Studies of the Formation of Polyisoimides and Their Imidization in Solution State

Young Jun Kim; Jee Seok Kim; Kil-Yeong Choi

Journal of Industrial and Engineering Chemistry, Vol.7, No.6, 400-404, November, 2001

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Studies of the Formation of Polyisoimides and Their Imidization in Solution State

Young Jun Kim^†, Jee Seok Kim, and Kil-Yeong Choi¹

Department of Textile Engineering, Sung Kyun Kwan University, Suwon 440-746, Korea
¹Advanced Material Division, Korea Research Institute of Chemical Technology, Taejon, Korea

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The phthalic anhydride (PA) end-capped polyamic acid was prepared by reacting 4,4'-oxydianiline (4,4'-ODA) with 4,4'-oxydiphthalic anhydride (ODPA) and phthalic anhydride (PA) as an end-capper in N-methylpyrrodidinone (NMP). Subsequently, the end-capped polyamic acid was cyclo-dehydrated using 1,3-dicyclohexylcarbodiimide (DCC) as a dehydrating agent to form corresponding polyisoimide. Syntheses of polyisoimides at five different temperatures of -20 ℃, 0 ℃, 15 ℃, 30 ℃ and 50 ℃ were investigated by employing FTIR spectroscopy. The reaction temperature in polyisoimide synthesis was observed to have a profound effect on the content of polyisoimide. Thus, the % polyisoimide increased with decreasing reaction temperature as a result of the fact that polyisoimide is a kinetically controlled product. The kinetics of thermal imidization of polyisoimide in solution state was also studied. The thermal imidization of polyisoimide was well described by the first order kinetics with the activation energy of 76 KJ/mol and the frequency factor of 4.0 X 10(-7) sec(-1).

Keywords:polyisoimide;kinetics;imidization;solution state;kinetically controlled product

[References]

Feger C, Franke H, Polyimides: Fundamentals and Applications, M.K. Ghosh and K.L. Mittal, Eds, pp. 759-814, Marcel Dekker, Inc., New York (1996)
Wilson D, Polyimides, D. Wilson, H.D. Stenzenberger, and P.M. Hergenrother, Eds, pp. 187-226, Chapman and Hall, Inc, New York (1990)
Kang DW, Kim BJ, Shim DS, J. Ind. Eng. Chem., 6(4), 270 (2000)
Kim YJ, Park HP, Polym. Int., 49, 8 (2000)
Kurita K, Suzuki Y, Enari T, Ishii S, Nishimura SI, Macromolecules, 28(6), 1801 (1995)
Seino H, Haba O, Ueda M, Mochizuki A, Polymer, 40(3), 551 (1999)
Mochizuki A, Teranishi T, Ueda M, Macromolecules, 28(1), 365 (1995)
Wallace JS, Tan LS, Arnold FE, Polymer, 31, 2411 (1990)
Echigo Y, Okamoto S, Miki N, J. Polym. Sci. A: Polym. Chem., 35(15), 3335 (1997)
Cotter RJ, Sauers CK, Whelan JM, J. Org. Chem., 26, 10 (1961)
Angelo RJ, Golike RC, Tatum WE, Kreuz JA, Recent Advances in Polyimide Science and Technology, W.D. Weber and M.R. Gupta, Eds., p. 67, Soc. Plast. Eng., Brookfield, CT (1985)
Mochizuki A, Teranishi T, Ueda M, Polym. J., 26, 315 (1994)
Yoda N, Hiramoto HJ, Macromol. Sci. Chem., A21, 1641 (1984)
Kim YJ, Glass TE, Lyle GD, McGrath JE, Macromolecules, 26, 1344 (1993)
Sauers CK, Gould CL, Ioannou ES, J. Am. Chem. Soc., 94, 8156 (1972)
Kim YJ, Son GI, Kim JH, Polym. Int., Submitted

[Referenced By]

[Related Articles]

[1] Feger C, Franke H, Polyimides: Fundamentals and Applications, M.K. Ghosh and K.L. Mittal, Eds, pp. 759-814, Marcel Dekker, Inc., New York (1996)

[2] Wilson D, Polyimides, D. Wilson, H.D. Stenzenberger, and P.M. Hergenrother, Eds, pp. 187-226, Chapman and Hall, Inc, New York (1990)

[3] Kang DW, Kim BJ, Shim DS, J. Ind. Eng. Chem., 6(4), 270 (2000)

[4] Kim YJ, Park HP, Polym. Int., 49, 8 (2000)

[5] Kurita K, Suzuki Y, Enari T, Ishii S, Nishimura SI, Macromolecules, 28(6), 1801 (1995)

[6] Seino H, Haba O, Ueda M, Mochizuki A, Polymer, 40(3), 551 (1999)

[7] Mochizuki A, Teranishi T, Ueda M, Macromolecules, 28(1), 365 (1995)

[8] Wallace JS, Tan LS, Arnold FE, Polymer, 31, 2411 (1990)

[9] Echigo Y, Okamoto S, Miki N, J. Polym. Sci. A: Polym. Chem., 35(15), 3335 (1997)

[10] Cotter RJ, Sauers CK, Whelan JM, J. Org. Chem., 26, 10 (1961)

[11] Angelo RJ, Golike RC, Tatum WE, Kreuz JA, Recent Advances in Polyimide Science and Technology, W.D. Weber and M.R. Gupta, Eds., p. 67, Soc. Plast. Eng., Brookfield, CT (1985)

[12] Mochizuki A, Teranishi T, Ueda M, Polym. J., 26, 315 (1994)

[13] Yoda N, Hiramoto HJ, Macromol. Sci. Chem., A21, 1641 (1984)

[14] Kim YJ, Glass TE, Lyle GD, McGrath JE, Macromolecules, 26, 1344 (1993)

[15] Sauers CK, Gould CL, Ioannou ES, J. Am. Chem. Soc., 94, 8156 (1972)

[16] Kim YJ, Son GI, Kim JH, Polym. Int., Submitted