Hyperbranched Poly(ether sulfone) with 1,3,5-s-Triazine Moiety

Youngkyu Chang; Young Chul Kwon; Kyusoon Park; Chulhee Kim

Korea Polymer Journal, Vol.8, No.3, 142-146, June, 2000

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Hyperbranched Poly(ether sulfone) with 1,3,5-s-Triazine Moiety

Youngkyu Chang, Young Chul Kwon, Kyusoon Park, and Chulhee Kim^†

Department of Polymer Science and Engineering, Inha University, Inchon 402-751, Korea

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Hyperbranched poly(ether sulfone) analogs with the 1,3,5-s-triazine moiety were prepared by the direct polymerization of AB₂ type monomer, 2,4-bis(4-hydroxyphenyl)-6-(4-(4-(4-fluorobenzenesulfonyl)phenoxy)phenyl)-1,3,5-s-triazine (3). The selective reactivity of three chlorine atoms on cyanuric chloride toward nucleophiles provides an efficient route for the systematic synthesis of AB₂ type triazine monomers and their hyperbranched polymers. The triazine rings influenced the structural and material characteristics of these hyperbranched polymers. The hyperbranched poly(ether sulfone) analog 4 showed a glass transition at 295℃ , and was soluble in THF, 1,4-dioxane, and DMSO. An excellent thermal stability of polymer 4 was exhibited by a TGA analysis, which showed that 5% weight loss occurred at 480℃ .

[References]

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Frechet JM, Science, 263(5154), 1710 (1994)
Zeng FW, Zimmerman SC, Chem. Rev., 97(5), 1681 (1997)
Tomalia DA, Naylor AM, Goddard WA, Angew. Chem.-Int. Edit., 29, 138 (1990)
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Issberner J, Moors R, Vogtle F, Angew. Chem.-Int. Edit., 33, 2413 (1994)
Kim YH, J. Polym. Sci. A: Polym. Chem., 36(11), 1685 (1998)
Malmstrom E, Hult A, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., 37, 555 (1997)
Spindler R, Frechet JM, Macromolecules, 26, 4809 (1993)
Miller TM, Neenan TX, Kwock EW, Stein SM, J. Am. Chem. Soc., 115, 356 (1993)
Flory PJ, J. Am. Chem. Soc., 74, 2718 (1952)
Kim YH, Webster OW, Macromolecules, 25, 5561 (1992)
Kim YH, Webster OW, J. Am. Chem. Soc., 112, 4592 (1990)
Hawker CJ, Chu FK, Macromolecules, 29(12), 4370 (1996)
Saunder A, Kramer M, Hanselmann R, Mulhaupt R, Frey H, Angew. Chem.-Int. Edit., 31, 1571 (1992)
Shu CF, Leu CM, Macromolecules, 32(1), 100 (1999)
Kim C, Chang YK, Kim JS, Macromolecules, 29(19), 6353 (1996)
Cho SY, Chang Y, Kim JS, Lee SC, Kim C, Macromol. Chem. Phys., in press
Chang Y, Kim YN, Noh I, Kim C, Macromol. Chem. Phys., in press
Armarego WLF, Perrin DD, Purification of Laboratory Chemicals, 4th edition, Butterworth-Heinemann, Oxford, 1996 (1996)

[Related Articles]

[1] Newkome GR, Moorefield CN, Vogtle F, Dendritic Molecules: Concepts, Syntheses, Perspectives VCH, Weinheim, 1996 (1996)

[2] Frechet JM, Science, 263(5154), 1710 (1994)

[3] Zeng FW, Zimmerman SC, Chem. Rev., 97(5), 1681 (1997)

[4] Tomalia DA, Naylor AM, Goddard WA, Angew. Chem.-Int. Edit., 29, 138 (1990)

[5] Mekelburger HB, Jaworek W, Vogtle F, Angew. Chem.-Int. Edit., 31, 1571 (1992)

[6] Issberner J, Moors R, Vogtle F, Angew. Chem.-Int. Edit., 33, 2413 (1994)

[7] Kim YH, J. Polym. Sci. A: Polym. Chem., 36(11), 1685 (1998)

[8] Malmstrom E, Hult A, J. Macromol. Sci.-Rev. Macromol. Chem. Phys., 37, 555 (1997)

[9] Spindler R, Frechet JM, Macromolecules, 26, 4809 (1993)

[10] Miller TM, Neenan TX, Kwock EW, Stein SM, J. Am. Chem. Soc., 115, 356 (1993)

[11] Flory PJ, J. Am. Chem. Soc., 74, 2718 (1952)

[12] Kim YH, Webster OW, Macromolecules, 25, 5561 (1992)

[13] Kim YH, Webster OW, J. Am. Chem. Soc., 112, 4592 (1990)

[14] Hawker CJ, Chu FK, Macromolecules, 29(12), 4370 (1996)

[15] Saunder A, Kramer M, Hanselmann R, Mulhaupt R, Frey H, Angew. Chem.-Int. Edit., 31, 1571 (1992)

[16] Shu CF, Leu CM, Macromolecules, 32(1), 100 (1999)

[17] Kim C, Chang YK, Kim JS, Macromolecules, 29(19), 6353 (1996)

[18] Cho SY, Chang Y, Kim JS, Lee SC, Kim C, Macromol. Chem. Phys., in press

[19] Chang Y, Kim YN, Noh I, Kim C, Macromol. Chem. Phys., in press

[20] Armarego WLF, Perrin DD, Purification of Laboratory Chemicals, 4th edition, Butterworth-Heinemann, Oxford, 1996 (1996)