  •  
  • 30. Li, J.; Chen, D.; Gui, B.; Gu, M.; Ren, J. Crystallization Morphology and Crystallization Kinetics of Poly(lactic acid): Effect of N-Aminophthalimide as Nucleating Agent. Polym. Bulletin 2011, 67, 775-791.
  •  
  • 31. Tang, Z.; Zhang, C.; Liu, X.; Zhu, J. The Crystallization Behavior and Mechanical Properties of Polylactic Acid in the Presence of a Crystal Nucleating Agent. J. Appl. Polym. Sci. 2012, 125, 1108-1115.
  •  
  • 32. Chu, F.; Zhou, X.; Mu, X.; Zhu, Y.; Cai, W.; Zhou, Y.; Xu, Z.; Zou, B.; Mi, Z.; Hu, W. An Insight Into Pyrolysis and Flame Retardant Mechanism of Unsaturated Polyester Resin with Different Valance States of Phosphorus Structures. Polym. Degrad. Stabil. 2022, 202, 110026.
  •  
  • 33. Wang, X.; Spörer, Y.; Leuteritz, A.; Kuehnert, I.; Wagenknecht, U.; Heinrich, G.; Wang, D.-Y. Comparative Study of the Synergistic Effect of Binary and Ternary LDH with Intumescent Flame Retardant on the Properties of Polypropylene Composites. RSC Adv. 2015, 5, 78979-78985.
  •  
  • 34. Guo, S.; Xu, J.; Ni, X. Synthesis, Structures, and Properties of a New Pentaerythritol-derived Flame Retardant Used in Polyamide 66. ACS Omega 2021, 6, 12887-12897.
  •  
  • 35. Suparanon, T.; Phetwarotai, W. Fire-extinguishing Characteristics and Flame Retardant Mechanism of Polylactide Foams: Influence of Tricresyl Phosphate Combined with Natural Flame Retardant. Int. J. Biolog. Macromol. 2020, 158, 1090-1101.
  •  
  • 36. Harris, A. M.; Lee, E. C. Improving Mechanical Performance of Injection Molded PLA by Controlling Crystallinity. J. Appl. Polym. Sci. 2008, 107, 2246-2255.
  •  
  • 37. Xu, K.; Yan, C.; Du, C.; Xu, Y.; Li, B.; Liu, L. Preparation and Mechanism of Toughened and Flame-retardant Bio-based Polylactic Acid Composites. Polymers 2023, 15, 300.
  •  
  • 38. Mondragón-Herrera, L. I.; Vargas-Coronado, R.; Carrillo-Escalante, H.; Cauich-Rodríguez, J.; Hernández-Sánchez, F.; Velasco-Santos, C.; Avilés, F. Mechanical, Thermal, and Physicochemical Properties of Filaments of Poly(Lactic Acid), Polyhydroxyalkanoates and Their Blend for Additive Manufacturing. Polymers 2024, 16, 1062.
  •  
  • 39. Mastalygina, E. E.; Olkhov, A. A.; Vorontsov, N. V.; Kiselev, N. V.; Khaidarov, T. B.; Khaydarov, B. B.; Kolesnikov, E. A.; Burmistrov, I. N. Influence of Copper-based Fillers on Structural and Mechanical Properties of Polylactic Acid Composites. J. Compos. Sci. 2022, 6, 386.
  •  
  • 40. Shi, S.-C.; Chen, T.-H.; Mandal, P. K. Enhancing the Mechanical and Tribological Properties of Cellulose Nanocomposites with Aluminum Nanoadditives. Polymers 2020, 12, 1246.
  •  
  • 41. Liu, J.; Zhang, J.; Zhang, Y.; Cao, W.; Liu, X.; Bao, J.; Zhang, X.; Chen, W. Fabrication of Novel Macromolecular P–S Synergistic Flame Retardants and Its Applications in Biodegradable Poly (lactic acid): Combustibility, Anti-melt Dripping Behavior, Crystallization, and Mechanical Properties. Polymer 2023, 289, 126475.
  •  
  • 42. Matzen, M.; Kandola, B.; Huth, C.; Schartel, B. Influence of Flame Retardants on the Melt Dripping Behaviour of Thermoplastic Polymers. Materials 2015, 8, 5621-5646.
  •  
  • 43. Chang, M.-K.; Hwang, S.-S.; Liu, S.-P. Flame Retardancy and Thermal Stability of Ethylene-vinyl Acetate Copolymer Nanocomposites with Alumina Trihydrate and Montmorillonite. J. Ind. Eng. Chem. 2014, 20, 1596-1601.
  •  
  • 44. Xiao, D.; Wang, Z.-B.; Gohs, U.; Harre, K.; Wang, D.-Y. A Novel Highly-efficient Bio-based Fire Retardant for Poly(lactic acid): Synthesis, Preparation, Property and Mechanism. Chem. Eng. J. 2022, 446, 137092.
  •  
  • 45. Schartel, B. Phosphorus-based Flame Retardancy Mechanisms—Old Hat or a Starting Point for Future Development? Mater. 2010, 3, 4710-4745.
  •  
  • Polymer(Korea) 폴리머
  • Frequency : Bimonthly(odd)
    ISSN 2234-8077(Online)
    Abbr. Polym. Korea
  • 2023 Impact Factor : 0.4
  • Indexed in SCIE

This Article

  • 2025; 49(2): 267-275

    Published online Mar 25, 2025

  • 10.7317/pk.2025.49.2.267
  • Received on Jan 16, 2025
  • Revised on Jan 31, 2025
  • Accepted on Jan 31, 2025

Correspondence to

  • Sang-Ho Cha
  • Department of Chemical Engineering, Kyonggi University, 154-42, Gwanggyosan-ro, Yeongtong-gu, Suwon 16227, Korea

  • E-mail: sanghocha@kgu.ac.kr