6H-BABPA계 폴리에테르이미드의 제조 및 성질

구승영; 이동호; 최홍진; 구광모; 전일련; 최길영

Polymer(Korea), Vol.20, No.4, 664-674, July, 1996

Export Citation

6H-BABPA계 폴리에테르이미드의 제조 및 성질

Synthesis and Properties of 6H-BABPA Polyetherimides

구승영, 이동호, 최홍진, 구광모, 전일련, 최길영

초록

2,2'-Bis(4-(3,4-dicarboxyphenoxy)phenyl)propane dianhydride (6H-BABPA)를 4- nitrophthalimide를 출발 물질로 하여 합성하였다. 합성된 6H-BABPA와 여러 종류의 디아민과의 단일 중합체를 기존의 two-step방법에 의해 중합하였다. 얻어진 폴리아믹산 중합체와 이를 열 이미드화하여 얻어진 폴리에테르이미드의 고유점도(inherent viscosity)는 0.46-2.46, 0.14-1.88 dL/g의 범위로 각각 얻어졌다. 또한 얻어진 폴리에테르이미드는 상온에서 유기 용매인 N-methyl-2-pyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide, methylene chloride에 녹았다. 유리전이온도의 범위는 190-251℃ 질소 분위기하에서의 초기 분해온도는 520℃ 이상이었다.

2,2'-Bis(4-(3,4-dicarboxyphenoxy)phenyl)propane dianhydride (6H-BABPA) was synthesized by 4-nitrophthalimide as starting material. Polyetherimides were prepared by conventional two-step method from 6H-BABPA and several diamines. This procedures yielded high molecular-weight polyamic acids and polyetherimides with inherent viscosities of 0.46-2.46, 0.14-1.88 dL/g, respectively. Most of these polymers were soluble in organic solvents such as N-methyl-2-pyrrolidone, N,N- dimethylformamide, N,N-dimethylacetamide, methylene chloride at ambient temperature. The glass transition temperatures of these polymers were in the range of 190-251℃ and the initial decomposition temperatures were over 520℃ under nitrogen.

Keywords:polyetherimides;6H-BABPA;4-nitrophthalimide;soluble

[References]

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[2] Cassidy PE, "Thermally Stable Polymers," Marcel Dekker (1980)

[3] Critchley JP, Knightm GJ, Wright WW, "Heat-Resistant Polymers," Plenum (1983)

[4] Bessonov MI, Koton MM, "Polyimide: Thermally Stable Polymers," p. 1, Consultants Bureau, New York (1987)

[5] Oishi Y, Kakimoto M, Imai Y, "Polyimide: Materials, Chemistry, and Characterization," p. 139, Elsevier Science Publishers B.V., Amsterdam (1989)

[6] Wilson D, Stenzenberger HP, Hergenrother PM, "Polyimides," Chapman and Hall (1990)

[7] Mercier JP, "Polyimide and other High-Temperature Polymers," eds. by J. Marc and M. Abadi, p. 151, Elsevier Science Publishers, Amsterdam (1991)

[8] Health DR, Wirth JG, U.S. Patent, 3,956,320 (1976)

[9] Keely DE, U.S. Patent, 4,237,259 (1980)

[10] Williams FJ, Relles HM, U.S. Patent, 4,297,474 (1981)

[11] Heath DR, Wirth JG, U.S. Patent, 3,787,475 (1974)

[12] Takekoshi T, Wirth JG, Heath DR, Kochanowski JE, Manello JS, Webber MJ, J. Polym. Sci. A: Polym. Chem., 18, 3069 (1980)

[13] Rogers ME, Grubbs H, Rodrigues D, Wilkes GL, Brennan A, Lin T, Marand H, McGrath JE, 37th International SAMPE Symp., 717 (1992)

[14] Reinders W, Ringer WE, Rec. Trav. Chem., 18, 326 (1974)

[15] Beck JR, J. Org. Chem., 38, 4086 (1973)

[16] Knudsen RD, Snyder HR, J. Org. Chem., 39, 3343 (1974)

[17] Williams FJ, U.S. Patent, 3,847,869 (1974)

[18] Takekoshi T, Kochanowski JE, Manello JS, Webber MJ, J. Polym. Sci. A: Polym. Chem., 19, 1635 (1985)

[19] Takekoshi T, Kochanowski JE, Manello JS, Webber MJ, J. Polym. Sci. Polym. Symp., 74, 93 (1986)

[20] Hunteress EH, Shloss EL, Ehrlich P, "Organic Synthesis," Vol. 2, p. 457-458, John Wiley Inc., New York (1950)

[21] Nicolet BH, Bender JA, "Organic Synthesis," vol. 1, p. 410-411, John Wiley, New York (1950)

[22] Williams FJ, Doahue PE, J. Org. Chem., 42, 3425 (1977)

[23] Kawashima Y, Ikeda T, Kitagawa H, "Polyimide: Materials, Chemistry, and Characterization," p. 123, Elsevier, Amsterdam (1989)

[24] Naverre M, "Polyimides: Synthesis, Characterization, and Application," ed. by K.L. Mittal, vol. 1, p. 429, Plenum Press, New York and London (1984)