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Synthesis of High Molecular Weight Poly(m-phenylene terephthalamide) in NMP/CaCl2 Solvents

NMP/CaCl2 용매에서 고분자량 폴리메타페닐렌 테레프탈아미드의 합성

  • Lee, Woo-Seung (Department of Advanced Organic Materials, Yeungnam University) ;
  • Yim, Jong-Ha (Department of Advanced Organic Materials, Yeungnam University) ;
  • Ahn, Ji-Hoon (Department of Advanced Organic Materials, Yeungnam University) ;
  • Son, Tae-Won (Department of Chemical Engineering, Yeungnam University)
  • 이우승 (영남대학교 유기신소재공학부) ;
  • 임종하 (영남대학교 유기신소재공학부) ;
  • 안지훈 (영남대학교 유기신소재공학부) ;
  • 손태원 (영남대학교 화학공학부)
  • Received : 2015.02.25
  • Accepted : 2015.05.25
  • Published : 2015.06.30

Abstract

A new solvent was developed for the synthesis of a high-molecular-weight aramid polymer, PMTA, which is a low-weight form of poly(m-phenylene terephthalamide). The condensation method was optimized to obtain the best-grade polymer. HCl liberated from the optimized polymer was neutralized with CaO and the polymer was characterized. A series of neutralization experiments were performed to determine the relationships between the viscosity properties and the experimental conditions. The PMTA properties were characterized by instrumental analysis.

Keywords

References

  1. Z. Ahmad, M. I. Sarwar, S. Wang, and J. E. Mark; "Preparation and Properties of Hybrid Organic-inorganic Composites Prepared from Poly(phenylene terephthalamide) and Titania", Polymer, 1997, 38, 4523-4529. https://doi.org/10.1016/S0032-3861(96)01034-8
  2. U. Gaur, S.-F. Lau, and B. Wunderlich, "Heat Capacity and Other Thermodynamic Properties of Linear Macromolecules. IX. Final Group of Aromatic and Inorganic Polymers", J. Phys. Chem. Ref. Data, 1983, 12, 91-108. https://doi.org/10.1063/1.555679
  3. U. Gaur, S.-F. Lau, B. Wunderlich, and B. Wunderlich, "Heat Capacity and Other Thermodynamic Properties of Linear Macromolecules. VIII. Polyesters and Polyamides", J. Phys. Chem. Ref. Data, 1983, 12, 65-89. https://doi.org/10.1063/1.555678
  4. J. A. Mikroyannidis, "Aromatic Polyamides and Polyimides with Benzoxazole or Benzothiazole Pendent Groups Prepared from 5-(2-Benzoxazole) or 5-(2-Benzothiazole)-1,3-Phenylenediamine", Macromolecules, 1995, 28, 5177-5183. https://doi.org/10.1021/ma00119a003
  5. I. K. Spiliopoulos and J. A. Mikroyanidis, "Synthesis and Properties of Polyterephthalamides with Ester Pendent groups", Polym. Chem., 1996, 34, 1703-1711. https://doi.org/10.1002/(SICI)1099-0518(19960715)34:9<1703::AID-POLA7>3.0.CO;2-S
  6. A. C. Karydas, M. Kapuscinska, and E. M. Pearce, "Aromatic Polyamides. IX. Synthesis and Thermal Properties of Some Nmethylated Aromatic Polyamides", Eur. Polym. J., 1983, 19, 935-938. https://doi.org/10.1016/0014-3057(83)90052-6
  7. H. F. Mark, S. M. Atlas, and N. Ogata, "Aromatic Polymide", Polym. Chem., 1962, 61, 49-53.
  8. M. V. Chandorikar, D. R. Korat, and C. V. Devmurari, "Development of Poly(meta-Phenylene Terephthalamide) as a Membrane Material for the Reverse Osmosis Process", J. Appl. Polym. Sci., 1985, 30, 297-299. https://doi.org/10.1002/app.1985.070300124
  9. S. M. Aharoni, S. A. Curran, and N. S. Murthy, "Poly(pphenyleneterephthalamide) and Poly(m-phenyleneisophthalamide): Positional Isomers with Partial Miscibility", Macromolecules, 1992, 25, 4431-4436. https://doi.org/10.1021/ma00043a029
  10. I. K. Spiliopoulos and J. A. Mikroyannidis, "Soluble Phenyl- or Alkoxyphenyl-Substituted Rigid-Rod Polyamides and Polyimides Containing m-Terphenyls in the Main Chain", Macromolecules, 1998, 31, 1236-1245. https://doi.org/10.1021/ma971156v
  11. Z. Ge, S. Yang, Z. Tao, J. Liu, and L. Fan, "Synthesis and Characterization of Novel Soluble Fluorinated Aromatic Polyamides Derived from Fluorinated Isophthaloyl Dichlorides and Aromatic Diamines", Polymer, 2004, 45, 3627-3635. https://doi.org/10.1016/j.polymer.2004.03.037
  12. A. Eiichi, "Syntheses and Thermal Properties of Side-chain Type Liquid-crystalline Polymers with Poly(glycidyl ether) Backbones", Macromolecular, 1993, 14, 251-269.
  13. P. Pramanik and R. Chakraborty, "The Unique Story of a High-Tech Polymer", Resonance, 2004, 9, 39-50.
  14. S. I. Hong and B. C. Kim, "Ultra-High Modulus Aramid Fibres", J. Korean Fiber Soc., 1982, 19, 45-58.
  15. J. W. Downing Jr. and J. A. Newell, "Characterization of Structural Changes in Thermally Enhanced Kevlar-29 Fiber", J. Appl. Polym. Sci., 2003, 91, 418-424.
  16. S. Viale, W. F. Jager, and S. J. Picken, "Synthesis and Characterization of a Water-soluble Rigid-rod Polymer", Polymer, 2003, 44, 7843-7850. https://doi.org/10.1016/j.polymer.2003.10.016
  17. Z. Akhter, M. A. Bashir, and M. Saif ullah Khan, "Synthesis, Characterization and Thermal Degradation Kinetics of Ferrocene-containing Aramids", Appl. Organomet. Chem., 2005, 19, 848-853. https://doi.org/10.1002/aoc.912
  18. A. Ben-Haida and P. Hodge, "Ring-Chain Interconversion in High-Performance Polymer Systems. 3. Cyclodepolymerization of Poly(m-phenylene isophthalamide)(Nomex) and Entropically Driven Ring-Opening Polymerization of the Macrocyclic Oligomers so Produced", Macromolecules, 2005, 38, 722-729. https://doi.org/10.1021/ma0401370
  19. P. Nimmanpipug, K. Tashiro, and O. J. Rangsiman, "Crystal Structure Prediction from First Principles", Nat. Mater., 2008, 7, 937-946. https://doi.org/10.1038/nmat2321
  20. S. Zulfiqar, Z. Ahmad, and M. I. Sarwar, "Soluble Aromatic Polyamide Bearing Ether Linkages: Synthesis and Characterization", Colloid Polym. Sci., 2007, 285, 1749-1754. https://doi.org/10.1007/s00396-007-1768-8
  21. C. E. Carraher Jr., "Introduction to Polymer Chemistry", 2006.
  22. J. A. Mikroysnnidis, "Soluble and Fusible Polyamides and Polyimides Containing Pyrazoline Moieties and Their Crosslinking to Heat-Resistant Resins", J. Polym. Sci. Part A: Polym. Chem., 1996, 35, 1353-1361.
  23. Z. Ahmad, M. I. Sarwar, H. Krug, and H. Schmidt, "Preparation and Properties of Composites of Kevlar-Nomex Copolymer and Boehmite", Macromol. Mater., 1997, 248, 139-151.
  24. W. J. Sichina, "Measurement of Tg by DSC", Thermal Analysis Application Note, 2000.
  25. S. Zulfiqar, M. Ishaq, Z. Ahmad, and M. L. Sarwar, "Synthesis, Static, and Dynamic Light Scattering Studies of Soluble Aromatic Polyamide", Polym. Adv. Technol., 2008, 19, 1250-1255. https://doi.org/10.1002/pat.1120
  26. J. Preston, W. R. Krigbaum, and R. Kotek, "Synthesis of High- Molecular-Weight Rodlike Polyamides and Block Copolymers", J. Polym. Sci. A Polym. Chem., 1982, 20, 3241-3249. https://doi.org/10.1002/pol.1982.170201119
  27. Y. P. Khanna and E. M. Pearce, "Aromatic Polyamides. I. Synthesis and Characterization of Some Aromatic Polyamides and Their Model Diamides", J. Polym. Sci. A Polym. Chem., 1981, 19, 2799-2816. https://doi.org/10.1002/pol.1981.170191114
  28. J. A. Mikroyannidis and G. M. Tsivgoulis, "Synthesis and Characterization of Soluble, Blue-Fluorescent Polyamides and Polyimides Containing Substituted p-terphenyl as Well as Long Aliphatic Segments in the Main Chain ", J. Polym. Sci. A Polym. Chem., 1999, 37, 3646-3656. https://doi.org/10.1002/(SICI)1099-0518(19990915)37:18<3646::AID-POLA13>3.0.CO;2-H
  29. V. A. Platonov, G. G. Frenkel, and A. M. Shchetinin, "X-ray Study of the Effect of Heat on the Structural Parameters of Armos Fibres", Fibre Chem., 2003, 35, 283-286. https://doi.org/10.1023/B:FICH.0000003480.55960.7a
  30. K. E. Perepelkin, I. V. Andreeva, E. A. Pakshver, and I. Y. Morgoeva, "Thermal Characteristics of Para-aramid Fibers", Fibre Chem., 2003, 35, 265-269. https://doi.org/10.1023/B:FICH.0000003476.55891.26
  31. S. Villar-Rodil, J. I. Paredes, and J. M. D. Tascon, "Activated Carbon Materials of Uniform Porosity from Polyaramid Fibers", Chem. Mater., 2005, 17, 5893-5908. https://doi.org/10.1021/cm051339t
  32. J. E. Mcgrath and H. W. Gibson, "Aramid Compositions of Improved Solubility and Flame Retardancy", US Patent, 5,420,225 (1995).