An Unexpected Observation: Synthesis of a Novel Polyimide from Bis(trimethylsilyl)urea and Dianhydride

Byung Te Jung; Ho Wook Choi; Kyung Sun Park; Dong Hack Suh

Journal of Industrial and Engineering Chemistry, Vol.9, No.2, 134-137, March, 2003

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An Unexpected Observation: Synthesis of a Novel Polyimide from Bis(trimethylsilyl)urea and Dianhydride

Byung Te Jung, Ho Wook Choi¹, Kyung Sun Park¹, and Dong Hack Suh^{1, †}

Samshin Creation, Seoul 135-100, Korea
¹School of Chemical Engineering, Hanyang University, Seoul 133-791, Korea

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The polyimidization of bis(trimethylsilyl)urea with 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) in dimethylsulfoxide (DMSO) was carried out to produce a novel polyimide. New structure of polyimide was characterized by 1H-NMR and FT-IR spectrum. The polymer has inherent viscosity of 0.385 dL/g and was stable up to at least 430 ℃ with 10% weight loss. A wide-angle X-ray diffractogram revealed that the polymer was semi-crystalline.

Keywords:polyimide;bis(trimethylsilyl) urea;dianhydride;thermal stability

[References]

Ghosh MK, Mittal KL, Polyimides: Fundamentals and Applications, Marcel Dekker, Inc., New York (1996)
Wilson D, Stenzenberger HD, Hergenrother P, Polyimides, Chapman & Hall, New York (1990)
Boldebuck EM, Klebe JF, U.S. Patent, 3,303,157 (1967)
Oishi Y, Kakimoto M, Imai Y, 53rd Chem. Soc. Jpn. Ann. Mtg. Prepr., 26 (1986)
Oishi Y, Kakimoto M, Imai Y, Polym. Prepr., 36, 315 (1987)
Joseph C, Polymeric Materials Encyclo-pedia. Boca Raton: CRC Press, 1403-1416 (1996)
Imai Y, Oishi Y, Prog. Polym. Sci., 14, 173 (1989)
Oishi Y, Itoya K, Kakimoto M, Imai Y, Polym. J., 21, 711 (1989)
Oishi Y, Itoya K, Kakimoto M, Imai Y, Kobunshi Ronbunshu, 47, 279 (1990)
Greber G, Lohmann D, Angew. Chem.-Int. Edit., 8, 899 (1969)
Hurd CD, Prapas AG, J. Org. Chem., 24, 338 (1959)
Farrissey WJ, Rose JS, Carleton PS, J. Appl. Polym. Sci., 14, 1093 (1970)
Meyers RA, J. Polym. Sci. A: Polym. Chem., 7, 2757 (1969)
Unishi Y, J. Polym. Sci. B: Polym. Phys., 3, 679 (1965)
Imai Y, Uno K, Iwakura Y, Macromol. Chem., 94, 114 (1966)
Rahman A, Farooq MO, Curr. Sci., 21, 338 (1952)
Hargreaves MK, Pritchard JG, Dave HR, Chem. Rev., 70, 439 (1970)
Wilkinson G, Comprehensive Organometallic Chemistry: The Synthesis, Reactions and Structures of Organometallic Compounds, 2, 160, Pergamon Press (1982)
Wakelyn NT, Pratt JR, J. Polym. Sci. A: Polym. Chem., 27, 2833 (1989)

[Referenced By]

[Related Articles]

[1] Ghosh MK, Mittal KL, Polyimides: Fundamentals and Applications, Marcel Dekker, Inc., New York (1996)

[2] Wilson D, Stenzenberger HD, Hergenrother P, Polyimides, Chapman & Hall, New York (1990)

[3] Boldebuck EM, Klebe JF, U.S. Patent, 3,303,157 (1967)

[4] Oishi Y, Kakimoto M, Imai Y, 53rd Chem. Soc. Jpn. Ann. Mtg. Prepr., 26 (1986)

[5] Oishi Y, Kakimoto M, Imai Y, Polym. Prepr., 36, 315 (1987)

[6] Joseph C, Polymeric Materials Encyclo-pedia. Boca Raton: CRC Press, 1403-1416 (1996)

[7] Imai Y, Oishi Y, Prog. Polym. Sci., 14, 173 (1989)

[8] Oishi Y, Itoya K, Kakimoto M, Imai Y, Polym. J., 21, 711 (1989)

[9] Oishi Y, Itoya K, Kakimoto M, Imai Y, Kobunshi Ronbunshu, 47, 279 (1990)

[10] Greber G, Lohmann D, Angew. Chem.-Int. Edit., 8, 899 (1969)

[11] Hurd CD, Prapas AG, J. Org. Chem., 24, 338 (1959)

[12] Farrissey WJ, Rose JS, Carleton PS, J. Appl. Polym. Sci., 14, 1093 (1970)

[13] Meyers RA, J. Polym. Sci. A: Polym. Chem., 7, 2757 (1969)

[14] Unishi Y, J. Polym. Sci. B: Polym. Phys., 3, 679 (1965)

[15] Imai Y, Uno K, Iwakura Y, Macromol. Chem., 94, 114 (1966)

[16] Rahman A, Farooq MO, Curr. Sci., 21, 338 (1952)

[17] Hargreaves MK, Pritchard JG, Dave HR, Chem. Rev., 70, 439 (1970)

[18] Wilkinson G, Comprehensive Organometallic Chemistry: The Synthesis, Reactions and Structures of Organometallic Compounds, 2, 160, Pergamon Press (1982)

[19] Wakelyn NT, Pratt JR, J. Polym. Sci. A: Polym. Chem., 27, 2833 (1989)