Synthesis and Characterization of Branched Bisphenol-A Polycarbonates Functionalized with Siloxane

Md. Monirul Islam; Dong-Wan Seo; Ho-Hyoun Jang; Young-Don Lim; Kyung Moo Shin; Whan-Gi Kim

Macromolecular Research, Vol.19, No.12, 1278-1286, December, 2011

DOI10.1007/s13233-011-1205-1 Export Citation

Synthesis and Characterization of Branched Bisphenol-A Polycarbonates Functionalized with Siloxane

Md. Monirul Islam, Dong-Wan Seo, Ho-Hyoun Jang, Young-Don Lim, Kyung Moo Shin¹, and Whan-Gi Kim^†

Department of Applied Chemistry, Kon-Kuk University, Chungbuk, 380-701, Korea
¹Advanced Polymeric Materials R&D Center, Samyang Corporation, Daejeon, 305-348, Korea

E-mail:

Branched and grafted silicone polycarbonates were synthesized from branched allyl polycarbonate (Br-Allyl-PC) precursors and siloxanes by a controlled hydrosilylation reaction using Karstedt’s catalyst. The Br-Allyl-PCs were synthesized using a bisphenol-A (BPA) based linear oligomer and 3,3',3''-triallyl-1,1,1-tris(4-hydroxyphenyl)ethane (triallyl-THPE) through an interfacial polymerization process. Triallyl-THPE consisted of reactive tri-phenoxy and tri-allyl functional groups. The effects of the branching concentration and grafting chain length were examined. The branched grafted silicone polycarbonates (BrSi-PC) and their active precursors (Br-Allyl-PC) showed different thermal properties compared to bisphenol-A polycarbonate (BPA-PC) or linear polycarbonate. BrSi-PC also exhibited superior flow properties, better thermal stability, lower wettability and a different surface morphology compared to those of their precursors, BPA-PC, and branched polycarbonate.

Keywords:allyl polycarbonate;branched polycarbonate;branched grafted silicone polycarbonate;oligomer;interfacial polymerization;hydrosilylation.

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[2] Fox DW, in Kirk-Othmer Encyclopedia of Chemical Technology, Kroschwitz J, Ed., Wiley, New York, 18, 479 (1985)

[3] Sehanobish K, Pham T, Bosnyak HCP, in Polymeric Materials Encyclopedia, J. C. Salamone, Ed., CRC Press, Boca Raton, 8, 5697 (1996)

[4] Schnell H, Angew. Chem., 68, 633 (1956)

[5] Krishnan S, White RJ, U.S. Patent 4,772,655 (1988)

[6] Policastro PP, Hernandez PK, Davis GC, Rich JD, U.S. Patent 4,916,194 (1990)

[7] Lwis LN, Bunnel SC, U.S. Patent 4,954,549 (1990)

[8] Vincent HL, Kimball DJ, Boundy RR, Polym. Mater.Sci. Eng., 50, 143 (1984)

[9] Ebeling T, Marugan MM, Qu Z, Siripurapu S, European Patent EP 1 624 025 A1 (2005)

[10] Horisawa K, Okada K, Zhou W, WO Patent 152741 A1 (2008)

[11] Zhong HF, Wei P, Jiang PK, Wu D, Wang GL, J. Polym. Sci. B: Polym. Phys., 45(13), 1542 (2007)

[12] Sergei VL, Edward DW, J. Fire Sci., 24, 137 (2006)

[13] Singh RK, Lin YG, U.S. Patent 20050009968 A1 (2005)

[14] Kanayama S, Narita K, Tamura M, U.S. Patent 2004 0054116 A1 (2004)

[15] Siripurapu S, Basha MI, Praveenraj AVB, U.S. Patent 20060205848 A1 (2006)

[16] Hanfang Z, Ping W, Pingkai J, Genlin W, Fire Mater., 31, 411 (2007)

[17] Lewis CM, Mathias L, Polymer Prepr., 34, 491 (1993)

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[19] Marks MJ, Sekinger JK, Polymer, 36(1), 209 (1995)

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[21] Hu XL, Chen XS, Xie ZG, Cheng HB, Jing XB, J. Polym. Sci. A: Polym. Chem., 46(21), 7022 (2008)

[22] Hu XL, Chen XS, Cheng HB, Jing XB, J. Polym. Sci. A: Polym. Chem., 47(1), 161 (2009)

[23] Huang Y, Yu YZ, Bell JP, J. Appl. Polym. Sci., 56(1), 1 (1995)

[24] Davis GC, McGrath BE, U.S. Patent 5,025,074 (1991)

[25] James AM, Niles RR, Rajendra KS, U.S. Patent 2003/0027905 A1 (2003)

[26] Zhou WJ, Osby J, Polymer, 51(9), 1990 (2010)

[27] Mark V, Hedges CV, U.S. Patent 4,469,861 (1984)

[28] Frietag D, Haberland U, Krimm H, U.S. Patent 3,799,953 (1974)

[29] Lyu MY, Lee JS, Pae Y, J. Appl. Polym. Sci., 80(10), 1814 (2001)

[30] Stinson SC, Chem. Eng. News., 55 (1990)

[31] Krabbenhoft HO, Boden EP, U.S. Patent 5,021,521 (1991)

[32] Boden EP, Krabbenhoft HO, U.S. Patent 4,888,400 (1989)

[33] Sang HK, Woo HG, Kim SH, Kim JS, Kang HG, Kim WG, Macromolecules., 32, 19 (1999)

[34] Islam Mollah MS, Synthesis and Characterization of Silicone Polycarbonates, M.S Thesis, Konkuk Univ., Chungju (2010)

[35] Islam Mollah MS, Seo DW, Islam MM, Kim WG, J. Macromol. Sci. Part A., 48, 400 (2011)

[36] Nair CPR, Krishnan K, Ninan KN, Thermochim. Acta, 359(1), 61 (2000)

[37] Amblard F, Govindarajan B, Lefkove B, Rapp KL, Detorio M, Arbisera JL, Schinazi RF, Bioorg. Med. Chem.Lett., 17, 4428 (2007)

[38] Lestel L, Cheradam H, Boileau S, Polymer., 31, 1154 (1990)