Synthesis and Characterization of Ladder-like Structured Polysilsesquioxane with Carbazole Group

Seung-Sock Choi; Albert S. Lee; He Seung Lee; Kyung-Youl Baek; Dong Hoon Choi; Seung Sang Hwang

Macromolecular Research, Vol.19, No.3, 261-265, March, 2011

DOI10.1007/s13233-011-0304-3 Export Citation

Synthesis and Characterization of Ladder-like Structured Polysilsesquioxane with Carbazole Group

Seung-Sock Choi^{1, 2}, Albert S. Lee^{1, 3}, He Seung Lee^{1, 3}, Kyung-Youl Baek^{1, 3}, Dong Hoon Choi², and Seung Sang Hwang^{1, 3, †}

¹Polymer Hybrid Center, Korea Institute of Science Technology, Seoul, 136-791, Korea
²Department of Chemistry, Korea University, Seoul, 136-701, Korea
³, Korea

E-mail:

Poly(propyl carbazole silsesquioxane) (PPCSQ) with a high molecular weight (Mw = 10,200) was synthesized by the direct hydrolysis of 9-[3-(trimethoxysilyl) propyl]-9H-carbazole with K2CO3, followed by a condensation reaction in an H2O/dimethylformamide (DMF) mixture solvent at 25℃ . The obtained PPCSQ consisted of ladder-like structured siloxane bonds with carbarzole groups as the pendant group, where the distance between two carbarzole pendant groups through the siloxane backbone was 15.6 A and the mean thickness of the siloxane backbone was 4.3 A. This PPCSQ was thermally stable up to 450 ℃ and the glass transition temperature was ca. 95 ℃, showing good film formablity by spin casting.

Keywords:polysilsesquioxane;ladder-like;carbazole;hybrid material.

[References]

Baney RH, Itoh M, Sakakibara A, Suzuki T, Chem. Rev., 95(5), 1409 (1995)
Liu CQ, Liu Y, Shen ZR, Xie P, Zhang RB, Yang JL, Bai FL, Macromol. Chem. Phys., 202, 1581 (2001)
Kudo H, Yamamoto M, Nishikubo T, Moriya O, Macromolecules, 39(5), 1759 (2006)
Yamamoto S, Yasuda N, Ueyama A, Adachi H, Ishikawa M, Macromolecules, 37(8), 2775 (2004)
Lee EC, Kimura Y, Polym. J., 29, 678 (1997)
Imae I, Kawakami Y, Ooyama Y, Harima Y, Macromol. Symp., 249, 50 (2007)
de Morais TD, Chaput F, Lahlil K, Boilot JP, Adv. Mater., 11(2), 107 (1999)
de Morais TD, Chaput F, Boilot JP, Lahlil K, Darracq B, Levy Y, Adv. Mater., 10, 69 (2000)
Brown JF, Vogt LH, Katchman A, Eustance JW, Kiser KM, Krantz KW, J. Am. Chem. Soc., 82, 6194 (1960)
Brown JF, J. Am. Chem. Soc., 87, 4317 (1965)
Frye CL, Klosowski JM, J. Am. Chem. Soc., 93, 4599 (1971)
Zhang ZX, Hao JK, Xie P, Zhang XJ, Han CC, Zhang RB, Chem. Mater., 20, 1322 (2008)
Tang HD, Sun J, Zhou XS, Fu PF, Xie P, Zhang RB, Macromol. Chem. Phys., 204, 155 (2003)
Choi SS, Lee HS, Kim EK, Baek KY, Choi DH, Hwang SS, Mol. Cryst. Liq. Cryst., 520, 241 (2010)
The molecular weight of T12-phenyl POSS was measured by same SEC equipment as PPCSQ.
Matsubara Y, Konishi W, Sugizaki T, Moriya O, J. Polym. Sci. A: Polym. Chem., 39(13), 2125 (2001)
Sulaiman S, Bhaskar A, Zhang J, Guda R, Goodson T, Laine RM, Chem. Mater., 20, 5563 (2008)
Seki H, Kajiwara T, Abe Y, Gunji T, J. Organomet. Chem., 695, 1363 (2010)
Unno M, Suto A, Matsumoto H, J. Am. Chem. Soc., 124(8), 1574 (2002)
Park ES, Ro HW, Nguyen CV, Jaffe RL, Yoon DY, Chem. Mater., 20, 1548 (2008)
Sun J, Tang HD, Jiang JQ, Xie P, Zhang RB, Fu PF, Wu Q, Polymer, 44(10), 2867 (2003)
Zhang LY, Dai DR, Zhang RB, Polym. Adv. Technol., 8, 662 (1997)
Wu W, Zhang S, Li Y, Li JX, Liu LQ, Qin YJ, Guo ZX, Dai LM, Ye C, Zhu DB, Macromolecules, 36(17), 6286 (2003)
Imae I, Kawakami Y, J. Mater. Chem., 15, 4581 (2005)

[Referenced By]

[Related Articles]

[1] Baney RH, Itoh M, Sakakibara A, Suzuki T, Chem. Rev., 95(5), 1409 (1995)

[2] Liu CQ, Liu Y, Shen ZR, Xie P, Zhang RB, Yang JL, Bai FL, Macromol. Chem. Phys., 202, 1581 (2001)

[3] Kudo H, Yamamoto M, Nishikubo T, Moriya O, Macromolecules, 39(5), 1759 (2006)

[4] Yamamoto S, Yasuda N, Ueyama A, Adachi H, Ishikawa M, Macromolecules, 37(8), 2775 (2004)

[5] Lee EC, Kimura Y, Polym. J., 29, 678 (1997)

[6] Imae I, Kawakami Y, Ooyama Y, Harima Y, Macromol. Symp., 249, 50 (2007)

[7] de Morais TD, Chaput F, Lahlil K, Boilot JP, Adv. Mater., 11(2), 107 (1999)

[8] de Morais TD, Chaput F, Boilot JP, Lahlil K, Darracq B, Levy Y, Adv. Mater., 10, 69 (2000)

[9] Brown JF, Vogt LH, Katchman A, Eustance JW, Kiser KM, Krantz KW, J. Am. Chem. Soc., 82, 6194 (1960)

[10] Brown JF, J. Am. Chem. Soc., 87, 4317 (1965)

[11] Frye CL, Klosowski JM, J. Am. Chem. Soc., 93, 4599 (1971)

[12] Zhang ZX, Hao JK, Xie P, Zhang XJ, Han CC, Zhang RB, Chem. Mater., 20, 1322 (2008)

[13] Tang HD, Sun J, Zhou XS, Fu PF, Xie P, Zhang RB, Macromol. Chem. Phys., 204, 155 (2003)

[14] Choi SS, Lee HS, Kim EK, Baek KY, Choi DH, Hwang SS, Mol. Cryst. Liq. Cryst., 520, 241 (2010)

[15] The molecular weight of T12-phenyl POSS was measured by same SEC equipment as PPCSQ.

[16] Matsubara Y, Konishi W, Sugizaki T, Moriya O, J. Polym. Sci. A: Polym. Chem., 39(13), 2125 (2001)

[17] Sulaiman S, Bhaskar A, Zhang J, Guda R, Goodson T, Laine RM, Chem. Mater., 20, 5563 (2008)

[18] Seki H, Kajiwara T, Abe Y, Gunji T, J. Organomet. Chem., 695, 1363 (2010)

[19] Unno M, Suto A, Matsumoto H, J. Am. Chem. Soc., 124(8), 1574 (2002)

[20] Park ES, Ro HW, Nguyen CV, Jaffe RL, Yoon DY, Chem. Mater., 20, 1548 (2008)

[21] Sun J, Tang HD, Jiang JQ, Xie P, Zhang RB, Fu PF, Wu Q, Polymer, 44(10), 2867 (2003)

[22] Zhang LY, Dai DR, Zhang RB, Polym. Adv. Technol., 8, 662 (1997)

[23] Wu W, Zhang S, Li Y, Li JX, Liu LQ, Qin YJ, Guo ZX, Dai LM, Ye C, Zhu DB, Macromolecules, 36(17), 6286 (2003)

[24] Imae I, Kawakami Y, J. Mater. Chem., 15, 4581 (2005)