Textile Science and Engineering (한국섬유공학회지)

The Korean Fiber Society (한국섬유공학회)
권호 표지

Studies of the Preparation and Characterization of Polyamic Acid Esters

폴리아미드산 에스테르의 합성 및 분석

  • 이병춘 (성균관대학교 유기소재공학과) ;
  • 김영준 (성균관대학교 유기소재공학과)
  • Published : 2003.02.01
⟨ Previous Next ⟩

Abstract

In the present paper, the synthesis and imidization kinetic studies of polyamic acid esters have been made. Pyromellitic dianhydride (PMDA) diester monomers have been synthesized from the ring-opening reaction of PMDA and aliphatic alcohols such as methanol, ethanol, isopropanol, n-butanol, t-butanol, and 2-hydroxyethyl methacrylate. Polyamic acid esters have been synthesized from the direct polycondesation of 4,4'-oxydianiline and PMDA based diester monomers at room temperature using dicyclohexyl carbodiimide (DCC) or diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)-phos-phonate (DTBP) as an activation agent. When DCC was used as the activating agent. low molecular weight polyamic acid esters that are soluble in methanol were obtained. When DTBP was employed, however, high molecular weight polyamic acid esters whose inherent viscosity values were larger than 0.3 dl/g were synthesized. Furthermore. imidization kinetics of polyamic acid esters were studied by performing the dynamic thermogravimetric analysis (TGA) at a constant heating rate of 10℃/min. The activation energy and Arrhenius pre-exponential factor were calculated from the TGA thermograms. The imidization of polyamic acid esters was effected by the chemical structure of the diester monomers such as the size and bulkiness of alkyl groups of the diester monomers. Activation energy values for the imidization reaction increased from 83 KJ/mol to 169 KJ/mol with decreasing the size of the alkyl groups of polyamic acid esters.

Keywords

References

  1. Polymer v.36 Positive-working Alkaline-Developable Photosensitive Polyimide Precursor Based on Polyisoimide Using Diazonaphthoquinone as a Dissolution Inhibitor A. Mochizuki;T. Teranishi;M. U. Matsushita https://doi.org/10.1016/0032-3861(95)95290-H
  2. Mater. Res. Soc. Symp. Proc. v.167 Photosensitive Polyimides H. Hiramoto
  3. Polym. Eng. Sci. v.11 Thermally Stable Photoresist Polymer R. E. Kerwin;M. R. Goldrick https://doi.org/10.1002/pen.760110513
  4. Polym. Eng. Sci. v.32 A Photosensitive Polyimide Using an Alkaline Aqueous Solution as a Developer H. Mishizawa;K. Sato;M. Kojima https://doi.org/10.1002/pen.760322112
  5. Vysokomol. Soedin. v.23 Balance of Chemical and Physiochemical Transformation in Solution in Solutions of Polyamic Acids During Storage N. G. Bel'nikevich;V. M. Denisov;L. N. Korzahavin;S.Y. Frankel
  6. J. Polym. Sci. v.26 High-performance Size Exclusion Chromatography of Polyamic Acid C. C. Walker https://doi.org/10.1002/pola.1988.080260615
  7. Polym. Bull. v.34 Rodlike/Flexible Polyimide Composite Films Prepared from Soluble Poly(amic diethyl ester) Precursors: Miscibility, Structrue, and Proterties Y. Kim;M. Lee;T. Chang;C.S. Ha
  8. Tetrehedron Lett. v.9 Simple Quantitative Method for the Esterification of Carboxylic Acids J. E. Shaw;D. C. Kunerth;J. J. Sherry
  9. J. Org. Chem. v.39 Quantitative Conversion of Carboxylic Acids and Phenols to Esters and Ethers by Reaction of Their Salts with Alkyl Halides J. E. Shaw;D. C. Kunerth https://doi.org/10.1021/jo00927a048
  10. J. Chem. Soc. Jpn. v.71 Preparation and Properties of Poly(dimethyl pyromellitamate) S. Nishizaki;T. Moriwaki
  11. Polym. Eng. Sci. v.32 Effects of UV Exposure and Thermal History on Properties of a Preimidized Photosensitive Polyimide M. Ree;K. J. Chen;G. Czornyj https://doi.org/10.1002/pen.760321403
  12. RadTech Asia '91, Conf. Proc. A Novel Photosensitive Polyimide for Semiconductor Surface Coating N. Sashida;T. Hirano;S. Sakura;A. Tokoh
  13. Polym. Eng. Sci. v.28 Pattern Generation on Polyimide Coatings and Its Application in an Electrophoretic Image Display L. Minnema;J. M. van der Zande https://doi.org/10.1002/pen.760281207
  14. ACS Symp. Ser. v.242 Photosensitive Polyimide Siloxane G. C. Davis https://doi.org/10.1021/bk-1984-0242.ch021
  15. Photogr. Sci. Eng. v.23 A Photopolymer- the Direct Way to Polyimide Patterns R. Rubner;H. Ahne;E. Kuhn;G. Koloddieg
  16. Polymer Chem. v.5 Kinetics and Mechanism of Polyimides W. Wrasidlo;P. M. Hergenrother;H. H. Levine
  17. Zh. Org. Khim. v.10 Reactivity of Aromatic Diamines in the Formation of Polyamido Acids V. M. Svetlichnyi;V. V. Kudryavtsev;N. A. Adrova;M. M. koton
  18. Macromolecules v.26 Kinetic and Mechanistic Investigations of the Formation of Polyimides under Homogeneous Conditions Y. J. Kim;T. E. Glass;G. D. Lyle;J. E. McGrath https://doi.org/10.1021/ma00058a024
  19. Macromolecules v.21 Diphenyl(2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate: A New, Reactive Agent for the Synthesis of Amide and Polyamides M. Ueda;A. Kameyama;K. Hashimoto https://doi.org/10.1021/ma00179a004
  20. J. Dent. Res. v.70 The Effect of Catalyst Structure on the Synthesis of a Dental Restorative Monomer M. Farahani;A. D. Johnston;R. L. Bowen https://doi.org/10.1177/00220345910700011101
  21. Applied Spectroscopy v.42 An FT-IR Method for Performing Dynamic Kinetic Experiments R. W. Snyder;C. W. Sheen https://doi.org/10.1366/0003702884429300
  22. Anal. Chem. v.29 Reaction Kinetics in Differential Thermal Analysis H. E. Kissinger https://doi.org/10.1021/ac60131a045
  23. J. Polym. Sci. C. v.4 A Quick, Direct Method for the Determination of Activation Energy from Thermogravimetric Data J. H. Flynn;L. A. Wall