Thermally Stable and Processible Norbornene Copolymers

Dong-WooYoo; Seung-Jae Yang; Jin-Kyu Lee; Joohyeon Park; Kookheon Char

Macromolecular Research, Vol.14, No.1, 107-113, February, 2006

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Thermally Stable and Processible Norbornene Copolymers

Dong-WooYoo, Seung-Jae Yang, Jin-Kyu Lee^†, Joohyeon Park¹, and Kookheon Char¹

School of Chemistry, Seoul National University, Seoul 151-747, Korea
¹School of Chemical and Biological Engineering, Seoul National University, Seoul 151-747, Korea

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Processible norbornene copolymers were realized by judiciously designing norbornene comonomers, which were themselves prepared by the Diels-Alder reaction of cyclopentadiene and benzoquinone followed by the isomerization and alkylation of alcohols. The norbornene copolymers containing these derivatized comonomers, prepared by [Pd(NCCH2CH3)4][SbF6]2 catalyst, exhibited excellent solubility in many organic solvents as well as good thermal stability, as evidenced by their high glass transition (Tg) and decomposition (~350 ℃) temperatures. In addition, fairly strong adhesion to substrates such as glasses and silicon wafers was also achieved with these copolymers to overcome the limitations experienced by polynorbornene homopolymers and to make them attractive for many important industrial applications.

Keywords:polynorbornene copolymers;solubility;thermal stability;adhesion

[References]

Cassidy E, Thermally Stable Polymer: Synthesis and Properties, Marcel Dekker, New York (1980)
Wollbracht L, Comprehensive Polymer Science, G. Allen and J. Bevington, Eds., Pergamon, Wheaton & Co., Exeter, vol. 5, p. 375 (1989)
Rigby RB, Engineering Thermoplastics, J. M. Margolis, Ed., Marcel Dekker, New York (1995)
Maya EM, Lozano AE, Campa JG, Abajo J, Macromol. Rapid Commun., 25, 592 (2004)
Grove NR, Kohl PA, Allen SAB, Jayaraman S, Shick R, J. Polym. Sci. B: Polym. Phys., 37(21), 3003 (1999)
Janiak C, Lassahn PG, Macromol. Rapid Commun., 22, 479 (2001)
Nomura R, Karim SMA, Kajii H, Hidayat R, Yoshino K, Masuda T, Macromolecules, 33(12), 4313 (2000)
Sagane T, Mizuno A, Makromol. Chem., 194, 37 (1993)
Pugh C, Schrock RR, Macromolecules, 25, 6593 (1992)
Sperling LH, Introduction to Physical Polymer Science, Wiley-Interscience, New York, Chapt. 6. (1985)
Mehler C, Risse W, Makromol. Chem. Rapid Commun., 12, 255 (1991)
Mehler C, Risse W, Macromolecules, 25, 4226 (1992)
Odian G, Principles of Polymerization, 3rd ed., Wiley-Interscience, New York (1993)
Park J, Char K, Park CW, Ind. Eng. Chem. Res., 38(12), 4675 (1999)
Mathew JP, Reinmuth A, Melia J, Swords N, Risse W, Macromolecules, 29(8), 2755 (1996)
Hennis AD, Polley JD, Long GS, Sen A, Yandulov D, Lipian J, Benedikt GM, Rhodes LF, Organometallics, 20, 2802 (2001)
Goodall BL, Risse W, Mathew JP, U.S. Patent 5705503 (1998)
Pasquale AJ, Fornof AR, Long TE, Macromol. Chem. Phys., 205, 621 (2004)
Goodall BL, Benedikt GM, Mcintosh III LH, Barnes DA, U. S. Patent 5468819 (1995)

[Referenced By]

[Related Articles]

[1] Cassidy E, Thermally Stable Polymer: Synthesis and Properties, Marcel Dekker, New York (1980)

[2] Wollbracht L, Comprehensive Polymer Science, G. Allen and J. Bevington, Eds., Pergamon, Wheaton & Co., Exeter, vol. 5, p. 375 (1989)

[3] Rigby RB, Engineering Thermoplastics, J. M. Margolis, Ed., Marcel Dekker, New York (1995)

[4] Maya EM, Lozano AE, Campa JG, Abajo J, Macromol. Rapid Commun., 25, 592 (2004)

[5] Grove NR, Kohl PA, Allen SAB, Jayaraman S, Shick R, J. Polym. Sci. B: Polym. Phys., 37(21), 3003 (1999)

[6] Janiak C, Lassahn PG, Macromol. Rapid Commun., 22, 479 (2001)

[7] Nomura R, Karim SMA, Kajii H, Hidayat R, Yoshino K, Masuda T, Macromolecules, 33(12), 4313 (2000)

[8] Sagane T, Mizuno A, Makromol. Chem., 194, 37 (1993)

[9] Pugh C, Schrock RR, Macromolecules, 25, 6593 (1992)

[10] Sperling LH, Introduction to Physical Polymer Science, Wiley-Interscience, New York, Chapt. 6. (1985)

[11] Mehler C, Risse W, Makromol. Chem. Rapid Commun., 12, 255 (1991)

[12] Mehler C, Risse W, Macromolecules, 25, 4226 (1992)

[13] Odian G, Principles of Polymerization, 3rd ed., Wiley-Interscience, New York (1993)

[14] Park J, Char K, Park CW, Ind. Eng. Chem. Res., 38(12), 4675 (1999)

[15] Mathew JP, Reinmuth A, Melia J, Swords N, Risse W, Macromolecules, 29(8), 2755 (1996)

[16] Hennis AD, Polley JD, Long GS, Sen A, Yandulov D, Lipian J, Benedikt GM, Rhodes LF, Organometallics, 20, 2802 (2001)

[17] Goodall BL, Risse W, Mathew JP, U.S. Patent 5705503 (1998)

[18] Pasquale AJ, Fornof AR, Long TE, Macromol. Chem. Phys., 205, 621 (2004)

[19] Goodall BL, Benedikt GM, Mcintosh III LH, Barnes DA, U. S. Patent 5468819 (1995)